| Staples 2014-15 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1144 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | V Baseball | Seymour (Scrim.) | Away - French Park [Directions] | TBA | 9:30/12:30 | |
| TBA | JV Baseball | Masuk | Away - Wolfe Park [Directions] | 12:00 p.m. | 10:30/1:30 | |
| TBA | JV Boys Golf | Greenwich | Away [Directions] | TBA | 2:00 | ED 1:50 |
| TBA | FR Boys Lacrosse | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| TBA | FR Boys Lacrosse | Trumbull | Home - Wakeman Field E (grass) [Directions] | TBA | ||
| TBA | V Boys Outdoor Track | Irv Black Invitational @ Willowbrook Park | Away | 3:30 p.m. | 1:00 | ED 12:30 |
| TBA | V Boys Outdoor Track | Hatter Freshmen Invitational | Away | 4:00 p.m. | 2:00 | ED 1:30 |
| TBA | JV Boys Tennis | Fairfield Warde | Home - Town Farms Tennis Courts [Directions] | TBA | ||
| TBA | V Co-ed Sailing | FLHS, Stamford, MHS | Away | TBA | 2:15/5:45 | Pequot Yacht Club |
| TBA | V Girls Gymnastics | Westhill, New Canaan | Away [Directions] | 5:30 p.m. | 4:00/6:30 | |
| TBA | FR Girls Lacrosse | Greenwich | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| TBA | FR Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | TBA | 2:45/5:00 | |
| TBA | JV Girls Tennis | Ridgefield | Home - Town Farms Tennis Courts [Directions] | TBA | ||
| TBA | V Girls Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 3-0 | p/u 2:30, d/o 6:00 | |
| TBA | V Girls Water Polo | Chelsea Piers | Away | 6:45 p.m. | 4:45 | |
| Wed., 8/27 | V Football | Naugatuck (Scrim.) | Away - Naugatuck High School [Directions] | TBA | 2:45 | 2 buses |
| Wed., 8/27 | V Boys Soccer | Fairfield Prep (Scrim.) | Home - Loeffler Field - Staples HS [Directions] | 4:00 p.m. | ||
| Thu., 8/28 | V Field Hockey | Bethel (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | W 10-1 | ||
| Thu., 8/28 | JV Field Hockey | Bethel (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 6:00 p.m. | ||
| Thu., 8/28 | V Girls Soccer | Pomperaug (Scrim.) | Away - Sports Complex & Track [Directions] | 5:00 p.m. | 3:30/6:00 | |
| Thu., 8/28 | JV Girls Soccer | Pomperaug (Scrim.) | Away - PHS Soccer Field [Directions] | 5:00 p.m. | 3:30/6:00 | |
| Thu., 8/28 | FR Girls Soccer | New Canaan (Scrim.) | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30/5:00 | Saxe Middle School |
| Fri., 8/29 | V Boys Soccer | South Kent (Scrim.) | Away | 3:00 p.m. | 1:00/4:00 | ED 1:00pm |
| Fri., 8/29 | V Girls Soccer | Rye Country Day (NY) (Scrim.) | Home - Wakeman Field B (turf) [Directions] | 3:30 p.m. | ||
| Sat., 8/30 | V Football | Ridgefield (Scrim.) | Away - Tiger Hollow Stadium [Directions] | 9:00 a.m. | 7:00am | 2 buses |
| Sat., 8/30 | FR Football | Ridgefield (Scrim.) | Away - Tiger Hollow Turf Field II [Directions] | 9:00 a.m. | 7:00am | |
| Sat., 8/30 | V Field Hockey | Weston (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 10:00 a.m. | ||
| Sat., 8/30 | JV Field Hockey | Weston (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 11:00 a.m. | ||
| Sat., 8/30 | V Girls Soccer | Conard Girls Soccer Jamboree | Away | 9:50 a.m. | 7:30am | |
| Sun., 8/31 | V Boys Soccer | Martin Luther King | Home - Loeffler Field - Staples HS [Directions] | 1:00 p.m. | ||
| Wed., 9/3 | V Boys Soccer | Choate Rosemary Hall (Scrim.) | Away | 4:15 p.m. | 2:30/5:15 | |
| Wed., 9/3 | JV Boys Soccer | Fairfield Ludlowe (Scrim.) | Away [Directions] | 4:00 p.m. | 2:45/5:00 | share bus with FR |
| Wed., 9/3 | JV Boys Soccer | Fairfield Ludlowe (Scrim.) | Away [Directions] | 4:00 p.m. | 2:45/5:00 | share bus with FR |
| Wed., 9/3 | FR Boys Soccer | Fairfield Ludlowe (Scrim.) | Away [Directions] | 4:00 p.m. | Share with JV | |
| Wed., 9/3 | V Field Hockey | Fairfield Warde (Scrim.) | Away - Tetreau/Davis Field [Directions] | 3:30 p.m. | 2:30/4:30 | |
| Wed., 9/3 | JV Field Hockey | Fairfield Warde (Scrim.) | Away [Directions] | 4:30 p.m. | 3:15/5:30 | |
| Wed., 9/3 | FR Field Hockey | Newtown (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Thu., 9/4 | V Football | Fairfield Prep (Scrim.) | Home [Directions] | 3:30 p.m. | ||
| Thu., 9/4 | FR Football | Fairfield Prep (Scrim.) | Away [Directions] | 3:30 p.m. | 2:45/5:00 | |
| Thu., 9/4 | V Girls Soccer | TBA | Home - Loeffler Field - Staples HS [Directions] | 4:00 p.m. | ||
| Sat., 9/6 | V Boys Cross Country | Blue vs. White time trials | Home - Staples Stadium [Directions] | 9:00 a.m. | ||
| Sat., 9/6 | V Boys Soccer | Wethersfield Jamboree | Away | 10:00 a.m. | 7:45am | |
| Sat., 9/6 | V Girls Cross Country | Blue and White Time Trial | Home - Staples Stadium [Directions] | 9:00 a.m. | ||
| Sat., 9/6 | V Girls Volleyball | Staples Jamboree | Home [Directions] | 9:00 a.m. | ||
| Tue., 9/9 | V Boys Cross Country | Wilton, Stamford, Fairfield Warde | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/9 | V Boys Soccer | St. Joseph | Home - Loeffler Field - Staples HS [Directions] | W 2-0 | ||
| Tue., 9/9 | JV Boys Soccer | St. Joseph | Home - Wakeman Field B (turf) [Directions] | W 5-0 | ||
| Tue., 9/9 | V Girls Cross Country | Wilton, Stamford, Fairfield Warde | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/9 | V Field Hockey | Danbury | Away - Danbury High School Stadium [Directions] | W 5-1 | 2:10/5:00 | ED 2:00 |
| Tue., 9/9 | JV Field Hockey | Danbury | Away - Danbury High School Grass Field [Directions] | W 4-0 | 3:30/6:30 | |
| Tue., 9/9 | FR Field Hockey | Danbury | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Wed., 9/10 | V Boys Water Polo | Brunswick School | Away | 4:00 p.m. | 2:30/5:30 | JV to follow |
| Wed., 9/10 | V Girls Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | W 9-0 | 2:30/5:00 | |
| Wed., 9/10 | JV Girls Soccer | Harding | Away - Seaside Park [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Wed., 9/10 | V Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | L 0-3 | 2:45/6:00 | |
| Wed., 9/10 | JV Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:15 p.m. | ride with varsity | |
| Wed., 9/10 | FR Girls Volleyball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/11 | FR Football | Xavier | Home - Staples Stadium [Directions] | 5:00 p.m. | ||
| Thu., 9/11 | V Boys Soccer | Wilton | Home - Loeffler Field - Staples HS [Directions] | L 1-0 | ||
| Thu., 9/11 | JV Boys Soccer | Wilton | Home - Wakeman Field B (turf) [Directions] | L 2-1 | ||
| Thu., 9/11 | FR Boys Soccer | Wilton | Away - Allen's Field [Directions] | W 4-0 | 2:45/5:00 | |
| Fri., 9/12 | V Football | Xavier | Home - Staples Stadium [Directions] | L 0-3 | ||
| Fri., 9/12 | V Girls Soccer | Trumbull | Home - Loeffler Field - Staples HS [Directions] | W 3-1 | ||
| Fri., 9/12 | JV Girls Soccer | Trumbull | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Fri., 9/12 | FR Girls Soccer | Trumbull | Away - JV Grass Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Fri., 9/12 | V Girls Swimming and Diving | New Canaan, Trumbull | Home - Staples HS Pool [Directions] | 6:00 p.m. | ||
| Fri., 9/12 | V Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | L 1-3 | 2:30/6:00 | |
| Fri., 9/12 | JV Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ride with varsity | |
| Sat., 9/13 | V Boys Cross Country | Invitational | Away | TBA | 7:00am | |
| Sat., 9/13 | JV Football | Xavier | Home - Staples Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/13 | V Boys Water Polo | Darien | Away [Directions] | 3:30 p.m. | 2:15 | |
| Sat., 9/13 | FR Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | Cancelled | 9:45/12:00 | |
| Sat., 9/13 | V Girls Volleyball | Weston | Home - Staples H.S. Gym [Directions] | L 2-3 | ||
| Sat., 9/13 | JV Girls Volleyball | Weston | Home - Staples H.S. Gym [Directions] | 1:30 p.m. | ||
| Mon., 9/15 | V Field Hockey | Westhill | Home - Ginny Parker Field - Staples [Directions] | W 4-2 | ||
| Mon., 9/15 | JV Field Hockey | Westhill | Home - Ginny Parker Field - Staples [Directions] | W 4-0 | ||
| Mon., 9/15 | V Girls Soccer | Brien McMahon | Home - Loeffler Field - Staples HS [Directions] | W 6-0 | ||
| Mon., 9/15 | JV Girls Soccer | Brien McMahon | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Mon., 9/15 | V Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | W 3-0 | 2:45/6:00 | |
| Mon., 9/15 | JV Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | 5:30 p.m. | ride with varsity | |
| Tue., 9/16 | V Boys Cross Country | New Canaan, Trinity Catholic, Norwalk, Brien McMahon | Away - Waveny Park [Directions] | 4:00 p.m. | 1:45 | ED 1:15, 2 buses |
| Tue., 9/16 | V Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | T 1-1 | 3:30/7:00 | |
| Tue., 9/16 | JV Boys Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | L 2-0 | 4:15/7:00 | |
| Tue., 9/16 | FR Boys Soccer | Danbury | Home - Wakeman Field B (turf) [Directions] | L 3-1 | ||
| Tue., 9/16 | V Girls Cross Country | New Canaan, Trinity Catholic, Norwalk, Brien McMahon | Away - Waveny Park [Directions] | 4:00 p.m. | 1:45/5:00 | ED 1:15 2 buses |
| Tue., 9/16 | V Girls Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 4:00 p.m. | 2:10/5:00 | ED 2:00 |
| Wed., 9/17 | V Boys Water Polo | Suffield | Home - Staples HS Pool [Directions] | 4:00 p.m. | JV to follow at 5:00 | |
| Wed., 9/17 | V Girls Soccer | New Canaan | Home - Loeffler Field - Staples HS [Directions] | T 1-1 | ||
| Wed., 9/17 | JV Girls Soccer | New Canaan | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Wed., 9/17 | FR Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Wed., 9/17 | V Girls Volleyball | Ridgefield | Home - Staples H.S. Gym [Directions] | L 1-3 | ||
| Wed., 9/17 | JV Girls Volleyball | Ridgefield | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Wed., 9/17 | FR Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Thu., 9/18 | FR Football | Wilton | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Thu., 9/18 | V Boys Soccer | Bassick | Home - Loeffler Field - Staples HS [Directions] | W 4-2 | ||
| Thu., 9/18 | V Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | W 2-0 | 5:00/8:00 | |
| Thu., 9/18 | JV Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | 5:30 p.m. | 4:00/6:30 | |
| Thu., 9/18 | FR Field Hockey | Trumbull | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Fri., 9/19 | V Football | Wilton | Away - Fujitani Field - Turf [Directions] | W 24-0 | 5:00/9:00 | 2 buses |
| Fri., 9/19 | V Boys Water Polo | Horace Mann (NY) | Home - Staples HS Pool [Directions] | 5:00 p.m. | JV to follow at 6:00 | |
| Fri., 9/19 | V Competitive Cheerleading | Wilton | Away [Directions] | 7:00 p.m. | 5:30/8:30 | |
| Fri., 9/19 | V Girls Soccer | Stamford | Home - Loeffler Field - Staples HS [Directions] | W 4-1 | ||
| Fri., 9/19 | FR Girls Soccer | Danbury | Away - Danbury High School Stadium [Directions] | 5:00 p.m. | 3:00/6:00 | |
| Fri., 9/19 | V Girls Volleyball | New Canaan | Home - Staples H.S. Gym [Directions] | W 3-2 | ||
| Fri., 9/19 | JV Girls Volleyball | New Canaan | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Fri., 9/19 | FR Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Sat., 9/20 | V Boys Cross Country | Stratton Brook Invitational | Away | 9:00 a.m. | 8:00am | |
| Sat., 9/20 | V Girls Cross Country | Stratton Brook Invitational | Away | 9:00 a.m. | 8:00am | 2 buses |
| Sat., 9/20 | V Field Hockey | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | W 3-1 | ||
| Sat., 9/20 | JV Field Hockey | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | T 0-0 | ||
| Sat., 9/20 | JV Girls Swimming and Diving | Greenwich | Away [Directions] | 11:00 a.m. | 9:30/12:00 | |
| Mon., 9/22 | JV Football | Wilton | Away - Fujitani Field - Turf [Directions] | 4:00 p.m. | 2:30/5:30 | |
| Mon., 9/22 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | W 4-3 | 3:45/7:00 | |
| Mon., 9/22 | JV Boys Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | T 2-2 | 2:30/5:00 | |
| Mon., 9/22 | FR Boys Soccer | Ridgefield | Home - Wakeman Field E (grass) [Directions] | W 5-0 | ||
| Mon., 9/22 | V Girls Swimming and Diving | Westhill/Stamford | Home - Staples HS Pool [Directions] | 3:30 p.m. | ED 2:00, JV meet as well | |
| Mon., 9/22 | V Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | W 3-0 | 2:45/6:00 | |
| Mon., 9/22 | JV Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:30 p.m. | ride with varsity | |
| Tue., 9/23 | V Boys Cross Country | Westhill, Greenwich, Harding | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/23 | V Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | L 0-1 | 5:45/8:15 | |
| Tue., 9/23 | JV Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | T 1-1 | 4:15 | shuttle with varsity |
| Tue., 9/23 | V Girls Cross Country | Westhill, Greenwich, Harding | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/23 | FR Field Hockey | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | 2:50/5:00 | |
| Tue., 9/23 | V Girls Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | W 6-2 | 2:45/5:00 | |
| Tue., 9/23 | JV Girls Soccer | Fairfield Ludlowe | Away - South Pine Creek Field [Directions] | 4:00 p.m. | 3:00/5:00 | |
| Tue., 9/23 | FR Girls Soccer | Fairfield Ludlowe | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Tue., 9/23 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | L 0-3 | 2:45/6:00 | |
| Tue., 9/23 | JV Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | ride with varsity | |
| Tue., 9/23 | FR Girls Volleyball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/24 | FR Football | Westhill | Away - Rippowam Middle School - Turf Field [Directions] | 3:00 p.m. | 2:00/4:00 | ED 1:45 |
| Wed., 9/24 | FR Boys Soccer | Norwalk | Home - Wakeman Field E (grass) [Directions] | W 2-1 | ||
| Wed., 9/24 | V Boys Water Polo | Loomis Chaffee School | Home - Staples HS Pool [Directions] | 3:00 p.m. | JV to follow at 4:00 | |
| Wed., 9/24 | V Girls Swimming and Diving | Wilton | Away - Allen's Field [Directions] | 3:00 p.m. | 2:00/4:00 | ED 1:50 |
| Fri., 9/26 | V Boys Water Polo | Greenwich | Away [Directions] | TBA | Yes | |
| Fri., 9/26 | V Field Hockey | Ridgefield | Home - Ginny Parker Field - Staples [Directions] | W 3-1 | ||
| Fri., 9/26 | JV Field Hockey | Ridgefield | Home - Ginny Parker Field - Staples [Directions] | W 6-1 | ||
| Fri., 9/26 | FR Field Hockey | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 4:00 p.m. | 2:50/5:00 | |
| Fri., 9/26 | V Girls Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | W 0-4 | 2:30/5:00 | |
| Fri., 9/26 | JV Girls Soccer | Bassick | Away [Directions] | 4:00 p.m. | 3:00/5:00 | |
| Fri., 9/26 | V Girls Volleyball | Ledyard | Home - Staples H.S. Gym [Directions] | L 0-3 | ||
| Fri., 9/26 | JV Girls Volleyball | Ledyard | Home - Staples H.S. Gym [Directions] | 5:00 p.m. | ||
| Sat., 9/27 | V Football | Westhill | Home - Staples Stadium [Directions] | W 34-0 | Homecoming | |
| Sat., 9/27 | V Boys Water Polo | Greenwich | Away [Directions] | TBA | Yes | |
| Sun., 9/28 | V Boys Water Polo | Greenwich | Away [Directions] | TBA | Yes | |
| Mon., 9/29 | JV Football | Westhill | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Mon., 9/29 | V Girls Soccer | Danbury | Home - Loeffler Field - Staples HS [Directions] | W 1-0 | ||
| Mon., 9/29 | JV Girls Soccer | Danbury | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Mon., 9/29 | V Girls Volleyball | Greenwich | Home - Staples H.S. Gym [Directions] | L 1-3 | ||
| Mon., 9/29 | JV Girls Volleyball | Greenwich | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Mon., 9/29 | FR Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 9/30 | V Boys Cross Country | Fairfield Ludlowe, Ridgefield, Bassick, Trumbull, Bridgeport Central | Away [Directions] | 4:00 p.m. | 2:00/5:00 | ED 1:30 2 buses |
| Tue., 9/30 | V Boys Soccer | New Canaan | Home - Loeffler Field - Staples HS [Directions] | T 1-1 | ||
| Tue., 9/30 | JV Boys Soccer | New Canaan | Home - Wakeman Field E (grass) [Directions] | T 1-1 | ||
| Tue., 9/30 | FR Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | W 4-0 | 2:30/5:00 | |
| Tue., 9/30 | V Girls Cross Country | Fairfield Ludlowe, Ridgefield, Bassick, Trumbull, Bridgeport Central | Away [Directions] | 4:00 p.m. | 2:00/5:00 | ED 1:30 2 buses |
| Tue., 9/30 | V Field Hockey | Fairfield Warde | Home - Staples Stadium [Directions] | OT-L 1-2 | ||
| Tue., 9/30 | JV Field Hockey | Fairfield Warde | Home - Ginny Parker Field - Staples [Directions] | 4:30 p.m. | ||
| Wed., 10/1 | V Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 0-1 | 2:30/5:30 | |
| Wed., 10/1 | JV Girls Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:30 p.m. | 2:30/5:30 | |
| Wed., 10/1 | FR Girls Soccer | Ridgefield | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Thu., 10/2 | V Football | Stamford | Home - Staples Stadium [Directions] | L 34-37 | ||
| Thu., 10/2 | FR Football | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Thu., 10/2 | V Boys Soccer | Bridgeport Central | Home - Loeffler Field - Staples HS [Directions] | W 4-0 | ||
| Thu., 10/2 | JV Boys Soccer | Bridgeport Central | Home - Wakeman Field B (turf) [Directions] | W 1-0 | ||
| Thu., 10/2 | V Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | W 2-0 | 3:30/6:00 | |
| Thu., 10/2 | JV Field Hockey | Norwalk | Away - NHS Grass Field [Directions] | 3:30 p.m. | 2:30 | Shuttle with varsity |
| Thu., 10/2 | FR Field Hockey | Norwalk | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Thu., 10/2 | FR Girls Soccer | Wilton | Away - Allen's Field #1 [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Thu., 10/2 | V Girls Swimming and Diving | Greenwich | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Thu., 10/2 | V Girls Volleyball | Westhill | Home - Staples H.S. Gym [Directions] | W 3-2 | ||
| Thu., 10/2 | JV Girls Volleyball | Westhill | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Thu., 10/2 | FR Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Mon., 10/6 | JV Football | Stamford | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Mon., 10/6 | V Boys Soccer | Westhill | Home - Loeffler Field - Staples HS [Directions] | L 2-0 | ||
| Mon., 10/6 | JV Boys Soccer | Westhill | Home - Wakeman Field B (turf) [Directions] | T 1-1 | ||
| Mon., 10/6 | JV Boys Soccer | Westhill | Home - Wakeman Field B (turf) [Directions] | T 1-1 | ||
| Mon., 10/6 | FR Boys Soccer | Westhill | Away - Rippowam Middle School [Directions] | W 3-0 | 2:30/5:00 | |
| Mon., 10/6 | V Field Hockey | Darien | Home - Ginny Parker Field - Staples [Directions] | L 5-1 | ||
| Mon., 10/6 | JV Field Hockey | Darien | Home - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | ||
| Mon., 10/6 | JV Girls Swimming and Diving | Greenwich | Away [Directions] | TBA | 2:30/5:00 | |
| Mon., 10/6 | V Girls Volleyball | Brien McMahon | Home - Staples H.S. Gym [Directions] | W 3-2 | ||
| Mon., 10/6 | JV Girls Volleyball | Brien McMahon | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Mon., 10/6 | FR Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 10/7 | V Boys Cross Country | St. Joseph, Danbury, Darien | Away - St. Joseph High School [Directions] | 4:00 p.m. | 1:45/5:00 | ED 1:15 2 buses |
| Tue., 10/7 | V Girls Cross Country | St. Joseph, Danbury, Darien | Away [Directions] | 4:00 p.m. | 1:45/5:00 | ED 1:15 2 buses |
| Tue., 10/7 | V Girls Soccer | Fairfield Warde | Home - Loeffler Field - Staples HS [Directions] | L 1-2 | ||
| Tue., 10/7 | JV Girls Soccer | Fairfield Warde | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Tue., 10/7 | FR Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | p/u 2:30,d/o 5:00 | |
| Tue., 10/7 | Miscellaneous Events | PAL Football | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Wed., 10/8 | SO Football | Greenwich | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Wed., 10/8 | V Field Hockey | Stamford | Away - Stamford High School [Directions] | W 4-0 | p/u 2:30,d/o 5:00 | |
| Wed., 10/8 | JV Field Hockey | Stamford | Away - Stamford High School [Directions] | W 4-0 | d/o 4:00, d/o 6:30 | |
| Wed., 10/8 | FR Field Hockey | Stamford | Home - Ginny Parker Field - Staples [Directions] | Cancelled | ||
| Wed., 10/8 | JV Girls Swimming and Diving | Ridgefield | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/8 | V Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | L 0-3 | p/u 2:10/d/o 6:00 | ED 1:55 |
| Wed., 10/8 | JV Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:30 p.m. | ride with varsity | ED 1:55 |
| Wed., 10/8 | FR Girls Volleyball | Danbury | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/9 | FR Football | Fairfield Ludlowe | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Thu., 10/9 | V Girls Soccer | St. Joseph | Away - St. Joseph High School [Directions] | T 3-3 | p/u 2:30,d/o 5:00 | |
| Thu., 10/9 | JV Girls Soccer | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Thu., 10/9 | FR Girls Soccer | New Canaan | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Fri., 10/10 | V Football | Fairfield Ludlowe | Away - Taft Field [Directions] | W 34-7 | d/0 5:00, p/u 8:00 | 2 buses |
| Fri., 10/10 | V Boys Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | L 2-1 | 2:15/5:00 | ED 2:00 |
| Fri., 10/10 | JV Boys Soccer | Fairfield Ludlowe | Away - Sturges Park [Directions] | L 2-1 | p/u 2:30,d/o 5:00 | |
| Fri., 10/10 | FR Boys Soccer | Fairfield Ludlowe | Home - Loeffler Field - Staples HS [Directions] | W 5-1 | ||
| Fri., 10/10 | V Boys Water Polo | Horace Mann (NY) | Away | 5:00 p.m. | 2:30 | JV to Follow |
| Fri., 10/10 | V Competitive Cheerleading | Fairfield Ludlowe | Away [Directions] | 7:00 p.m. | 5:30/8:30 | |
| Fri., 10/10 | FR Field Hockey | Fairfield Ludlowe | Away - FLHS Front Lawn [Directions] | L 1-0 | 2:50/5:00 | |
| Fri., 10/10 | V Girls Swimming and Diving | St. Joseph | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/10 | JV Girls Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:30 p.m. | ride with varsity | |
| Sat., 10/11 | V Boys Cross Country | Wickham Park Invitational | Away | 9:40 a.m. | 7:00am | |
| Sat., 10/11 | V Boys Water Polo | Suffield | Away [Directions] | 3:30 p.m. | 1:30/5:00 | |
| Sat., 10/11 | V Field Hockey | Brien McMahon | Home - Ginny Parker Field - Staples [Directions] | W 3-0 | ||
| Sat., 10/11 | JV Field Hockey | Brien McMahon | Home - Ginny Parker Field - Staples [Directions] | W 3-0 | ||
| Sat., 10/11 | Miscellaneous Events | PAL Football game | Home - Staples Stadium [Directions] | 5:00 p.m. | ||
| Mon., 10/13 | JV Football | Fairfield Ludlowe | Away - Taft Field [Directions] | 6:30 p.m. | 5:00/7:30 | |
| Mon., 10/13 | V Boys Soccer | Trinity Catholic | Home - Wakeman Field B (turf) [Directions] | W 2-0 | ||
| Mon., 10/13 | FR Boys Soccer | Trumbull | Away - JV Grass Field [Directions] | W 4-2 | p/u 2:30,d/o 5:00 | |
| Mon., 10/13 | V Girls Soccer | Wilton | Home - Loeffler Field - Staples HS [Directions] | T 1-1 | ||
| Mon., 10/13 | JV Girls Soccer | Wilton | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Tue., 10/14 | V Girls Soccer | Greenwich | Away - Cardinal Stadium [Directions] | W 3-2 | 2:00/5:00 | ED 1:45 |
| Tue., 10/14 | JV Girls Soccer | Greenwich | Away - GHS Field 7 [Directions] | 4:00 p.m. | 2:15/5:00 | ED 2:00 |
| Tue., 10/14 | FR Girls Soccer | Greenwich | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Tue., 10/14 | V Girls Volleyball | Bassick | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Tue., 10/14 | JV Girls Volleyball | Bassick | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Wed., 10/15 | V Boys Soccer | Greenwich | Home - Loeffler Field - Staples HS [Directions] | W 2-0 | ||
| Wed., 10/15 | JV Boys Soccer | Greenwich | Home - Wakeman Field B (turf) [Directions] | W 2-1 | ||
| Wed., 10/15 | FR Boys Soccer | Greenwich | Away - GHS Field 7 [Directions] | L 2-0 | p/u 3:00,d/o 5:30 | |
| Wed., 10/15 | V Boys Water Polo | Darien | Home - Staples HS Pool [Directions] | 4:00 p.m. | JV to follow at 5:00 | |
| Wed., 10/15 | V Field Hockey | Greenwich | Home - Staples Stadium [Directions] | L 0-1 | ||
| Wed., 10/15 | JV Field Hockey | Greenwich | Home - Ginny Parker Field - Staples [Directions] | 4:30 p.m. | ||
| Wed., 10/15 | FR Field Hockey | Greenwich | Away - GHS Field 3 [Directions] | 4:00 p.m. | 2:50/5:00 | |
| Wed., 10/15 | V Girls Swimming and Diving | Darien | Away - Darien YMCA [Directions] | 3:00 p.m. | p/u 1:45, d/o 4:00 | ED 1:30 |
| Wed., 10/15 | V Girls Volleyball | Darien | Home - Staples H.S. Gym [Directions] | L 0-3 | ||
| Wed., 10/15 | JV Girls Volleyball | Darien | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Wed., 10/15 | FR Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | p/u 2:30,d/o 5:00 | |
| Thu., 10/16 | FR Football | Danbury | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Fri., 10/17 | V Boys Water Polo | Hopkins School | Home - Staples HS Pool [Directions] | 4:00 p.m. | JV to follow at 5:00 | |
| Fri., 10/17 | V Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | W 1-0 | p/u 2:30,d/o 5:00 | |
| Fri., 10/17 | JV Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | L 3-0 | 3:45/6:30 | |
| Fri., 10/17 | FR Field Hockey | New Canaan | Home - Ginny Parker Field - Staples [Directions] | W 7-0 | ||
| Fri., 10/17 | V Girls Soccer | Norwalk | Home - Loeffler Field - Staples HS [Directions] | W 7-0 | ||
| Fri., 10/17 | JV Girls Soccer | Stamford | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Fri., 10/17 | V Girls Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | 2:00/5:00 | ED 1:45 |
| Fri., 10/17 | V Girls Volleyball | Wilton | Away - Wilton High School Field House [Directions] | W 3-1 | 3:00/6:00 | |
| Fri., 10/17 | JV Girls Volleyball | Wilton | Away - Wilton High School Field House [Directions] | 4:30 p.m. | ride with varsity | |
| Fri., 10/17 | FR Girls Volleyball | Wilton | Home - Staples H.S. Gym [Directions] | 4:30 p.m. | ||
| Sat., 10/18 | V Football | Danbury | Away - Danbury High School Stadium [Directions] | L 24-35 | 11:30/3:00 | |
| Sat., 10/18 | V Boys Soccer | Trumbull | Away - McDougall Stadium [Directions] | L 4-1 | 2:15/5:00 | |
| Sat., 10/18 | JV Boys Soccer | Trumbull | Away - Varsity Grass Field [Directions] | T 2-2 | 2:30/5:00 | |
| Sat., 10/18 | V Competitive Cheerleading | Danbury | Away [Directions] | 1:30 p.m. | 11:30/3:00 | |
| Sat., 10/18 | Miscellaneous Events | PAL Football | Home - Staples Stadium [Directions] | 5:00 p.m. | ||
| Mon., 10/20 | V Boys Cross Country | FCIAC Championship @ Waveny Park | Away | 2:15 p.m. | 12:00/3:30 | ED 11:30 2 buses |
| Mon., 10/20 | JV Football | Danbury | Away - Danbury High School Stadium [Directions] | 3:45 p.m. | 2:30/5:00 | |
| Mon., 10/20 | V Boys Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 4-0 | 5:15/8:00 | |
| Mon., 10/20 | JV Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | L 5-3 | p/u 2:30,d/o 5:00 | |
| Mon., 10/20 | FR Boys Soccer | Fairfield Warde | Home - Wakeman Field E (grass) [Directions] | W 9-0 | ||
| Mon., 10/20 | V Girls Cross Country | FCIAC Championship @ Waveny Park | Away | 2:15 p.m. | 12:00/3:30 | ED 11:30 2 buses |
| Mon., 10/20 | V Field Hockey | Wilton | Home - Staples Stadium [Directions] | L 6-0 | ||
| Mon., 10/20 | JV Field Hockey | Wilton | Home - Ginny Parker Field - Staples [Directions] | L 1-0 | ||
| Mon., 10/20 | FR Field Hockey | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 10/20 | FR Girls Soccer | Fairfield Ludlowe | Away - Roger Ludlowe Middle School [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Mon., 10/20 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | 2:00/4:15 | |
| Mon., 10/20 | V Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | L 0-3 | p/u 2:30,d/o 6:00 | |
| Mon., 10/20 | JV Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ride with varsity | |
| Mon., 10/20 | FR Girls Volleyball | Trumbull | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/21 | V Boys Cross Country | Bethel JV Invitational | Away | Cancelled | 2:00 | ED 1:30 1 bus |
| Tue., 10/21 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | W 1-0 | 2:30/5:00 | |
| Tue., 10/21 | V Girls Cross Country | Bethel JV Invitational | Away | Cancelled | 2:00/5:00 | ED 1:30 |
| Tue., 10/21 | V Girls Soccer | Darien | Away - DHS Turf #2 [Directions] | T 1-1 | p/u 2:30,d/o 5:00 | |
| Tue., 10/21 | JV Girls Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Tue., 10/21 | FR Girls Soccer | Darien | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Wed., 10/22 | V Boys Soccer | Harding | Home - Loeffler Field - Staples HS [Directions] | W 4-1 | ||
| Wed., 10/22 | V Boys Water Polo | Brunswick School | Home - Staples HS Pool [Directions] | 5:00 p.m. | JV to follow | |
| Wed., 10/22 | V Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | W 4-0 | 4:30/7:00 | |
| Wed., 10/22 | JV Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | 4:30 p.m. | 3:15 | shuttle with varsity |
| Wed., 10/22 | FR Field Hockey | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Wed., 10/22 | V Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | W 2-1 | 2:30/5:00 | |
| Wed., 10/22 | V Girls Volleyball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | W 3-2 | ||
| Wed., 10/22 | JV Girls Volleyball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Thu., 10/23 | V Boys Cross Country | Danbury Freshmen Invitational | Away | 3:45 p.m. | 2:00 | ED 1:30 |
| Thu., 10/23 | SO Football | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | Cancelled | ||
| Thu., 10/23 | FR Football | New Canaan | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Thu., 10/23 | V Girls Cross Country | Danbury Freshmen Invitational | Away | 3:45 p.m. | 2:00/5:00 | ED 1:30 |
| Thu., 10/23 | JV Girls Soccer | Westhill | Away - Rippowam Middle School [Directions] | Cancelled | 2:45/5:00 | |
| Fri., 10/24 | V Football | New Canaan | Away - Dunning Stadium [Directions] | L 2-35 | 5:00/9:00 | |
| Fri., 10/24 | V Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | W 2-1 | 3:15/6:30 | |
| Fri., 10/24 | FR Boys Soccer | Trumbull | Home - Wakeman Field E (grass) [Directions] | Cancelled | ||
| Fri., 10/24 | V Boys Water Polo | Choate Rosemary Hall | Away | 4:00 p.m. | 2:00/6:00 | |
| Fri., 10/24 | V Competitive Cheerleading | New Canaan | Away [Directions] | 7:00 p.m. | 5:30/8:30 | |
| Fri., 10/24 | FR Field Hockey | Wilton | Away - Allen's Field [Directions] | 5:00 p.m. | 2:50/5:00 | |
| Fri., 10/24 | V Girls Volleyball | Stamford | Home - Staples H.S. Gym [Directions] | L 0-3 | ||
| Fri., 10/24 | JV Girls Volleyball | Stamford | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/24 | FR Girls Volleyball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Sat., 10/25 | V Boys Cross Country | CIAC Class LL Championship | Away - Wickham Park - East Hartford [Directions] | 1:00 p.m. | 9:30am | |
| Sat., 10/25 | V Girls Cross Country | CIAC Class LL Championship | Away - Wickham Park - East Hartford [Directions] | 1:00 p.m. | 9:30am | |
| Sat., 10/25 | V Field Hockey | Ridgefield | Home - Ginny Parker Field - Staples [Directions] | W 2-1 | ||
| Sat., 10/25 | V Girls Soccer | Wilton | Home - Loeffler Field - Staples HS [Directions] | W 2-0 | ||
| Sat., 10/25 | JV Girls Swimming and Diving | JV SWIMMING FCIAC | Away | 4:00 p.m. | 2:00 | |
| Mon., 10/27 | JV Football | New Canaan | Away - Dunning Stadium [Directions] | 4:00 p.m. | 2:30/5:30 | |
| Mon., 10/27 | V Boys Soccer | Greenwich | Away [Directions] | L 3-2 | 3:15/6:00 | |
| Mon., 10/27 | FR Field Hockey | Ridgefield | Away [Directions] | Cancelled | 2:50/5:00 | |
| Mon., 10/27 | V Girls Soccer | New Canaan | Away [Directions] | W 4-0 | 3:15/6:00 | |
| Mon., 10/27 | FR Girls Volleyball | Ridgefield | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/28 | V Field Hockey | FCIAC Semi-final vs. Darien @ Brien McMahon | Away | 7:00 p.m. | 5:15/8:00 | |
| Tue., 10/28 | V Girls Swimming and Diving | FCIAC Trials @ Greenwich | Away | 4:00 p.m. | 2:00/6:00 | ED 1:45 |
| Wed., 10/29 | SO Football | Greenwich | Away - Cardinal Stadium [Directions] | 4:00 p.m. | 2:00 | |
| Wed., 10/29 | V Girls Soccer | Fairfield Warde | Away [Directions] | 4:30 p.m. | 2:45/5:30 | |
| Wed., 10/29 | V Girls Swimming and Diving | FCIAC Diving Finals @ Westhill | Away | 4:30 p.m. | ||
| Thu., 10/30 | FR Football | Trumbull | Away - McDougall Stadium [Directions] | 5:00 p.m. | p/u 3:30, d/o 6:30 | |
| Thu., 10/30 | V Girls Swimming and Diving | FCIAC Finals @ Greenwich | Away | 4:00 p.m. | 2:00/6:00 | ED 1:45 |
| Fri., 10/31 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | 10:30 | ED 10:30 |
| Fri., 10/31 | V Football | Trumbull | Home - Staples Stadium [Directions] | W 37-0 | ||
| Fri., 10/31 | V Boys Water Polo | Loomis Chaffee School | Away | 4:30 p.m. | 2:30/6:30 | JV to follow at 5:45 |
| Fri., 10/31 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | 10:30 | ED 10:30 |
| Sat., 11/1 | JV Football | Trumbull | Home - Staples Stadium [Directions] | 10:00 a.m. | ||
| Sat., 11/1 | V Boys Water Polo | Hopkins School | Away | 10:30 a.m. | 9:00am | |
| Mon., 11/3 | V Boys Soccer | East Hartford | Away [Directions] | W 3-0 | 1:00 | ED 12:45 |
| Mon., 11/3 | V Boys Water Polo | Hotchkiss | Away | 4:30 p.m. | 1:45 | ED 1:30 |
| Mon., 11/3 | V Girls Volleyball | Class LL First Round vs. Trumbull | Away | 3:30 p.m. | 2:00 | ED 1:45 |
| Tue., 11/4 | V Girls Soccer | Class LL First Round vs. Manchester | Home - Loeffler Field - Staples HS [Directions] | 2:00 p.m. | ED 12:50 | |
| Wed., 11/5 | SO Football | Darien | Away - DHS Baseball JV Field [Directions] | 3:30 p.m. | ||
| Wed., 11/5 | V Boys Soccer | West Haven | Away [Directions] | W 4-3 | 4:00 | |
| Wed., 11/5 | V Boys Water Polo | Hopkins School | Away | Cancelled | 1:45/4:30 | |
| Wed., 11/5 | V Field Hockey | Class L First Round vs. Ridgefield | Home - Ginny Parker Field - Staples [Directions] | 2:00 p.m. | ED 12:45 | |
| Thu., 11/6 | FR Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | p/u 2:30,d/o 5:30 | |
| Thu., 11/6 | V Girls Soccer | CIAC Class LL Second Round vs. Wilton | Home [Directions] | 2:00 p.m. | ED 12:50 | |
| Thu., 11/6 | V Girls Swimming and Diving | CIAC Class LL Diving Trials/Finals | Away - Bulkeley HS [Directions] | 4:30 p.m. | ||
| Fri., 11/7 | V Football | Bridgeport Central | Home - Staples Stadium [Directions] | W 45-12 | ||
| Fri., 11/7 | V Boys Soccer | Darien | Away [Directions] | L 2-0 | 11:45/3:00 | ED 11:45 |
| Fri., 11/7 | V Field Hockey | CIAC Class L Quarterfinals vs. Glastonbury | Away | 2:00 p.m. | 11:45 | ED 11:30 |
| Sat., 11/8 | V Boys Cross Country | New England Championship | Away - Wickham Park - East Hartford [Directions] | TBA | 8:00am | |
| Sat., 11/8 | V Girls Cross Country | New England Championship | Away - Wickham Park - East Hartford [Directions] | 11:00 a.m. | 8:00am | |
| Sat., 11/8 | V Girls Soccer | CIAC Class LL Quarterfinal vs. Glastonbury | Away | 2:00 p.m. | 11:00/3:00 | |
| Sat., 11/8 | V Girls Swimming and Diving | CIAC Class LL Qualifying | Away - East Hartford [Directions] | 6:00 p.m. | 2:30/8:00 | |
| Mon., 11/10 | JV Football | Bridgeport Central | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Wed., 11/12 | SO Football | New Canaan | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Wed., 11/12 | V Girls Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan Univ. [Directions] | 7:00 p.m. | 3:30/9:00 | |
| Thu., 11/13 | FR Football | Norwalk | Home - Staples Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/13 | V Girls Swimming and Diving | CIAC Open Diving | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Fri., 11/14 | V Football | Norwalk | Away - Testa Field, NHS [Directions] | W 35-13 | 5:00/9:00 | |
| Fri., 11/14 | V Competitive Cheerleading | Norwalk | Away [Directions] | 7:00 p.m. | 5:30/8:30 | |
| Sat., 11/15 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 7:30 p.m. | 5:00/9:30 | |
| Mon., 11/17 | JV Football | Greenwich | Home - Staples High School [Directions] | 3:45 p.m. | ||
| Thu., 11/20 | FR Football | Greenwich | Home - Staples Stadium [Directions] | 3:30 p.m. | ||
| Thu., 11/27 | V Football | Greenwich | Away - Cardinal Stadium [Directions] | W 38-21 | 8:00am/12:00pm | 2 buses |
| Thu., 11/27 | V Competitive Cheerleading | Greenwich | Away [Directions] | 10:00 a.m. | 8:00am/11:30 | |
| Sat., 11/29 | V Girls Basketball | Shepaug Valley (Scrim.) | Home - Staples H.S. Gym [Directions] | 11:00 a.m. | ||
| Tue., 12/2 | V Girls Basketball | Notre Dame-Fairfield (Scrim.) | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 6:00 p.m. | 4:15/7:00 | |
| Thu., 12/4 | V Girls Basketball | Newtown (Scrim.) | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | ||
| Thu., 12/4 | JV Girls Basketball | Newtown (Scrim.) | Home - Staples H.S. Gym [Directions] | 5:00 p.m. | ||
| Fri., 12/5 | V Boys Basketball | Bunnell (Scrim.) | Away - Bunnell [Directions] | 5:30 p.m. | 4:00/6:30 | |
| Sat., 12/6 | V Boys Ice Hockey | Taconic HS Pittsfield MA | Away | 7:00 p.m. | 6:30am | |
| Sat., 12/6 | JV Boys Ice Hockey | Wahconah | Away | 12:00 p.m. | ||
| Sat., 12/6 | V Girls Ice Hockey | Trumbull/St. Joseph (Scrim.) | Home - Terry Conners Ice Rink [Directions] | 6:00 p.m. | ||
| Sat., 12/6 | JV Girls Ice Hockey | Trumbull/St. Joseph (Scrim.) | Home - Terry Conners Ice Rink [Directions] | 6:00 p.m. | ||
| Sun., 12/7 | V Boys Ice Hockey | Wahconah HS North Adams MA | Away | 12:00 p.m. | ||
| Mon., 12/8 | V Boys Basketball | Ansonia (Scrim.) | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/10 | V Boys Basketball | Foran (Scrim.) | Away - Edna L. Fraser Gymnasium [Directions] | 5:30 p.m. | 3:45/6:30 | |
| Wed., 12/10 | V Boys Ice Hockey | Westhill/Stamford (Scrim.) | Away [Directions] | 7:50 p.m. | 5:30/8:50 | Terry Connors, bus leaves Staples at 6:00pm |
| Wed., 12/10 | V Girls Basketball | Norwalk | Home - Staples H.S. Gym [Directions] | W 43-38 | ||
| Wed., 12/10 | JV Girls Basketball | Norwalk | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Wed., 12/10 | V Girls Ice Hockey | Trumbull/St. Joseph | Home [Directions] | 6:00 p.m. | ||
| Wed., 12/10 | V Girls Ice Hockey | Trumbull/St. Joseph | Home [Directions] | 6:00 p.m. | ||
| Wed., 12/10 | JV Girls Ice Hockey | Trumbull/St. Joseph | Home [Directions] | 6:00 p.m. | ||
| Fri., 12/12 | V Boys Ice Hockey | Norwalk (Scrim.) | Home - Longshore [Directions] | 6:00 p.m. | 4:00/7:00 | bus leaves Staples at 4:15pm |
| Fri., 12/12 | V Boys Indoor Track | Blue and White Event Trials | Home [Directions] | 2:45 p.m. | ||
| Fri., 12/12 | V Girls Basketball | Westhill | Away [Directions] | L 26-45 | 4:00/8:00 | |
| Fri., 12/12 | JV Girls Basketball | Westhill | Away [Directions] | 5:15 p.m. | ride with varsity | |
| Fri., 12/12 | FR Girls Basketball | Westhill | Away [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Sat., 12/13 | V Boys Basketball | Weston (Scrim.) | Away - WHS Gymnasium [Directions] | 2:30 p.m. | 1:15/3:30 | |
| Sat., 12/13 | V Boys Ice Hockey | Shelton Jamboree | Away | 6:05 p.m. | 3:30/7:00 | Bus to leave Staples at 3:45pm |
| Sat., 12/13 | V Boys Indoor Track | Blue and White Event Trials | Home [Directions] | 9:00 a.m. | ||
| Sat., 12/13 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away [Directions] | 3:00 p.m. | ||
| Sat., 12/13 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away [Directions] | 3:00 p.m. | ||
| Sat., 12/13 | JV Girls Ice Hockey | Fairfield Warde | Away [Directions] | 3:00 p.m. | 1:30 pm | |
| Wed., 12/17 | V Boys Ice Hockey | Northeastern Shamrocks | Home - Milford Ice Pavilion [Directions] | L 8-9 | 2:45/7:00 | Bus to leave Staples at 3:00 |
| Wed., 12/17 | V Boys Swimming and Diving | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Wed., 12/17 | V Wrestling | Trumbull | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/17 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 8:30 p.m. | 6:30/9:30 | small bus is OK |
| Wed., 12/17 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 8:30 p.m.p.m. | ||
| Wed., 12/17 | JV Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 8:30 p.m.p.m. | 6:30 pm | |
| Thu., 12/18 | V Girls Gymnastics | Greenwich, Weston | Away [Directions] | 119.80 | 4:30/7:30 | |
| Thu., 12/18 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford [Directions] | 8:30 p.m. | 6:00 pm | |
| Thu., 12/18 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford [Directions] | 8:30 p.m. | TBA | |
| Thu., 12/18 | JV Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford [Directions] | 8:30 p.m. | 6:30 pm | |
| Fri., 12/19 | V Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | W 52-49 | 4:00/8:00 | |
| Fri., 12/19 | JV Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | Ride with varsity | |
| Fri., 12/19 | FR Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | 2:45 | Shuttle with varsity |
| Fri., 12/19 | V Boys Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 5:30 p.m. | 3:15/6:30 | |
| Fri., 12/19 | V Girls Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | L 25-54 | ||
| Fri., 12/19 | JV Girls Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/19 | FR Girls Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/19 | V Girls Indoor Track | New Haven Invitational @ Floyd Little Center | Away | Cancelled | Yes | |
| Sat., 12/20 | V Boys Ice Hockey | Norwich Free Academy | Away - Norwich Ice Rink [Directions] | W 3-2 | 2:15/6:15 | Bus to leave Staples at 2:30 |
| Sat., 12/20 | V Boys Indoor Track | FCIAC Qualifier #1 | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 12/20 | V Wrestling | Ludlowe Invitational | Away | 9:00 a.m. | 7:30/7:30 | |
| Sat., 12/20 | V Girls Ice Hockey | Darien | Home [Directions] | 8:00 p.m. | ||
| Sat., 12/20 | V Girls Ice Hockey | Darien | Home [Directions] | 8:00 p.m. | ||
| Sat., 12/20 | JV Girls Ice Hockey | Darien | Home [Directions] | 8:00 p.m. | ||
| Sat., 12/20 | V Girls Indoor Track | FCIAC Qualifier #1 | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Mon., 12/22 | V Boys Basketball | Stamford | Home - Staples H.S. Gym [Directions] | W 66-59 | ||
| Mon., 12/22 | JV Boys Basketball | Stamford | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/22 | FR Boys Basketball | Stamford | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Mon., 12/22 | V Girls Basketball | Stamford | Away - Stamford High School [Directions] | L 36-50 | 4:00/8:00 | |
| Mon., 12/22 | JV Girls Basketball | Stamford | Away - Stamford High School [Directions] | 5:15 p.m. | ride with varsity | |
| Mon., 12/22 | FR Girls Basketball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 12/23 | V Boys Ice Hockey | Wethersfield | Home - Milford Ice Pavilion [Directions] | W 5-0 | 5:30/9:00 | Bus to leave Staples at 5:45 |
| Tue., 12/23 | V Wrestling | Bridgeport Central | Away - Cafe [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Sat., 12/27 | V Boys Basketball | Newtown | Home - Wilton High School [Directions] | W 76-67 | ||
| Sat., 12/27 | V Boys Ice Hockey | Westhill/Stamford | Away [Directions] | L 2-5 | 3:15/6:40 | Bus to leave Staples at 3:30 |
| Sat., 12/27 | V Boys Indoor Track | Hillhouse Winter Relays | Away | 10:00 a.m. | 7:45 | |
| Sat., 12/27 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | W 39-26 | 10:30/1:00 | |
| Sat., 12/27 | V Girls Indoor Track | Rhode Island Classic @ Providence Career & Tech HS | Away | 8:00 a.m. | yes | 12/26/14 Activity bus - leave Staples at 12:30, drop at Providence Biltmore, 11 Dorrance Street, Providence, RI, Driver returns to Connecticut 12/27/14 Charter # 155784 Leave Biltmore at 7:00am, go to Providence Career and Tech HS, 41 Fricker Street, Prov |
| Mon., 12/29 | V Boys Basketball | Wilton | Away - Wilton High School Field House [Directions] | L 66-83 | TBA | |
| Mon., 12/29 | V Girls Basketball | Greenwich | Away [Directions] | L 42-81 | 11:30 | |
| Mon., 12/29 | V Girls Ice Hockey | West Haven/SHA | Away - Terry Conners Ice Rink [Directions] | 1:15 p.m. | ||
| Mon., 12/29 | JV Girls Ice Hockey | West Haven/SHA | Home - Terry Conners Ice Rink [Directions] | 1:15 p.m. | ||
| Tue., 12/30 | V Boys Ice Hockey | Woodstock Academy | Away - Jahn Hockey Rink - Pomfret School [Directions] | W 6-5(OT) | 10:30/3:00 | Bus to leave Staples at 10:45 |
| Tue., 12/30 | V Wrestling | Danbury, New Canaan, Fairfield Ludlowe | Away [Directions] | 9:00 a.m. | 7:00am/1:00pm | |
| Thu., 1/1 | V Boys Ice Hockey | Norwich Free Academy | Home - Longshore [Directions] | W 5-1 | 3:45/7:00 | Bus to leave Staples at 4:00 |
| Fri., 1/2 | JV Boys Ice Hockey | Milford Coop | Home [Directions] | 9:15 a.m. | No bus, arrive at MIP by 8:00am | |
| Sat., 1/3 | V Wrestling | Bunnell Duals | Away | 10:00 a.m. | 8:30am | |
| Sat., 1/3 | V Girls Gymnastics | Pomperaug Invitational | Away | 113.15 | 7:00am | |
| Mon., 1/5 | JV Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 4:00 p.m. | No bus, arrive at Winter Garden at 3:00pm | |
| Tue., 1/6 | V Boys Basketball | St. Joseph | Home - Staples H.S. Gym [Directions] | W 67-59(OT) | ||
| Tue., 1/6 | JV Boys Basketball | St. Joseph | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/6 | FR Boys Basketball | St. Joseph | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/6 | V Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | L 30-44 | 4:00/8:00 | |
| Tue., 1/6 | JV Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 5:15 p.m. | ride with varsity | |
| Tue., 1/6 | FR Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Wed., 1/7 | V Boys Alpine Skiing | Greenwich, Amity, Wilton, Glastonbury | Away | 4:00 p.m. | 2:15 | ED 2:00 |
| Wed., 1/7 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/7 | V Wrestling | Ridgefield | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/7 | V Girls Alpine Skiing | Greenwich, Laurelton Hall, Amity, Wilton, Glastonbury | Away | 4:00 p.m. | ||
| Wed., 1/7 | V Girls Ice Hockey | Greenwich | Away [Directions] | 8:30 p.m. | ||
| Wed., 1/7 | V Girls Ice Hockey | Greenwich | Away [Directions] | 8:30 p.m. | 6:30 pm | |
| Wed., 1/7 | JV Girls Ice Hockey | Greenwich | Away [Directions] | 8:30 p.m. | 7:00 pm | |
| Fri., 1/9 | V Boys Basketball | Fairfield Warde | Away [Directions] | L 56-63 | 4:00/8:00 | |
| Fri., 1/9 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | Ride with varsity | |
| Fri., 1/9 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 3:45 p.m. | 2:45 | Shuttle with varsity |
| Fri., 1/9 | V Boys Swimming and Diving | Westhill/Stamford | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/9 | V Girls Basketball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | L 39-62 | ||
| Fri., 1/9 | JV Girls Basketball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/9 | FR Girls Basketball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/9 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Terry Conners Ice Rink [Directions] | 3:40 p.m. | ||
| Fri., 1/9 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Terry Conners Ice Rink [Directions] | 3:40 p.m. | ||
| Fri., 1/9 | JV Girls Ice Hockey | Notre Dame-Fairfield | Home - Terry Conners Ice Rink [Directions] | 3:40 p.m. | ||
| Sat., 1/10 | V Boys Ice Hockey | New Canaan | Home - Milford Ice Pavilion [Directions] | L 1-6 | 5:30/9:00 | Bus to leave at 5:45 |
| Sat., 1/10 | V Boys Indoor Track | FCIAC Qualifier #2 | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/10 | V Girls Gymnastics | Trumbull, Wilton | Away - Next Dimension Gymnastics [Directions] | 115.40 | 4:30/7:00 | |
| Sat., 1/10 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home [Directions] | 3:40 p.m. | ||
| Sat., 1/10 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home [Directions] | 3:40 p.m. | ||
| Sat., 1/10 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Home [Directions] | 3:40 p.m. | ||
| Sat., 1/10 | V Girls Indoor Track | FCIAC Qualifier #2 | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/10 | V Girls Indoor Track | SCC Invitational Floyd Little Center | Away | 9:00 a.m. | 7:00am | extra large bus please |
| Tue., 1/13 | V Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | L 47-50 | 3:45/8:00 | |
| Tue., 1/13 | JV Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:15 p.m. | Ride with varsity | |
| Tue., 1/13 | FR Boys Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 1/13 | V Girls Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | L 30-61 | ||
| Tue., 1/13 | JV Girls Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/13 | FR Girls Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/14 | V Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | W 5-4 | 5:45/9:30 | Bus to leave Staples at 6:00 |
| Wed., 1/14 | V Wrestling | Westhill | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/14 | V Girls Ice Hockey | New Canaan | Home [Directions] | 5:00 p.m. | ||
| Wed., 1/14 | V Girls Ice Hockey | New Canaan | Home [Directions] | 5:00 p.m. | ||
| Wed., 1/14 | JV Girls Ice Hockey | New Canaan | Home [Directions] | 5:00 p.m. | ||
| Thu., 1/15 | V Girls Gymnastics | Greenwich | Away - Greenwich YWCA [Directions] | 120.25 | 4:30/7:30 | |
| Fri., 1/16 | V Boys Basketball | Wilton | Home - Staples H.S. Gym [Directions] | L 44-58 | ||
| Fri., 1/16 | JV Boys Basketball | Wilton | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/16 | FR Boys Basketball | Wilton | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/16 | V Boys Indoor Track | Yale Invitational | Away | 1:00 p.m. | 10:45 | |
| Fri., 1/16 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | 1:45/4:30 | ED 1:30 |
| Fri., 1/16 | V Girls Basketball | Wilton | Away - Wilton High School Field House [Directions] | L 29-61 | 4:00/8:00 | |
| Fri., 1/16 | JV Girls Basketball | Wilton | Away - Wilton High School Field House [Directions] | 5:15 p.m. | ride with varsity | |
| Fri., 1/16 | FR Girls Basketball | Wilton | Away - Wilton High School Field House [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Fri., 1/16 | V Girls Ice Hockey | West Haven/SHA | Home - Longshore [Directions] | 6:00 p.m. | ||
| Fri., 1/16 | V Girls Indoor Track | Yale Invitational @ Cox Cage | Away | 12:00 p.m. | 11:00am | |
| Fri., 1/16 | V Girls Indoor Track | East Coast Classic @ Providence Career & Tech HS | Away | Cancelled | 1:00pm | Activity bus if possible |
| Sat., 1/17 | V Boys Ice Hockey | Stamford | Home - Milford Ice Pavilion [Directions] | W 11-5 | 12:30/4:00 | Bus to leave Staples at 12:45 |
| Sat., 1/17 | V Boys Indoor Track | FCIAC Qualifier #3 | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/17 | V Boys Indoor Track | Yale Invitational | Away | 9:00 a.m. | 8:00 | |
| Sat., 1/17 | V Wrestling | Bunnell, Brien McMahon, Fairfield Prep, New Haven Wrestling | Home - Staples H.S. Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/17 | V Girls Ice Hockey | Trumbull/St. Joseph | Away [Directions] | 8:30 p.m. | ||
| Sat., 1/17 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Ice Rink [Directions] | 8:30 p.m. | 6:30 pm | |
| Sat., 1/17 | JV Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Ice Rink [Directions] | 8:30 p.m. | 6:30 pm | |
| Sat., 1/17 | V Girls Indoor Track | East Coast Classic @ Providence Career & Tech HS | Away | Cancelled | 6:00am | activity bus if possible |
| Sat., 1/17 | V Girls Indoor Track | FCIAC Qualifier #3 | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/17 | V Girls Indoor Track | Yale Invitational @ Cox Cage | Away | TBA | ||
| Mon., 1/19 | V Girls Ice Hockey | Daniel Hand Coop | Away - Daniel Hand [Directions] | 3:45 p.m. | 1:30 pm | |
| Mon., 1/19 | V Girls Ice Hockey | Daniel Hand Coop | Away - Daniel Hand [Directions] | 3:45 p.m. | ||
| Mon., 1/19 | JV Girls Ice Hockey | Daniel Hand Coop | Away - Daniel Hand [Directions] | 3:45 p.m. | 1:45 PM | |
| Tue., 1/20 | V Boys Basketball | Harding | Home - Staples H.S. Gym [Directions] | L 55-58 | ||
| Tue., 1/20 | JV Boys Basketball | Harding | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/20 | FR Boys Basketball | Harding | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/20 | V Boys Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | L 3-8 | 1:45/5:00 | Early Dismissal 1:45, Bus to leave Staples at 2:00 |
| Tue., 1/20 | V Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | W 61-33 | 4:00/8:00 | |
| Tue., 1/20 | JV Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | ride with varsity | |
| Wed., 1/21 | V Boys Alpine Skiing | Darien, Farmington, Pomperaug, Ridgefield | Away | 4:00 p.m. | 2:15 | ED 2:00 |
| Wed., 1/21 | V Wrestling | Brien McMahon | Away - Brien McMahon HS [Directions] | 6:00 p.m. | 4:15/7:00 | |
| Wed., 1/21 | V Girls Alpine Skiing | Darien, Farmington, Pomperaug, Ridgefield | Away | 4:00 p.m. | ||
| Wed., 1/21 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home [Directions] | 5:40 p.m. | ||
| Wed., 1/21 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home [Directions] | 5:40 p.m. | ||
| Wed., 1/21 | JV Girls Ice Hockey | Fairfield Warde | Home [Directions] | 5:40 p.m. | ||
| Thu., 1/22 | V Boys Basketball | Brien McMahon | Home - Staples H.S. Gym [Directions] | W 65-54 | ||
| Thu., 1/22 | JV Boys Basketball | Brien McMahon | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/22 | FR Boys Basketball | Brien McMahon | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/22 | V Boys Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | 2:00/5:00 | ED 1:45 |
| Thu., 1/22 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 62-40 | 2:30/6:30 | |
| Thu., 1/22 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | ride with varsity | |
| Thu., 1/22 | V Girls Gymnastics | Wilton, Darien | Away - Wilton High School Aux. Gym [Directions] | 119.95 | 2:45/5:00 | |
| Fri., 1/23 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | L 1-9 | 1:30/5:00 | Early Dismissal 1:30, Bus to leave Staples at 1:45 |
| Fri., 1/23 | V Girls Gymnastics | Oxford, Newtown, Pomperaug | Away - Kinetic Kids--Oxford [Directions] | 122.15 | 5:15/8:00 | |
| Sat., 1/24 | V Boys Indoor Track | FCIAC Qualifier #4 | Home - Staples Field House [Directions] | Cancelled | ||
| Sat., 1/24 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home [Directions] | 7:30 p.m. | ||
| Sat., 1/24 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home [Directions] | Cancelled | ||
| Sat., 1/24 | JV Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home [Directions] | 7:30 p.m. | ||
| Sat., 1/24 | V Girls Indoor Track | FCIAC Qualifier #4 | Home - Staples Field House [Directions] | Cancelled | ||
| Sat., 1/24 | V Girls Indoor Track | SCC Invitational @ Floyd Athletic Center | Away | Cancelled | 12:15 | |
| Sun., 1/25 | V Boys Indoor Track | SCC Coaches Invitational | Away | 9:00 a.m. | 6:45 | |
| Wed., 1/28 | V Boys Alpine Skiing | Fairfield, Cheshire, Litchfield, Hopkins | Away | 4:00 p.m. | 2:15 | ED 2:00 |
| Wed., 1/28 | V Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | L 59-70 | 3:45/8:00 | |
| Wed., 1/28 | JV Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | Ride with varsity | |
| Wed., 1/28 | FR Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Wed., 1/28 | V Boys Swimming and Diving | Darien | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/28 | V Wrestling | Stamford | Away - Stamford High Aux Gym [Directions] | 6:00 p.m. | 4:15/7:00 | |
| Wed., 1/28 | V Girls Alpine Skiing | Fairfield, Cheshire, Litchfield, Hopkins | Away | 4:00 p.m. | ||
| Wed., 1/28 | V Girls Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | L 32-52 | ||
| Wed., 1/28 | JV Girls Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/28 | FR Girls Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/28 | V Girls Ice Hockey | Darien | Away [Directions] | 7:40 p.m. | ||
| Wed., 1/28 | V Girls Ice Hockey | Darien | Away [Directions] | 7:40 p.m. | ||
| Wed., 1/28 | JV Girls Ice Hockey | Darien | Away [Directions] | 7:40 p.m. | 5:30 pm | |
| Thu., 1/29 | V Competitive Cheerleading | ALl FCIAC & Partner Stunt Competition | Away | 6:00 p.m. | 3:15/8:00 | |
| Fri., 1/30 | V Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | W 57-42 | 4:00/8:00 | |
| Fri., 1/30 | JV Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | Ride with varsity | |
| Fri., 1/30 | FR Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30 | Shuttle with varsity |
| Fri., 1/30 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest Middle School [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Fri., 1/30 | V Girls Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | L 31-63 | ||
| Fri., 1/30 | JV Girls Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/30 | FR Girls Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Sat., 1/31 | V Boys Ice Hockey | Trumbull | Home - Milford Ice Pavilion [Directions] | L 2-3 (OT) | 5:45/9:00 | Bus to leave Staples at 6:00 |
| Sat., 1/31 | V Boys Indoor Track | FCIAC Central | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/31 | V Competitive Cheerleading | 1st Annual Battle at St Joe's | Away | 12:00 p.m. | 8:15 | |
| Sat., 1/31 | V Girls Indoor Track | FCIAC Central | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Tue., 2/3 | V Boys Basketball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | W 60-58 | ||
| Tue., 2/3 | JV Boys Basketball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/3 | FR Boys Basketball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/3 | JV Boys Ice Hockey | Milford Coop | Away [Directions] | 5:20 p.m. | ||
| Tue., 2/3 | V Girls Basketball | Trinity Catholic | Away - Walsh Court | W 49-39 | 2:30/6:45 | |
| Tue., 2/3 | JV Girls Basketball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | ride with varsity | |
| Tue., 2/3 | V Girls Gymnastics | Pomperaug, Nonnewaug | Away - Auxiliary Gym [Directions] | 111.20 | 4:00pm | |
| Wed., 2/4 | V Boys Ice Hockey | Norwalk | Home - Milford Ice Pavilion [Directions] | W 9-0 | 1:30/5:00 | Early Dismissal 1:30, Bus to leave Staples at 1:45 |
| Wed., 2/4 | V Wrestling | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | 3:15/6:00 | |
| Wed., 2/4 | V Girls Ice Hockey | Greenwich | Home [Directions] | 7:40 p.m. | ||
| Wed., 2/4 | V Girls Ice Hockey | Greenwich | Home [Directions] | 7:40 p.m. | ||
| Wed., 2/4 | JV Girls Ice Hockey | Greenwich | Home [Directions] | 7:40 p.m. | ||
| Thu., 2/5 | V Boys Alpine Skiing | Fairfield Prep, Westbrook, Branford, Westhill, Gilbert, New Canaan, St Luke | Away | 4:00 p.m. | 2:15 | ED 2:00 |
| Thu., 2/5 | V Boys Indoor Track | FCIAC Championship @ Hillhouse | Away | 4:30 p.m. | 2:00 | ED 1:30 |
| Thu., 2/5 | V Wrestling | Weston | Home - Staples H.S. Gym [Directions] | 6:00 p.m. | ||
| Thu., 2/5 | V Girls Alpine Skiing | Branford, Westhill, GIlbert, Westbrook, New Canaan, St Luke | Away | 4:00 p.m. | ||
| Thu., 2/5 | V Girls Indoor Track | FCIAC Championship @ Hillhouse | Away | 4:30 p.m. | 2:00pm | |
| Fri., 2/6 | V Boys Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | W 53-40 | ||
| Fri., 2/6 | JV Boys Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/6 | FR Boys Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/6 | V Boys Swimming and Diving | Fairfield Warde | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/6 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | L 37-40 | 4:00/8:00 | |
| Fri., 2/6 | JV Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | ride with varsity | |
| Fri., 2/6 | FR Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Fri., 2/6 | V Girls Gymnastics | New Milford | Away - New Milford High School [Directions] | 125.4 | 3:00/6:00 | |
| Sat., 2/7 | V Boys Ice Hockey | St. Joseph | Home - Milford Ice Pavilion [Directions] | L 6-7 | 12:45/4:00 | Bus to leave at 1:00 |
| Sat., 2/7 | V Boys Indoor Track | FCIAC JC Invitational | Home [Directions] | 10:00 a.m. | ||
| Sat., 2/7 | V Wrestling | Greenwich | Home - Staples H.S. Gym [Directions] | 10:00 a.m. | ||
| Sat., 2/7 | V Competitive Cheerleading | 2015 FCIAC Varsity and JV Cheerleading Competition | Away | 11:00 a.m. | 8:15/2:30 | |
| Sat., 2/7 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away [Directions] | 11:50 a.m. | ||
| Sat., 2/7 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away [Directions] | 11:50 a.m.m. | ||
| Sat., 2/7 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Away [Directions] | 11:50 a.m.m. | 10:00 am | |
| Tue., 2/10 | V Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | L 56-61 | 3:45/8:00 | |
| Tue., 2/10 | JV Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:15 p.m. | Ride with varsity | |
| Tue., 2/10 | FR Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 2/10 | V Boys Ice Hockey | Trinity Catholic | Home - Milford Ice Pavilion [Directions] | W 7-1 | 1:30/5:15 | Bus to leave Staples |
| Tue., 2/10 | V Girls Basketball | Danbury | Home - Staples H.S. Gym [Directions] | W 58-37 | ||
| Tue., 2/10 | JV Girls Basketball | Danbury | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/10 | FR Girls Basketball | Danbury | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/10 | V Girls Gymnastics | Fairfield Warde, Fairfield Ludlowe | Away - Gymnastics & Cheer Academy [Directions] | 116.35 | 5:15/8:00 | |
| Wed., 2/11 | V Boys Ice Hockey | Darien | Home - Milford Ice Pavilion [Directions] | L 3-9 | 1:15/5:00 | Early Dismissal 1:15, Bus to leave at 1:30 |
| Wed., 2/11 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Wed., 2/11 | V Girls Gymnastics | New Canaan | Away [Directions] | 121.65 | ||
| Wed., 2/11 | V Girls Gymnastics | Westhill | Away - Westhill - New Gymnasium [Directions] | 5:30 p.m. | 4:00pm/6:30 | |
| Wed., 2/11 | V Girls Ice Hockey | New Canaan | Away [Directions] | 6:00 p.m. | ||
| Wed., 2/11 | V Girls Ice Hockey | New Canaan | Away [Directions] | 6:00 p.m. | ||
| Wed., 2/11 | JV Girls Ice Hockey | New Canaan | Away [Directions] | 6:00 p.m. | 4:30 pm | |
| Thu., 2/12 | V Boys Alpine Skiing | Barlow, Danbury, Southington, Guilford, Cheshire Academy, Weston | Away | 4:00 p.m. | 2:15 | ED 2:00 |
| Thu., 2/12 | V Girls Alpine Skiing | Barlow, Danbury, Southington, Guilford, Chesire Academy, Weston | Away | 4:00 p.m. | ||
| Thu., 2/12 | V Girls Basketball | Bassick | Away [Directions] | W 64-22 | 2:15/4:30 | |
| Fri., 2/13 | V Boys Basketball | Bassick | Home - Staples H.S. Gym [Directions] | L 44-61 | ||
| Fri., 2/13 | JV Boys Basketball | Bassick | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/13 | FR Boys Basketball | Bassick | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/13 | JV Boys Ice Hockey | Milford Coop | Home [Directions] | 5:20 p.m. | ||
| Fri., 2/13 | V Boys Swimming and Diving | New Canaan | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/13 | V Wrestling | FCIAC Championship @ New Canaan | Away | 4:00 p.m. | 1:00pm | |
| Fri., 2/13 | FR Girls Basketball | Bassick | Away [Directions] | Cancelled | 2:30/5:00 | |
| Sat., 2/14 | V Boys Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 3:30 p.m. | 1:00 | |
| Sat., 2/14 | V Wrestling | FCIAC Championship @ New Canaan | Away | 9:00 a.m. | 7:00am | |
| Sat., 2/14 | V Girls Gymnastics | FCIAC CHampionship | Away | 123.70 | 8:15 | |
| Sat., 2/14 | V Girls Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 3:30 p.m. | 1:00 | |
| Mon., 2/16 | V Boys Basketball | Darien | Away - DHS Main Gym [Directions] | L 50-61 | 4:00/8:00 | |
| Mon., 2/16 | JV Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 5:15 p.m. | Ride with varsity | |
| Mon., 2/16 | FR Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 3:30 p.m. | 2:20/5:00 | |
| Mon., 2/16 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners Ice Rink | W 5-1 | 12:30/4:10 | Bus to leave Staples at 12:45 |
| Mon., 2/16 | V Girls Basketball | Darien | Home - Staples H.S. Gym [Directions] | W 52-41 | ||
| Mon., 2/16 | JV Girls Basketball | Darien | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/17 | V Girls Ice Hockey | West Haven/SHA | Home [Directions] | 2:00 p.m. | ||
| Wed., 2/18 | V Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | L 67-68 | 4:00/8:00 | |
| Wed., 2/18 | JV Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:15 p.m. | Ride with varsity | |
| Wed., 2/18 | FR Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | 2:30 | Shuttle with varsity |
| Wed., 2/18 | JV Boys Ice Hockey | Wilton | Home - Milford Ice Pavilion [Directions] | 5:30 p.m. | ||
| Wed., 2/18 | V Girls Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | W 70-40 | ||
| Wed., 2/18 | JV Girls Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/18 | V Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Wed., 2/18 | V Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Wed., 2/18 | V Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Wed., 2/18 | JV Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Wed., 2/18 | JV Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Thu., 2/19 | V Boys Ice Hockey | Westhill/Stamford | Home - Milford Ice Pavilion [Directions] | W 5-2 | 1:30/7:30 | Bus to leave Staples at 1:45 |
| Fri., 2/20 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 4:00 p.m. | 2:00 | |
| Fri., 2/20 | JV Girls Ice Hockey | Masuk Coop | Away - Shelton Ice rink [Directions] | 4:20 p.m. | 2:30 pm | |
| Fri., 2/20 | JV Girls Ice Hockey | Masuk Coop | Away [Directions] | 4:20 p.m. | @ Shelton Rinks | |
| Sat., 2/21 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury [Directions] | W 9-3 | 8:45/1:00 | Bus to leave Staples at 9:15 |
| Sat., 2/21 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | 7:30 | |
| Sat., 2/21 | JV Boys Swimming and Diving | JV FCIAC Championship @ Greenwich HS | Away | 1:30 p.m. | 11:00/3:00 | |
| Sat., 2/21 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 9:00 a.m. | 7:15 am | |
| Sat., 2/21 | V Girls Gymnastics | Ro Carlucci Invitational | Away | 3:00 p.m. | ||
| Sat., 2/21 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Terry Conners Ice Rink [Directions] | 8:10 p.m. | ||
| Sat., 2/21 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | 7:30am | |
| Mon., 2/23 | V Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | L 60-70 | 4:00/8:00 | |
| Mon., 2/23 | JV Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:15 p.m. | Ride with varsity | |
| Mon., 2/23 | FR Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | 2:30 | Shuttle with varsity |
| Mon., 2/23 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home [Directions] | 3:20 p.m. | ||
| Tue., 2/24 | V Boys Swimming and Diving | FCIAC Trials @ Greenwich HS | Away | 4:30 p.m. | 2:15 | ED 2:00 |
| Wed., 2/25 | V Boys Basketball | Westhill | Home - Staples H.S. Gym [Directions] | L 43-64 | ||
| Wed., 2/25 | JV Boys Basketball | Westhill | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/25 | FR Boys Basketball | Westhill | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/25 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland Of Ice [Directions] | L 1-7 | 4:30/8:15 | Bus to leave Staples at 4:45 |
| Wed., 2/25 | V Boys Swimming and Diving | FCIAC Diving | Away | 4:30 p.m. | ||
| Wed., 2/25 | V Girls Ice Hockey | FCIAC Semi-Finals @ Darien | Away | TBA | ||
| Thu., 2/26 | V Boys Swimming and Diving | FCIAC Finals | Away | 6:30 p.m. | 4:00/8:30 | |
| Thu., 2/26 | V Girls Basketball | Norwalk (Scrim.) | Away [Directions] | 2:30 p.m. | 2:15/5:00 | |
| Fri., 2/27 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 4:30 p.m. | 11:30 | ED 11:00 |
| Fri., 2/27 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 12:30/6:00 | |
| Fri., 2/27 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 4:30 p.m. | 11:00am | coach bus |
| Sat., 2/28 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:00 a.m. | 7:15am | |
| Sat., 2/28 | V Competitive Cheerleading | Best Cheerleading Competition | Away | 3:30 p.m. | 12:45 | |
| Sat., 2/28 | V Girls Gymnastics | States @ Pomperaug | Away | TBA | 11:15 | |
| Sat., 2/28 | V Girls Ice Hockey | FCIAC Finals @ Terry Conners | Away | TBA | ||
| Mon., 3/2 | V Girls Ice Hockey | State Quarter Finals | Away | TBA | ||
| Wed., 3/4 | V Boys Basketball | Trinity Catholic (Scrim.) | Away - Walsh Court | 3:30 p.m. | 2:30/5:00 | |
| Wed., 3/4 | V Girls Basketball | Career Magnet | Away [Directions] | 7:00 p.m. | 4:45/8:00 | |
| Wed., 3/4 | V Girls Ice Hockey | State Semi Finals | Away | TBA | ||
| Fri., 3/6 | V Wrestling | New England Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | Yes | |
| Sat., 3/7 | V Wrestling | New England Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:00 a.m. | ||
| Sat., 3/7 | V Competitive Cheerleading | Class LL State Competition | Away [Directions] | 4:00 p.m. | 12:45 | |
| Sat., 3/7 | V Girls Ice Hockey | State Finals | Away | TBA | ||
| Mon., 3/9 | V Boys Alpine Skiing | States | Away | TBA | 10:45 | ED 10:30 |
| Mon., 3/9 | V Boys Basketball | Class LL CIAC First Round vs. Hillhouse HS | Away | 7:00 p.m. | 4:15/8:00 | |
| Mon., 3/9 | V Boys Ice Hockey | Division III Ice Hockey vs Barlow | Home - Milford Ice Pavilion [Directions] | 7:00 p.m. | 4:30/8:00 | |
| Mon., 3/9 | V Girls Alpine Skiing | States | Away | TBA | 10:45 | ED 10:30 |
| Thu., 3/12 | V Boys Ice Hockey | Division III Quarterfinal vs. EOS/Tolland @ West Haven Rink | Away | 6:00 p.m. | 2:30/7:00 | |
| Thu., 3/12 | V Boys Swimming and Diving | CIAC Class LL Diving Trials/Finals | Away - Hamden HS [Directions] | 5:30 p.m. | ||
| Fri., 3/13 | V Boys Indoor Track | New Balance Indoor Nationals | Away | TBA | ||
| Fri., 3/13 | V Girls Indoor Track | New Balance Indoor Nationals @ The Armory, NYC | Away | TBA | ||
| Sat., 3/14 | V Boys Indoor Track | New Balance Indoor Nationals | Away | TBA | 1:00/7:00 | 8:00am |
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Class LL Qualifying | Away - Hamden HS [Directions] | 3:30 p.m. | 12:00 | |
| Sat., 3/14 | V Girls Indoor Track | New Balance Indoor Nationals @ The Armory, NYC | Away | TBA | ||
| Sun., 3/15 | V Boys Indoor Track | New Balance Indoor Nationals | Away | TBA | ||
| Sun., 3/15 | V Girls Indoor Track | New Balance Indoor Nationals @ The Armory, NYC | Away | TBA | ||
| Tue., 3/17 | V Boys Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan Univ. [Directions] | 6:00 p.m. | 3:30 | |
| Thu., 3/19 | V Boys Swimming and Diving | CIAC Open Diving | Away - Middletown [Directions] | 5:30 p.m. | ||
| Sat., 3/21 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | 12:00 | |
| Wed., 3/25 | V Boys Lacrosse | Aspen, CO | Home - Staples Stadium [Directions] | 3:00 p.m. | ||
| Thu., 3/26 | V Girls Lacrosse | Weston (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Thu., 3/26 | JV Girls Lacrosse | Weston (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Sat., 3/28 | V Boys Lacrosse | Branford, New Milford | Home - Staples Stadium [Directions] | 12:30 p.m. | ||
| Sat., 3/28 | V Boys Volleyball | Darien Playday | Away | 8:30 a.m. | 7:15am/5:00pm | |
| Sat., 3/28 | V Girls Lacrosse | Playday at Daniel Hand | Away | 12:30 p.m. | 10:15 | |
| Sat., 3/28 | V Girls Water Polo | Choate Rosemary Hall (Scrim.) | Home - Staples HS Pool [Directions] | 11:00 a.m. | ||
| Sun., 3/29 | V Boys Rugby | Cheshire (Scrim.) | Away [Directions] | 5:00 p.m. | 3:30/6:30 | |
| Sun., 3/29 | JV Boys Rugby | Cheshire (Scrim.) | Away [Directions] | 5:00 p.m. | ride with varsity | |
| Mon., 3/30 | V Baseball | Trumbull (Scrim.) | Away - Varsity Baseball Field [Directions] | 3:30 p.m. | 2:45pm/5:30pm | |
| Tue., 3/31 | V Baseball | Fairfield Warde (Scrim.) | Home - Staples HS Baseball Field [Directions] | 3:30 p.m. | ||
| Wed., 4/1 | V Baseball | Amity (Scrim.) | Away - Old Tavern Rd.Complex - Orange [Directions] | Cancelled | 2:45pm/5:30pm | |
| Wed., 4/1 | V Boys Lacrosse | New Canaan (Scrim.) | Away - Dunning Stadium [Directions] | 4:00 p.m. | 2:30pm/5:00pm | |
| Wed., 4/1 | V Co-ed Sailing | Greenwich Academy, Darien HS | Home [Directions] | 3:00 p.m. | no buses needed for home races | |
| Wed., 4/1 | V Girls Lacrosse | Multi-team scrimmage | Away | 4:00 p.m. | 3:00/5:00 | |
| Wed., 4/1 | V Softball | Stratford (Scrim.) | Away - King Street Field [Directions] | 3:45 p.m. | 2:30pm/5:00pm | |
| Wed., 4/1 | V Girls Water Polo | Greenwich | Away [Directions] | 3:00 p.m. | 1:30 | ED 1:20 |
| Thu., 4/2 | V Baseball | Bunnell (Scrim.) | Home - Staples HS Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 4/2 | V Boys Rugby | Ridgefield | Away [Directions] | 4:00 p.m. | 2:30/5:30 | |
| Thu., 4/2 | JV Boys Rugby | Ridgefield | Away [Directions] | 4:00 p.m. | ride with varsity | |
| Thu., 4/2 | V Softball | Bethel (Scrim.) | Home - Greens Farms Elementary School [Directions] | 3:45 p.m. | ||
| Sat., 4/4 | V Baseball | Trinity Catholic (Scrim.) | Home - Staples High School - Baseball Field [Directions] | 11:00 a.m. | ||
| Sat., 4/4 | V Boys Lacrosse | Darien (Scrim.) | Away [Directions] | 9:00 a.m. | 7:00am/11:15 | |
| Sat., 4/4 | JV Boys Lacrosse | Darien (Scrim.) | Away [Directions] | 9:00 a.m. | 7:00/11:15 | |
| Sat., 4/4 | V Softball | Round Robin Invitational @ North Haven HS | Away | 9:00 a.m. | 7:00am | |
| Mon., 4/6 | JV Boys Lacrosse | Weston (Scrim.) | Away - WHS Turf Field [Directions] | 4:45 p.m. | 3:30 | |
| Mon., 4/6 | V Softball | Greenwich (Scrim.) | Away - GHS Softball Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 4/7 | V Co-ed Sailing | Make up regatta at Grass Island | Away | 4:00 p.m. | 2:15/6:00 | |
| Tue., 4/7 | V Girls Water Polo | Chelsea Piers | Home - Staples HS Pool [Directions] | 4:30 p.m. | ||
| Wed., 4/8 | V Baseball | Newtown | Home - Staples HS Baseball Field [Directions] | W 5-4 | ||
| Wed., 4/8 | JV Baseball | Newtown | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 4/8 | FR Baseball | Newtown | Away - Newtown High School Baseball Field [Directions] | 4:00 p.m. | 2:30pm/5:00pm | |
| Wed., 4/8 | V Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | W 13-3 | 5:30/8:15 | |
| Wed., 4/8 | JV Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | 3:45/6:30 | |
| Wed., 4/8 | FR Boys Lacrosse | Ridgefield | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Wed., 4/8 | V Boys Tennis | Norwalk | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Wed., 4/8 | V Co-ed Sailing | GHS, RCDS, DHS | Away | 3:00 p.m. | 2:15/5:45 | Grass Island |
| Wed., 4/8 | V Girls Lacrosse | Danbury | Home - Ginny Parker Field - Staples [Directions] | W 15-4 | ||
| Wed., 4/8 | JV Girls Lacrosse | Danbury | Home - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Wed., 4/8 | V Softball | New Fairfield | Home - Wakeman Field [Directions] | W 12-3 | ||
| Wed., 4/8 | V Girls Tennis | Norwalk | Away - Norwalk High School [Directions] | W 7-0 | 2:30pm/5:00pm | |
| Wed., 4/8 | JV Girls Tennis | Darien | Away - Weed Beach [Directions] | 4:00 p.m. | 2:45/5:30 | |
| Thu., 4/9 | V Boys Rugby | Fairfield Prep | Away [Directions] | 4:00 p.m. | 2:30/5:30 | |
| Thu., 4/9 | JV Boys Rugby | Fairfield Prep | Away [Directions] | 4:00 p.m. | ride with varsity | |
| Thu., 4/9 | V Boys Tennis | Greenwich | Home - Staples HS-Tennis Courts [Directions] | W 5-2 | ||
| Thu., 4/9 | JV Boys Tennis | Greenwich | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/9 | FR Girls Lacrosse | Norwalk | Home - Ginny Parker Field - Staples [Directions] | 5:00 p.m. | ||
| Thu., 4/9 | V Girls Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | W 4-3 | 2:00/5:00 | ED 1:45 |
| Fri., 4/10 | V Boys Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | W 3-0 | 2:30pm/6:00pm | |
| Fri., 4/10 | JV Boys Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | 5:30 p.m. | Ride with varsity | |
| Fri., 4/10 | V Softball | Nonnewaug | Away - Nonnewaug High School Field [Directions] | W 9-1 | 2:00pm/5:00pm | |
| Sat., 4/11 | V Boys Lacrosse | Stamford | Home - Staples Stadium [Directions] | W 18 - 3 | ||
| Sat., 4/11 | JV Boys Lacrosse | Stamford | Home - Staples Stadium [Directions] | 3:30 p.m. | ||
| Sat., 4/11 | V Boys Volleyball | Southington | Away - Southington High School [Directions] | W 3-1 | 3:00pm | |
| Sat., 4/11 | JV Boys Volleyball | Southington | Away - Southington High School [Directions] | 5:00 p.m. | ||
| Sat., 4/11 | V Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | W 13-12 | 10:00/12:30 | Shuttle with JV |
| Sat., 4/11 | JV Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 10:00 a.m. | 8:45am | Shuttle with varsity |
| Sat., 4/11 | V Girls Outdoor Track | Daniel Hand Freshmen Invitational | Away | Cancelled | 6:30am | |
| Mon., 4/13 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | W 12-0 | 10:30/1:30 | |
| Mon., 4/13 | JV Baseball | Fairfield Ludlowe | Away - Tunxis Hill Park [Directions] | 12:00 p.m. | 10:30/1:30 | |
| Mon., 4/13 | FR Baseball | Fairfield Ludlowe | Home - Staples HS Baseball Field [Directions] | 12:00 p.m. | ||
| Mon., 4/13 | V Boys Tennis | Darien | Away - DHS Tennis Courts [Directions] | W 6-1 | 2:30pm/5:00pm | |
| Mon., 4/13 | JV Boys Tennis | Darien | Away - Cherry Lawn Park [Directions] | 2:00 p.m. | 2:30pm/5:00pm | Share bus with varsity |
| Mon., 4/13 | JV Boys Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:15 p.m. | Ride with varsity | |
| Mon., 4/13 | V Softball | Fairfield Ludlowe | Home - Wakeman Field [Directions] | L 0-7 | ||
| Mon., 4/13 | V Girls Tennis | Darien | Home - Staples HS-Tennis Courts [Directions] | W 4-3 | ||
| Tue., 4/14 | V Baseball | Masuk | Away - John Giampaolo Field @ Masuk [Directions] | W 10-7 | 11:15/2:30 | |
| Tue., 4/14 | FR Baseball | Masuk | Home - Staples Baseball Field [Directions] | 1:00 p.m. | ||
| Tue., 4/14 | V Boys Lacrosse | St. John The Baptist (NY) | Away | W 13 - 5 | 12:00 | |
| Tue., 4/14 | V Boys Tennis | Westhill | Away [Directions] | W 7-0 | 1:45/3:30 | |
| Tue., 4/14 | V Girls Tennis | Westhill | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Wed., 4/15 | V Baseball | Stamford | Home - Staples HS Baseball Field [Directions] | L 1-2 | ||
| Wed., 4/15 | JV Baseball | Stamford | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 4/15 | FR Baseball | Stamford | Away [Directions] | 4:00 p.m. | 2:30/5:30 | |
| Wed., 4/15 | FR Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Wed., 4/15 | V Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | W 3-0 | 2:30/6:00 | |
| Wed., 4/15 | JV Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | Ride with varsity | |
| Wed., 4/15 | V Softball | Stamford | Away - Stamford High School [Directions] | L 2-9 | 2:30/5:00 | |
| Thu., 4/16 | V Boys Lacrosse | Danbury | Home - Staples Stadium [Directions] | W 12 - 5 | ||
| Thu., 4/16 | JV Boys Lacrosse | Danbury | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Thu., 4/16 | FR Boys Lacrosse | Greenwich | Home - Wakeman Field E (grass) [Directions] | 11:00 a.m. | ||
| Thu., 4/16 | V Girls Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 8-11 | 2:30/5:00 | |
| Thu., 4/16 | JV Girls Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 6:00 p.m. | 4:00/7:00 | |
| Fri., 4/17 | V Baseball | St. Joseph | Home - Staples HS Baseball Field [Directions] | W 4-3 | ||
| Fri., 4/17 | JV Baseball | St. Joseph | Home - Wakeman Field [Directions] | 1:00 p.m. | ||
| Fri., 4/17 | FR Baseball | St. Joseph | Away - St. Joseph High School [Directions] | 1:00 p.m. | 11:30/2:00 | |
| Fri., 4/17 | V Boys Volleyball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | W 3-1 | ||
| Fri., 4/17 | JV Boys Volleyball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Fri., 4/17 | V Girls Outdoor Track | New York Relays | Away | Cancelled | 1:00/8:00 | |
| Fri., 4/17 | V Softball | St. Joseph | Away - St. Joseph High School [Directions] | L 2-14 | Ride with JV | |
| Fri., 4/17 | JV Softball | St. Joseph | Away - St. Joseph High School [Directions] | Cancelled | 12:30/5:00 | |
| Sat., 4/18 | V Boys Lacrosse | Mamaroneck (NY) | Home - Staples Stadium [Directions] | W 11 - 7 | ||
| Sat., 4/18 | JV Boys Lacrosse | Mamaroneck (NY) | Home - Staples Stadium [Directions] | 3:00 p.m. | ||
| Sat., 4/18 | FR Boys Lacrosse | St. Anthonys (NY) | Away | 11:00 a.m. | 8:30am/12:00 | |
| Sat., 4/18 | V Girls Lacrosse | Joel Barlow | Home - Ginny Parker Field - Staples [Directions] | W 13-10 | ||
| Sat., 4/18 | JV Girls Lacrosse | Joel Barlow | Home - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Sat., 4/18 | V Girls Outdoor Track | New York Relays | Away | 9:00 a.m. | 6:00am | |
| Mon., 4/20 | JV Boys Golf | Darien | Home - Longshore [Directions] | 3:00 p.m. | ||
| Mon., 4/20 | V Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 17-7 | 2:30/5:00 | |
| Mon., 4/20 | JV Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:30 p.m. | 4:00/6:30 | |
| Mon., 4/20 | V Boys Volleyball | Greenwich | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Mon., 4/20 | JV Boys Volleyball | Greenwich | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Tue., 4/21 | V Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | L 0-1 | 2:45pm/5:30pm | |
| Tue., 4/21 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:45/5:30 | |
| Tue., 4/21 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | 170 | 2:00/5:00 | ED 1:45 |
| Tue., 4/21 | V Boys Outdoor Track | Stamford, Norwalk | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/21 | V Boys Tennis | Brien McMahon | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Tue., 4/21 | V Girls Golf | Greenwich | Home - Longshore [Directions] | 182 | ||
| Tue., 4/21 | V Girls Lacrosse | Westhill | Home - Ginny Parker Field - Staples [Directions] | W 15-0 | ||
| Tue., 4/21 | JV Girls Lacrosse | Westhill | Home - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Tue., 4/21 | V Girls Outdoor Track | Norwalk, Stamford | Away - Staples H.S. [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 4/21 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | W 6-1 | 2:30/5:00 | |
| Tue., 4/21 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:00 p.m. | 2:45pm/5:00pm | |
| Wed., 4/22 | V Boys Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 166 | 2:30/5:00 | |
| Wed., 4/22 | JV Boys Golf | Fairfield Prep | Home - Longshore [Directions] | 3:20 p.m. | ||
| Wed., 4/22 | V Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | L 1-3 | 2:30/6:00 | |
| Wed., 4/22 | JV Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:30 p.m. | Yes | Ride with varsity |
| Wed., 4/22 | FR Girls Lacrosse | Trumbull | Away - Indian Ledge Turf Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Thu., 4/23 | V Baseball | Greenwich | Away - GHS Baseball Field [Directions] | W 3-0 | 2:45pm/5:30pm | |
| Thu., 4/23 | JV Baseball | Greenwich | Away - Julian Curtiss School [Directions] | 4:00 p.m. | 2:45pm/5:30pm | |
| Thu., 4/23 | FR Baseball | Greenwich | Home - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Boys Golf | Trinity Catholic | Home - Longshore [Directions] | 147 | ||
| Thu., 4/23 | JV Boys Golf | Fairfield Warde | Homeway - Longshore [Directions] | 3:00 p.m. | ||
| Thu., 4/23 | V Boys Lacrosse | Fairfield Ludlowe | Home - Staples Stadium [Directions] | L 6 to 7 OT | ||
| Thu., 4/23 | JV Boys Lacrosse | Fairfield Ludlowe | Home - Wakeman Field B (turf) [Directions] | 5:00 p.m. | ||
| Thu., 4/23 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | W 6-1 | 2:30/5:00 | |
| Thu., 4/23 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | p/u 5:00 @ Dwight Elem. | Ride with varsity to meet, separate buses for return |
| Thu., 4/23 | V Boys Volleyball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | W 3-0 | Yes | Ride with JV |
| Thu., 4/23 | JV Boys Volleyball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | 4:30 p.m. | 2:30/6:00 | |
| Thu., 4/23 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 194 | 2:30/5:00 | |
| Thu., 4/23 | JV Girls Golf | Trumbull | Away [Directions] | TBA | ride with varsity | |
| Thu., 4/23 | V Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | L 9-7 | 4:15/7:00 | |
| Thu., 4/23 | JV Girls Lacrosse | Wilton | Away - Allen's Field [Directions] | 4:30 p.m. | 3:00 | Shuttle with varsity |
| Thu., 4/23 | FR Girls Lacrosse | New Canaan | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Girls Outdoor Track | Penn Relays | Away | TBA | ||
| Thu., 4/23 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | W 8-5 | 2:30/5:30 | |
| Thu., 4/23 | V Girls Tennis | Fairfield Ludlowe | Home - Staples HS-Tennis Courts [Directions] | L 3-4 | ||
| Thu., 4/23 | JV Girls Tennis | Fairfield Ludlowe | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Girls Water Polo | Greenwich | Away [Directions] | 3:00 p.m. | 1:30pm | ED 1:20 |
| Fri., 4/24 | V Baseball | Wilton | Home - Staples HS Baseball Field [Directions] | L 1-9 | ||
| Fri., 4/24 | JV Baseball | Wilton | Home - Wakeman Field [Directions] | 4:30 p.m. | ||
| Fri., 4/24 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 4:00 p.m. | 2:45/5:30 | |
| Fri., 4/24 | FR Boys Lacrosse | Joel Barlow | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | V Boys Outdoor Track | O'Grady Relays @ Danbury HS | Away | 4:00 p.m. | 1:45 | ED 1:15 |
| Fri., 4/24 | V Boys Outdoor Track | Brien McMahon | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | V Girls Outdoor Track | Brien McMahon | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | V Girls Outdoor Track | Penn Relays | Away | TBA | ||
| Fri., 4/24 | JV Girls Tennis | Joel Barlow | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | V Girls Water Polo | Hopkins School | Away | 4:30 p.m. | 2:30/5:30 | |
| Sat., 4/25 | V Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | W 12-5 | 10:00 | shuttle with JV |
| Sat., 4/25 | JV Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 2:00 p.m. | 12:30/3:00 | shuttle with varsity |
| Sat., 4/25 | V Boys Outdoor Track | O'Grady Relays @ Danbury HS | Away | 9:00 a.m. | 7:00am | |
| Sat., 4/25 | V Boys Rugby | Pegasi (Fairfield Town Team) | Away [Directions] | 6:30 p.m. | 5:00pm/8:00pm 2 buses | |
| Sat., 4/25 | JV Boys Rugby | Pegasi (Fairfield Town Team) | Away [Directions] | 6:30 p.m. | ride with varsity | |
| Sat., 4/25 | V Girls Lacrosse | Conard | Away - Conard HS Stadium [Directions] | W 9-7 | Ride with JV | |
| Sat., 4/25 | JV Girls Lacrosse | Conard | Away - Conard HS South Field [Directions] | 12:00 p.m. | 10:00/2:30 | |
| Mon., 4/27 | V Baseball | Harding | Home - Staples HS Baseball Field [Directions] | W 22-2 | ||
| Mon., 4/27 | JV Baseball | Harding | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | V Boys Golf | Danbury | Away - Richter Park Golf Course [Directions] | staples 166 Danbury 182 | 1:45/4:30 | ED 1:30 |
| Mon., 4/27 | JV Boys Golf | Ridgefield | Home - Longshore [Directions] | 3:20 p.m. | ||
| Mon., 4/27 | V Boys Tennis | Stamford | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Mon., 4/27 | JV Boys Tennis | Ridgefield | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | V Boys Volleyball | Trumbull | Home - Staples H.S. Gym [Directions] | W 3-1 | ||
| Mon., 4/27 | JV Boys Volleyball | Trumbull | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | JV Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Mon., 4/27 | FR Girls Lacrosse | Greenwich | Away - GHS Field 3 [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Mon., 4/27 | V Girls Outdoor Track | Ridgefield, Fairfield Warde | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | 2:00/6:00 | ED 1:30 |
| Mon., 4/27 | V Softball | Harding | Away - Beardsley Park - Softball [Directions] | W 17-5 | 2:30/5:30 | |
| Mon., 4/27 | JV Softball | Harding | Away - Beardsley Park-Softball-JV [Directions] | Cancelled | ride with varsity | |
| Mon., 4/27 | V Girls Tennis | Stamford | Away [Directions] | W 7-0 | 2:30/5:00 | |
| Tue., 4/28 | FR Baseball | Fairfield Warde | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Tue., 4/28 | V Boys Golf | Norwalk | Away - Oak Hills G.C. [Directions] | 162 | 2:10/4:30 | ED 2:00 |
| Tue., 4/28 | V Boys Outdoor Track | Fairfield Warde, Ridgefield | Away [Directions] | 4:00 p.m. | 2:15/5:00 | ED 1:45 |
| Tue., 4/28 | V Girls Golf | Weston | Home - Longshore [Directions] | 189 | ||
| Tue., 4/28 | JV Girls Golf | Greenwich | Away [Directions] | 3:15 p.m. | 2:15 | |
| Tue., 4/28 | V Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 13-3 | 5:30/8:00 | |
| Tue., 4/28 | FR Girls Lacrosse | Ridgefield | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Tue., 4/28 | V Softball | Fairfield Warde | Home - Wakeman Field [Directions] | L 4-5 | ||
| Wed., 4/29 | V Baseball | Brien McMahon | Home - Staples HS Baseball Field [Directions] | W 11-0 | ||
| Wed., 4/29 | FR Baseball | Brien McMahon | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 4/29 | V Boys Golf | Wilton | Home - Longshore [Directions] | 156 | ||
| Wed., 4/29 | JV Boys Golf | Wilton | Home - Longshore [Directions] | 3:15 p.m. | ||
| Wed., 4/29 | V Boys Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | L 6 to 7 OT | 3:15/6:00 | |
| Wed., 4/29 | JV Boys Lacrosse | Greenwich | Away - GHS Field 7 [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Wed., 4/29 | FR Boys Lacrosse | Brien McMahon | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Wed., 4/29 | V Boys Tennis | Trinity Catholic | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Wed., 4/29 | V Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | L 1-3 | 2:30/6:00 | |
| Wed., 4/29 | JV Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 4/29 | V Co-ed Sailing | Greenwich Academy, FLHS | Away | 3:00 p.m. | 2:15/5:45 | Indian harbor Yacht Club |
| Wed., 4/29 | JV Girls Golf | Fairfield Ludlowe | Away [Directions] | 3:30 p.m. | 2:15 | South Pine Creek |
| Wed., 4/29 | V Softball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 8-3 | 2:45/5:30 | |
| Wed., 4/29 | V Girls Tennis | Trinity Catholic | Away - Scalzi Park | W 7-0 | 2:30/5:00 | |
| Wed., 4/29 | V Girls Water Polo | Hotchkiss | Away | 4:00 p.m. | 1:30 | ED 1:20 |
| Thu., 4/30 | JV Baseball | Brien McMahon | Away - Roton Field [Directions] | 4:00 p.m. | 2:45/5:30 | |
| Thu., 4/30 | JV Boys Golf | Darien | Away - Woodway CC [Directions] | 3:00 p.m. | 2:00/5:00 | ED 1:50 |
| Thu., 4/30 | V Boys Lacrosse | Fox Lane (NY) | Away | W 7 - 2 | 5:00/8:15 | |
| Thu., 4/30 | JV Boys Lacrosse | Fox Lane (NY) | Home - Wakeman Field B (turf) [Directions] | 4:30 p.m. | ||
| Thu., 4/30 | V Boys Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | W 4-3 | 2:30/5:00 | |
| Thu., 4/30 | V Girls Golf | Darien | Home - Longshore [Directions] | 185 | ||
| Thu., 4/30 | V Softball | Greenwich | Home - Wakeman Field [Directions] | W 13-7 | ||
| Thu., 4/30 | V Girls Tennis | New Canaan | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Thu., 4/30 | JV Girls Tennis | New Canaan | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/30 | V Girls Water Polo | Choate Rosemary Hall | Away | 4:00 p.m. | 2:00pm | ED 1:50 |
| Fri., 5/1 | V Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | W 5-2 | 2:45pm/5:30pm | |
| Fri., 5/1 | JV Baseball | Ridgefield | Away - East Ridge Middle School - South [Directions] | 4:00 p.m. | 2:45/5:30 | |
| Fri., 5/1 | FR Baseball | Ridgefield | Home - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/1 | FR Boys Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Fri., 5/1 | FR Boys Lacrosse | Don Bosco (NJ) | Away | 4:00 p.m. | 2:00 | 492 Franklin Turnpike, Ramsey NJ |
| Fri., 5/1 | V Boys Outdoor Track | Middletown Invitational | Away | 3:30 p.m. | 1:00pm | ED 12:30 |
| Fri., 5/1 | V Boys Rugby | Darien | Home - Staples Stadium [Directions] | 5:00 p.m. | ||
| Fri., 5/1 | JV Boys Rugby | Darien | Home - Staples Stadium [Directions] | 6:30 p.m. | ||
| Fri., 5/1 | JV Boys Tennis | New Canaan | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 5/1 | V Boys Volleyball | Ridgefield | Home - Staples H.S. Gym [Directions] | L 0-3 | ||
| Fri., 5/1 | JV Boys Volleyball | Ridgefield | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Fri., 5/1 | V Girls Lacrosse | Darien | Home - Ginny Parker Field - Staples [Directions] | L 17-6 | ||
| Fri., 5/1 | JV Girls Lacrosse | Darien | Home - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Fri., 5/1 | V Softball | Ridgefield | Home - Greens Farms Elementary School [Directions] | L 8-9 | ||
| Fri., 5/1 | JV Softball | Ridgefield | Home - Staples HS - Softball Field [Directions] | Cancelled | ||
| Sat., 5/2 | V Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | W 3-3 | 3:00/5:00 | shuttle with JV |
| Sat., 5/2 | JV Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 2:30 p.m. | 1:00/3:30 | |
| Sat., 5/2 | FR Boys Lacrosse | Don Bosco Tournament | Away | 1:00 p.m. | 10:30am | |
| Sat., 5/2 | V Boys Outdoor Track | Middletown Invitational | Away | 1:00 p.m. | 10:30 | |
| Sat., 5/2 | V Girls Lacrosse | Brien McMahon | Home - Ginny Parker Field - Staples [Directions] | W 18-4 | ||
| Sat., 5/2 | JV Girls Lacrosse | Brien McMahon | Home - Ginny Parker Field - Staples [Directions] | 4:15 p.m. | ||
| Sat., 5/2 | V Girls Outdoor Track | Middletown Invitational | Away | TBA | 10:30 | |
| Sun., 5/3 | V Co-ed Sailing | US Coast Guard Academy | Away | TBA | Yes | |
| Mon., 5/4 | V Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | L 0-2 | 4:30/7:30 | |
| Mon., 5/4 | JV Baseball | Trumbull | Away - JV Baseball Field [Directions] | 4:00 p.m. | 2:45/5:30 | |
| Mon., 5/4 | FR Baseball | Trumbull | Home - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/4 | JV Boys Golf | New Canaan | Home - Longshore [Directions] | 3:00 p.m. | ||
| Mon., 5/4 | FR Boys Lacrosse | Darien | Home - Wakeman Field E (grass) [Directions] | 4:30 p.m. | ||
| Mon., 5/4 | V Boys Tennis | St. Joseph | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Mon., 5/4 | V Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | W 3-0 | 2:10/6:00 | ED 1:55 |
| Mon., 5/4 | JV Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:30 p.m. | ED 1:55, ride with varsity | |
| Mon., 5/4 | FR Girls Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Mon., 5/4 | V Girls Outdoor Track | Harding, St. Joseph | Home [Directions] | 4:00 p.m. | ||
| Mon., 5/4 | V Softball | Trumbull | Home - Wakeman Field [Directions] | L 0-6 | ||
| Mon., 5/4 | V Girls Tennis | St. Joseph | Away - St. Joseph High School [Directions] | W 7-0 | 2:30/5:00 | |
| Mon., 5/4 | V Girls Water Polo | Suffield Academy | Away | 4:00 p.m. | 1:30 | |
| Tue., 5/5 | V Boys Golf | Westhill | Away - E. Gaynor Brennan [Directions] | 159 | 2:00/4:30 | ED 1:45 |
| Tue., 5/5 | JV Boys Golf | Ridgefield, Byram Hills (NY) | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:00 p.m. | 2:00 | ED 1:50 |
| Tue., 5/5 | V Boys Outdoor Track | St. Joseph, Harding | Away - St. Joseph High School [Directions] | 3:45 p.m. | 1:45/6:00 | ED 1:15 |
| Tue., 5/5 | V Boys Tennis | Fairfield Warde | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Tue., 5/5 | V Girls Golf | Danbury | Home - Longshore [Directions] | 184 | ||
| Tue., 5/5 | JV Girls Golf | Danbury | Home - Longshore [Directions] | 3:00 p.m. | ||
| Tue., 5/5 | V Girls Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | L 14-4 | 2:30/5:00 | |
| Tue., 5/5 | JV Girls Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 5:30 p.m. | 4:00/6:30 | |
| Tue., 5/5 | V Girls Tennis | Fairfield Warde | Away [Directions] | W 6-1 | 2:45/5:00 | Share with JV, separate buses to return |
| Tue., 5/5 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods Middle School Courts [Directions] | 4:00 p.m. | 2:45/5:00 | Go with varsity, separate return |
| Wed., 5/6 | V Baseball | Trinity Catholic | Home - Staples HS Baseball Field [Directions] | W 11-5 | ||
| Wed., 5/6 | JV Baseball | Trinity Catholic | Home - Wakeman Field [Directions] | 4:30 p.m. | ||
| Wed., 5/6 | FR Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | 4:00 p.m. | 2:30/5:00 | |
| Wed., 5/6 | V Boys Golf | St. Joseph | Home - Longshore [Directions] | 147 | ||
| Wed., 5/6 | FR Boys Lacrosse | Danbury | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Wed., 5/6 | JV Boys Tennis | Greenwich | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 5/6 | V Co-ed Sailing | BS, Prep | Home [Directions] | 3:00 p.m. | no buses needed for home races | |
| Wed., 5/6 | V Girls Golf | Ridgefield | Home - Longshore [Directions] | 176 | ||
| Wed., 5/6 | FR Girls Lacrosse | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Wed., 5/6 | V Softball | Trinity Catholic | Away - Trinity Catholic's Smith Field | W 15-5 | 2:30/5:30 | |
| Wed., 5/6 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Thu., 5/7 | V Boys Golf | New Canaan | Home - Longshore [Directions] | 154 | ||
| Thu., 5/7 | JV Boys Golf | Greenwich | Home - Longshore [Directions] | 3:00 p.m. | ||
| Thu., 5/7 | V Boys Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 8 to 9 2OT | 4:00/7:00 | |
| Thu., 5/7 | JV Boys Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:30 p.m. | 2:45/5:30 | |
| Thu., 5/7 | V Boys Outdoor Track | Louckes Games | Away | Cancelled | TBA | |
| Thu., 5/7 | V Boys Tennis | Ridgefield | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Thu., 5/7 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | 185 | 1:45/5:00 | ED 1:30 |
| Thu., 5/7 | JV Girls Golf | Fairfield Warde | Away [Directions] | 3:30 p.m. | 2:15 | South Pine Creek |
| Thu., 5/7 | V Girls Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | W 16-4 | 4:00/6:30 | shuttle with JV |
| Thu., 5/7 | JV Girls Lacrosse | Trumbull | Away - Varsity Grass Field [Directions] | 4:00 p.m. | 2:30 | Shuttle with Varsity |
| Thu., 5/7 | V Girls Outdoor Track | Glen D. Loucks Games | Away | Cancelled | ||
| Thu., 5/7 | V Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | W 5-2 | 2:30/5:00 | |
| Thu., 5/7 | JV Girls Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Fri., 5/8 | V Baseball | New Canaan | Home - Staples HS Baseball Field [Directions] | W 5-2 | ||
| Fri., 5/8 | JV Baseball | New Canaan | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 5/8 | FR Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | 2:45/5:30 | |
| Fri., 5/8 | FR Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 5:00 p.m. | 3:00/5:00 | |
| Fri., 5/8 | FR Boys Lacrosse | Don Bosco Tournament | Away | Cancelled | 2:00pm | |
| Fri., 5/8 | V Boys Outdoor Track | Louckes Games | Away | TBA | 1:00 | Additional meet may be held on 5/9 |
| Fri., 5/8 | V Boys Volleyball | St. Joseph | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Fri., 5/8 | JV Boys Volleyball | St. Joseph | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/8 | FR Girls Lacrosse | Trumbull | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Fri., 5/8 | V Girls Outdoor Track | Glen D. Loucks Games | Away | TBA | ||
| Fri., 5/8 | V Softball | New Canaan | Away - Waveny Park - Orchard Field [Directions] | W 8-1 | 2:30/5:30 | |
| Fri., 5/8 | JV Girls Tennis | Fairfield Ludlowe | Away - Tomlinson MS Tennis Courts [Directions] | 4:00 p.m. | 2:45/5:00 | |
| Sat., 5/9 | V Boys Lacrosse | Wilton | Home - Staples Stadium [Directions] | W 7 to 4 | ||
| Sat., 5/9 | JV Boys Lacrosse | Wilton | Home - Staples Stadium [Directions] | 3:00 p.m. | ||
| Sat., 5/9 | FR Boys Lacrosse | Don Bosco Tournament | Away | TBA | 10:30am | |
| Sat., 5/9 | V Boys Outdoor Track | Greater Hartford Invitational @ Simsbury | Away | 9:30 a.m. | 7:15am | |
| Sat., 5/9 | V Boys Rugby | Aspetuck Rugby Club | Away | 3:00 p.m. | 1:30/4:30 2 buses | 306 Umpawaug Rd Redding CT |
| Sat., 5/9 | JV Boys Rugby | Aspetuck Rugby Club | Away | 3:00 p.m. | ride with varsity | |
| Sat., 5/9 | V Girls Lacrosse | Hall | Home - Staples Stadium [Directions] | W 15-4 | ||
| Sat., 5/9 | JV Girls Lacrosse | Hall | Home - Ginny Parker Field - Staples [Directions] | 12:15 p.m. | ||
| Sat., 5/9 | V Girls Outdoor Track | Glen D. Loucks Games | Away | TBA | ||
| Sat., 5/9 | V Girls Water Polo | Hotchkiss | Home - Staples HS Pool [Directions] | Cancelled | ||
| Mon., 5/11 | V Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | W 7-3 | 2:00pm/5:30pm | ED 1:45 |
| Mon., 5/11 | JV Baseball | Danbury | Away - Danbury High School Junior Varsity Baseball Field [Directions] | 4:00 p.m. | 2:00/5:30 | ED 1:45 |
| Mon., 5/11 | FR Baseball | Danbury | Home - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | V Boys Golf | Stamford | Home - Longshore [Directions] | 155 | ||
| Mon., 5/11 | FR Boys Lacrosse | Greenwich | Away - GHS Field 7 [Directions] | 4:30 p.m. | 2:30/5:30 | |
| Mon., 5/11 | V Boys Tennis | Bridgeport Central | Away - Central H.S. Tennis Courts [Directions] | W 7-0 | 2:30/5:00 | |
| Mon., 5/11 | JV Boys Tennis | Darien | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | V Boys Volleyball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Mon., 5/11 | JV Boys Volleyball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | Cancelled | ||
| Mon., 5/11 | V Girls Outdoor Track | New Canaan, Fairfield Ludlowe | Away - NCHS Track Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Mon., 5/11 | V Softball | Danbury | Home - Wakeman Field [Directions] | L 1-10 | ||
| Mon., 5/11 | V Girls Tennis | Bridgeport Central | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Tue., 5/12 | V Boys Golf | Harding, Bridgeport Central | Home - Longshore [Directions] | 150 | ||
| Tue., 5/12 | JV Boys Golf | Fairfield Prep | Away - Brooklawn Country Club, Fairfield, CT [Directions] | 3:15 p.m. | 2:20/5:00 | |
| Tue., 5/12 | V Boys Outdoor Track | New Canaan, Fairfield Ludlowe | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/12 | V Boys Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | W 7-0 | 2:10/5:00 | ED 2:00 |
| Tue., 5/12 | V Girls Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | 193 | 2:00/5:00 | ED 1:45 |
| Tue., 5/12 | V Girls Lacrosse | Stamford | Home - Ginny Parker Field - Staples [Directions] | W 10-5 | ||
| Tue., 5/12 | JV Girls Lacrosse | Stamford | Home - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Tue., 5/12 | FR Girls Lacrosse | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 6:00 p.m. | 4:00/7:00 | |
| Tue., 5/12 | V Girls Water Polo | Chelsea Piers | Away | TBA | 5:00/7:00 | |
| Wed., 5/13 | V Baseball | Bassick | Home - Staples HS Baseball Field [Directions] | W 14-1 | ||
| Wed., 5/13 | V Boys Golf | Fairfield Warde, Westhill | Away - Brooklawn Country Club [Directions] | 166 | 2:10/5:30 | ED 2:00 |
| Wed., 5/13 | JV Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:00 p.m. | 2:20/5:00 | |
| Wed., 5/13 | V Boys Lacrosse | St. Joseph | Home - Staples Stadium [Directions] | W 10-8 | ||
| Wed., 5/13 | JV Boys Lacrosse | St. Joseph | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Wed., 5/13 | V Boys Tennis | Fairfield Prep | Away - Walsh Athletic Center Courts, Fairfield University [Directions] | W 7-0 | 2:30/5:15 | |
| Wed., 5/13 | V Boys Volleyball | Danbury | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Wed., 5/13 | JV Boys Volleyball | Danbury | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Wed., 5/13 | V Co-ed Sailing | GFA, DHS, Stamford | Away | 3:00 p.m. | 2:15/5:45 | Pequot Yacht Club |
| Wed., 5/13 | V Girls Golf | Trumbull | Home - Longshore [Directions] | 190 | ||
| Wed., 5/13 | JV Girls Golf | Trumbull | Home - Longshore [Directions] | 3:00 p.m. | ||
| Wed., 5/13 | V Softball | Bassick | Away [Directions] | W 15-0 | 2:30/5:30 | |
| Thu., 5/14 | V Boys Tennis | Wilton | Away - Wilton Tennis Courts [Directions] | W 7-0 | 2:30/5:00 | |
| Thu., 5/14 | V Girls Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 203 | 2:00/5:00 | ED 1:45 |
| Thu., 5/14 | JV Girls Golf | Darien | Home - Longshore [Directions] | 3:15 p.m. | ||
| Thu., 5/14 | FR Girls Lacrosse | Greenwich Academy | Away | 5:00 p.m. | 3:00/6:00 | |
| Thu., 5/14 | V Girls Tennis | Wilton | Home - Staples HS-Tennis Courts [Directions] | W 5-2 | ||
| Thu., 5/14 | JV Girls Tennis | Wilton | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 5/15 | V Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | W 8-2 | 2:45pm/5:30pm | |
| Fri., 5/15 | JV Baseball | Darien | Away - DHS Baseball JV Field [Directions] | 4:00 p.m. | 2:45/5:30 | |
| Fri., 5/15 | FR Baseball | Darien | Home - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/15 | FR Boys Lacrosse | Norwalk | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Fri., 5/15 | V Boys Outdoor Track | Dream Invitational @ Danbury | Away | 7:00 p.m. | 5:00pm | |
| Fri., 5/15 | V Boys Rugby | Stamford Academy | Away | 4:00 p.m. | 2:30/5:30 2 buses | Lione Park, 325 Stillwater Ave, Stamford |
| Fri., 5/15 | V Boys Tennis | Weston | Away - WHS Tennis Courts [Directions] | W 5-2 | 2:30/5:00 | |
| Fri., 5/15 | JV Boys Tennis | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | p/u 5:00 | ride with varsity, separate bus to return to Staples |
| Fri., 5/15 | V Boys Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | W 3-2 | 2:10/6:00 | ED 1:55 |
| Fri., 5/15 | JV Boys Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 3:30 p.m. | Ride with varsity | |
| Fri., 5/15 | FR Girls Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 4:30 p.m. | 3:00/5:30 | |
| Fri., 5/15 | V Softball | Darien | Home - Wakeman Field [Directions] | L 0-11 | ||
| Fri., 5/15 | V Girls Tennis | Weston | Home - Staples HS-Tennis Courts [Directions] | W 5-2 | ||
| Fri., 5/15 | JV Girls Tennis | Darien | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Sat., 5/16 | V Boys Lacrosse | Newtown | Home - Staples Stadium [Directions] | L 6 - 7 | ||
| Sat., 5/16 | JV Boys Lacrosse | Newtown | Home - Staples Stadium [Directions] | 3:00 p.m. | ||
| Sat., 5/16 | V Co-ed Sailing | Silver Cup | Away | TBA | 7:00am | Indian Harbor |
| Sat., 5/16 | V Girls Lacrosse | Norwalk | Home - Staples Stadium [Directions] | W 17-7 | ||
| Sat., 5/16 | JV Girls Lacrosse | Norwalk | Home - Ginny Parker Field - Staples [Directions] | 12:45 p.m. | ||
| Mon., 5/18 | V Baseball | Bridgeport Central | Away - Central H.S. Baseball Field [Directions] | W 6-1 | 2:45pm/5:30pm | |
| Mon., 5/18 | JV Baseball | Bridgeport Central | Away - Seaside Park Diamond 10 [Directions] | 4:00 p.m. | 2:45pm/5:30pm | |
| Mon., 5/18 | V Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | played at Fairview | 1:45/4:45 | ED 1:30 |
| Mon., 5/18 | JV Boys Golf | Wilton | Away [Directions] | 4:30 p.m. | 3:15/6:30 | |
| Mon., 5/18 | V Boys Tennis | Trumbull | Away - Tashua Knolls Tennis/Golf Course [Directions] | W 7-0 | 4:30/7:00 | |
| Mon., 5/18 | JV Boys Tennis | Greenwich | Away - Central Middle School [Directions] | 4:30 p.m. | 2:30/5:30 | |
| Mon., 5/18 | V Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | L 1-3 | 2:30/5:00 | |
| Mon., 5/18 | JV Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ride with varsity | |
| Mon., 5/18 | V Girls Golf | Fairfield Warde | Home - Longshore [Directions] | 191 | ||
| Mon., 5/18 | FR Girls Lacrosse | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Outdoor Track | Greenwich, Darien | Away - Cardinal Stadium [Directions] | 4:00 p.m. | 2:30/6:00 | |
| Mon., 5/18 | V Softball | Bridgeport Central | Home - Wakeman Field [Directions] | W 5-4 | ||
| Mon., 5/18 | V Girls Tennis | Trumbull | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Mon., 5/18 | JV Girls Tennis | Greenwich | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/19 | FR Baseball | Fairfield Country Day School | Away | 3:30 p.m. | 2:45/5:00 | |
| Tue., 5/19 | V Boys Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 160 | 1:45/5:00 | ED 1:30 |
| Tue., 5/19 | V Boys Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | W 17-3 | 3:30/5:00 | |
| Tue., 5/19 | JV Boys Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 5/19 | FR Boys Lacrosse | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 5/19 | JV Boys Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Tue., 5/19 | V Boys Volleyball | Bridgeport Central | Away - Bassick High School [Directions] | W 3-0 | 3:30pm/6:00pm | |
| Tue., 5/19 | JV Girls Golf | New Canaan | Home - Longshore [Directions] | 3:00 p.m. | ||
| Tue., 5/19 | V Girls Lacrosse | Greenwich | Away - Cardinal Stadium [Directions] | L 13-8 | 2:10/5:00 | ED 1:55 |
| Tue., 5/19 | JV Girls Lacrosse | Greenwich | Away - GHS Field 3 [Directions] | 5:30 p.m. | 4:00/6:30 | |
| Tue., 5/19 | V Girls Tennis | Danbury | Home - Four Seasons Tennis Club Wilton [Directions] | W 7-0 | ||
| Wed., 5/20 | V Baseball | Norwalk | Away - City Hall Field [Directions] | W 9-0 | 2:45pm/5:30pm | |
| Wed., 5/20 | JV Baseball | Norwalk | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/20 | FR Baseball | Norwalk | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 5/20 | V Boys Golf | Brien McMahon | Home - Longshore [Directions] | 153 | ||
| Wed., 5/20 | JV Boys Golf | Brien McMahon | Away [Directions] | 3:00 p.m. | 2:20/5:00 | Oak Hill GC |
| Wed., 5/20 | V Boys Outdoor Track | Darien, Greenwich | Away - DHS Track [Directions] | 4:00 p.m. | 2:00/6:00 | ED 1:30 |
| Wed., 5/20 | V Boys Volleyball | Harding | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Wed., 5/20 | V Girls Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | 183 | 2:00/4:30 | ED 1:45 |
| Wed., 5/20 | JV Girls Golf | Greenwich | Home - Longshore [Directions] | 3:24 p.m. | ||
| Wed., 5/20 | V Softball | Norwalk | Home - Greens Farms Elementary School [Directions] | L 6-7 | ||
| Wed., 5/20 | V Girls Tennis | FCIAC Quarter Finals vs Fairfield Warde | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/21 | V Boys Golf | Chappa Tournament | Home - Staples HS-Tennis Courts [Directions] | TBA | ||
| Thu., 5/21 | FR Boys Lacrosse | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:30 p.m. | 2:30/5:30 | |
| Thu., 5/21 | V Boys Rugby | Greenwich | Away [Directions] | 4:45 p.m. | 2:30/6:00 2 buses | |
| Thu., 5/21 | JV Boys Rugby | Greenwich | Away [Directions] | 4:45 p.m. | ride with varsity | |
| Thu., 5/21 | V Boys Tennis | Quarterfinals vs. Wilton | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/21 | V Girls Golf | Wilton | Home - Longshore [Directions] | 189 | ||
| Thu., 5/21 | FR Girls Lacrosse | Weston | Away - WHS Turf Field [Directions] | 3:30 p.m. | 2:25/4:30 | |
| Thu., 5/21 | V Softball | Westhill | Away - Westhill Varsity Softball Field [Directions] | L Forfeit | 2:30/5:00 | |
| Fri., 5/22 | V Baseball | Westhill | Home - Staples HS Baseball Field [Directions] | W 11-4 | ||
| Fri., 5/22 | JV Baseball | Westhill | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | FR Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 4:00 p.m. | 2:30/5:00 | |
| Fri., 5/22 | V Boys Lacrosse | FCIAC Quarterfinals vs Darien | Away | 4:00 p.m. | 2:30/5:00 | |
| Fri., 5/22 | V Boys Outdoor Track | FCIAC Last Chance Qualifier | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | V Girls Lacrosse | FCIAC Quarterfinals vs. WIlton | Home - Ginny Parker Field - Staples [Directions] | 4:30 p.m. | ED 1:30 | |
| Fri., 5/22 | V Girls Outdoor Track | FCIAC Last Chance Qualifier | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | JV Softball | Westhill | Away - Roxbury Elementary School [Directions] | Cancelled | ride with varsity | |
| Fri., 5/22 | V Girls Tennis | FCIAC Semi-Finals vs. Darien | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/26 | V Baseball | FCIAC Quarterfinal v Fairfield Warde | Home - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/26 | V Boys Golf | Holahan Tournament | Away | TBA | 10:50/5:00 | ED 10:35 |
| Tue., 5/26 | V Boys Outdoor Track | FCIAC Championships @ Danbury | Away | 2:30 p.m. | 11:45 | ED 11:15 |
| Tue., 5/26 | V Boys Tennis | FCIAC Semifinal vs Fairfield Ludlowe | Home - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/26 | V Girls Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 174 | 1:45/5:00 | ED 1:30 |
| Tue., 5/26 | V Girls Outdoor Track | FCIAC Championship @ Danbury HS | Away | 2:30 p.m. | 11:45 | ED 11:15 |
| Wed., 5/27 | V Baseball | FCIAC Semi-finals @ Harbor Yard | Away | 7:00 p.m. | 4:30/8:30 | |
| Wed., 5/27 | V Boys Golf | Darien, Wilton | Away - CC of Darien [Directions] | 158 | 2:00/4:45 | ED 1:45 |
| Wed., 5/27 | JV Boys Golf | Darien, Fairfield Prep | Home - Longshore [Directions] | 3:10 p.m. | ||
| Wed., 5/27 | V Boys Volleyball | FCIAC Semi-finals @ Fairfield Ludlowe HS | Away | 5:00 p.m. | 3:30/8:00 | |
| Wed., 5/27 | V Girls Tennis | FCIAC Finals @ Wilton HS | Away | 4:00 p.m. | 2:30/5:00 | |
| Wed., 5/27 | Unified Sports Track | Fairfield Ludlowe | Away [Directions] | 3:00 p.m. | 2:00 | 2 wheelchair buses |
| Thu., 5/28 | V Boys Tennis | FCIAC Finals Vs Greenwich @ Wilton HS | Away | 4:00 p.m. | 2:30/5:00 | |
| Fri., 5/29 | V Baseball | FCIAC Semi-finals @ Harbor Yard | Away | 4:00 p.m. | 1:30/5:30 | ED 1:00 |
| Sat., 5/30 | V Boys Tennis | Class LL boys' tennis tournament @ Hall HS | Away | TBA | ||
| Sat., 5/30 | V Boys Tennis | State Tournament @ Hall HS | Away | TBA | 7:30am/6:00pm | |
| Sun., 5/31 | JV Boys Rugby | Aspetuck Rugby Club | Away | 2:30 p.m. | 1:45/5:00 | |
| Mon., 6/1 | V Boys Rugby | Playoffs vs. Ridgefield | Home - PJ Romano Field - Saugatuck Elem School [Directions] | 3:00 p.m. | 2:00/5:00 | ED 1:45 |
| Mon., 6/1 | V Boys Tennis | Class LL at Yale | Away | 10:30 a.m. | 8:30 | |
| Mon., 6/1 | V Boys Tennis | States at Yale | Away | 10:30 a.m. | 8:30 | |
| Mon., 6/1 | V Boys Volleyball | Class L First Round vs. Southington | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | ||
| Mon., 6/1 | V Girls Golf | Guimares Tournament | Away | TBA | ||
| Mon., 6/1 | V Girls Lacrosse | CIAC First Round vs. Fairfield Warde | Home - Ginny Parker Field - Staples [Directions] | 5:00 p.m. | ||
| Mon., 6/1 | V Girls Tennis | Class L First Round vs. Trumbull | Home - Trumbull Racquet Club [Directions] | 2:00 p.m. | 1:15 | ED 1:00 |
| Tue., 6/2 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 2:30 p.m. | 11:45 | ED 11:15 |
| Tue., 6/2 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 2:30 p.m. | 11:45 | ED 11:15 |
| Tue., 6/2 | V Girls Tennis | CIAC Quarterfinal @ Trumbull Racquet Club | Home [Directions] | 3:00 p.m. | 2:00/4:00 | ED 1:45 |
| Wed., 6/3 | V Baseball | Class LL First Round vs. Hamden | Home - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 6/3 | V Boys Golf | FCIAC Finals @ Fairchild Wheeler | Away | TBA | Yes | |
| Wed., 6/3 | V Boys Lacrosse | CIAC First Round vs. Fairfield Ludlowe | Away | 7:00 p.m. | 5:00/8:00 | |
| Wed., 6/3 | V Girls Golf | FCIAC Championship | Away | TBA | Yes | |
| Wed., 6/3 | V Softball | Class LL First Round vs. Trumbull | Away | 4:00 p.m. | 2:30/5:00 | |
| Wed., 6/3 | V Girls Tennis | Class L Semi Final vs. Glastonbury | Away | 3:00 p.m. | 12:30 | ED 12:15 |
| Thu., 6/4 | V Baseball | Class LL Second Round vs. So. Windsor | Home - Staples Baseball Field [Directions] | 3:30 p.m. | ED 1:25 | |
| Thu., 6/4 | V Boys Outdoor Track | FR Invitational @ Danbury HS | Away | 4:00 p.m. | 2:00/5:30 | ED 1:30 |
| Thu., 6/4 | V Girls Lacrosse | Class L Quarterfinal vs. Darien | Away | 4:00 p.m. | 2:20/6:00 | |
| Fri., 6/5 | V Baseball | Class LL Quarterfinals vs. Greenwich | Home - Staples Baseball Field [Directions] | 3:30 p.m. | ||
| Fri., 6/5 | V Girls Tennis | Class L Final vs. FLHS/Darien winner @ Wilton HS | Away | 3:00 p.m. | 1:45 | ED 1:30 |
| Sat., 6/6 | V Boys Lacrosse | Class L Quarterfinals vs. Glastonbury | Away | 3:00 p.m. | 12:00/4:00 | |
| Mon., 6/8 | V Boys Golf | CIAC Div. I Championship | Away - Timberlin GC - Kensington [Directions] | 7:00 a.m. | 6:45am.4:00pm | |
| Mon., 6/8 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | 10:45 | ED 10:15 |
| Mon., 6/8 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | ||
| Tue., 6/9 | V Girls Golf | CIAC Girls Golf Championship | Away - Orange Hill CC - Orange [Directions] | 7:00 a.m. | 6:45am/1:00pm | |
| Wed., 6/10 | V Baseball | Class LL vs. Norwalk @ Muzzy Field | Away | 3:30 p.m. | 12:00/5:00 | ED |
| Sat., 6/13 | V Baseball | Class LL Finals vs. Amity at Palmer Field, Middletown CT | Away | 12:00 p.m. | 9:30am | |
| Sat., 6/13 | V Boys Outdoor Track | New England Championship | Away - Thornton Academy (ME) | TBA | ||
| Sat., 6/13 | V Girls Outdoor Track | New England Championship | Away - Thornton Academy (ME) | TBA | ||
| Tue., 6/16 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Tue., 6/16 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park | 11:30 a.m. | Yes | |
| Wed., 6/17 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | Yes | |
| Thu., 6/18 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Fri., 6/19 | V Boys Outdoor Track | New Balance Outdoors Nationals | Away | TBA | ||
| Fri., 6/19 | V Girls Outdoor Track | New Balance Outdoor Nationals, Greensboro, NC | Away | TBA | ||
| Sat., 6/20 | V Boys Outdoor Track | New Balance Outdoors Nationals | Away | TBA | ||
| Sat., 6/20 | V Girls Outdoor Track | New Balance Outdoor Nationals, Greensboro, NC | Away | TBA | ||
| Sun., 6/21 | V Boys Outdoor Track | New Balance Outdoors Nationals | Away | TBA | ||
| Sun., 6/21 | V Girls Outdoor Track | New Balance Outdoor Nationals, Greensboro, NC | Away | TBA | ||
| Mon., 6/22 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | ||
| Mon., 6/22 | V Girls Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | ||