| Greenwich 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1155 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Wilton | Home - Julian Curtiss School [Directions] | TBA | ||
| TBA | FR Baseball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | ||
| TBA | JV Boys Basketball | Wilton | Home - GHS Gymnasium [Directions] | TBA | ||
| TBA | FR Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | ||
| TBA | FR Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | TBA | ||
| TBA | V Boys Fencing | Rye Country Day (NY) | Away - RCDS | TBA | ||
| TBA | V Boys Ice Hockey | State tournament | Away | TBA | ||
| TBA | JV Boys Ice Hockey | Ridgefield | Away - Brewster Ice Rink [Directions] | 4:30 p.m. | ||
| TBA | JV Boys Ice Hockey | Wilton | Home - Dorothy Hamill Ice Rink [Directions] | 5:00 p.m. | ||
| TBA | JV Boys Ice Hockey | Brunswick School | Away - Brunswick School | TBA | ||
| TBA | JV Boys Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 2:00 p.m. | early dismissal 1:45pm | |
| TBA | FR Boys Lacrosse | Wilton | Away - Allen's Field #2 [Directions] | TBA | ||
| TBA | FR Boys Rugby | Fairfield | Away | TBA | ||
| TBA | JV Boys Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | junior varsity | |
| TBA | JV Boys Tennis | Darien | Home - Central Middle School [Directions] | 4:30 p.m. | freshman | |
| TBA | JV Boys Volleyball | Staples | Home - GHS Gymnasium [Directions] | TBA | ||
| TBA | JV Girls Basketball | Wilton | Away - Wilton Field House [Directions] | TBA | share w/ varsity | |
| TBA | FR Girls Basketball | Wilton | Away - Wilton Field House [Directions] | TBA | ||
| TBA | V Girls Fencing | Rye Country Day (NY) | Away - RCDS | TBA | ||
| TBA | V Girls Gymnastics | Tournament Game - Opponent Not Known | Away - Westhill High School | TBA | ||
| TBA | JV Girls Lacrosse | Greenwich Academy | Away - Greenwich Academy | TBA | ||
| TBA | FR Softball | Greenwich Country Day | Away | 3:30 p.m. | ||
| TBA | FR Softball | Danbury | Away - Danbury High School Junior Varsity Softball Field [Directions] | TBA | ||
| TBA | JV Girls Tennis | Staples | Home - Binney Park [Directions] | 4:30 p.m. | A | |
| Thu., 7/4 | School Holidays and Closings | Independence Day | ||||
| Sat., 8/24 | V Boys Water Polo | Scrimmage | Away - Green Valley Country Club | 10:30 a.m. | ||
| Thu., 8/29 | V Field Hockey | Greenwich Academy (Scrim.) | Away - Greenwich Academy | 4:00 p.m. | ||
| Thu., 8/29 | JV Field Hockey | Greenwich Academy (Scrim.) | Away - Greenwich Acedemy | 3:00 p.m. | share with varsity | |
| Thu., 8/29 | V Girls Soccer | Darien (Scrim.) | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 8/29 | JV Girls Soccer | Darien (Scrim.) | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Thu., 8/29 | V Girls Volleyball | Greenwich Academy (Scrim.) | Home - GHS Gymnasium [Directions] | 3:30 p.m. | varsity and jv | |
| Fri., 8/30 | V Boys Soccer | Mamaroneck (NY) (Scrim.) | Away - Mamaroneck High School | 6:30 p.m. | ||
| Fri., 8/30 | V Girls Soccer | Blind Brook (NY) (Scrim.) | Away - Blind Brook High School | 3:30 p.m. | ||
| Sat., 8/31 | V Football | New Rochelle (NY) (Scrim.) | Away - New Rochelle High School | 9:00 a.m. | ||
| Sat., 8/31 | JV Football | Iona Prep (NY) (Scrim.) | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 8/31 | FR Football | Iona Prep (NY) (Scrim.) | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 8/31 | V Boys Water Polo | McDowell Cup | Away | 10:00 a.m. | ||
| Sat., 8/31 | V Field Hockey | Scrimmage | Away - Immaculate High School | 9:00 a.m. | ||
| Sat., 8/31 | V Girls Volleyball | Stamford Scrimmage | Away - Stamford High School | 9:00 a.m. | ||
| Mon., 9/2 | School Holidays and Closings | Labor Day | ||||
| Tue., 9/3 | V Boys Soccer | Notre Dame-West Haven (Scrim.) | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Wed., 9/4 | School Holidays and Closings | Rosh Hashana begins at sundown | ||||
| Thu., 9/5 | School Holidays and Closings | Rosh Hashana | ||||
| Fri., 9/6 | V Football | Hamden (Scrim.) | Away - HHS Turf Field [Directions] | 4:30 p.m. | ||
| Fri., 9/6 | School Holidays and Closings | Rosh Hashana | ||||
| Sat., 9/7 | FR Football | West Haven (Scrim.) | Away - West Haven High School [Directions] | 11:00 a.m. | ||
| Sat., 9/7 | V Boys Soccer | Brunswick School (Scrim.) | Away - Brunswick School | 11:00 a.m. | ||
| Sat., 9/7 | V Boys Water Polo | Navy Open | Away - United States Naval Academy | 10:00 a.m. | Saturday and Sunday | |
| Sat., 9/7 | JV Boys Water Polo | Brunswick School | Home - GHS Pool [Directions] | 9:30 a.m. | ||
| Sat., 9/7 | V Girls Soccer | Greenwich Academy (Scrim.) | Home - Cardinal Stadium [Directions] | 12:00 p.m. | ||
| Sat., 9/7 | JV Girls Soccer | Greenwich Academy (Scrim.) | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/7 | V Girls Volleyball | Staples Scrimmage | Away - Staples High School | 9:00 a.m. | ||
| Mon., 9/9 | V Field Hockey | Greenwich Academy (Scrim.) | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 9/9 | JV Field Hockey | Greenwich Academy (Scrim.) | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Tue., 9/10 | V Boys Cross Country | Ridgefield, Bassick, Stamford | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Boys Soccer | Fairfield Ludlowe | Home - Cardinal Stadium [Directions] | 5:00 p.m. | W 2-1 | |
| Tue., 9/10 | JV Boys Soccer | Fairfield Ludlowe | Home - GHS Field 3 [Directions] | 5:00 p.m. | ||
| Tue., 9/10 | FR Boys Soccer | Fairfield Ludlowe | Away - RLMS [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | Ridgefield, Bassick, Stamford | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 9/10 | V Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | W 5-1 | |
| Tue., 9/10 | JV Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | 5:30 p.m. | share with varsity | |
| Wed., 9/11 | V Boys Soccer | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 9/11 | JV Boys Soccer | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | 4:00 p.m. | ||
| Wed., 9/11 | FR Field Hockey | Westhill | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Thu., 9/12 | V Girls Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | Greenwich 108 Ridgefield 76 | |
| Thu., 9/12 | V Girls Volleyball | Harding | Home - GHS Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Thu., 9/12 | JV Girls Volleyball | Harding | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 9/13 | V Girls Soccer | Westhill | Home - Cardinal Stadium [Directions] | 3:00 p.m. | L 1-0 | |
| Fri., 9/13 | JV Girls Soccer | Westhill | Home - GHS Field 3 [Directions] | 3:00 p.m. | ||
| Fri., 9/13 | School Holidays and Closings | Yom Kippur begins at sundown | ||||
| Sat., 9/14 | School Holidays and Closings | Yom Kippur | ||||
| Sun., 9/15 | V Football | West Haven | Home - Cardinal Stadium [Directions] | 12:30 p.m. | W 22-21 | |
| Sun., 9/15 | V Field Hockey | Greenwich Academy (Scrim.) | Away - Greenwich Academy | 2:00 p.m. | Cancelled | |
| Mon., 9/16 | V Boys Soccer | Norwalk | Home - Cardinal Stadium [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 9/16 | JV Boys Soccer | Norwalk | Home - GHS Field 3 [Directions] | 5:00 p.m. | ||
| Mon., 9/16 | FR Field Hockey | Trumbull | Away - Varsity Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Girls Swimming and Diving | Wilton | Home - GHS Pool [Directions] | 3:30 p.m. | Greenwich 109 wilton 77 | |
| Mon., 9/16 | V Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/16 | JV Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | FR Girls Volleyball | New Canaan | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | V Boys Cross Country | Danbury, Fairfield Warde, Bridgeport Central | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Tue., 9/17 | SO Football | Stamford | Away - Stamford High School [Directions] | 4:30 p.m. | ||
| Tue., 9/17 | V Girls Cross Country | Danbury, Fairfield Warde, Bridgeport Central | Away - Tarrywile Park [Directions] | 4:00 p.m. | share with boys | |
| Tue., 9/17 | V Girls Soccer | New Canaan | Home - Cardinal Stadium [Directions] | 4:00 p.m. | L 2-1 | |
| Tue., 9/17 | JV Girls Soccer | New Canaan | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Wed., 9/18 | V Boys Soccer | Wilton | Home - Cardinal Stadium [Directions] | 5:00 p.m. | W 5-0 | |
| Wed., 9/18 | JV Boys Soccer | Wilton | Home - GHS Field 3 [Directions] | 5:00 p.m. | ||
| Wed., 9/18 | FR Boys Soccer | Wilton | Away - Allen's Field #1 [Directions] | 4:00 p.m. | ||
| Wed., 9/18 | V Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:00 p.m. | W 3-1 | |
| Wed., 9/18 | JV Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:30 p.m. | share with varsity | |
| Thu., 9/19 | V Girls Soccer | Trinity Catholic | Home - Cardinal Stadium [Directions] | 4:00 p.m. | W 8-0 | |
| Thu., 9/19 | V Girls Volleyball | Kennedy Catholic-Somers (NY) | Home - GHS Gymnasium [Directions] | 4:15 p.m. | L 3-2 | |
| Thu., 9/19 | JV Girls Volleyball | Kennedy Catholic-Somers (NY) | Home - GHS Gymnasium [Directions] | 5:45 p.m. | ||
| Thu., 9/19 | FR Girls Volleyball | Kennedy Catholic-Somers (NY) | Home - GHS Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 9/20 | FR Football | Darien | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | V Boys Water Polo | Beast of the East | Away | 6:00 p.m. | Friday and Saturday | |
| Fri., 9/20 | FR Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | Greenwich100 Norwalk/McMahon 86 | |
| Fri., 9/20 | JV Girls Swimming and Diving | New Canaan | Home - GHS Pool [Directions] | 5:30 p.m. | ||
| Fri., 9/20 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/20 | JV Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | FR Girls Volleyball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 9/21 | V Football | Darien | Away - DHS Stadium Field [Directions] | 2:00 p.m. | L 21-42 | 2 buses |
| Sat., 9/21 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 2:00 p.m. | T 1-1 | |
| Sat., 9/21 | JV Boys Soccer | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 2:00 p.m. | ||
| Sat., 9/21 | FR Boys Soccer | Ridgefield | Home - GHS Field 3 [Directions] | 10:00 a.m. | ||
| Sat., 9/21 | JV Boys Water Polo | Mid-Atlantic Invitational | Away - United States Naval Academy | 10:00 a.m. | Saturday and Sunday | |
| Sat., 9/21 | V Field Hockey | Trumbull | Home - Cardinal Stadium [Directions] | 11:00 a.m. | W 4-0 | |
| Sat., 9/21 | JV Field Hockey | Trumbull | Home - Cardinal Stadium [Directions] | 12:30 p.m. | ||
| Sat., 9/21 | V Girls Soccer | Brien McMahon | Home - Cardinal Stadium [Directions] | 2:00 p.m. | W 4-0 | |
| Sat., 9/21 | JV Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 2:00 p.m. | Cancelled | |
| Mon., 9/23 | JV Football | Darien | Away - DHS Stadium Field [Directions] | 4:00 p.m. | ||
| Mon., 9/23 | V Boys Soccer | Bassick | Away [Directions] | 5:00 p.m. | W 2-0 | |
| Mon., 9/23 | V Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 9/23 | JV Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:45 p.m. | ||
| Mon., 9/23 | FR Girls Volleyball | Westhill | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Boys Cross Country | Fairfield Ludlowe, Westhill, New Canaan, Trinity Catholic | Away [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | FR Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | Fairfield Ludlowe, Westhill, New Canaan, Trinity Catholic | Away [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Field Hockey | Darien | Home - Cardinal Stadium [Directions] | 3:30 p.m. | L 5-1 | |
| Tue., 9/24 | JV Field Hockey | Darien | Home - Cardinal Stadium [Directions] | 5:00 p.m. | ||
| Tue., 9/24 | FR Field Hockey | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 9/25 | SO Football | Darien | Away - DHS Baseball JV Field [Directions] | 4:00 p.m. | ||
| Wed., 9/25 | V Boys Soccer | Harding | Home - Cardinal Stadium [Directions] | 5:00 p.m. | W 5-1 | |
| Wed., 9/25 | V Girls Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 4:00 p.m. | Greenwich 102 Danbury 56 | |
| Wed., 9/25 | JV Girls Swimming and Diving | Ridgefield, Darien | Home - GHS Pool [Directions] | 5:30 p.m. | ||
| Wed., 9/25 | V Girls Volleyball | Staples | Home - GHS Gymnasium [Directions] | 4:00 p.m. | W 3-2 | |
| Wed., 9/25 | JV Girls Volleyball | Staples | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 9/25 | FR Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/26 | FR Football | New Canaan | Away - Dunning Stadium [Directions] | 7:00 p.m. | 2 buses | |
| Thu., 9/26 | V Boys Water Polo | YMCA Aquatics | Away - GHS Pool | 4:45 p.m. | ||
| Thu., 9/26 | V Girls Soccer | Fairfield Warde | Home - Cardinal Stadium [Directions] | 4:00 p.m. | T 0-0 | |
| Thu., 9/26 | JV Girls Soccer | Fairfield Warde | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Fri., 9/27 | V Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 9/27 | JV Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 5:30 p.m. | ||
| Fri., 9/27 | FR Field Hockey | Ridgefield | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Fri., 9/27 | V Girls Volleyball | Danbury | Home - GHS Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 9/27 | JV Girls Volleyball | Danbury | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 9/27 | FR Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | ||
| Sat., 9/28 | V Boys Cross Country | Wilton Invitational | Away | 9:00 a.m. | ||
| Sat., 9/28 | V Football | New Canaan | Home - Cardinal Stadium [Directions] | 4:00 p.m. | L 20-66 | |
| Sat., 9/28 | JV Football | New Canaan | Home - Cardinal Stadium [Directions] | 9:00 a.m. | ||
| Sat., 9/28 | JV Boys Soccer | French American School | Home - GHS Field 3 [Directions] | 9:00 a.m. | ||
| Sat., 9/28 | FR Boys Soccer | French American School | Home - GHS Field 3 [Directions] | 10:30 a.m. | ||
| Sat., 9/28 | FR Boys Water Polo | Novice Tournament | Home - GHS Pool [Directions] | 10:00 a.m. | Saturday and Sunday | |
| Sat., 9/28 | V Girls Cross Country | Wilton Invitational | Away | 9:00 a.m. | ||
| Mon., 9/30 | V Field Hockey | Norwalk | Home - Cardinal Stadium [Directions] | 4:00 p.m. | W 4-1 | |
| Mon., 9/30 | JV Field Hockey | Norwalk | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Mon., 9/30 | FR Field Hockey | Norwalk | Away - NHS Grass Field [Directions] | 5:30 p.m. | ||
| Mon., 9/30 | V Girls Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | 6:00 p.m. | L 2-0 | |
| Mon., 9/30 | JV Girls Soccer | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | ||
| Mon., 9/30 | FR Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Mon., 9/30 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/30 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Cross Country | St. Joseph, Staples, Brien McMahon, Trumbull, Harding | Home - Greenwich Point [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Soccer | Trumbull | Away - McDougall Stadium [Directions] | 7:00 p.m. | W 2-0 | |
| Tue., 10/1 | JV Boys Soccer | Trumbull | Away - Varsity Grass Soccer Field [Directions] | 5:30 p.m. | ||
| Tue., 10/1 | FR Boys Soccer | Trumbull | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Tue., 10/1 | V Girls Cross Country | St. Joseph, Staples, Brien McMahon, Trumbull, Harding | Home - Greenwich Point [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Field Hockey | Stamford | Home - Cardinal Stadium [Directions] | 4:00 p.m. | W 3-1 | |
| Wed., 10/2 | JV Field Hockey | Stamford | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Wed., 10/2 | FR Field Hockey | Greenwich Country Day | Away - Greenwich Country Day | 2:45 p.m. | ||
| Wed., 10/2 | V Girls Soccer | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | L 5-2 | |
| Wed., 10/2 | JV Girls Soccer | St. Joseph | Away - St. Catherines, Trumbull, CT [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | FR Girls Soccer | Greenwich Country Day | Away - Greenwich Country Day | 4:30 p.m. | ||
| Wed., 10/2 | V Girls Swimming and Diving | Darien | Home - GHS Pool [Directions] | 3:30 p.m. | Greenwich 98 Darien 88 | |
| Wed., 10/2 | JV Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 6:00 p.m. | ||
| Wed., 10/2 | V Girls Volleyball | Bassick | Away [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 10/2 | JV Girls Volleyball | Bassick | Away [Directions] | 5:30 p.m. | ||
| Thu., 10/3 | SO Football | New Canaan | Away - Dunning Stadium [Directions] | 5:00 p.m. | ||
| Thu., 10/3 | FR Football | Trinity Catholic | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | 4:30 p.m. | W 6-0 | |
| Thu., 10/3 | JV Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:30 p.m. | ||
| Fri., 10/4 | V Girls Soccer | Norwalk | Home - Cardinal Stadium [Directions] | 4:00 p.m. | W 4-0 | |
| Fri., 10/4 | V Girls Swimming and Diving | Fairfield Warde | Home - GHS Pool [Directions] | 3:30 p.m. | Greenwich 101 Fairfield Warde 76 | |
| Fri., 10/4 | V Girls Volleyball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 10/4 | JV Girls Volleyball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 10/5 | V Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | 2:00 p.m. | W 42-14 | 2 buses |
| Sat., 10/5 | FR Boys Soccer | Fairfield Warde | Home - GHS Field 3 [Directions] | 12:30 p.m. | ||
| Sat., 10/5 | V Boys Water Polo | Lawrenceville, Deerfield | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | JV Boys Water Polo | Lawrenceville, Deerfield | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | FR Girls Soccer | Fairfield Ludlowe | Home - GHS Field 7 [Directions] | 10:00 a.m. | ||
| Sat., 10/5 | JV Girls Swimming and Diving | Darien, New Canaan | Home - GHS Pool [Directions] | 11:15 a.m. | ||
| Sat., 10/5 | School Holidays and Closings | SAT Testing Date | ||||
| Mon., 10/7 | JV Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | 4:00 p.m. | Cancelled | |
| Mon., 10/7 | V Girls Volleyball | Wilton | Home - GHS Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/7 | JV Girls Volleyball | Wilton | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | FR Girls Volleyball | Wilton | Away - Wilton Field House [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Boys Cross Country | Wilton, Darien, Norwalk | Home - Greenwich Point [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | 4:00 p.m. | W 4-0 | |
| Tue., 10/8 | V Girls Cross Country | Wilton, Darien, Norwalk | Home - Greenwich Point [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Field Hockey | Staples | Home - Cardinal Stadium [Directions] | 6:00 p.m. | W 5-0 | |
| Tue., 10/8 | FR Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Girls Soccer | Stamford | Home - Cardinal Stadium [Directions] | 4:00 p.m. | W 1-0 | |
| Tue., 10/8 | JV Girls Soccer | Stamford | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Wed., 10/9 | SO Football | Darien | Away - DHS Baseball JV Field [Directions] | 4:00 p.m. | ||
| Wed., 10/9 | V Boys Soccer | Bridgeport Central | Home - Cardinal Stadium [Directions] | 4:45 p.m. | W 4-1 | |
| Wed., 10/9 | JV Boys Soccer | Bridgeport Central | Home - GHS Field 3 [Directions] | 4:45 p.m. | ||
| Wed., 10/9 | V Boys Water Polo | Choate Rosemary Hall | Away - Choate Rosemary Hall | 3:00 p.m. | ||
| Wed., 10/9 | JV Boys Water Polo | Choate Rosemary Hall | Away - Choate Rosemary Hall | 3:00 p.m. | ||
| Wed., 10/9 | V Girls Swimming and Diving | Trumbull | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 10/9 | JV Girls Swimming and Diving | New Canaan | Home - GHS Pool [Directions] | 5:45 p.m. | ||
| Wed., 10/9 | V Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | W 3-1 | |
| Wed., 10/9 | JV Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 10/9 | FR Girls Volleyball | Darien | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/10 | FR Football | Norwalk | Away - Testa Field, NHS [Directions] | 5:15 p.m. | 2 buses | |
| Thu., 10/10 | FR Boys Soccer | Greenwich Country Day | Away - Greenwich Country Day | 3:30 p.m. | ||
| Thu., 10/10 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | W 1-0 | |
| Thu., 10/10 | JV Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:15 p.m. | ||
| Thu., 10/10 | V Girls Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 10/10 | JV Girls Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Football | Norwalk | Home - Cardinal Stadium [Directions] | 7:00 p.m. | W 49-0 | |
| Fri., 10/11 | FR Boys Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Boys Water Polo | Screaming Eagle | Away - Cumberland Valley High School | 6:00 p.m. | Friday and Saturday | |
| Fri., 10/11 | FR Boys Water Polo | Greenwich Tournament | Away - GHS Pool | 6:00 p.m. | Friday, Saturday and Sunday | |
| Fri., 10/11 | V Girls Swimming and Diving | Staples | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Fri., 10/11 | V Girls Volleyball | Trinity Catholic | Away - Walsh Court | 5:30 p.m. | W 3-0 | |
| Fri., 10/11 | JV Girls Volleyball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | ||
| Sat., 10/12 | V Boys Soccer | Staples | Home - Cardinal Stadium [Directions] | 3:00 p.m. | W 4-1 | |
| Sat., 10/12 | JV Boys Soccer | Staples | Home - GHS Field 3 [Directions] | 3:00 p.m.. | ||
| Sat., 10/12 | V Field Hockey | Cheshire | Home - Cardinal Stadium [Directions] | 1:00 p.m. | W 2-1 | |
| Sat., 10/12 | JV Field Hockey | Cheshire | Home - Cardinal Stadium [Directions] | 11:30 a.m. | ||
| Sat., 10/12 | FR Girls Soccer | Staples | Home - GHS Field 7 [Directions] | 10:00 a.m. | ||
| Sat., 10/12 | JV Girls Swimming and Diving | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | 11:30 a.m. | ||
| Mon., 10/14 | JV Football | Norwalk | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Mon., 10/14 | V Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | 12:00 p.m. | W 2-1 | |
| Mon., 10/14 | FR Field Hockey | New Canaan | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Mon., 10/14 | V Girls Soccer | Ridgefield | Home - Cardinal Stadium [Directions] | 4:00 p.m. | T 1-1 | |
| Mon., 10/14 | JV Girls Soccer | Ridgefield | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Mon., 10/14 | FR Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 10:00 a.m. | ||
| Mon., 10/14 | School Holidays and Closings | Columbus Day | ||||
| Tue., 10/15 | V Boys Soccer | Westhill | Home - Cardinal Stadium [Directions] | 4:30 p.m. | W 2-0 | |
| Tue., 10/15 | JV Boys Soccer | Westhill | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Tue., 10/15 | V Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | 4:00 p.m. | W 3-2 | |
| Tue., 10/15 | JV Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | 5:30 p.m. | ||
| Tue., 10/15 | V Girls Volleyball | Trumbull | Home - GHS Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Tue., 10/15 | JV Girls Volleyball | Trumbull | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 10/15 | FR Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | FR Boys Soccer | Norwalk | Away - Nathan Hale Middle School [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | V Girls Soccer | Wilton | Away - Lilly Field- Turf Field [Directions] | 4:00 p.m. | L 2-1 | |
| Wed., 10/16 | JV Girls Soccer | Wilton | Away - Allen's Field #1 [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | FR Girls Soccer | Wilton | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Wed., 10/16 | V Girls Volleyball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | 4:00 p.m. | L 3-2 | |
| Wed., 10/16 | JV Girls Volleyball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/16 | FR Girls Volleyball | Fairfield Ludlowe | Away [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | V Boys Cross Country | FCIAC Championships | Away - Waveny Park | 2:00 p.m. | ||
| Thu., 10/17 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | W 4-0 | |
| Thu., 10/17 | JV Boys Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:00 p.m. | ||
| Thu., 10/17 | V Girls Cross Country | FCIAC Championships | Away - Waveney Park | 2:00 p.m. | ||
| Thu., 10/17 | V Field Hockey | Wilton | Home - Cardinal Stadium [Directions] | 4:30 p.m. | L 3-0 | |
| Thu., 10/17 | JV Field Hockey | Wilton | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Thu., 10/17 | FR Field Hockey | Wilton | Away - Wilton High School - Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | V Football | Trumbull | Away - McDougall Stadium [Directions] | 7:00 p.m. | L 44-50 | 2 buses |
| Fri., 10/18 | V Boys Water Polo | Cardinal Tournament | Home - GHS Pool [Directions] | 6:00 p.m. | Friday, Saturday | |
| Fri., 10/18 | JV Boys Water Polo | Cardinal Tournament | Home - GHS Pool [Directions] | 6:00 p.m. | Friday, Saturday, Sunday | |
| Fri., 10/18 | V Girls Soccer | Danbury | Home - Cardinal Stadium [Directions] | 4:00 p.m. | L 0-1 | |
| Fri., 10/18 | JV Girls Soccer | Danbury | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | FR Girls Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | V Girls Volleyball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | W 3-2 | |
| Fri., 10/18 | JV Girls Volleyball | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | ||
| Fri., 10/18 | FR Girls Volleyball | Stamford | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/19 | FR Football | Trumbull | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 10/19 | FR Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 1:00 p.m. | ||
| Sat., 10/19 | V Boys Water Polo | Cardinal Tournament | Home - GHS Pool [Directions] | 9:00 a.m. | ||
| Mon., 10/21 | JV Football | Trumbull | Away - McDougall Stadium [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | V Boys Soccer | Stamford | Home - Cardinal Stadium [Directions] | 4:30 p.m. | W 1-0 | |
| Mon., 10/21 | JV Boys Soccer | Stamford | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Mon., 10/21 | FR Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | FR Field Hockey | Fairfield Ludlowe | Away [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | V Girls Swimming and Diving | Fairfield Ludlowe | Away - Fairfield University Rec Plex Pool [Directions] | 3:30 p.m. | ||
| Mon., 10/21 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | W 3-2 | |
| Mon., 10/21 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 10/21 | FR Girls Volleyball | Ridgefield | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Field Hockey | Fairfield Ludlowe | Home - Cardinal Stadium [Directions] | 4:00 p.m. | W 4-1 | |
| Tue., 10/22 | JV Field Hockey | Fairfield Ludlowe | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Wed., 10/23 | V Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | 6:00 p.m. | T 0-0 | |
| Wed., 10/23 | JV Boys Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 6:00 p.m. | ||
| Wed., 10/23 | V Field Hockey | Danbury | Away - Danbury High School Stadium [Directions] | 3:30 p.m. | W 1-0(OT) | |
| Wed., 10/23 | JV Field Hockey | Danbury | Away - Danbury High School Grass Field [Directions] | 5:00 p.m. | Cancelled | |
| Wed., 10/23 | FR Field Hockey | Danbury | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Wed., 10/23 | V Girls Soccer | Trumbull | Away - McDougall Stadium [Directions] | 4:00 p.m. | T 1-1 | |
| Wed., 10/23 | JV Girls Soccer | Trumbull | Away - Varsity Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | V Girls Swimming and Diving | Westhill/Stamford | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 10/23 | V Girls Volleyball | St. Joseph | Home - GHS Gymnasium [Directions] | 4:00 p.m. | W 3-1 | |
| Wed., 10/23 | JV Girls Volleyball | St. Joseph | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 10/24 | SO Football | New Canaan | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | FR Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:00 p.m. | 2 buses | |
| Thu., 10/24 | JV Field Hockey | Staples | Home - GHS Field 3 [Directions] | 3:30 p.m. | ||
| Thu., 10/24 | V Girls Soccer | Darien | Away - DHS Turf #2 [Directions] | 4:00 p.m. | T 0-0 | |
| Thu., 10/24 | JV Girls Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:00 p.m. | ||
| Fri., 10/25 | V Boys Soccer | Norwalk | Home - Cardinal Stadium [Directions] | 5:30 p.m. | W 4-1 | |
| Fri., 10/25 | V Field Hockey | Fairfield Warde | Home - Cardinal Stadium [Directions] | 3:30 p.m. | L 2-1 | |
| Fri., 10/25 | FR Girls Soccer | Trumbull | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Fri., 10/25 | V Girls Volleyball | Norwalk | Home - GHS Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/25 | JV Girls Volleyball | Norwalk | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Class LL Championships | Away - Wickham Park | 3:10 p.m. | ||
| Sat., 10/26 | V Football | Fairfield Warde | Home - Cardinal Stadium [Directions] | 3:00 p.m. | W 42-7 | |
| Sat., 10/26 | FR Boys Soccer | Danbury | Home - GHS Field 3 [Directions] | 9:30 a.m. | ||
| Sat., 10/26 | V Boys Water Polo | Annapolis Classic | Away - United States Naval Academy | 10:00 a.m. | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Class LL Championships | Away - Wickham Park | 3:40 p.m. | ||
| Sat., 10/26 | FR Girls Soccer | Darien | Home - GHS Field 7 [Directions] | 10:00 a.m. | ||
| Sat., 10/26 | JV Girls Swimming and Diving | FCIAC Championships | Away - Norwalk High School | 4:00 p.m. | ||
| Sat., 10/26 | School Holidays and Closings | Homecoming | ||||
| Sat., 10/26 | School Holidays and Closings | ACT Testing Date | ||||
| Mon., 10/28 | JV Football | Fairfield Warde | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 10/28 | V Boys Soccer | FCIAC Tournament | Away - Fairfield Ludlowe High School | 7:00 p.m. | ||
| Mon., 10/28 | V Girls Swimming and Diving | FCIAC Trials | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Mon., 10/28 | V Girls Volleyball | FCIAC Tournament | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 10/29 | V Boys Water Polo | Trinity | Away - GHS Pool | 4:45 p.m. | ||
| Tue., 10/29 | V Girls Swimming and Diving | FCIAC Championships | Away - Westhill High School | 4:30 p.m. | ||
| Wed., 10/30 | SO Football | Trumbull | Home - Greenwich High School [Directions] | 4:00 p.m. | ||
| Wed., 10/30 | V Boys Soccer | FCIAC Championship | Away - Norwalk High School | 7:00 p.m. | ||
| Wed., 10/30 | JV Boys Water Polo | Trinity School | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/30 | V Girls Swimming and Diving | FCIAC Championships | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/30 | V Girls Volleyball | FCIAC Tournament | Away - Fairfield Ludlowe High School | 5:00 p.m. | ||
| Thu., 10/31 | FR Football | Bridgeport Central | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/31 | School Holidays and Closings | Halloween | ||||
| Fri., 11/1 | V Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:30 p.m. | W 61-24 | 2 buses |
| Sat., 11/2 | JV Boys Water Polo | CPCT | Away - Chelsea Piers | 2:10 p.m. | ||
| Sat., 11/2 | V Girls Volleyball | FCIAC Championship | Away - Fairfield Ludlowe High School | 4:00 p.m. | ||
| Sat., 11/2 | School Holidays and Closings | SAT Testing Date | ||||
| Mon., 11/4 | JV Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | ||
| Mon., 11/4 | V Girls Soccer | CIAC Class LL State Tournament | Away - Cheshire High School | 2:00 p.m. | ||
| Mon., 11/4 | Unified Sports Soccer | Tournament | Away - Staples High School | 3:00 p.m. | ||
| Wed., 11/6 | SO Football | Westhill | Home - Cardinal Stadium [Directions] | 3:30 p.m. | Cancelled | |
| Wed., 11/6 | V Field Hockey | CIAC Class L State Tournament | Home - Cardinal Stadium [Directions] | 2:00 p.m. | ||
| Wed., 11/6 | V Girls Soccer | CIAC Class LL State Tournament | Away - South Windsor High School | 2:00 p.m. | ||
| Wed., 11/6 | V Girls Swimming and Diving | CIAC Class LL State Diving Trials | Away - Bulkeley High School | 4:30 p.m. | ||
| Thu., 11/7 | FR Football | Westhill | Away - Westhill Football Field [Directions] | 3:30 p.m. | ||
| Thu., 11/7 | V Boys Soccer | CIAC Class LL State Tournament | Home - Cardinal Stadium [Directions] | 2:00 p.m. | ||
| Thu., 11/7 | V Girls Volleyball | CIAC Class LL State Tournament | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 11/8 | V Football | Westhill | Home - Cardinal Stadium [Directions] | 7:00 p.m. | W 40-7 | |
| Fri., 11/8 | V Boys Water Polo | Montreal Invitational | Away | 6:00 p.m. | Friday, Saturday, Sunday | |
| Fri., 11/8 | V Field Hockey | CIAC Class L State Tournament | Home - Cardinal Stadium [Directions] | 2:00 p.m. | ||
| Sat., 11/9 | V Boys Soccer | CIAC Class LL State Tournament | Home - Cardinal Stadium [Directions] | 1:00 p.m. | ||
| Sat., 11/9 | V Girls Swimming and Diving | CIAC Class LL State Swimming Trials | Away - East Hartford High School | 6:00 p.m. | ||
| Sat., 11/9 | V Girls Volleyball | CIAC Class LL State Tournament | Home - GHS Gymnasium [Directions] | 1:00 p.m. | ||
| Mon., 11/11 | JV Football | Westhill | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Mon., 11/11 | School Holidays and Closings | Veterans Day | ||||
| Tue., 11/12 | V Field Hockey | CIAC Class L State Tournament | Away - Newtown High School | 4:00 p.m. | ||
| Tue., 11/12 | V Girls Swimming and Diving | CIAC Class LL State Championship | Away - Southern Connecticut State University | 6:00 p.m. | ||
| Wed., 11/13 | V Boys Soccer | CIAC Class LL State Tournament | Away - High School West Haven | 6:30 p.m. | ||
| Thu., 11/14 | SO Football | New Canaan | Away - Dunning Stadium [Directions] | 5:00 p.m. | ||
| Thu., 11/14 | FR Football | Danbury | Home - Cardinal Stadium [Directions] | 3:30 p.m. | ||
| Thu., 11/14 | V Girls Volleyball | CIAC Class LL State Tournament | Away - Trumbull High School | 5:00 p.m. | ||
| Fri., 11/15 | V Football | Danbury | Away - Danbury High School Stadium [Directions] | 6:00 p.m. | W 57-29 | 2 buses |
| Fri., 11/15 | V Boys Water Polo | Tournament of the Americas | Away - United States Naval Academy | 6:00 p.m. | ||
| Fri., 11/15 | V Girls Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown High School | 5:30 p.m. | ||
| Sat., 11/16 | V Boys Soccer | CIAC Class LL State Championship | Away - TBA | TBA | ||
| Sat., 11/16 | V Field Hockey | CIAC Class L State Championship | Away | TBA | ||
| Sat., 11/16 | V Girls Swimming and Diving | CIAC State Open Swimming Championships | Away - Yale University | 12:00 p.m. | ||
| Sat., 11/16 | V Girls Volleyball | CIAC Class LL State Championship | Away | TBA | ||
| Mon., 11/18 | JV Football | Staples | Away - Staples Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/21 | FR Football | Staples | Home - Cardinal Stadium [Directions] | 3:00 p.m. | ||
| Thu., 11/28 | V Football | Staples | Away - Staples Stadium [Directions] | 10:00 a.m. | W 27-7 | |
| Thu., 11/28 | School Holidays and Closings | Thanksgiving Day, First day of Chanukah | ||||
| Tue., 12/3 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Thu., 12/5 | V Girls Basketball | Bunnell (Scrim.) | Away - Bunnell [Directions] | 3:30 p.m. | ||
| Thu., 12/5 | School Holidays and Closings | Last day of Chanukah | ||||
| Fri., 12/6 | V Girls Ice Hockey | Rye Country Day (NY) (Scrim.) | Away - Rye Country Day School | 5:00 p.m. | ||
| Sat., 12/7 | V Boys Basketball | Hoop for Food | Away - Windsor High School | 1:00 p.m. | ||
| Sat., 12/7 | V Boys Ice Hockey | New Canaan (Scrim.) | Away - Darien Ice Rink [Directions] | 9:00 p.m. | ||
| Sat., 12/7 | V Wrestling | Brien McMahon (Scrim.) | Away - Brien McMahon HS [Directions] | 10:00 a.m. | ||
| Sat., 12/7 | V Girls Basketball | Kolbe Cathedral (Scrim.) | Home - GHS Gymnasium [Directions] | 1:00 p.m. | ||
| Sat., 12/7 | V Girls Ice Hockey | Shelton Jamboree | Away - Shelton Twin Rinks | 6:15 p.m. | ||
| Sat., 12/7 | School Holidays and Closings | SAT Testing Date | ||||
| Mon., 12/9 | V Boys Basketball | St Anthony | Away - St Anthony | 3:30 p.m. | ||
| Wed., 12/11 | V Boys Basketball | Trinity Catholic (Scrim.) | Home - GHS Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 12/11 | V Boys Fencing | Brunswick School | Away - Greenwich Academy | 4:30 p.m. | W 21-6 | |
| Wed., 12/11 | V Girls Basketball | Trinity Catholic | Away - Walsh Court | 5:45 p.m. | W 68-32 | |
| Wed., 12/11 | JV Girls Basketball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | share w/ varsity | |
| Wed., 12/11 | V Girls Fencing | Greenwich Academy | Away - Greenwich Academy | 4:30 p.m. | W 15-12 | share w/ boys |
| Wed., 12/11 | V Girls Ice Hockey | Fairfield Warde | Home - Dorothy Hamill Ice Rink [Directions] | 8:30 p.m. | L 4-0 | |
| Thu., 12/12 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Dorothy Hamill Ice Rink [Directions] | 8:00 p.m. | L 6-2 | |
| Fri., 12/13 | V Girls Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 3:30 p.m. | W 61-6 | |
| Fri., 12/13 | JV Girls Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 5:00 p.m. | share w/ varsity | |
| Sat., 12/14 | V Wrestling | Westhill, Masuk, Weston, Harding/Bassick/Bridgeport Central (Scrim.) | Away - Wrestling Room [Directions] | 9:00 a.m. | Cancelled | |
| Tue., 12/17 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Wed., 12/18 | V Boys Basketball | New Canaan | Home - GHS Gymnasium [Directions] | 5:00 p.m. | W 62-47 | |
| Wed., 12/18 | JV Boys Basketball | New Canaan | Home - GHS Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | West Haven Coop | Home - Dorothy Hamill Ice Rink [Directions] | 5:30 p.m. | L 3-5 | |
| Wed., 12/18 | V Boys Swimming and Diving | Ridgefield | Home - GHS Pool [Directions] | 3:00 p.m. | ||
| Wed., 12/18 | V Wrestling | Fairfield Warde | Away - Fairfield Warde Small Gym [Directions] | 5:00 p.m. | ||
| Wed., 12/18 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 7:00 p.m. | W 65-28 | |
| Wed., 12/18 | JV Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | share w/ varsity | |
| Wed., 12/18 | FR Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 12/19 | V Girls Gymnastics | Weston, Staples | Home - Greenwich YWCA [Directions] | 6:00 p.m. | Staples 125.65 Weston 89.1 Joel Barlow 101.4 | |
| Fri., 12/20 | V Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 7:00 p.m. | W 51-39 | |
| Fri., 12/20 | JV Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:15 p.m. | share w/ varsity | |
| Fri., 12/20 | FR Boys Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | ||
| Fri., 12/20 | V Boys Indoor Track | New Haven Invitational | Away - New Haven Athletic Center | 5:00 p.m. | ||
| Fri., 12/20 | V Boys Swimming and Diving | New Canaan | Away - New Canaan YMCA [Directions] | 3:00 p.m. | ||
| Fri., 12/20 | V Girls Basketball | Danbury | Home - GHS Gymnasium [Directions] | 7:00 p.m. | L 31-49 | |
| Fri., 12/20 | JV Girls Basketball | Danbury | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/20 | FR Girls Basketball | Danbury | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 12/20 | V Girls Indoor Track | New Haven Invitational | Away - New Haven Athletic Center | 5:00 p.m. | share w/ boys | |
| Sat., 12/21 | FR Boys Basketball | New Canaan | Home - GHS Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 12/21 | V Boys Indoor Track | Qualifier | Away - Staples High School | 10:00 a.m. | ||
| Sat., 12/21 | V Wrestling | Shelton Invitational | Away | 10:00 a.m. | ||
| Sat., 12/21 | JV Wrestling | Trumbull Tournament | Away - Trumbull High School | 10:00 a.m. | ||
| Sat., 12/21 | V Girls Ice Hockey | North Haven | Home - Dorothy Hamill Ice Rink [Directions] | 6:45 p.m. | L 8-6 | |
| Sat., 12/21 | V Girls Indoor Track | Qualifier | Away - Staples High School | 10:00 a.m. | share w/ boys | |
| Mon., 12/23 | V Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 6:00 p.m. | L 4-1 | |
| Mon., 12/23 | JV Boys Ice Hockey | Pelham | Home - Dorothy Hamill Ice Rink [Directions] | 1:45 p.m. | ||
| Tue., 12/24 | School Holidays and Closings | Christmas Eve | ||||
| Wed., 12/25 | School Holidays and Closings | Christmas Day | ||||
| Thu., 12/26 | JV Boys Basketball | Perry Central High School | Away - Perry Central High School | 5:00 p.m. | ||
| Fri., 12/27 | V Boys Basketball | Harlan County (KY) | Away - Perry Central High School | 8:30 p.m. | W 61-48 | |
| Fri., 12/27 | V Boys Ice Hockey | East Haven Coop | Home - Dorothy Hamill Ice Rink [Directions] | 1:15 p.m. | L 0-6 | |
| Fri., 12/27 | V Wrestling | Ridgefield | Away - RHS Main Gym [Directions] | 11:00 a.m. | ||
| Fri., 12/27 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 1:00 p.m. | W 42-24 | |
| Sat., 12/28 | V Boys Basketball | Breathitt County (KY) | Away - Perry Central High School | 8:00 p.m. | W 51-50 | |
| Mon., 12/30 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | 3:00 p.m. | L 3-5 | |
| Mon., 12/30 | V Girls Basketball | Darien | Away - New Canaan high School [Directions] | TBA | W 66-36 | |
| Mon., 12/30 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Dorothy Hamill Ice Rink [Directions] | 1:45 p.m. | L 6-1 | |
| Tue., 12/31 | School Holidays and Closings | New Years Eve | ||||
| Wed., 1/1 | School Holidays and Closings | New Years Day | ||||
| Sat., 1/4 | V Boys Indoor Track | Qualifier | Away - Staples High School | 10:00 a.m. | ||
| Sat., 1/4 | V Wrestling | Shoreline Invitational | Away - New Rochelle High School | 10:00 a.m. | ||
| Sat., 1/4 | JV Wrestling | Norwalk Tournament | Away - Norwalk High School | 10:00 a.m. | ||
| Sat., 1/4 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners Ice Rink [Directions] | 8:40 p.m. | L 7-2 | |
| Sat., 1/4 | V Girls Indoor Track | Qualifier | Away - Staples High School | 10:00 a.m. | share w/boys | |
| Tue., 1/7 | V Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | 5:00 p.m. | W 66-36 | |
| Tue., 1/7 | JV Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | 3:30 p.m. | share w/ varsity | |
| Tue., 1/7 | V Boys Ice Hockey | Stamford | Away - Terry Conners Ice Rink [Directions] | 8:10 p.m. | W 5-0 | |
| Tue., 1/7 | JV Boys Ice Hockey | Mamaroneck (NY) | Home - Dorothy Hamill Ice Rink [Directions] | 3:30 p.m. | ||
| Tue., 1/7 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 1/7 | V Girls Basketball | Staples | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 73-32 | |
| Tue., 1/7 | JV Girls Basketball | Staples | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/7 | FR Girls Basketball | Staples | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/8 | V Boys Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Wed., 1/8 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 7:00 p.m. | W 74-57 | |
| Wed., 1/8 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | share w/ varsity | |
| Wed., 1/8 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/8 | V Boys Fencing | Greens Farms Academy | Home - GHS Gymnasium [Directions] | 5:00 p.m. | W 5-4 | |
| Wed., 1/8 | V Girls Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Wed., 1/8 | V Girls Basketball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 7:00 p.m. | L 45-43 | |
| Wed., 1/8 | JV Girls Basketball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/8 | FR Girls Basketball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/8 | V Girls Fencing | Greens Farms Academy | Home - GHS Gymnasium [Directions] | 5:00 p.m. | L 5-13 | |
| Wed., 1/8 | V Girls Ice Hockey | Darien | Home - Dorothy Hamill Ice Rink [Directions] | 8:30 p.m. | L 7-0 | |
| Thu., 1/9 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee, Fairfield Warde | Home - GHS Pool [Directions] | 3:45 p.m. | ||
| Thu., 1/9 | V Wrestling | Westhill | Away - Westhill - New Gymnasium [Directions] | 5:30 p.m. | Greenwich 51 Westhill 21 | |
| Fri., 1/10 | V Boys Ice Hockey | Trinity Catholic | Away - Terry Conners Ice Rink | 8:40 p.m. | L 1-2 | |
| Fri., 1/10 | JV Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 4:00 p.m. | ||
| Fri., 1/10 | V Boys Indoor Track | Darmouth Relays | Away - Dartmouth College | 1:00 p.m. | ||
| Fri., 1/10 | V Girls Indoor Track | Dartmouth Relays | Away - Dartmouth College | 1:00 p.m. | ||
| Sat., 1/11 | V Boys Indoor Track | Qualifier | Away - Wilton High School | 9:30 a.m. | ||
| Sat., 1/11 | V Boys Swimming and Diving | Fairfield Prep | Home - GHS Pool [Directions] | 2:30 p.m. | ||
| Sat., 1/11 | V Wrestling | X Duals | Away - Mercy High School | 9:30 a.m. | ||
| Sat., 1/11 | FR Girls Basketball | Joel Barlow | Away - Lower Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/11 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Dorothy Hamill Ice Rink [Directions] | 6:30 p.m. | L 2-1 | |
| Sat., 1/11 | V Girls Indoor Track | Qualifier | Away - Wilton High School | 9:30 a.m. | share w/ boys | |
| Mon., 1/13 | JV Boys Ice Hockey | Stamford | Home - Dorothy Hamill Ice Rink [Directions] | 5:00 p.m. | ||
| Mon., 1/13 | V Girls Ice Hockey | New Canaan | Away [Directions] | 6:00 p.m. | L 6-0 | |
| Tue., 1/14 | V Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 7:00 p.m. | W 49-45 | |
| Tue., 1/14 | JV Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | share w/ varsity | |
| Tue., 1/14 | FR Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/14 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 1/14 | V Girls Basketball | Ridgefield | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 55-44 | |
| Tue., 1/14 | JV Girls Basketball | Ridgefield | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/14 | FR Girls Basketball | Ridgefield | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/15 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavilion [Directions] | 6:00 p.m. | L 3-4 | |
| Wed., 1/15 | V Boys Swimming and Diving | Trumbull | Home - GHS Pool [Directions] | 3:45 p.m. | ||
| Wed., 1/15 | V Wrestling | Staples | Home - GHS Gymnasium [Directions] | 5:00 p.m. | Greenwich 69 Staples 9 | |
| Wed., 1/15 | V Girls Gymnastics | Fairfield Warde | Away - Gymnastics & Cheer Academy 85 Mill Plain Rd, Fairfield [Directions] | 6:30 p.m. | Greenwich 130.0 Warde 131.9 | |
| Fri., 1/17 | V Boys Basketball | Westhill | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 61-51 | |
| Fri., 1/17 | JV Boys Basketball | Westhill | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/17 | FR Boys Basketball | Westhill | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/17 | JV Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 8:00 p.m. | ||
| Fri., 1/17 | V Boys Indoor Track | Yale Indoor Classic | Away - Coxe Cage | 1:00 p.m. | ||
| Fri., 1/17 | V Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:45 p.m. | W 63-38 | |
| Fri., 1/17 | JV Girls Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | share w/ varsity | |
| Fri., 1/17 | FR Girls Basketball | Convent of Sacred Heart | Away - Covent of Sacred Heart | 4:15 p.m. | ||
| Fri., 1/17 | V Girls Indoor Track | Yale Indoor Classic | Away - Coxe Cage | 1:00 p.m. | ||
| Sat., 1/18 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Dorothy Hamill Ice Rink [Directions] | 6:30 p.m. | W 1-0 | |
| Sat., 1/18 | V Boys Indoor Track | Qualifier | Away - Wilton High School | 9:30 a.m. | ||
| Sat., 1/18 | V Boys Swimming and Diving | Phillips Exeter Academy (NH) | Home - GHS Pool [Directions] | 3:00 p.m. | ||
| Sat., 1/18 | V Wrestling | Ludlowe Duals | Away - Fairfield Ludlowe High School | 10:00 a.m. | ||
| Sat., 1/18 | V Girls Gymnastics | Trumbull | Away - Next Dimension Gymnastics [Directions] | 6:00 p.m. | Greenwich 122.25 Trumbull 136.7 | |
| Sat., 1/18 | V Girls Indoor Track | Qualifier | Away - Wilton High School | 9:30 a.m. | ||
| Sat., 1/18 | V Girls Indoor Track | Qualifier | Away - Wilton High School | 9:30 a.m. | ||
| Mon., 1/20 | V Boys Ice Hockey | Iona Prep (NY) | Home - Dorothy Hamill Ice Rink [Directions] | 3:30 p.m. | W 6-1 | |
| Mon., 1/20 | V Girls Gymnastics | Staples | Home - Greenwich YWCA [Directions] | 2:00 p.m. | Greenwich 127.9 Staples 132.8 | |
| Mon., 1/20 | School Holidays and Closings | Martin Luther King Day | ||||
| Thu., 1/23 | V Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:30 p.m. | W 40-38 | |
| Thu., 1/23 | JV Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | share w/ varsity | |
| Thu., 1/23 | V Boys Ice Hockey | Norwalk | Home - Dorothy Hamill Ice Rink [Directions] | 8:00 p.m. | W 3-1 | |
| Thu., 1/23 | V Boys Swimming and Diving | Danbury | Home - GHS Pool [Directions] | 3:45 p.m. | ||
| Thu., 1/23 | V Wrestling | Bridgeport Central | Away - Central Cafe [Directions] | 4:00 p.m. | Greenwich 78 Bridgeport Central 6 | |
| Thu., 1/23 | V Girls Basketball | Norwalk | Home - GHS Gymnasium [Directions] | 5:30 p.m. | W 73-33 | |
| Thu., 1/23 | JV Girls Basketball | Norwalk | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/24 | V Boys Basketball | Wilton | Home - GHS Gymnasium [Directions] | 5:30 p.m. | W 63-38 | |
| Fri., 1/24 | JV Boys Ice Hockey | Mamaroneck (NY) | Away - Hommocks School | 9:30 p.m. | ||
| Fri., 1/24 | V Boys Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 3:00 p.m. | ||
| Fri., 1/24 | V Girls Basketball | Wilton | Home - Greenwich [Directions] | 4:00 p.m. | L 40-49 | |
| Fri., 1/24 | V Girls Gymnastics | Darien | Home - Greenwich YWCA [Directions] | 6:00 p.m. | Greenwich 125.15 Darien 118.95 | |
| Sat., 1/25 | FR Boys Basketball | Wilton | Home - GHS Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 1/25 | V Boys Indoor Track | FCIAC Western Division Championships | Away - Staples High School | 2:00 p.m. | ||
| Sat., 1/25 | V Wrestling | Ridgefield Challenge | Away - Ridgefield High School | 10:00 a.m. | ||
| Sat., 1/25 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | 7:05 p.m. | L 5-2 | |
| Sat., 1/25 | V Girls Indoor Track | FCIAC Western Division Championships | Away | 2:00 p.m. | share w/ boys | |
| Sat., 1/25 | School Holidays and Closings | SAT Testing Date | ||||
| Mon., 1/27 | JV Boys Ice Hockey | New Canaan | Home - Dorothy Hamill Ice Rink [Directions] | 3:30 p.m. | ||
| Mon., 1/27 | V Competitive Cheerleading | FCIAC Individual Championships | Away - Fairfield Ludlowe High School | 4:00 p.m. | ||
| Tue., 1/28 | V Boys Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Tue., 1/28 | V Boys Basketball | St. Joseph | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 74-55 | |
| Tue., 1/28 | JV Boys Basketball | St. Joseph | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/28 | FR Boys Basketball | St. Joseph | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/28 | V Wrestling | Brunswick School | Away - Brunswick School | 4:30 p.m. | Greenwich 42 Brunswick 27 | |
| Tue., 1/28 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 1/28 | V Girls Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Tue., 1/28 | V Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 7:00 p.m. | L 50-59 | |
| Tue., 1/28 | JV Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 5:15 p.m. | share w/ varsity | |
| Tue., 1/28 | FR Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | 6:00 p.m. | L 1-6 | |
| Wed., 1/29 | V Boys Indoor Track | FCIAC Championships | Away - New Haven Athletic Center | 4:30 p.m. | ||
| Wed., 1/29 | V Boys Swimming and Diving | Darien | Home - GHS Pool [Directions] | 3:45 p.m. | ||
| Wed., 1/29 | FR Girls Basketball | Greenwich Country Day | Away - Greenwich Country Day | 4:15 p.m. | ||
| Wed., 1/29 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 5:50 p.m. | ||
| Wed., 1/29 | V Girls Indoor Track | FCIAC Championships | Away - New Haven Athletic Center | 4:30 p.m. | share w/ boys | |
| Thu., 1/30 | V Boys Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 1/30 | V Boys Fencing | North Haven | Home - GHS Gymnasium [Directions] | 5:00 p.m. | W 18-9 | |
| Thu., 1/30 | V Boys Ice Hockey | Ridgefield | Home - Dorothy Hamill Ice Rink [Directions] | 8:00 p.m. | L 1-4 | |
| Thu., 1/30 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Thu., 1/30 | V Girls Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 1/30 | V Girls Fencing | North Haven | Home - Cardinal Stadium [Directions] | 5:00 p.m. | L 11-16 | |
| Thu., 1/30 | V Girls Gymnastics | New Canaan, Westhill | Home - Greenwich YWCA [Directions] | 6:45 p.m. | Greenwich 125.0 Westhill 101.55 New Canaan 97.7 | |
| Fri., 1/31 | V Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 7:00 p.m. | W 61-47 | |
| Fri., 1/31 | JV Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/31 | FR Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/31 | V Girls Basketball | Darien | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 71-50 | |
| Fri., 1/31 | JV Girls Basketball | Darien | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/31 | FR Girls Basketball | Darien | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 2/1 | V Boys Fencing | Hopkins School | Away - Hopkins School | 10:00 a.m. | W 3-0 | |
| Sat., 2/1 | JV Boys Ice Hockey | Pelham | Away - Ice Hutch | 3:30 p.m. | ||
| Sat., 2/1 | V Wrestling | Wilton, Darien, Masuk, Bristol Central | Away - Wilton Field House [Directions] | 10:00 a.m. | Gr. 46; Brien Mc. 18 Gr. 31 Bridge. Cen.42 Gr. 48 Wilton 24 Gr. 69 Darien 9 Gr. 52 Masuk 17 | |
| Sat., 2/1 | V Competitive Cheerleading | FCIAC Championships | Away - Fairfield Warde High School | 10:00 a.m. | ||
| Sat., 2/1 | V Girls Fencing | Hopkins School | Away - Hopkins School | 10:00 a.m. | L 1-2 | |
| Tue., 2/4 | V Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 7:00 p.m. | W 64-54 | |
| Tue., 2/4 | JV Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | share w/ varsity | |
| Tue., 2/4 | FR Boys Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/4 | V Boys Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:40 p.m. | ||
| Tue., 2/4 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 2/4 | V Girls Basketball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 63-53 | |
| Tue., 2/4 | JV Girls Basketball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | FR Girls Basketball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/4 | V Girls Ice Hockey | Darien | Away - Dorothy Hamill Ice Rink [Directions] | 4:45 p.m. | ||
| Thu., 2/6 | V Boys Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 2/6 | V Boys Fencing | Brunswick School | Home - GHS Gymnasium [Directions] | 5:00 p.m. | W 16-11 | |
| Thu., 2/6 | V Boys Swimming and Diving | Westhill/Stamford | Home - GHS Pool [Directions] | 3:45 p.m. | ||
| Thu., 2/6 | V Wrestling | Norwalk | Home - GHS Gymnasium [Directions] | 3:30 p.m. | Greenwich 71 Norwalk 3 | |
| Thu., 2/6 | V Girls Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 2/6 | V Girls Fencing | Brunswick School | Home - GHS Gymnasium [Directions] | 5:00 p.m. | W 15-12 | |
| Fri., 2/7 | V Boys Basketball | Harding | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 62-39 | |
| Fri., 2/7 | JV Boys Basketball | Harding | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/7 | FR Boys Basketball | Harding | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 2/7 | V Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:30 p.m. | W 61-42 | |
| Fri., 2/7 | JV Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | share w/ varsity | |
| Fri., 2/7 | FR Girls Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | Cancelled | |
| Fri., 2/7 | V Girls Gymnastics | Wilton | Home - Greenwich YWCA [Directions] | 6:00 p.m. | Greenwich 125.85 Wilton 131.85 | |
| Sat., 2/8 | V Boys Ice Hockey | New Canaan | Home - Dorothy Hamill Ice Rink [Directions] | 6:30 p.m. | L 2-5 | |
| Sat., 2/8 | V Boys Indoor Track | CIAC Class LL State Meet | Away - New Haven Athletic Center | 10:00 a.m. | ||
| Sat., 2/8 | V Wrestling | Darien, Harding/Bassick/Bridgeport Central, Danbury, Xavier | Away - Danbury High School [Directions] | 10:00 a.m. | ||
| Sat., 2/8 | JV Wrestling | Ludlowe Tournament | Away - Fairfield Ludlowe High School | 10:00 a.m. | ||
| Sat., 2/8 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Sono Ice House [Directions] | 12:00 p.m. | ||
| Sat., 2/8 | V Girls Indoor Track | CIAC Class LL State Meet | Away - New Haven Athletic Center | 10:00 a.m. | share w/ boys | |
| Mon., 2/10 | V Boys Ice Hockey | St. Joseph | Home - Dorothy Hamill Ice Rink [Directions] | 6:45 p.m. | W 3-2 (OT) | |
| Tue., 2/11 | V Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 7:00 p.m. | L 45-53 | |
| Tue., 2/11 | JV Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:15 p.m. | share w/ varsity | |
| Tue., 2/11 | FR Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/11 | V Wrestling | Stamford | Home - GHS Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 2/11 | V Girls Basketball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 5:30 p.m. | W 69-42 | |
| Tue., 2/11 | JV Girls Basketball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/11 | V Girls Gymnastics | Fairfield Ludlowe | Away - Gymnastics Cheer Academy [Directions] | 6:30 p.m. | Greenwich 124.8 Ludlowe 125.85 | |
| Wed., 2/12 | V Boys Ice Hockey | Rye Country Day (NY) | Away | 4:45 p.m. | T 4-4 (OT) | |
| Wed., 2/12 | V Girls Ice Hockey | New Canaan | Home - Dorothy Hamill Ice Rink [Directions] | 8:30 p.m. | ||
| Sat., 2/15 | V Boys Basketball | Brien McMahon | Home - GHS Gymnasium [Directions] | 12:30 p.m. | L 64-68 | |
| Sat., 2/15 | JV Boys Basketball | Brien McMahon | Home - GHS Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 2/15 | FR Boys Basketball | Brien McMahon | Home - GHS Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 2/15 | V Wrestling | FCIAC Championships | Away - New Canaan High School | 9:00 a.m. | ||
| Sat., 2/15 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 1:00 p.m. | W 54-32 | |
| Sat., 2/15 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 11:00 a.m. | shre w/ varsity | |
| Sat., 2/15 | V Girls Gymnastics | FCIAC Championships | Away | 10:15 a.m. | 124.5 | |
| Mon., 2/17 | V Boys Basketball | Stamford | Home - GHS Gymnasium [Directions] | 5:00 p.m. | W 66-63 | |
| Mon., 2/17 | JV Boys Basketball | Stamford | Home - GHS Gymnasium [Directions] | 3:30 p.m. | ||
| Mon., 2/17 | FR Boys Basketball | Stamford | Home - GHS Gymnasium [Directions] | 2:00 p.m. | ||
| Mon., 2/17 | V Boys Ice Hockey | Westhill/Stamford | Home - Dorothy Hamill Ice Rink [Directions] | 3:30 p.m. | W 5-0 | |
| Mon., 2/17 | V Boys Indoor Track | CIAC State Open Meet | Away - New Haven Athletic Center | 3:00 p.m. | ||
| Mon., 2/17 | V Girls Basketball | Stamford | Away - Stamford High School [Directions] | 5:00 p.m. | L 51-58 | |
| Mon., 2/17 | JV Girls Basketball | Stamford | Away - Stamford High School [Directions] | 3:30 p.m. | share w/ varsity | |
| Mon., 2/17 | FR Girls Basketball | Stamford | Away - Stamford High School [Directions] | 2:00 p.m. | ||
| Mon., 2/17 | V Girls Ice Hockey | Daniel Hand Coop | Home - Dorothy Hamill Ice Rink [Directions] | 5:45 p.m. | ||
| Mon., 2/17 | V Girls Indoor Track | CIAC State Open Meet | Away - New Haven Athletic Center | 3:00 p.m. | ||
| Mon., 2/17 | School Holidays and Closings | Washingtons Birthday | ||||
| Wed., 2/19 | V Boys Basketball | Trumbull | Away - Trumbull H.S. [Directions] | 7:00 p.m. | W 67-58 | |
| Wed., 2/19 | JV Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | share w/ varsity | |
| Wed., 2/19 | FR Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/19 | JV Boys Ice Hockey | Brunswick School | Away - Brunswick School | 5:15 p.m. | ||
| Wed., 2/19 | V Girls Basketball | Trumbull | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 32-29 | |
| Wed., 2/19 | JV Girls Basketball | Trumbull | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/19 | FR Girls Basketball | Trumbull | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 2/20 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | 7:50 p.m. | W 4-2 | |
| Thu., 2/20 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Home - GHS Pool [Directions] | 3:45 p.m. | ||
| Fri., 2/21 | JV Boys Ice Hockey | Ridgefield | Home - Dorothy Hamill Ice Rink [Directions] | 9:15 p.m. | ||
| Fri., 2/21 | V Wrestling | CIAC Class LL State Championships | Away - Trumbull High School | 4:00 p.m. | ||
| Sat., 2/22 | V Boys Fencing | Hopkins School | Away - Hopkins School | 9:00 a.m. | ||
| Sat., 2/22 | V Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 11:30 a.m. | L 4-5 | |
| Sat., 2/22 | JV Boys Swimming and Diving | FCIAC Championships | Home - GHS Pool [Directions] | 1:30 p.m. | ||
| Sat., 2/22 | V Girls Basketball | FCIAC Tournament | Away - Westhill High School | 12:00 p.m. | ||
| Sat., 2/22 | Winter Dance Team | State Dance Team Championships | Away - Hamden High School | 12:00 p.m. | ||
| Sat., 2/22 | V Girls Fencing | Hopkins School | Away - Hopkins School | 9:00 a.m. | share w/ varsity | |
| Sat., 2/22 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | 8:00 p.m. | ||
| Sun., 2/23 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Rink [Directions] | 4:40 p.m. | W 5-1 | |
| Mon., 2/24 | V Boys Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Mon., 2/24 | V Boys Basketball | Trinity Catholic | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 59-58 | |
| Mon., 2/24 | JV Boys Basketball | Trinity Catholic | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/24 | FR Boys Basketball | Trinity Catholic | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 2/24 | V Boys Ice Hockey | Trumbull | Away - Shelton Rinks [Directions] | 4:00 p.m. | W 5-0 | |
| Mon., 2/24 | V Girls Alpine Skiing | Race | Away - Mt Southington | 4:00 p.m. | ||
| Tue., 2/25 | V Boys Swimming and Diving | FCIAC Swimming Trials | Home - GHS Pool [Directions] | 4:30 p.m. | ||
| Tue., 2/25 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 2/25 | V Girls Basketball | FCIAC Tournament | Away - Fairfield Ludlowe High School | 6:00 p.m. | ||
| Tue., 2/25 | V Girls Ice Hockey | Guilford Coop | Home - Dorothy Hamill Ice Rink [Directions] | 5:00 p.m. | ||
| Wed., 2/26 | V Boys Basketball | Bassick | Home - GHS Gymnasium [Directions] | 7:00 p.m. | W 65-57 | |
| Wed., 2/26 | JV Boys Basketball | Bassick | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/26 | FR Boys Basketball | Bassick | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/26 | V Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 8:30 p.m. | W 6-0 | |
| Wed., 2/26 | V Boys Swimming and Diving | FCIAC Diving Championships | Away - Westhill High School | 4:30 p.m. | ||
| Wed., 2/26 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Dorothy Hamill Ice Rink [Directions] | 6:45 p.m. | ||
| Thu., 2/27 | V Boys Swimming and Diving | FCIAC Swimming Championships | Home - GHS Pool [Directions] | 6:30 p.m. | ||
| Fri., 2/28 | V Wrestling | CIAC State Open Championships | Away - New Haven Athletic Center | 5:00 p.m. | ||
| Sat., 3/1 | V Boys Basketball | FCIAC Tournament | Away - Fairfield Ludlowe High School | 2:00 p.m. | ||
| Sat., 3/1 | V Boys Fencing | State Individual Championships | Away - Hopkins School | 8:30 a.m. | ||
| Sat., 3/1 | V Boys Ice Hockey | FCIAC Tournament | Away - Terry Conners Ice Rink | 2:20 p.m. | ||
| Sat., 3/1 | V Boys Indoor Track | New England Championships | Away - RLC | 10:30 a.m. | ||
| Sat., 3/1 | V Girls Fencing | State Individual Championships | Away - Hopkins School | 8:30 a.m. | ||
| Sat., 3/1 | V Girls Gymnastics | CIAC State Championships | Away - Pomperaug High School | 5:00 p.m. | ||
| Sat., 3/1 | V Girls Indoor Track | New England Championships | Away - RLC | 10:30 a.m. | ||
| Mon., 3/3 | V Girls Basketball | CIAC Class LL Tournament | Home - GHS Gymnasium [Directions] | 6:00 p.m. | ||
| Tue., 3/4 | V Boys Basketball | FCIAC Tournament | Away - Fairfield Warde High School | 6:00 p.m. | ||
| Tue., 3/4 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Wed., 3/5 | V Boys Alpine Skiing | State Championship | Away - Mt Southington | 4:00 p.m. | ||
| Wed., 3/5 | V Girls Alpine Skiing | State Championship | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 3/6 | V Boys Basketball | FCIAC Tournament | Away - Fairfield Warde High School | 7:00 p.m. | ||
| Thu., 3/6 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Thu., 3/6 | V Girls Basketball | CIAC Class LL Tournament | Away - South Windsor High School | 6:00 p.m. | ||
| Sat., 3/8 | V Boys Fencing | State Team Championships | Away - Guilford High School | 8:00 a.m. | ||
| Sat., 3/8 | V Boys Ice Hockey | Milford Coop (Scrim.) | Away - Milford Ice Rink [Directions] | 1:00 p.m. | ||
| Sat., 3/8 | V Competitive Cheerleading | State Championships | Away - New Haven Athletic Center | 4:00 p.m. | ||
| Sat., 3/8 | V Girls Fencing | State Team Championships | Away - Guilford High School | 8:00 a.m. | share w/ boys | |
| Sat., 3/8 | V Girls Gymnastics | CIAC State Open Championships | Away - New Milford High School | 10:00 a.m. | ||
| Tue., 3/11 | V Boys Basketball | Class LL State Tournament | Home - GHS Gymnasium [Directions] | 7:00 p.m. | ||
| Tue., 3/11 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Wed., 3/12 | V Boys Ice Hockey | State tournament | Away - Darien Ice Rink | 8:00 p.m. | ||
| Wed., 3/12 | V Boys Swimming and Diving | Class LL Diving | Away - Hamden High School | 5:30 p.m. | ||
| Thu., 3/13 | V Boys Basketball | CIAC Class LL State Tournament | Home - GHS Gymnasium [Directions] | 7:00 p.m. | ||
| Thu., 3/13 | Unified Sports Basketball | Basketball Tournament | Away - Fairfield Ludlowe High School | 4:00 p.m. | ||
| Fri., 3/14 | V Boys Indoor Track | New Balance Nationals | Away - NB Armory | 7:00 p.m. | ||
| Fri., 3/14 | V Girls Indoor Track | New Balance Nationals | Away - NB Armory | 7:00 p.m. | ||
| Sat., 3/15 | V Boys Swimming and Diving | Class LL Trials | Away - Hamden High School | 3:30 p.m. | ||
| Mon., 3/17 | V Boys Basketball | CIAC Class LL State Tournament | Home - GHS Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 3/19 | V Boys Basketball | CIAC Class LL State Tournament | Away - Webster Bank Arena | 7:00 p.m. | ||
| Wed., 3/19 | V Boys Rugby | St Thomas | Home - Cardinal Stadium [Directions] | 3:30 p.m. | ||
| Wed., 3/19 | JV Boys Rugby | St Thomas | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Wed., 3/19 | V Boys Swimming and Diving | Class LL Finals | Away - Wesleyan University | 3:00 p.m. | ||
| Thu., 3/20 | V Boys Swimming and Diving | State Open Diving Championships | Away - Middletown High School | 5:30 p.m. | ||
| Sat., 3/22 | V Boys Swimming and Diving | State Open Championships | Away - Yale University | 2:30 p.m. | ||
| Sun., 3/23 | V Boys Rugby | Unionville | Away | 4:00 p.m. | ||
| Sun., 3/23 | JV Boys Rugby | Unionville | Away | 5:00 p.m. | ||
| Tue., 3/25 | V Girls Water Polo | Scrimmage | Home - GHS Pool [Directions] | 3:00 p.m. | ||
| Thu., 3/27 | V Boys Sailing | RACE | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Fri., 3/28 | V Boys Rugby | New Rochelle (NY) | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Fri., 3/28 | FR Boys Rugby | New Rochelle (NY) | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Sat., 3/29 | V Boys Lacrosse | Simsbury (Scrim.) | Away - Simsbury High School [Directions] | 10:00 a.m. | ||
| Sat., 3/29 | V Girls Lacrosse | Bay Shore Scrimmage | Away - Bay Shore High School | 10:20 a.m. | ||
| Sun., 3/30 | V Softball | Round Robin | Away - Cummings Park | 10:00 a.m. | ||
| Mon., 3/31 | V Boys Tennis | Scarsdale (NY) (Scrim.) | Away - Scarsdale High School | 4:30 p.m. | ||
| Tue., 4/1 | V Boys Rugby | Fordham Prep (NY) | Away - Randall Island | 4:00 p.m. | ||
| Tue., 4/1 | JV Boys Rugby | Fordham Prep (NY) | Away - Randell Island | 5:00 p.m. | ||
| Tue., 4/1 | FR Boys Rugby | Fordham Prep (NY) | Away - Randall Island | 5:00 p.m. | ||
| Wed., 4/2 | V Baseball | Westhill (Scrim.) | Away - Westhill Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/2 | V Boys Lacrosse | Newtown (Scrim.) | Home - Cardinal Stadium [Directions] | 4:15 p.m. | ||
| Wed., 4/2 | V Boys Sailing | RACE | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/2 | V Girls Sailing | RACE | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/2 | V Softball | Staples (Scrim.) | Away - Greens Farms Elementary School [Directions] | 3:45 p.m. | ||
| Wed., 4/2 | V Girls Water Polo | Staples | Home - GHS Pool [Directions] | 3:00 p.m. | ||
| Thu., 4/3 | V Baseball | Trinity Catholic (Scrim.) | Home - GHS Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 4/3 | V Boys Tennis | Horace Mann (NY) (Scrim.) | Home - GHS Tennis Courts [Directions] | 4:30 p.m. | ||
| Sat., 4/5 | V Baseball | Stamford (Scrim.) | Home - GHS Baseball Field [Directions] | 11:00 a.m. | ||
| Sat., 4/5 | V Boys Lacrosse | Scrimmage | Away - Glastonbury High School | 11:00 a.m. | ||
| Sat., 4/5 | V Boys Sailing | RACE | Home - Grass Island [Directions] | 11:00 a.m. | ||
| Sat., 4/5 | V Boys Tennis | Brunswick School (Scrim.) | Home - GHS Tennis Courts [Directions] | 10:00 a.m. | ||
| Sat., 4/5 | V Girls Lacrosse | Cheshire (Scrim.) | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 4/5 | JV Girls Lacrosse | Cheshire (Scrim.) | Home - Cardinal Stadium [Directions] | 11:30 a.m. | ||
| Sat., 4/5 | V Girls Sailing | RACE | Home - Grass Island [Directions] | 11:00 a.m. | ||
| Sat., 4/5 | V Softball | Round Robin | Away - North Haven high School | 9:00 a.m. | ||
| Sat., 4/5 | V Girls Water Polo | Hopkins School | Home - GHS Pool [Directions] | 9:30 p.m. | ||
| Mon., 4/7 | V Baseball | Westhill (Scrim.) | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/7 | FR Boys Rugby | Fairfield Prep | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Mon., 4/7 | V Girls Tennis | Daniel Hand (Scrim.) | Home - GHS Tennis Courts [Directions] | 4:30 p.m. | [Detailed Results] | |
| Tue., 4/8 | V Girls Water Polo | Greenwich Academy | Away - Greenwich YMCA | 6:00 p.m. | ||
| Wed., 4/9 | V Boys Golf | Bassick, Bridgeport Central, Harding | Away - Fairchild-Wheeler [Directions] | 3:15 p.m. | Greenwich 161 Bridgeport 265 | school van |
| Wed., 4/9 | V Boys Lacrosse | Danbury | Home - Cardinal Stadium [Directions] | 5:00 p.m. | W 19-3 | |
| Wed., 4/9 | JV Boys Lacrosse | Danbury | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Wed., 4/9 | V Boys Sailing | RACE | Away - Peqout Yacht Club | 3:00 p.m. | ||
| Wed., 4/9 | V Boys Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | early dismissal 1:45pm |
| Wed., 4/9 | V Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 6:00 p.m. | W 14-4 | |
| Wed., 4/9 | JV Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 4:30 p.m. | share w/ varsity | |
| Wed., 4/9 | V Girls Outdoor Track | Staples | Away - Staples Stadium [Directions] | 4:00 p.m. | Greenwich 51 Staples 94 | early dismissal 1:45pm |
| Wed., 4/9 | V Girls Sailing | RACE | Away - Peqout Yacht Club | 3:00 p.m. | ||
| Wed., 4/9 | V Softball | Wilton | Home - GHS Softball Field [Directions] | 3:00 p.m. | W 12-7 | |
| Wed., 4/9 | V Girls Tennis | Danbury | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 [Detailed Results] | |
| Thu., 4/10 | V Baseball | Daniel Hand | Home - GHS Baseball Field [Directions] | 4:15 p.m. | W 7-5 | |
| Thu., 4/10 | V Boys Golf | Westhill | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | Greenwich 160 Westhill 178 | |
| Thu., 4/10 | FR Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 6:00 p.m. | ||
| Thu., 4/10 | V Boys Outdoor Track | Staples | Away - Staples Stadium [Directions] | 4:00 p.m. | early dismissal 1:45pm | |
| Thu., 4/10 | V Boys Rugby | Fairfield Prep | Away [Directions] | 4:00 p.m. | W 55-5 | |
| Thu., 4/10 | JV Boys Rugby | Fairfield Prep | Away [Directions] | 5:00 p.m. | ||
| Thu., 4/10 | V Boys Tennis | Trumbull | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 4/10 | JV Boys Tennis | Scarsdale (NY) | Away - Scarsdale High School | 4:30 p.m. | junior varsity | |
| Thu., 4/10 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | 3:15 p.m. | GHS 190 DHS 188 gold tees | school van |
| Thu., 4/10 | FR Girls Lacrosse | New Canaan | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Thu., 4/10 | V Girls Tennis | Trumbull | Away - THS Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | early dismissal 1:45pm |
| Thu., 4/10 | JV Girls Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | B | |
| Fri., 4/11 | V Baseball | New Canaan | Home - GHS Baseball Field [Directions] | 4:00 p.m. | W 8-4 | |
| Fri., 4/11 | JV Baseball | New Canaan | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Fri., 4/11 | FR Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Fri., 4/11 | FR Boys Lacrosse | Fairfield Prep | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Fri., 4/11 | JV Boys Tennis | Staples | Home - Central Middle School [Directions] | 4:00 p.m. | junior varsity | |
| Fri., 4/11 | V Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | 5:30 p.m. | W 3-0 | early dismissal 1:45pm |
| Fri., 4/11 | JV Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | early dismissal 1:45pm | |
| Fri., 4/11 | V Girls Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | W 19-11 | early dismissal 1:45pm |
| Fri., 4/11 | JV Girls Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 5:30 p.m. | share w/ varsity | |
| Fri., 4/11 | V Softball | New Canaan | Away - Waveny Park - Orchard Field [Directions] | 4:00 p.m. | W 9-5 | |
| Fri., 4/11 | JV Softball | New Canaan | Away - Waveny Park - Orchard Field [Directions] | 4:00 p.m. | share with varsity | |
| Fri., 4/11 | JV Girls Tennis | Staples | Home - Binney Park [Directions] | 4:00 p.m. | A | |
| Sat., 4/12 | V Baseball | Southington | Home - GHS Baseball Field [Directions] | 2:30 p.m. | W 8-0 | |
| Sat., 4/12 | JV Baseball | Southington | Home - Julian Curtiss School [Directions] | 2:30 p.m. | ||
| Sat., 4/12 | V Boys Lacrosse | Westhill | Home - Cardinal Stadium [Directions] | 2:00 p.m. | W 23-1 | |
| Sat., 4/12 | JV Boys Lacrosse | Westhill | Home - GHS Field 7 [Directions] | 2:00 p.m. | ||
| Sat., 4/12 | JV Boys Rugby | Fairfield | Away | 5:00 p.m. | ||
| Sat., 4/12 | V Boys Sailing | RACE | Home - Grass Island [Directions] | 11:00 a.m. | ||
| Sat., 4/12 | V Girls Lacrosse | Suffern (NY) | Home - Cardinal Stadium [Directions] | 4:00 p.m. | L 5-15 | |
| Sat., 4/12 | JV Girls Lacrosse | Suffern (NY) | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Sat., 4/12 | V Girls Sailing | RACE | Home - Grass Island [Directions] | 11:00 a.m. | ||
| Sat., 4/12 | V Softball | Wayne Valley (NJ) | Away - Wayne Valley High School | 5:00 p.m. | W 23-8 | |
| Sat., 4/12 | V Girls Water Polo | Choate Rosemary Hall Invitational | Away - Choate Rosemary Hall School | 9:30 a.m. | ||
| Sun., 4/13 | V Girls Water Polo | Choate Rosemary Hall Invitational | Away - Choate Rosemary Hall School | 7:45 a.m. | ||
| Mon., 4/14 | V Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | 11:00 a.m. | L 4-7 | early dismissal 1:45pm |
| Mon., 4/14 | JV Baseball | Danbury | Away - Danbury High School Junior Varsity Baseball Field [Directions] | 11:00 a.m. | early dismissal 1:45pm | |
| Mon., 4/14 | FR Baseball | Danbury | Home - GHS Baseball Field [Directions] | 10:00 a.m. | ||
| Mon., 4/14 | V Boys Tennis | Darien | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Mon., 4/14 | V Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 3:00 p.m. | L 0-3 | |
| Mon., 4/14 | V Softball | Danbury | Home - GHS Softball Field [Directions] | 4:00 p.m. | W 5-0 | |
| Mon., 4/14 | JV Softball | Danbury | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Mon., 4/14 | V Girls Tennis | Darien | Away - DHS Tennis Courts [Directions] | 12:00 p.m. | W 4-3 | |
| Mon., 4/14 | School Holidays and Closings | Passover begins at sundown | ||||
| Tue., 4/15 | V Boys Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 12:00 p.m. | W 8-7 | early dismissal 1:45pm |
| Tue., 4/15 | V Girls Water Polo | New York Athletic Club | Away - New York Athletic Club | 8:30 p.m. | ||
| Tue., 4/15 | School Holidays and Closings | First day of Passover | ||||
| Wed., 4/16 | V Boys Volleyball | Ridgefield | Home - GHS Gymnasium [Directions] | 12:00 p.m. | L 0-3 | |
| Wed., 4/16 | JV Boys Volleyball | Ridgefield | Home - GHS Gymnasium [Directions] | 10:30 a.m. | ||
| Wed., 4/16 | V Softball | Fairfield Warde | Home - Julian Curtiss School [Directions] | 4:00 p.m. | W 17-16(11) | |
| Thu., 4/17 | V Baseball | Staples | Away - Staples Baseball Field [Directions] | 1:00 p.m. | L 1-2(9) | |
| Thu., 4/17 | JV Baseball | Staples | Away - Wakeman Field [Directions] | 1:00 p.m. | ||
| Thu., 4/17 | FR Baseball | Staples | Home - GHS Baseball Field [Directions] | 10:00 a.m.. | ||
| Thu., 4/17 | V Boys Lacrosse | Wilton | Home - Cardinal Stadium [Directions] | 6:00 p.m. | W 18-7 | |
| Thu., 4/17 | JV Boys Lacrosse | Wilton | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 4/17 | FR Boys Lacrosse | Staples | Home - GHS Field 7 [Directions] | 10:00 a.m. | ||
| Thu., 4/17 | V Softball | Staples | Home - GHS Softball Field [Directions] | 4:00 p.m. | W 14-5 | |
| Thu., 4/17 | JV Softball | Staples | Home - Julian Curtiss School [Directions] | 4:00 p.m. | Cancelled | |
| Thu., 4/17 | V Girls Water Polo | Hopkins School | Away - Hopkins School | 4:00 p.m. | ||
| Fri., 4/18 | School Holidays and Closings | Good Friday | ||||
| Sat., 4/19 | V Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | W 17-2 | |
| Sat., 4/19 | JV Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 5:30 p.m. | ||
| Sat., 4/19 | V Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | 11:00 a.m. | W 10-5 | |
| Sat., 4/19 | JV Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | 12:30 p.m. | ||
| Sun., 4/20 | School Holidays and Closings | Easter Sunday | ||||
| Mon., 4/21 | V Boys Golf | Stamford | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | Greenwich 149 Stamford 203 | |
| Mon., 4/21 | JV Boys Golf | Wilton | Away - Rolling Hills [Directions] | TBA | ||
| Mon., 4/21 | V Boys Tennis | Trinity Catholic | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Mon., 4/21 | V Boys Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 4/21 | JV Boys Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:30 p.m. | Cancelled | |
| Mon., 4/21 | JV Girls Golf | Staples | Home - TBA [Directions] | TBA | Cancelled | |
| Mon., 4/21 | FR Girls Lacrosse | Trumbull | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Mon., 4/21 | V Girls Tennis | Trinity Catholic | Away - Scalzi Park | 4:00 p.m. | W 7-0 | |
| Tue., 4/22 | V Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | W 3-2 | |
| Tue., 4/22 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Tue., 4/22 | FR Baseball | Fairfield Warde | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/22 | JV Boys Golf | Darien | Away - CC of Darien [Directions] | 3:15 p.m. | ||
| Tue., 4/22 | V Boys Lacrosse | Staples | Away - Wakeman Field B (turf) [Directions] | 4:45 p.m. | W 5-3 | |
| Tue., 4/22 | JV Boys Lacrosse | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Tue., 4/22 | V Boys Outdoor Track | Westhill, Harding | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/22 | JV Boys Rugby | Aspetuck | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Tue., 4/22 | FR Boys Rugby | Aspetuck | Home - GHS Field 7 [Directions] | 6:00 p.m. | ||
| Tue., 4/22 | V Boys Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | 4:00 p.m. | W 5-0 | |
| Tue., 4/22 | JV Boys Tennis | New Canaan | Home - Central Middle School [Directions] | 4:30 p.m. | junior varsity | |
| Tue., 4/22 | V Girls Golf | New Canaan | Home - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | GHS 190 NCHS 252 | |
| Tue., 4/22 | V Girls Outdoor Track | Westhill, Harding | Away [Directions] | 4:00 p.m. | ||
| Tue., 4/22 | JV Softball | Fairfield Warde | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Tue., 4/22 | V Girls Tennis | New Canaan | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | |
| Tue., 4/22 | JV Girls Tennis | New Canaan | Home - Binney Park [Directions] | 4:00 p.m. | B | |
| Tue., 4/22 | V Girls Water Polo | Loomis Chaffee School | Away - Loomis Chaffee School | 4:30 p.m. | ||
| Tue., 4/22 | School Holidays and Closings | Last day of Passover | ||||
| Wed., 4/23 | V Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | 4:00 p.m. | W 10-8 | |
| Wed., 4/23 | JV Baseball | Ridgefield | Away - East Ridge Middle School [Directions] | 4:00 p.m. | ||
| Wed., 4/23 | FR Baseball | Ridgefield | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/23 | FR Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | ||
| Wed., 4/23 | V Boys Rugby | Staples | Away [Directions] | 5:30 p.m. | ||
| Wed., 4/23 | V Boys Sailing | RACE | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/23 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | freshman | |
| Wed., 4/23 | V Girls Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:00 p.m. | GHS 171 RHS 187 | |
| Wed., 4/23 | V Girls Lacrosse | Wilton | Home - Cardinal Stadium [Directions] | 4:00 p.m. | L 5-11 | |
| Wed., 4/23 | JV Girls Lacrosse | Wilton | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Wed., 4/23 | FR Girls Lacrosse | Greenwich Country Day | Away | 3:45 p.m. | ||
| Wed., 4/23 | V Girls Sailing | RACE | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/23 | V Softball | Ridgefield | Home - GHS Softball Field [Directions] | 4:00 p.m. | W 1-0 | |
| Wed., 4/23 | JV Softball | Ridgefield | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Wed., 4/23 | JV Girls Tennis | Fairfield Ludlowe | Away - Tomlinson Middle School [Directions] | 4:00 p.m. | A | |
| Wed., 4/23 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods Middle School Courts [Directions] | 4:00 p.m. | B | |
| Thu., 4/24 | FR Baseball | Westhill | Away - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Thu., 4/24 | V Boys Golf | Brunswick Invitational | Away | 1:00 p.m. | Greenwich 321 Brunswick 319 Bergen Catholic 320 NC 344 | |
| Thu., 4/24 | V Boys Lacrosse | Fairfield Prep | Away - University Field, Fairfield University [Directions] | 4:15 p.m. | L 11-12 | |
| Thu., 4/24 | JV Boys Lacrosse | Fairfield Prep | Away - Barlow Field, Fairfield University [Directions] | 4:00 p.m. | ||
| Thu., 4/24 | V Boys Tennis | Wilton | Away - WHS Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Thu., 4/24 | JV Boys Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | freshman | |
| Thu., 4/24 | V Girls Golf | Fairfield Ludlowe | Home - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | GHS 184 FLHS 222 | |
| Thu., 4/24 | JV Girls Golf | Fairfield | Away - Pine Creek | 3:30 p.m. | ||
| Thu., 4/24 | V Girls Outdoor Track | Penn Relays | Away - Franklin Field | 4:00 p.m. | ||
| Thu., 4/24 | V Girls Tennis | Wilton | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 4-3 | |
| Thu., 4/24 | JV Girls Tennis | Wilton | Home - Binney Park [Directions] | 4:30 p.m. | A | |
| Thu., 4/24 | V Girls Water Polo | Staples | Home - GHS Pool [Directions] | 3:00 p.m. | ||
| Fri., 4/25 | V Baseball | Westhill | Home - GHS Baseball Field [Directions] | 4:00 p.m. | L 3-4 | |
| Fri., 4/25 | JV Baseball | Westhill | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Fri., 4/25 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury High School | 4:00 p.m. | ||
| Fri., 4/25 | V Boys Rugby | Ridgefield | Home - Cardinal Stadium [Directions] | 4:45 p.m. | ||
| Fri., 4/25 | FR Boys Rugby | Ridgefield | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Fri., 4/25 | V Girls Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 6:00 p.m. | W 16-4 | |
| Fri., 4/25 | JV Girls Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 4:30 p.m. | ||
| Fri., 4/25 | FR Girls Lacrosse | Fairfield Ludlowe | Away - FLHS Front Lawn [Directions] | 4:00 p.m. | Cancelled | |
| Fri., 4/25 | V Girls Outdoor Track | O'Grady Relays | Away - danbury High School | 4:00 p.m. | ||
| Fri., 4/25 | V Softball | Westhill | Away - Westhill Varsity Softball Field [Directions] | 4:00 p.m. | L 0-1 | |
| Fri., 4/25 | JV Softball | Westhill | Away - Roxbury Elementary School [Directions] | 4:00 p.m. | ||
| Sat., 4/26 | V Boys Lacrosse | Lakeland/Panas (NY) | Home - Cardinal Stadium [Directions] | 11:00 a.m. | W 9-8 | |
| Sat., 4/26 | V Girls Lacrosse | Cold Spring Harbor (NY) | Away - East South Meadow | 10:00 a.m. | L 5-15 | |
| Sat., 4/26 | FR Girls Lacrosse | Wilton | Home - GHS Field 3 [Directions] | 10:00 a.m. | ||
| Sat., 4/26 | V Girls Sailing | O'Day Qualifier | Away - Hotchkiss School | 11:00 a.m. | ||
| Sun., 4/27 | V Boys Sailing | O'Day Finals | Away - United States Coast Guard Academy | 10:00 a.m. | ||
| Sun., 4/27 | V Girls Sailing | O'Day Finals | Away - United States Coast Guard Academy | 10:00 a.m. | ||
| Mon., 4/28 | V Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | W 3-1 | |
| Mon., 4/28 | JV Baseball | Norwalk | Away - Nathan Hale Middle School [Directions] | 4:00 p.m. | ||
| Mon., 4/28 | FR Baseball | Norwalk | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/28 | V Boys Golf | Darien | Away - Wee Burn CC [Directions] | 3:15 p.m. | Greenwich 165 Darien 172 | |
| Mon., 4/28 | JV Boys Golf | Darien | Home - TBA [Directions] | 3:15 p.m. | ||
| Mon., 4/28 | V Boys Lacrosse | Stamford | Home - Cardinal Stadium [Directions] | 5:00 p.m. | W 16-3 | |
| Mon., 4/28 | JV Boys Lacrosse | Stamford | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Mon., 4/28 | V Boys Tennis | Westhill | Away - Westhill Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | |
| Mon., 4/28 | V Boys Volleyball | St. Joseph | Home - GHS Gymnasium [Directions] | 4:00 p.m. | L 0-3 | |
| Mon., 4/28 | JV Boys Volleyball | St. Joseph | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 4/28 | V Girls Golf | Danbury | Home - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | GHS 171 DHS 200 | |
| Mon., 4/28 | FR Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:00 p.m. | ||
| Mon., 4/28 | V Girls Outdoor Track | Wilton, Trumbull | Away - Fujitani Field - Turf [Directions] | 4:00 p.m. | ||
| Mon., 4/28 | V Softball | Norwalk | Home - GHS Softball Field [Directions] | 4:00 p.m. | W 5-2 | |
| Mon., 4/28 | JV Softball | Norwalk | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Mon., 4/28 | V Girls Tennis | Westhill | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Mon., 4/28 | JV Girls Tennis | New Canaan | Home - Binney Park [Directions] | 4:00 p.m. | A | |
| Mon., 4/28 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods Middle School Courts [Directions] | 4:00 p.m. | B | |
| Tue., 4/29 | FR Baseball | Wilton | Away - Allen's Meadow - Fr. Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/29 | V Boys Outdoor Track | Wilton, Trumbull | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/29 | JV Boys Rugby | Harvey School (NY) | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Tue., 4/29 | V Boys Tennis | Norwalk | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 4/29 | V Softball | Wilton | Away - WHS Varsity Softball Field [Directions] | 4:00 p.m. | W 12-2 | |
| Tue., 4/29 | FR Softball | Norwalk | Away - Naramake School [Directions] | 4:00 p.m. | ||
| Wed., 4/30 | V Boys Volleyball | Trumbull | Home - GHS Gymnasium [Directions] | 4:00 p.m. | L 3-2 | |
| Wed., 4/30 | JV Boys Volleyball | Trumbull | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 4/30 | JV Girls Golf | Trumbull | Away - The Glen at Tashua Knolls [Directions] | 3:15 p.m. | Cancelled | |
| Thu., 5/1 | V Baseball | Wilton | Home - Julian Curtiss School [Directions] | 4:30 p.m. | L 1-2(9) | |
| Thu., 5/1 | V Boys Golf | Fairfield Warde, Hamden, Fairfield Prep | Away - Brooklawn Country Club [Directions] | 3:15 p.m. | Greenwich 150 Warde 169 Prep 164 Hamden 185 | |
| Thu., 5/1 | V Boys Lacrosse | New Canaan | Home - Cardinal Stadium [Directions] | 5:00 p.m. | W 11-8 | |
| Thu., 5/1 | JV Boys Lacrosse | New Canaan | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Thu., 5/1 | V Boys Sailing | RACE | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Thu., 5/1 | V Boys Tennis | St. Joseph | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Thu., 5/1 | JV Boys Tennis | St. Joseph | Home - Central Middle School [Directions] | 4:30 p.m. | Cancelled | freshman |
| Thu., 5/1 | V Girls Golf | Staples | Away - Longshore [Directions] | 3:00 p.m. | GHS 172 SHS 174 | |
| Thu., 5/1 | V Girls Sailing | RACE | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Thu., 5/1 | V Girls Tennis | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 5/1 | V Girls Water Polo | Greenwich Academy | Home - GHS Pool [Directions] | 5:30 p.m. | ||
| Fri., 5/2 | V Baseball | St. Joseph | Home - GHS Baseball Field [Directions] | 4:15 p.m. | W 5-4 | |
| Fri., 5/2 | JV Baseball | St. Joseph | Home - Julian Curtiss School [Directions] | 4:15 p.m. | ||
| Fri., 5/2 | FR Baseball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Fri., 5/2 | V Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | L 1-3 | |
| Fri., 5/2 | JV Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:30 p.m. | ||
| Fri., 5/2 | V Softball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | L 0-3 | |
| Fri., 5/2 | JV Softball | St. Joseph | Away - Unity Park, Trumbull [Directions] | 4:00 p.m. | ||
| Fri., 5/2 | V Girls Tennis | Norwalk | Away - Norwalk High Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Sat., 5/3 | V Boys Lacrosse | Chaminade (NY) | Home - Cardinal Stadium [Directions] | 3:00 p.m. | W 12-6 | |
| Sat., 5/3 | JV Boys Lacrosse | Chaminade (NY) | Home - GHS Field 7 [Directions] | 1:30 p.m. | ||
| Sat., 5/3 | FR Boys Lacrosse | New Fairfield | Away [Directions] | 9:30 a.m. | ||
| Sat., 5/3 | V Boys Rugby | Xavier (NY) | Home - Cardinal Stadium [Directions] | 6:00 p.m. | ||
| Sat., 5/3 | JV Boys Rugby | Xavier (NY) | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Sat., 5/3 | FR Boys Rugby | Xavier (NY) | Home - GHS Field 7 [Directions] | 3:30 p.m. | ||
| Sat., 5/3 | V Girls Lacrosse | Darien | Home - GHS Field 3 [Directions] | 3:00 p.m. | L 15-17 | |
| Sat., 5/3 | V Girls Outdoor Track | Middletown Invitational | Away - Middletown High School | 1:00 p.m. | ||
| Sat., 5/3 | V Girls Water Polo | Princeton Tournament | Away - Princeton University | 6:00 p.m. | Saturday and Sunday | |
| Mon., 5/5 | V Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | L 4-5(8) | |
| Mon., 5/5 | JV Baseball | Darien | Away - DHS Baseball JV Field [Directions] | 4:00 p.m. | ||
| Mon., 5/5 | FR Baseball | Darien | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/5 | V Boys Golf | St. Joseph | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | Greenwich 155 St. Joseph 188 | |
| Mon., 5/5 | FR Boys Lacrosse | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 4:45 p.m. | ||
| Mon., 5/5 | V Boys Tennis | Fairfield Warde | Away - FWHS Blake Courts [Directions] | 4:00 p.m. | W 5-2 | |
| Mon., 5/5 | JV Boys Tennis | Fairfield Warde | Away - FWHS Knapps Courts [Directions] | 4:00 p.m. | junior varsity | |
| Mon., 5/5 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | L 0-3 | |
| Mon., 5/5 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | ||
| Mon., 5/5 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | GHS 173 THS 211 | |
| Mon., 5/5 | V Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:30 p.m. | W 12-11 | early dismissal |
| Mon., 5/5 | JV Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:00 p.m. | ||
| Mon., 5/5 | FR Girls Lacrosse | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:45 p.m. | ||
| Mon., 5/5 | V Girls Outdoor Track | Bassick, St. Joseph | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/5 | V Softball | Darien | Home - GHS Softball Field [Directions] | 4:15 p.m. | L 0-6 | |
| Mon., 5/5 | JV Softball | Darien | Home - Julian Curtiss School [Directions] | 4:15 p.m. | ||
| Mon., 5/5 | V Girls Tennis | Fairfield Warde | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | L 2-5 | |
| Mon., 5/5 | JV Girls Tennis | Fairfield Warde | Home - Binney Park [Directions] | 4:00 p.m. | B | |
| Tue., 5/6 | JV Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:30 p.m. | ||
| Tue., 5/6 | V Boys Outdoor Track | St. Joseph, Bassick | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Tue., 5/6 | V Boys Tennis | Brien McMahon | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 5/6 | JV Girls Golf | Fairfield | Away - Pine Creek | 3:30 p.m. | ||
| Tue., 5/6 | V Girls Lacrosse | Norwalk | Home - Cardinal Stadium [Directions] | 4:00 p.m. | W 21-6 | |
| Tue., 5/6 | JV Girls Lacrosse | Norwalk | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Tue., 5/6 | FR Softball | Darien | Away - DHS Softball JV Field [Directions] | 4:00 p.m. | ||
| Tue., 5/6 | V Girls Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 5/6 | JV Girls Tennis | Darien | Away - Weed Beach [Directions] | 4:00 p.m. | A | |
| Wed., 5/7 | V Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | L 2-3 | |
| Wed., 5/7 | JV Baseball | Fairfield Ludlowe | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Wed., 5/7 | FR Baseball | Fairfield Ludlowe | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/7 | V Boys Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | Greenwich 153 Trumbull 166 | |
| Wed., 5/7 | FR Boys Lacrosse | New Canaan | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Wed., 5/7 | V Boys Rugby | Stamford | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Wed., 5/7 | FR Boys Rugby | Stamford | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Wed., 5/7 | V Boys Sailing | RACE | Away - Stamford Yacht Club | 3:00 p.m. | ||
| Wed., 5/7 | JV Boys Tennis | Wilton | Home - Central Middle School [Directions] | 4:30 p.m. | junior varsity | |
| Wed., 5/7 | V Boys Volleyball | Darien | Home - GHS Gymnasium [Directions] | 4:00 p.m. | L 0-3 | |
| Wed., 5/7 | JV Boys Volleyball | Darien | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 5/7 | JV Girls Golf | Staples | Home - Millbrook Country Club [Directions] | 3:15 p.m. | Cancelled | |
| Wed., 5/7 | FR Girls Lacrosse | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 4:30 p.m. | ||
| Wed., 5/7 | V Girls Sailing | RACE | Away - Stamford Yacht Club | 3:00 p.m. | ||
| Wed., 5/7 | V Softball | Fairfield Ludlowe | Home - GHS Softball Field [Directions] | 4:00 p.m. | W 8-5 | |
| Wed., 5/7 | JV Softball | Fairfield Ludlowe | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Wed., 5/7 | JV Girls Tennis | Wilton | Away [Directions] | 4:00 p.m. | A | |
| Thu., 5/8 | V Boys Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | 3:00 p.m. | Greenwich 149 Ridgefield 146 | |
| Thu., 5/8 | JV Boys Golf | Brunswick School | Away | 3:30 p.m. | ||
| Thu., 5/8 | V Boys Lacrosse | Bronxville (NY) | Home - Cardinal Stadium [Directions] | 6:00 p.m. | W 7-4 | |
| Thu., 5/8 | JV Boys Rugby | Darien | Away - Darien High School [Directions] | 4:30 p.m. | ||
| Thu., 5/8 | FR Boys Rugby | Darien | Away - Darien High School [Directions] | 5:30 p.m. | ||
| Thu., 5/8 | V Boys Volleyball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 4:00 p.m. | W 3-2 | |
| Thu., 5/8 | JV Boys Volleyball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 5/8 | V Girls Golf | Trumbull | Home - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | GHS 185 THS 207 | |
| Thu., 5/8 | JV Girls Golf | Darien | Away - Woodway CC [Directions] | 3:15 p.m. | ||
| Thu., 5/8 | V Girls Lacrosse | Ridgefield | Home - Cardinal Stadium [Directions] | 4:00 p.m. | W 16-10 | |
| Thu., 5/8 | JV Girls Lacrosse | Ridgefield | Home - GHS Field 3 [Directions] | 5:30 p.m. | ||
| Thu., 5/8 | JV Girls Tennis | Harding | Away - Glenwood Park [Directions] | 4:15 p.m. | Cancelled | B |
| Fri., 5/9 | FR Boys Lacrosse | Darien | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Fri., 5/9 | V Boys Rugby | Fairfield | Away | 7:00 p.m. | ||
| Fri., 5/9 | JV Boys Tennis | Brunswick School | Away | 3:30 p.m. | freshman | |
| Fri., 5/9 | V Girls Outdoor Track | Glen Loucks Games | Away - White Plains High School | 4:00 p.m. | ||
| Sat., 5/10 | V Boys Lacrosse | Darien | Away - DHS Stadium Field [Directions] | 1:00 p.m. | L 4-10 | |
| Sat., 5/10 | JV Boys Lacrosse | Darien | Away - DHS Stadium Field [Directions] | 10:30 a.m. | ||
| Sat., 5/10 | V Girls Lacrosse | Brien McMahon | Home - Cardinal Stadium [Directions] | 12:00 p.m. | W 16-2 | |
| Sat., 5/10 | JV Girls Lacrosse | Brien McMahon | Home - Cardinal Stadium [Directions] | 10:30 a.m. | ||
| Sat., 5/10 | V Girls Water Polo | GHS Invite | Home - GHS Pool [Directions] | 9:00 a.m. | ||
| Sun., 5/11 | School Holidays and Closings | Mothers Day | ||||
| Mon., 5/12 | V Baseball | Bridgeport Central | Away - Central H.S. Baseball Field [Directions] | 4:00 p.m. | W 9-2 | |
| Mon., 5/12 | JV Baseball | Bridgeport Central | Away - Seaside Park Diamond 10 [Directions] | 4:00 p.m. | ||
| Mon., 5/12 | V Boys Golf | Danbury | Away - Richter Park Golf Course [Directions] | 2:30 p.m. | Greenwich 150 Danbury 172 | |
| Mon., 5/12 | FR Boys Lacrosse | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Mon., 5/12 | JV Boys Rugby | Amity | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Mon., 5/12 | V Boys Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | 4:00 p.m. | W 4-3 | |
| Mon., 5/12 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | freshman | |
| Mon., 5/12 | V Boys Volleyball | Staples | Home - GHS Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 5/12 | JV Boys Volleyball | Staples | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 5/12 | V Girls Golf | Darien | Away - Wee Burn CC [Directions] | 3:00 p.m. | GHS 175 DHS 207 gold tees | |
| Mon., 5/12 | V Girls Lacrosse | Yorktown (NY) | Away - Yorktown High School | 4:00 p.m. | L 9-13 | |
| Mon., 5/12 | JV Girls Lacrosse | Yorktown (NY) | Away | 5:30 p.m. | ||
| Mon., 5/12 | FR Girls Lacrosse | Staples | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Mon., 5/12 | V Girls Outdoor Track | Danbury, Bridgeport Central | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/12 | V Softball | Bridgeport Central | Home - GHS Softball Field [Directions] | 4:00 p.m. | W 11-0 | |
| Mon., 5/12 | JV Softball | Bridgeport Central | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Mon., 5/12 | V Girls Tennis | Fairfield Ludlowe | Home - GHS Tennis Courts [Directions] | 4:30 p.m. | L 3-4 | |
| Mon., 5/12 | JV Girls Tennis | Fairfield Ludlowe | Home - Binney Park [Directions] | 4:00 p.m. | A | |
| Tue., 5/13 | V Baseball | Harding | Home - GHS Baseball Field [Directions] | 4:00 p.m. | W 25-4 | |
| Tue., 5/13 | JV Baseball | Harding | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Tue., 5/13 | FR Baseball | Trumbull | Away - JV Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/13 | V Boys Golf | Brien McMahon, Norwalk | Away - Oak Hills [Directions] | 3:30 p.m. | Greenwich 165 McMahon 183 Norwalk 168 | |
| Tue., 5/13 | V Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 7:00 p.m. | W 11-7 | |
| Tue., 5/13 | JV Boys Lacrosse | Bronxville (NY) | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Tue., 5/13 | FR Boys Lacrosse | Greenwich Country Day | Away | 3:30 p.m. | ||
| Tue., 5/13 | V Boys Outdoor Track | Danbury, Bridgeport Central | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/13 | V Boys Tennis | Stamford | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 5/13 | JV Boys Tennis | New Canaan | Home - Central Middle School [Directions] | 4:30 p.m. | freshman | |
| Tue., 5/13 | V Girls Golf | Fairfield Warde | Home - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | GHS 178 FWHS 201 | |
| Tue., 5/13 | V Softball | Harding | Away - Beardsley Park - Softball [Directions] | 4:00 p.m. | W 18-1 | |
| Tue., 5/13 | JV Softball | Harding | Away - Beardsley Park-Softball-JV [Directions] | 4:00 p.m. | ||
| Tue., 5/13 | V Girls Tennis | Stamford | Away [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 5/13 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods Middle School Courts [Directions] | 4:00 p.m. | A | |
| Tue., 5/13 | JV Girls Tennis | Harding | Home - Binney Park [Directions] | 4:00 p.m. | B | |
| Wed., 5/14 | V Baseball | Brien McMahon | Home - GHS Baseball Field [Directions] | 4:00 p.m. | W 1-0 | |
| Wed., 5/14 | JV Baseball | Brien McMahon | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Wed., 5/14 | V Boys Golf | Wilton | Home - Roundhill Country Club [Directions] | 3:15 p.m. | Greenwich 148 Wilton 172 | |
| Wed., 5/14 | JV Boys Golf | Wilton | Home - TBA [Directions] | 3:15 p.m. | ||
| Wed., 5/14 | V Boys Tennis | Bridgeport Central | Away [Directions] | 4:00 p.m. | W 7-0 | |
| Wed., 5/14 | JV Boys Tennis | Brunswick School | Home - Central Middle School [Directions] | 4:30 p.m. | junior varsity | |
| Wed., 5/14 | V Boys Volleyball | Bassick | Away [Directions] | 4:00 p.m. | W 3-1 | |
| Wed., 5/14 | JV Boys Volleyball | Bassick | Away [Directions] | 5:30 p.m. | ||
| Wed., 5/14 | JV Girls Golf | Staples | Away - Longshore [Directions] | 3:15 p.m. | ||
| Wed., 5/14 | V Girls Lacrosse | Convent of Sacred Heart | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Wed., 5/14 | JV Girls Lacrosse | Convent of Sacred Heart | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Wed., 5/14 | FR Girls Lacrosse | Ridgefield | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Wed., 5/14 | V Softball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | W 14-3 | |
| Wed., 5/14 | JV Softball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | ||
| Thu., 5/15 | V Baseball | Stamford | Home - GHS Baseball Field [Directions] | 4:00 p.m. | W 8-4 | |
| Thu., 5/15 | JV Baseball | Stamford | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Thu., 5/15 | FR Baseball | Brien McMahon | Away - Roton [Directions] | 4:00 p.m. | ||
| Thu., 5/15 | V Boys Golf | New Canaan | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | Greenwich 144 New Canaan 167 | |
| Thu., 5/15 | JV Boys Golf | Brunswick School | Away | 3:30 p.m. | ||
| Thu., 5/15 | V Boys Lacrosse | Trinity Catholic | Home - Cardinal Stadium [Directions] | 5:00 p.m. | W 22-0 | |
| Thu., 5/15 | JV Boys Lacrosse | Bridgeport Central | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Thu., 5/15 | JV Boys Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | Cancelled | junior varsity |
| Thu., 5/15 | V Girls Golf | Wilton | Away - Silvermine Golf Club [Directions] | 3:15 p.m. | GHS 151 WHS 206 | |
| Thu., 5/15 | JV Girls Golf | Darien | Home - Millbrook [Directions] | 3:15 p.m. | ||
| Thu., 5/15 | V Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | L 14-17 | |
| Thu., 5/15 | JV Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | ||
| Thu., 5/15 | FR Girls Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | ||
| Thu., 5/15 | V Softball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | W 6-3 | |
| Thu., 5/15 | JV Softball | Stamford | Away - Cummings Park [Directions] | 4:00 p.m. | ||
| Thu., 5/15 | JV Girls Tennis | Ridgefield | Home - Binney Park [Directions] | 4:00 p.m. | Cancelled | B |
| Fri., 5/16 | V Boys Volleyball | Danbury | Home - GHS Gymnasium [Directions] | 4:00 p.m. | W 3-1 | |
| Fri., 5/16 | JV Boys Volleyball | Danbury | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 5/16 | JV Girls Lacrosse | Westhill | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| A request to make the following change(s) to the above event has been submitted by one of the schools involved, but has not yet been accepted by the other -- Change date to TBA, Change time to TBA | ||||||
| Sat., 5/17 | FR Boys Lacrosse | Brien McMahon | Home - GHS Field 7 [Directions] | 10:00 a.m. | ||
| Sat., 5/17 | V Boys Sailing | Fairfield Silver Cup | Away - Grass Island | 11:00 a.m. | ||
| Sat., 5/17 | FR Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | 10:00 a.m. | ||
| Sat., 5/17 | V Girls Sailing | Fairfield Silver Cup | Home - Grass Island [Directions] | 11:00 a.m. | ||
| Sat., 5/17 | FR Softball | Trumbull | Away - Varsity Softball Field [Directions] | 9:00 a.m. | Cancelled | |
| Sat., 5/17 | V Girls Tennis | Bridgeport Central | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Sun., 5/18 | V Boys Sailing | Fairfield Gold Cup | Home - Grass Island [Directions] | 11:00 a.m. | ||
| Sun., 5/18 | V Boys Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 2:00 p.m. | W 4-3 | |
| Sun., 5/18 | V Girls Sailing | Mark Trophy | Home - Fairfield Gold Cup [Directions] | 11:00 a.m. | ||
| Sun., 5/18 | V Girls Tennis | Ridgefield | Home - GHS Tennis Courts [Directions] | 2:00 p.m. | L 3-4 | |
| Mon., 5/19 | V Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 6:00 p.m. | L 1-2 | |
| Mon., 5/19 | JV Baseball | Trumbull | Away - JV Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/19 | FR Baseball | Trumbull | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/19 | V Boys Golf | Staples | Away - Longshore [Directions] | 3:00 p.m. | Greenwich 147 Staples 153 | |
| Mon., 5/19 | FR Boys Lacrosse | Fairfield Prep | Away - University Field, Fairfield University [Directions] | 4:00 p.m. | ||
| Mon., 5/19 | V Boys Tennis | Staples | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | |
| Mon., 5/19 | JV Boys Tennis | Staples | Home - Central Middle School [Directions] | 4:30 p.m. | junior varsity | |
| Mon., 5/19 | V Boys Volleyball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 5:30 p.m. | W 3-2 | |
| Mon., 5/19 | JV Boys Volleyball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 5/19 | JV Girls Golf | Newtown | Away - Rock Ridge Country Club [Directions] | 3:30 p.m. | ||
| Mon., 5/19 | V Girls Lacrosse | Westhill | Home - GHS Field 3 [Directions] | 4:00 p.m. | W 20-5 | |
| Mon., 5/19 | V Girls Outdoor Track | New Canaan, Fairfield Ludlowe | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/19 | V Softball | Trumbull | Home - GHS Softball Field [Directions] | 4:00 p.m. | W 12-6 | |
| Mon., 5/19 | JV Softball | Trumbull | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Mon., 5/19 | V Girls Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | 4:00 p.m. | L 2-5 | |
| Tue., 5/20 | FR Baseball | Greenwich Country Day | Away | 3:30 p.m. | ||
| Tue., 5/20 | V Boys Golf | Trinity Catholic | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | Greenwich 158 Trinity 167 | |
| Tue., 5/20 | JV Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:00 p.m. | ||
| Tue., 5/20 | V Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 6:00 p.m. | W 14-6 | |
| Tue., 5/20 | JV Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 4:30 p.m. | ||
| Tue., 5/20 | FR Boys Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | ||
| Tue., 5/20 | V Boys Outdoor Track | Fairfield Ludlowe, New Canaan | Away - Taft Field [Directions] | 4:00 p.m. | ||
| Tue., 5/20 | JV Boys Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | 4:30 p.m. | junior varsity | |
| Tue., 5/20 | JV Boys Tennis | Wilton | Home - Central Middle School [Directions] | 4:30 p.m. | freshman | |
| Tue., 5/20 | V Girls Golf | Weston | Away - Fairchild Wheeler [Directions] | 3:00 p.m. | GHS 174 WHS 212 | |
| Tue., 5/20 | JV Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | ||
| Tue., 5/20 | FR Girls Lacrosse | Darien | Home - GHS Field 3 [Directions] | 5:00 p.m. | ||
| Tue., 5/20 | JV Girls Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | B | |
| Wed., 5/21 | V Baseball | Trinity Catholic | Home - GHS Baseball Field [Directions] | 4:00 p.m. | W 5-2 | |
| Wed., 5/21 | JV Baseball | Trinity Catholic | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Wed., 5/21 | FR Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Wed., 5/21 | JV Boys Rugby | Ridgefield | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Wed., 5/21 | FR Boys Rugby | Ridgefield | Home - GHS Field 7 [Directions] | 5:30 p.m. | ||
| Wed., 5/21 | JV Boys Tennis | Wilton | Away - Middlebrook School [Directions] | 4:30 p.m. | junior varsity | |
| Wed., 5/21 | JV Boys Tennis | Ridgefield | Home - Central Middle School [Directions] | 4:30 p.m. | freshman | |
| Wed., 5/21 | V Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | L 1-3 | |
| Wed., 5/21 | JV Boys Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 5/21 | V Girls Golf | Ridgefield | Home - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | GHS 183 RHS 199 | |
| Wed., 5/21 | V Softball | Trinity Catholic | Away - Trinity Catholic's Smith Field | 4:00 p.m. | W 3-0 | |
| Wed., 5/21 | V Girls Tennis | Wilton | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | W 4-3 | |
| Wed., 5/21 | JV Girls Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | A | |
| Thu., 5/22 | V Boys Golf | Chappa | Away - Longshore Country Club | TBA | ||
| Thu., 5/22 | FR Boys Lacrosse | Wilton | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Thu., 5/22 | V Boys Rugby | Cheshire | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Thu., 5/22 | JV Boys Rugby | Cheshire | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Thu., 5/22 | V Boys Tennis | FCIAC Tournament | Home - Sound Shore Tennis Club [Directions] | 4:00 p.m. | ||
| Thu., 5/22 | V Girls Golf | Staples | Home - Griffith E Harris Golf Course [Directions] | 3:30 p.m. | GHS 182 SHS 180 | |
| Thu., 5/22 | JV Girls Lacrosse | Darien | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Thu., 5/22 | FR Girls Lacrosse | Wilton | Away - Allen's Field #2 [Directions] | 4:30 p.m. | ||
| Thu., 5/22 | V Girls Outdoor Track | Last Chance Qualifier | Away - Staples High School | 4:00 p.m. | ||
| Thu., 5/22 | JV Girls Tennis | New Canaan | Away - New Canaan Field Club [Directions] | 3:30 p.m. | Cancelled | A |
| Fri., 5/23 | V Baseball | Bassick | Home - Julian Curtiss School [Directions] | 4:00 p.m. | W 7-0 | |
| Fri., 5/23 | V Boys Lacrosse | FCIAC Tournament | Home - Cardinal Stadium [Directions] | 6:00 p.m. | ||
| Fri., 5/23 | V Boys Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 5/23 | JV Boys Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/23 | V Girls Lacrosse | FCIAC Tournament | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Fri., 5/23 | V Softball | Bassick | Away - Went Field [Directions] | 4:00 p.m. | W 25-0 | |
| Fri., 5/23 | V Girls Tennis | FCIAC Tournament | Away - Chelsea Piers CT | 7:00 p.m. | ||
| Mon., 5/26 | School Holidays and Closings | Memorial Day | ||||
| Tue., 5/27 | V Baseball | FCIAC Tournament | Away - Staples High School | 4:00 p.m. | ||
| Tue., 5/27 | V Boys Golf | Fairfield Ludlowe | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | Greenwich 149 Fairfield Ludlowe 174 | |
| Tue., 5/27 | V Boys Lacrosse | FCIAC Tournament | Away - Brien McMahon High School | 7:30 p.m. | ||
| Tue., 5/27 | V Boys Outdoor Track | FCIAC Championships | Away - Danbury High School | 2:00 p.m. | ||
| Tue., 5/27 | V Boys Tennis | FCIAC Tournament | Away - Staples High School | 4:00 p.m. | ||
| Tue., 5/27 | V Girls Golf | Joel Barlow | Away - Fairchild Wheeler Golf Course [Directions] | 3:00 p.m. | GHS 160 JBHS 202 | |
| Tue., 5/27 | V Girls Golf | Weston, Immaculate | Away - Fairfchild Wheeler [Directions] | 3:00 p.m. | Cancelled | |
| Tue., 5/27 | V Girls Outdoor Track | FCIAC Championship | Away - Danbury High School | 2:00 p.m. | ||
| Tue., 5/27 | V Softball | FCIAC Tournament | Home - GHS Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/28 | V Baseball | FCIAC Tournament | Away - Ballpark at Harbor Yard | 5:00 p.m. | ||
| Wed., 5/28 | V Boys Rugby | State Tournament | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Wed., 5/28 | JV Girls Golf | Ekstrom Tournament | Away - Pine Creek | TBA | ||
| Wed., 5/28 | V Girls Lacrosse | FCIAC Tournament | Away - New Canaan High School | 7:00 p.m. | ||
| Wed., 5/28 | V Girls Tennis | FCIAC Championships | Away - Wilton High School | 4:00 p.m. | ||
| Thu., 5/29 | V Boys Rugby | State Tournament | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Fri., 5/30 | V Boys Lacrosse | FCIAC Championship | Away - Brien McMahon High School | 7:00 p.m. | ||
| Sat., 5/31 | V Boys Tennis | CIAC Class LL State Tournament | Away - Yale University | 9:00 a.m. | ||
| Sun., 6/1 | V Boys Tennis | CIAC Class LL State Tournament | Away - Yale University | 1:00 p.m. | ||
| Mon., 6/2 | V Baseball | CIAC Class LL Tournament | Home - GHS Baseball Field [Directions] | 3:30 p.m. | ||
| Mon., 6/2 | V Boys Golf | FCIAC Championships | Away | TBA | ||
| Mon., 6/2 | V Boys Tennis | CIAC Clas LL State Tournament | Away - Yale University | 4:00 p.m. | ||
| Mon., 6/2 | V Softball | CIAC Class LL State Tournament | Home - GHS Softball Field [Directions] | 4:00 p.m. | ||
| Mon., 6/2 | V Girls Tennis | CIAC Class L Tournament | Away - Naugatuck High School | 3:00 p.m. | ||
| Tue., 6/3 | V Boys Golf | Holohan Tournament | Away - Country Club of Darien | TBA | ||
| Tue., 6/3 | V Boys Tennis | CIAC Class LL State Tournament | Away - Yale University | 4:00 p.m. | ||
| Tue., 6/3 | V Boys Volleyball | CIAC Class L Tournament | Away - Glastonbury High School | 5:00 p.m. | ||
| Tue., 6/3 | V Girls Lacrosse | CIAC Class L Tournament | Away - Hall High School | 5:00 p.m. | ||
| Tue., 6/3 | V Softball | CIAC Class LL State Tournament | Home - GHS Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 6/3 | V Girls Tennis | CIAC Class L Tournament | Away - Darien High School | 3:00 p.m. | ||
| Wed., 6/4 | V Boys Lacrosse | CIAC Class L Tournament | Home - Cardinal Stadium [Directions] | 5:00 p.m. | ||
| Wed., 6/4 | V Boys Tennis | CIAC Class LL State Tournament | Away - Yale University | 4:00 p.m. | ||
| Wed., 6/4 | V Girls Golf | FCIAC Tournament | Away - Fairchild Wheeler | 9:00 a.m. | ||
| Wed., 6/4 | Unified Sports Track | Race | Away - Fairfield Ludlowe High School | 3:30 p.m. | ||
| Thu., 6/5 | V Boys Outdoor Track | CIAC Class LL State Championships | Away - Danbury High School | 2:30 p.m. | ||
| Thu., 6/5 | V Girls Outdoor Track | CIAC Class LL State Championships | Away - Danbury High School | 2:30 p.m. | ||
| Fri., 6/6 | V Softball | CIAC Class LL State Tournament | Home - GHS Softball Field [Directions] | 4:00 p.m. | ||
| Sat., 6/7 | V Boys Lacrosse | CIAC Class L Tournament | Away - Cardinal Stadium | 3:00 p.m. | ||
| Mon., 6/9 | V Boys Golf | CIAC Championships | Away - Crestbrook Park | TBA | ||
| Mon., 6/9 | V Boys Outdoor Track | CIAC State Open Championships | Away - Middletown High School | 1:30 p.m. | ||
| Mon., 6/9 | V Boys Tennis | CIAC State Individual Championships | Away - Amity High School | 3:00 p.m. | ||
| Mon., 6/9 | V Girls Outdoor Track | CIAC State Open Championships | Away - Middletown High School | 1:30 p.m. | ||
| Mon., 6/9 | V Girls Tennis | CIAC State Individual Championships | Away - Yale University | 12:00 p.m. | ||
| Tue., 6/10 | V Girls Golf | CIAC Tournament | Away - Orange Hills | 8:00 a.m. | ||
| Wed., 6/11 | V Boys Lacrosse | CIAC Class L. Tournament | Away - Brien McMahon High School | 7:15 p.m. | ||
| Wed., 6/11 | V Boys Rugby | State Championship | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Sat., 6/14 | V Boys Lacrosse | CIAC Class L Tournament | Away - Brien McMahon High School | 1:30 p.m. | ||
| Sun., 6/15 | School Holidays and Closings | Fathers Day | ||||