| Westhill 2014-15 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 723 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Boys Lacrosse | Immaculate (Scrim.) | Away - Mustang Valley [Directions] | 5:45 p.m. | ||
| TBA | JV Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | TBA | 2:00pm | |
| TBA | V Boys Swimming and Diving | Glastonbury | Away - GHS Pool [Directions] | TBA | ||
| TBA | JV Field Hockey | St. Joseph | Home [Directions] | TBA | ||
| TBA | V Girls Gymnastics | Staples, New Canaan | Home [Directions] | 5:30 p.m. | ||
| Fri., 12/9 | JV Boys Basketball | Sacred Heart (Scrim.) | Away | 5:30 p.m. | ||
| Fri., 8/29 | V Football | Newtown (Scrim.) | Away - Blue and Gold Stadium [Directions] | 5:00 p.m. | 2:15 | |
| Fri., 8/29 | V Girls Soccer | King and Low-Heywood Thomas (Scrim.) | Away | 12:00 p.m. | 10:30am | |
| Fri., 8/29 | V Girls Volleyball | Wilton (Scrim.) | Away - Wilton High School Field House [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 9/2 | V Boys Soccer | Brookfield (Scrim.) | Away - BHS Stadium Field [Directions] | 4:30 p.m. | 2:30pm | |
| Tue., 9/2 | V Field Hockey | Lauralton Hall (Scrim.) | Home - Westhill Front Field [Directions] | 4:00 p.m. | ||
| Tue., 9/2 | JV Field Hockey | Lauralton Hall (Scrim.) | Home - Westhill Front Field [Directions] | 5:30 p.m. | ||
| Tue., 9/2 | V Girls Volleyball | Jonathan Law (Scrim.) | Away - Jonathan Law HS-Richetelli Gymnasium [Directions] | 3:45 p.m. | 2:00pm | |
| Wed., 9/3 | V Football | Jonathan Law (Scrim.) | Away [Directions] | 5:00 p.m. | 2:30 | |
| Wed., 9/3 | V Field Hockey | King and Low-Heywood Thomas (Scrim.) | Home - Westhill Front Turf Field [Directions] | 4:30 p.m. | ||
| Wed., 9/3 | V Girls Soccer | Greens Farms Academy (Scrim.) | Away | 3:30 p.m. | 2:45pm | |
| Wed., 9/3 | V Girls Volleyball | King and Low-Heywood Thomas (Scrim.) | Home - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 9/4 | V Boys Soccer | Fairfield Prep (Scrim.) | Home - Westhill Front Turf Field [Directions] | 4:30 p.m. | ||
| Fri., 9/5 | V Field Hockey | Trumbull (Scrim.) | Home - Westhill Front Field [Directions] | 4:30 p.m. | ||
| Fri., 9/5 | V Girls Soccer | King and Low-Heywood Thomas (Scrim.) | Home [Directions] | 4:30 p.m. | ||
| Fri., 9/5 | V Girls Volleyball | Notre Dame-Fairfield (Scrim.) | Home - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 9/5 | JV Girls Volleyball | Notre Dame-Fairfield (Scrim.) | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 9/6 | FR Football | Darien (Scrim.) | Away [Directions] | 9:00 a.m. | 8:00am | |
| Sat., 9/6 | V Boys Soccer | Wilton (Scrim.) | Away - Lilly Field - Turf [Directions] | 11:00 a.m. | 9:30am | |
| Sat., 9/6 | V Girls Volleyball | Staples (Scrim.) | Away [Directions] | 8:00 a.m. | 7:00 am | |
| Tue., 9/9 | V Boys Cross Country | New Canaan, Ridgefield, St. Joseph, Trinity Catholic | Away - Waveny Park [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/9 | V Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | L 1-2 | 3:30pm | |
| Tue., 9/9 | JV Boys Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 6:00 p.m. | 3:30pm | |
| Tue., 9/9 | FR Boys Soccer | Danbury | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 9/9 | V Girls Cross Country | New Canaan, Ridgefield, St. Joseph, Trinity Catholic | Away - Waveny Park [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/9 | V Field Hockey | Stamford | Home - Westhill Front Turf Field [Directions] | W 3-0 | ||
| Tue., 9/9 | JV Field Hockey | Stamford | Home - Westhill Front Turf Field [Directions] | 6:00 p.m. | ||
| Tue., 9/9 | FR Field Hockey | Stamford | Away [Directions] | 4:00 p.m. | 2:45pm | |
| Wed., 9/10 | V Girls Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | L 0-1 | 2:30pm | |
| Wed., 9/10 | JV Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 9/10 | V Girls Volleyball | Trinity Catholic | Away | W 3-1 | 2:30pm | |
| Wed., 9/10 | JV Girls Volleyball | Trinity Catholic | Away | 4:00 p.m. | 2:30pm | |
| Thu., 9/11 | FR Football | Norwalk | Away - Testa Field, NHS [Directions] | 7:00 p.m. | 5:00pm | |
| Thu., 9/11 | V Boys Soccer | Darien | Away - DHS Turf #2 [Directions] | L 0-2 | 2:30pm | |
| Thu., 9/11 | JV Boys Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:00 p.m. | 2.:30pm | |
| Fri., 9/12 | V Girls Soccer | New Canaan | Away - Conner Field [Directions] | L 0-2 | 2:30pm | |
| Fri., 9/12 | JV Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 9/12 | V Girls Volleyball | Stamford | Away - Stamford High School [Directions] | L 1-3 | 2:45pm | |
| Fri., 9/12 | JV Girls Volleyball | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | 2:45pm | |
| Fri., 9/12 | FR Girls Volleyball | Stamford | Home - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 9/13 | V Football | Norwalk | Home - Westhill Football Field [Directions] | W 36-21 | ||
| Sat., 9/13 | FR Boys Soccer | Darien | Home - Westhill Front Field [Directions] | 1:00 p.m.. | 8:00am | |
| Sat., 9/13 | V Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | W 2-1 | 12:00pm | |
| Sat., 9/13 | JV Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | 2:00 p.m. | 12:00pm | |
| Sat., 9/13 | FR Field Hockey | Staples | Home - Westhill Front Turf Field [Directions] | 11:00 a.m. | ||
| Sat., 9/13 | V Girls Volleyball | Bunnell | Away - Bunnell [Directions] | W 3-0 | 2:45pm | |
| Sat., 9/13 | JV Girls Volleyball | Bunnell | Away - Bunnell [Directions] | 4:30 p.m. | 2:45pm | |
| Mon., 9/15 | JV Football | Norwalk | Home - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Mon., 9/15 | V Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | L 2-4 | 2:30pm | |
| Mon., 9/15 | JV Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | 2:30pm | |
| Mon., 9/15 | V Girls Soccer | Norwalk | Away - Testa Field, NHS [Directions] | W 7-0 | 2:15pm | |
| Mon., 9/15 | JV Girls Soccer | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 9/15 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | L 0-3 | 2:45pm | |
| Mon., 9/15 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 9/15 | FR Girls Volleyball | Ridgefield | Home - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/16 | V Boys Cross Country | Wilton, Fairfield Ludlowe, Bassick, Darien | Away - Allen's Meadow [Directions] | 4:00 p.m. | 2:15pm | |
| Tue., 9/16 | V Boys Soccer | New Canaan | Home - Westhill Front Turf Field [Directions] | W 3-0 | ||
| Tue., 9/16 | JV Boys Soccer | New Canaan | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 9/16 | FR Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 9/16 | V Girls Cross Country | Wilton, Fairfield Ludlowe, Bassick, Darien | Away - Allen's Meadow [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 9/17 | V Girls Soccer | Greenwich | Home - Westhill Front Turf Field [Directions] | W 2-1 | ||
| Wed., 9/17 | JV Girls Soccer | Greenwich | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Wed., 9/17 | V Girls Volleyball | St. Joseph | Home - Westhill - Main Gymnasium [Directions] | L 1-3 | 2:15pm | |
| Wed., 9/17 | JV Girls Volleyball | St. Joseph | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | 2:15pm | |
| Thu., 9/18 | FR Football | Trinity Catholic | Home - Rippowam Middle School - Turf Field [Directions] | 4:00 p.m. | 2:45pm | |
| Thu., 9/18 | V Boys Soccer | Fairfield Ludlowe | Away - Taft Field [Directions] | L 2-0 | 4:00pm | |
| Thu., 9/18 | JV Boys Soccer | Fairfield Ludlowe | Away - Sturges Park [Directions] | 5:00 p.m. | 3:00pm | |
| Thu., 9/18 | V Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | T 2-2(OT) | 2:45pm | |
| Thu., 9/18 | JV Field Hockey | Greenwich | Away - Cardinal Stadium [Directions] | 5:30 p.m. | 2:45pm | |
| Fri., 9/19 | V Girls Swimming and Diving | Fairfield Warde | Home - Westhill Pool [Directions] | 3:15 p.m. | ||
| Fri., 9/19 | V Girls Volleyball | Norwalk | Home - Westhill - Main Gymnasium [Directions] | W 3-0 | ||
| Fri., 9/19 | JV Girls Volleyball | Norwalk | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 9/20 | V Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | L 28-38 | 10:30am | |
| Sat., 9/20 | FR Boys Soccer | Fairfield Ludlowe | Home - Westhill Front Turf Field [Directions] | 1:00 p.m. | ||
| Sat., 9/20 | FR Field Hockey | Greenwich | Home - Westhill Front Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 9/20 | V Girls Soccer | Trumbull | Away - McDougall Stadium [Directions] | W 2-1 | 2:30pm | |
| Sat., 9/20 | JV Girls Soccer | Trumbull | Away - McDougall Stadium [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 9/22 | JV Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | 4:00 p.m. | ||
| Mon., 9/22 | V Boys Soccer | Trumbull | Away - McDougall Stadium [Directions] | W 1-0 | 4:45pm | |
| Mon., 9/22 | JV Boys Soccer | Trumbull | Away - Varsity Grass Field [Directions] | 5:00 p.m. | 3:15pm | |
| Mon., 9/22 | FR Boys Soccer | Trumbull | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 9/22 | V Field Hockey | New Canaan | Home - Westhill Front Turf Field [Directions] | L 0-4 | ||
| Mon., 9/22 | JV Field Hockey | New Canaan | Home - Westhill Front Turf Field [Directions] | 5:30 p.m. | ||
| Mon., 9/22 | V Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 3:30 p.m. | 2:30pm | |
| Mon., 9/22 | V Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | L 2-3 | 2:45pm | |
| Mon., 9/22 | JV Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 9/22 | FR Girls Volleyball | New Canaan | Home - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/23 | V Boys Cross Country | Staples, Greenwich, Harding | Away - Staples Stadium [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 9/23 | V Girls Cross Country | Staples, Greenwich, Harding | Away - Staples Stadium [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 9/23 | FR Field Hockey | New Canaan | Away - NCHS Track Field [Directions] | 4:00 p.m. | ||
| Tue., 9/23 | V Girls Soccer | Danbury | Home - Westhill Front Turf Field [Directions] | W 2-1 | ||
| Wed., 9/24 | FR Football | Staples | Home - Rippowam Middle School - Turf Field [Directions] | 3:00 p.m. | 1:30pm | |
| Wed., 9/24 | V Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | W 1-0 | 2:00pm | |
| Wed., 9/24 | FR Boys Soccer | Bridgeport Central | Home - Rippowam Middle School [Directions] | 3:00 p.m. | ||
| Wed., 9/24 | JV Girls Soccer | Danbury | Home - Westhill Front Turf Field [Directions] | 3:15 p.m. | 2:45pm | |
| Wed., 9/24 | V Girls Swimming and Diving | Trumbull | Home - Westhill Pool [Directions] | 3:15 p.m. | ||
| Wed., 9/24 | V Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | L 0-3 | 1:30pm | |
| Wed., 9/24 | FR Girls Volleyball | Greenwich | Home - Westhill - Main Gymnasium [Directions] | 3:00 p.m. | ||
| Sat., 9/27 | V Boys Cross Country | Ocean state invitational Ri | Away | TBA | 8:00am | |
| Sat., 9/27 | V Football | Staples | Away - Staples Stadium [Directions] | L 0-34 | 11:00am | |
| Sat., 9/27 | V Boys Soccer | Greenwich | Home - Westhill Front Turf Field [Directions] | L 0-4 | ||
| Sat., 9/27 | JV Boys Soccer | Greenwich | Home - Westhill Front Turf Field [Directions] | 1:00 p.m. | ||
| Sat., 9/27 | FR Boys Soccer | Greenwich | Away - GHS Field 3 [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 9/27 | V Girls Cross Country | Ocean state invitational RI | Away | TBA | 8:00am | |
| Sat., 9/27 | V Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | W 2-0 | 7:45am | |
| Sat., 9/27 | JV Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | 9:30 a.m. | 7:45am | |
| Sat., 9/27 | FR Field Hockey | Fairfield Ludlowe | Home - Westhill Front Turf Field [Directions] | 11:00 a.m. | ||
| Sat., 9/27 | V Girls Soccer | Wilton | Home - Westhill Front Turf Field [Directions] | W 3-1 | ||
| Sat., 9/27 | JV Girls Soccer | Wilton | Home - Westhill Front Field [Directions] | 9:00 a.m. | 2:45pm | |
| Sat., 9/27 | V Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | L 0-3 | 11 | |
| Sat., 9/27 | JV Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 12:00 p.m. | 2:30pm | |
| Mon., 9/29 | JV Football | Staples | Away - Staples Stadium [Directions] | 6:00 p.m. | 4:00pm | |
| Mon., 9/29 | V Field Hockey | Wilton | Home - Westhill Front Turf Field [Directions] | L 1-2 | ||
| Mon., 9/29 | JV Field Hockey | Wilton | Home - Westhill Front Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 9/29 | FR Field Hockey | Wilton | Away - Wilton High School - Grass Field [Directions] | 4:00 p.m. | Yes | |
| Mon., 9/29 | V Girls Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | W 7-0 | 2:30pm | |
| Mon., 9/29 | JV Girls Soccer | Harding | Away - Seaside Park [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 9/29 | V Girls Volleyball | Harding | Home - Westhill - Main Gymnasium [Directions] | W 3-0 | 2:30pm | |
| Mon., 9/29 | JV Girls Volleyball | Harding | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | 2:30pm | |
| Tue., 9/30 | V Boys Cross Country | Danbury, Fairfield Warde, Brien McMahon | Away - Tarrywile Park [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 9/30 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde Grass Soccer Field [Directions] | T 2-2 | 2:30pm | |
| Tue., 9/30 | JV Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/30 | FR Boys Soccer | Fairfield Warde | Home - Westhill Front Field [Directions] | 4:00 p.m. | Yes | |
| Tue., 9/30 | V Girls Cross Country | Danbury, Fairfield Warde, Brien McMahon | Away - Tarrywile Park [Directions] | 4:00 p.m. | 2:00pm | |
| Wed., 10/1 | V Field Hockey | Danbury | Home - Westhill Front Turf Field [Directions] | W 3-1 | ||
| Wed., 10/1 | JV Field Hockey | Danbury | Home - Westhill Front Turf Field [Directions] | 5:30 p.m. | ||
| Wed., 10/1 | FR Field Hockey | Danbury | Away - Danbury High School Grass Field [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 10/1 | V Girls Soccer | Darien | Away - DHS Turf #2 [Directions] | W 3-1 | 2:15pm | |
| Wed., 10/1 | JV Girls Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:00 p.m. | 2:15pm | |
| Wed., 10/1 | V Girls Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 10/1 | V Girls Volleyball | Fairfield Warde | Home - Westhill - Main Gymnasium [Directions] | L 2-3 | ||
| Wed., 10/1 | JV Girls Volleyball | Fairfield Warde | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/1 | FR Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/2 | FR Football | Brien McMahon | Away - Brien McMahon HS [Directions] | 6:00 p.m. | 4:00pm | |
| Thu., 10/2 | V Boys Soccer | Brien McMahon | Home - Westhill Front Turf Field [Directions] | W 3-0 | ||
| Thu., 10/2 | JV Boys Soccer | Brien McMahon | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Thu., 10/2 | FR Boys Soccer | Trumbull | Away - JV Grass Field [Directions] | 4:00 p.m. | 2:45pm | |
| Thu., 10/2 | V Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | L 2-3 | 2:30pm | |
| Thu., 10/2 | JV Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | 2:30pm | |
| Thu., 10/2 | FR Girls Volleyball | Staples | Home - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/3 | V Football | Brien McMahon | Home - Westhill Football Field [Directions] | L 14-19 | ||
| Fri., 10/3 | V Girls Soccer | Brien McMahon | Away - Brien McMahon HS [Directions] | W 4-0 | 2:30pm | |
| Mon., 10/6 | JV Football | Brien McMahon | Home - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Mon., 10/6 | V Boys Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | W 2-0 | 2:30pm | |
| Mon., 10/6 | JV Boys Soccer | Staples | Away [Directions] | 2:30pm | ||
| Mon., 10/6 | FR Boys Soccer | Staples | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 10/6 | V Field Hockey | Stamford | Away - Stamford High School [Directions] | W 5-1 | 4:00 pm | |
| Mon., 10/6 | JV Field Hockey | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | 4:00pm | |
| Mon., 10/6 | V Girls Swimming and Diving | Greenwich | Home - Westhill Pool [Directions] | 3:15 p.m. | ||
| Mon., 10/6 | V Girls Volleyball | Danbury | Home - Westhill - Main Gymnasium [Directions] | W 3-1 | ||
| Mon., 10/6 | JV Girls Volleyball | Danbury | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 10/6 | FR Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | 2 | |
| Tue., 10/7 | V Boys Cross Country | Trumbull, Norwalk, Stamford, Bridgeport Central | Away - XC Course [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 10/7 | V Girls Cross Country | Manchester Wickham park | Away | 7:00am | ||
| Tue., 10/7 | V Girls Cross Country | Trumbull, Norwalk, Stamford, Bridgeport Central | Away - XC Course [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 10/7 | V Girls Soccer | Bridgeport Central | Home - Westhill Front Turf Field [Directions] | W 5-0 | ||
| Tue., 10/7 | JV Girls Soccer | Bassick | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Wed., 10/8 | V Boys Soccer | Bassick | Home - Westhill Front Turf Field [Directions] | W 4-2 | ||
| Wed., 10/8 | V Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | W 3-2 | 4:00pm | |
| Wed., 10/8 | JV Field Hockey | Brien McMahon | Away - Brien McMahon HS [Directions] | Cancelled | 4:00pm | |
| Thu., 10/9 | FR Football | Trumbull | Home - Rippowam Middle School - Turf Field [Directions] | 4:00 p.m. | 2:45pm | |
| Fri., 10/10 | V Football | Trumbull | Away - McDougall Stadium [Directions] | L 14-28 | 3:30pm | |
| Fri., 10/10 | V Boys Soccer | Harding | Home - Westhill Front Turf Field [Directions] | W 5-1 | ||
| Fri., 10/10 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | L 1-3 | 2:30pm | |
| Fri., 10/10 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | 2:30pm | |
| Sat., 10/11 | V Boys Cross Country | Manchester wick ham park | Away | TBA | 7:00am | |
| Sat., 10/11 | FR Boys Soccer | Wilton | Home - Westhill Front Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 10/11 | V Girls Cross Country | Manchester Wickham Park | Away | TBA | 2:00pm | |
| Sat., 10/11 | V Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | W 2-0 | Yes | |
| Sat., 10/11 | JV Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | 4:15 p.m. | 8:15am | |
| Sat., 10/11 | FR Field Hockey | Trumbull | Home - Westhill Front Turf Field [Directions] | 10:00 a.m. | ||
| Mon., 10/13 | JV Football | Trumbull | Away [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 10/13 | V Boys Soccer | Ridgefield | Home - Westhill Front Turf Field [Directions] | T 2-2 | ||
| Mon., 10/13 | JV Boys Soccer | Ridgefield | Home - Westhill Front Turf Field [Directions] | 10:00 a.m. | 12:45pm | |
| Mon., 10/13 | FR Boys Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | 2:15pm | |
| Mon., 10/13 | V Girls Swimming and Diving | Darien | Home - Westhill Pool [Directions] | 3:15 p.m. | ||
| Tue., 10/14 | V Girls Soccer | Stamford | Home - Westhill Front Turf Field [Directions] | W 4-0 | ||
| Tue., 10/14 | JV Girls Soccer | Stamford | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 10/14 | V Girls Volleyball | Bridgeport Central | Home - Westhill - Main Gymnasium [Directions] | W 3-0 | ||
| Tue., 10/14 | JV Girls Volleyball | Bridgeport Central | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 10/14 | FR Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 10/15 | V Boys Soccer | Stamford | Home - Westhill Front Turf Field [Directions] | W 3-0 | ||
| Wed., 10/15 | JV Boys Soccer | Stamford | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Wed., 10/15 | FR Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | 4:00 p.m. | 2:45pm | |
| Wed., 10/15 | V Field Hockey | Darien | Home - Westhill Front Turf Field [Directions] | W 3-2 | ||
| Wed., 10/15 | JV Field Hockey | Darien | Home - Westhill Front Turf Field [Directions] | 5:30 p.m. | ||
| Wed., 10/15 | FR Field Hockey | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 10/15 | V Girls Swimming and Diving | Norwalk/McMahon | Home - Westhill Pool [Directions] | 3:15 p.m. | ||
| Wed., 10/15 | V Girls Volleyball | Wilton | Home - Westhill - Main Gymnasium [Directions] | W 3-0 | ||
| Wed., 10/15 | JV Girls Volleyball | Wilton | Home - Westhill - Main Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 10/15 | FR Girls Volleyball | Wilton | Away - Cider Mill School [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/16 | FR Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/16 | V Girls Soccer | Fairfield Ludlowe | Home - Westhill Front Turf Field [Directions] | W 3-0 | ||
| Thu., 10/16 | JV Girls Soccer | Fairfield Ludlowe | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Thu., 10/16 | V Girls Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 4:00 p.m. | 2:00pm | |
| Fri., 10/17 | V Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 1-0(OT) | 2:30pm | |
| Fri., 10/17 | JV Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 5:30 p.m. | 2:30pm | |
| Fri., 10/17 | V Girls Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | W 3-0 | 2:30pm | |
| Fri., 10/17 | JV Girls Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | 5:30 p.m. | 2:30pm | |
| Sat., 10/18 | V Football | Bridgeport Central | Home - Westhill Football Field [Directions] | W 13-12 | ||
| Sat., 10/18 | FR Field Hockey | Ridgefield | Home - Westhill Front Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 10/18 | V Girls Soccer | St. Joseph | Away - St. Joseph High School [Directions] | T 2-2 | 2:00pm | |
| Sat., 10/18 | JV Girls Soccer | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:00pm | |
| Mon., 10/20 | JV Football | Bridgeport Central | Home - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Mon., 10/20 | V Boys Soccer | Norwalk | Home - Westhill Front Turf Field [Directions] | T 1-1 | ||
| Mon., 10/20 | JV Boys Soccer | Norwalk | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 10/20 | FR Boys Soccer | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 10/20 | V Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 1-5 | 2:30pm | |
| Mon., 10/20 | JV Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:30 p.m. | 2:30pm | |
| Mon., 10/20 | V Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | L 0-3 | 2:30pm | |
| Mon., 10/20 | JV Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 5:30 p.m. | 2:30pm | |
| Mon., 10/20 | FR Girls Volleyball | Darien | Home - Westhill - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 10/21 | V Girls Soccer | Ridgefield | Home - Westhill Front Turf Field [Directions] | T 1-1 | ||
| Tue., 10/21 | JV Girls Soccer | Ridgefield | Home - Rippowam Middle School [Directions] | 4:00 p.m. | 2:45pm | |
| Tue., 10/21 | V Girls Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown High School [Directions] | 5:30 p.m. | 3:00pm | |
| Wed., 10/22 | V Boys Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | W 4-0 | 2:45pm | |
| Wed., 10/22 | V Girls Soccer | Staples | Home - Westhill Front Turf Field [Directions] | L 1-2 | ||
| Wed., 10/22 | V Girls Swimming and Diving | Fairfield Ludlowe | Away - Fairfield University Rec Plex Pool [Directions] | 3:30 p.m. | 2:0pm | |
| Wed., 10/22 | V Girls Volleyball | Trumbull | Home - Westhill - Main Gymnasium [Directions] | L 1-3 | ||
| Wed., 10/22 | JV Girls Volleyball | Trumbull | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/22 | FR Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/23 | FR Football | Fairfield Ludlowe | Home - Rippowam Middle School - Turf Field [Directions] | 4:00 p.m. | 2:45pm | |
| Thu., 10/23 | V Field Hockey | Norwalk | Home - Westhill Front Turf Field [Directions] | W 1-0 | ||
| Thu., 10/23 | JV Field Hockey | Norwalk | Home - Westhill Front Turf Field [Directions] | 5:30 p.m. | ||
| Thu., 10/23 | FR Field Hockey | Norwalk | Away - NHS Grass Field [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/23 | JV Girls Soccer | Staples | Home - Rippowam Middle School [Directions] | Cancelled | Yes | |
| Fri., 10/24 | V Football | Fairfield Ludlowe | Away - Taft Field [Directions] | 7:00 p.m. | 3:30pm | |
| Fri., 10/24 | V Girls Volleyball | Fairfield Ludlowe | Home - Westhill - Main Gymnasium [Directions] | L 1-3 | ||
| Fri., 10/24 | JV Girls Volleyball | Fairfield Ludlowe | Home - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 10/27 | JV Football | Fairfield Ludlowe | Home - Westhill HS [Directions] | 4:00 p.m. | 3:00pm | |
| Thu., 10/30 | FR Football | Danbury | Home - Rippowam Middle School - Turf Field [Directions] | 4:00 p.m. | 2:45pm | |
| Sat., 11/1 | V Football | Danbury | Away - Danbury High School Stadium [Directions] | L 0-19 | 10:00am | |
| Mon., 11/3 | JV Football | Danbury | Away - Danbury High School Stadium [Directions] | 4:30 p.m. | 1:30pm | |
| Thu., 11/6 | FR Football | Greenwich | Away - Cardinal Stadium [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 11/8 | V Football | Greenwich | Home - Westhill Football Field [Directions] | L 14-22 | ||
| Mon., 11/10 | JV Football | Greenwich | Home - Westhill Football Field [Directions] | 3:30 p.m. | ||
| Thu., 11/13 | FR Football | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | 3:30 p.m. | 2:15 | |
| Sat., 11/15 | V Football | Harding | Home - Westhill Football Field [Directions] | L 17-20 | ||
| Tue., 11/18 | JV Football | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:45pm | |
| Thu., 11/20 | FR Football | Stamford | Home - Westhill Football Field [Directions] | 3:15 p.m. | 2:45pm | |
| Tue., 11/25 | V Football | Stamford | Away - Stamford High School [Directions] | 6:00 p.m. | 3:30pm | |
| Fri., 12/5 | V Boys Basketball | Berlin (Scrim.) | Home [Directions] | 4:45 p.m. | ||
| Fri., 12/5 | JV Boys Basketball | Berlin (Scrim.) | Home - Main Gymnasium [Directions] | 4:45 p.m. | ||
| Sat., 12/6 | V Girls Ice Hockey | Trumbull/St. Joseph (Scrim.) | Home - Terry Conners Ice Rink [Directions] | 6:00 p.m. | ||
| Sat., 12/6 | JV Girls Ice Hockey | Trumbull/St. Joseph (Scrim.) | Home - Terry Conners Ice Rink [Directions] | 6:00 p.m. | ||
| Tue., 12/9 | V Boys Basketball | Sacred Heart (Scrim.) | Away | 5:30 p.m. | ||
| Wed., 12/10 | V Boys Ice Hockey | Staples (Scrim.) | Home [Directions] | 7:50 p.m. | ||
| Wed., 12/10 | V Girls Ice Hockey | Trumbull/St. Joseph | Home [Directions] | 6:00 p.m. | ||
| Wed., 12/10 | JV Girls Ice Hockey | Trumbull/St. Joseph | Home [Directions] | 6:00 p.m. | ||
| Thu., 12/11 | V Boys Basketball | Stratford (Scrim.) | Away [Directions] | 5:30 p.m. | ||
| Thu., 12/11 | JV Boys Basketball | Stratford (Scrim.) | Away - Main Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/12 | V Girls Basketball | Staples | Home [Directions] | W 45-26 | ||
| Fri., 12/12 | JV Girls Basketball | Staples | Home [Directions] | 5:15 p.m. | ||
| Fri., 12/12 | FR Girls Basketball | Staples | Home [Directions] | 4:00 p.m. | ||
| Sat., 12/13 | V Boys Ice Hockey | Stamford Jamboree | Home [Directions] | 3:30 p.m. | ||
| Sat., 12/13 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away [Directions] | 3:00 p.m. | ||
| Sat., 12/13 | JV Girls Ice Hockey | Fairfield Warde | Away [Directions] | 3:00 p.m. | 1:30 pm | |
| Mon., 12/15 | V Boys Basketball | Kolbe Cathedral (Scrim.) | Home [Directions] | 5:00 p.m. | ||
| Wed., 12/17 | V Boys Basketball | Darien | Home [Directions] | W 64-43 | ||
| Wed., 12/17 | JV Boys Basketball | Darien | Home [Directions] | 5:15 p.m. | ||
| Wed., 12/17 | FR Boys Basketball | Darien | Home [Directions] | 4:00 p.m. | ||
| Wed., 12/17 | V Boys Swimming and Diving | Ridgefield | Home [Directions] | 3:15 p.m. | ||
| Wed., 12/17 | V Girls Basketball | Darien | Away - DHS Main Gym [Directions] | L 40-48 | ||
| Wed., 12/17 | JV Girls Basketball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/17 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 8:30 p.m.p.m. | ||
| Wed., 12/17 | JV Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 8:30 p.m.p.m. | 6:30 pm | |
| Thu., 12/18 | V Wrestling | Danbury | Home - Main Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 12/18 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford [Directions] | 8:30 p.m. | 6:00 pm | |
| Thu., 12/18 | JV Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford [Directions] | 8:30 p.m. | 6:30 pm | |
| Fri., 12/19 | V Boys Basketball | Bassick | Away [Directions] | W 79-68 | ||
| Fri., 12/19 | JV Boys Basketball | Bassick | Away [Directions] | 5:15 p.m. | ||
| Fri., 12/19 | FR Boys Basketball | Bassick | Away [Directions] | 4:00 p.m. | ||
| Fri., 12/19 | V Girls Basketball | Bassick | Home [Directions] | W 50-23 | ||
| Fri., 12/19 | JV Girls Basketball | Bassick | Home [Directions] | 5:15 p.m. | ||
| Sat., 12/20 | V Boys Ice Hockey | EnricoFermi | Home [Directions] | W 5-4 | ||
| Sat., 12/20 | V Wrestling | Shelton Invitational | Away | 8:00 a.m. | ||
| Sat., 12/20 | V Girls Ice Hockey | Darien | Home [Directions] | 8:00 p.m. | ||
| Sat., 12/20 | JV Girls Ice Hockey | Darien | Home [Directions] | 8:00 p.m. | ||
| Mon., 12/22 | V Boys Basketball | Trumbull | Home [Directions] | W 79-57 | ||
| Mon., 12/22 | JV Boys Basketball | Trumbull | Home [Directions] | 5:15 p.m. | ||
| Mon., 12/22 | FR Boys Basketball | Trumbull | Home [Directions] | 4:00 p.m. | ||
| Mon., 12/22 | V Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | L 40-68 | ||
| Mon., 12/22 | JV Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 12/23 | V Wrestling | Stamford | Home - Westhill HS [Directions] | 4:00 p.m. | ||
| Sat., 12/27 | V Boys Ice Hockey | Staples | Home [Directions] | W 5-2 | ||
| Sat., 12/27 | V Wrestling | Somers (NY) | Away | Cancelled | ||
| Sat., 12/27 | V Wrestling | Salesian (NY) | Home [Directions] | 11:00 a.m. | ||
| Sat., 12/27 | V Girls Basketball | Kolbe Cathedral | Away - Stamford high [Directions] | L 41-52 | ||
| Mon., 12/29 | V Girls Basketball | Foran | Away - Stamford High [Directions] | W 55-43 | ||
| Mon., 12/29 | V Girls Ice Hockey | West Haven/SHA | Away - Terry Conners Ice Rink [Directions] | 1:15 p.m. | ||
| Mon., 12/29 | JV Girls Ice Hockey | West Haven/SHA | Home - Terry Conners Ice Rink [Directions] | 1:15 p.m. | ||
| Tue., 12/30 | V Wrestling | Darien | Home [Directions] | 4:00 p.m. | ||
| Sat., 1/3 | V Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | L 50-51 | ||
| Sat., 1/3 | JV Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 3:15 p.m. | ||
| Sat., 1/3 | FR Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 1:30 p.m. | ||
| Sat., 1/3 | V Boys Ice Hockey | Masuk | Home - Terry Connors [Directions] | L 0-2 | ||
| Sat., 1/3 | V Wrestling | Warde Invitational | Away | TBA | ||
| Wed., 1/7 | V Boys Basketball | Stamford | Away [Directions] | W 45-43 | ||
| Wed., 1/7 | JV Boys Basketball | Stamford | Away [Directions] | 5:15 p.m. | ||
| Wed., 1/7 | FR Boys Basketball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | ||
| Wed., 1/7 | V Boys Ice Hockey | Norwalk | Away - SoNo Ice House [Directions] | W 7-0 | ||
| Wed., 1/7 | V Boys Swimming and Diving | Fairfield Warde | Home - Westhill Pool [Directions] | 3:15 p.m. | ||
| Wed., 1/7 | V Wrestling | Greenwich | Away - GHS Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 1/7 | V Girls Basketball | Stamford | Home [Directions] | L 56-43 | ||
| Wed., 1/7 | JV Girls Basketball | Stamford | Home [Directions] | 5:15 p.m. | ||
| Wed., 1/7 | FR Girls Basketball | Stamford | Home [Directions] | 4:00 p.m. | ||
| Wed., 1/7 | V Girls Ice Hockey | Greenwich | Away [Directions] | 8:30 p.m. | 6:30 pm | |
| Wed., 1/7 | JV Girls Ice Hockey | Greenwich | Away [Directions] | 8:30 p.m. | 7:00 pm | |
| Thu., 1/8 | V Girls Gymnastics | Wilton | Home [Directions] | 76.5 | ||
| Fri., 1/9 | V Boys Basketball | Greenwich | Home [Directions] | W 73-60 | ||
| Fri., 1/9 | JV Boys Basketball | Greenwich | Home [Directions] | 5:15 p.m. | ||
| Fri., 1/9 | FR Boys Basketball | Greenwich | Home [Directions] | 4:00 p.m. | ||
| Fri., 1/9 | V Boys Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/9 | V Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | L 42-56 | ||
| Fri., 1/9 | JV Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/9 | FR Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/9 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Terry Conners Ice Rink [Directions] | 3:40 p.m. | ||
| Fri., 1/9 | JV Girls Ice Hockey | Notre Dame-Fairfield | Home - Terry Conners Ice Rink [Directions] | 3:40 p.m. | ||
| Sat., 1/10 | V Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | W 71-59 | ||
| Sat., 1/10 | JV Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 4:15 p.m. | ||
| Sat., 1/10 | FR Boys Basketball | Joel Barlow | Away - Lower Gym [Directions] | 2:30 p.m. | ||
| Sat., 1/10 | V Boys Ice Hockey | Greenwich | Home [Directions] | L 0-7 | ||
| Sat., 1/10 | V Boys Indoor Track | Wilton | Away [Directions] | 9:30 a.m. | ||
| Sat., 1/10 | V Wrestling | Merrimack Valley Tournament | Away | TBA | ||
| Sat., 1/10 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home [Directions] | 3:40 p.m. | ||
| Sat., 1/10 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Home [Directions] | 3:40 p.m. | ||
| Sat., 1/10 | V Girls Indoor Track | Wilton | Away [Directions] | 9:30 a.m. | ||
| Tue., 1/13 | V Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | W 69-52 | ||
| Tue., 1/13 | JV Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/13 | FR Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/13 | V Girls Basketball | New Canaan | Home [Directions] | L 34-37 | ||
| Tue., 1/13 | JV Girls Basketball | New Canaan | Home [Directions] | 5:15 p.m. | ||
| Tue., 1/13 | FR Girls Basketball | New Canaan | Home [Directions] | 3:30 p.m. | ||
| Wed., 1/14 | V Boys Ice Hockey | Branford | Home [Directions] | W 4-3(OT) | ||
| Wed., 1/14 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | ||
| Wed., 1/14 | V Wrestling | Staples | Away - Staples H.S. Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/14 | V Girls Ice Hockey | New Canaan | Home [Directions] | 5:00 p.m. | ||
| Wed., 1/14 | JV Girls Ice Hockey | New Canaan | Home [Directions] | 5:00 p.m. | ||
| Fri., 1/16 | V Boys Basketball | Danbury | Home [Directions] | W 59-54 | ||
| Fri., 1/16 | JV Boys Basketball | Danbury | Home [Directions] | 5:15 p.m. | ||
| Fri., 1/16 | FR Boys Basketball | Danbury | Home [Directions] | 4:00 p.m. | ||
| Fri., 1/16 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | L 1-4 | ||
| Fri., 1/16 | V Boys Indoor Track | invite-Yale Classic | Away | TBA | ||
| Fri., 1/16 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest Middle School [Directions] | 4:00 p.m. | ||
| Fri., 1/16 | V Wrestling | Fairfield Warde | Away [Directions] | TBA | ||
| Fri., 1/16 | V Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | L 31-56 | ||
| Fri., 1/16 | JV Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:15 p.m. | ||
| Fri., 1/16 | V Girls Gymnastics | New Milford | Away [Directions] | 86.9 | 2:15 | |
| Fri., 1/16 | V Girls Indoor Track | Invite-Yale Classic | Away | TBA | ||
| Sat., 1/17 | V Boys Indoor Track | Wilton | Away [Directions] | 9:30 a.m. | ||
| Sat., 1/17 | V Boys Indoor Track | Invite-Yale Classic | Away | TBA | ||
| Sat., 1/17 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Ice Rink [Directions] | 8:30 p.m. | 6:30 pm | |
| Sat., 1/17 | JV Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Ice Rink [Directions] | 8:30 p.m. | 6:30 pm | |
| Sat., 1/17 | V Girls Indoor Track | Wilton | Away [Directions] | 9:30 a.m. | ||
| Sat., 1/17 | V Girls Indoor Track | Invite-Yale Classic | Away | TBA | ||
| Mon., 1/19 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavillion [Directions] | W 5-1 | ||
| Mon., 1/19 | V Girls Ice Hockey | Daniel Hand Coop | Away - Daniel Hand [Directions] | 3:45 p.m. | 1:30 pm | |
| Mon., 1/19 | JV Girls Ice Hockey | Daniel Hand Coop | Away - Daniel Hand [Directions] | 3:45 p.m. | 1:45 PM | |
| Tue., 1/20 | V Boys Basketball | Fairfield Warde | Away [Directions] | W 74-57 | ||
| Tue., 1/20 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/20 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/20 | V Girls Basketball | Fairfield Warde | Home [Directions] | L 34-67 | ||
| Tue., 1/20 | JV Girls Basketball | Fairfield Warde | Home [Directions] | 5:15 p.m. | ||
| Tue., 1/20 | FR Girls Basketball | Fairfield Warde | Home [Directions] | 4:00 p.m. | ||
| Wed., 1/21 | V Boys Ice Hockey | Trinity Catholic | Home - Terry Conners Ice Rink [Directions] | W 9-1 | ||
| Wed., 1/21 | V Boys Swimming and Diving | New Canaan | Home [Directions] | 3:15 p.m. | ||
| Wed., 1/21 | V Wrestling | Harding/Bassick/Bridgeport Central | Away - Harding-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/21 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home [Directions] | 5:40 p.m. | ||
| Wed., 1/21 | JV Girls Ice Hockey | Fairfield Warde | Home [Directions] | 5:40 p.m. | ||
| Thu., 1/22 | V Boys Basketball | Wilton | Away - Wilton High School Field House [Directions] | W 72-67 | ||
| Thu., 1/22 | JV Boys Basketball | Wilton | Away - Allen's Field [Directions] | 5:15 p.m. | ||
| Thu., 1/22 | FR Boys Basketball | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | ||
| Thu., 1/22 | V Girls Basketball | Wilton | Home [Directions] | L 33-69 | ||
| Thu., 1/22 | JV Girls Basketball | Wilton | Home [Directions] | 5:15 p.m. | ||
| Thu., 1/22 | FR Girls Basketball | Wilton | Home [Directions] | 4:00 p.m. | ||
| Fri., 1/23 | V Boys Swimming and Diving | Danbury | Home [Directions] | 4:00 p.m. | ||
| Fri., 1/23 | FR Girls Basketball | New Canaan | Home [Directions] | Cancelled | ||
| Sat., 1/24 | V Wrestling | Haddam-Killingworth | Away [Directions] | TBA | ||
| Sat., 1/24 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home [Directions] | Cancelled | ||
| Sat., 1/24 | JV Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home [Directions] | 7:30 p.m. | ||
| Wed., 1/28 | V Boys Basketball | Norwalk | Home [Directions] | W 60-55 | ||
| Wed., 1/28 | JV Boys Basketball | Norwalk | Home [Directions] | 5:15 p.m. | ||
| Wed., 1/28 | FR Boys Basketball | Norwalk | Home [Directions] | 4:00 p.m. | ||
| Wed., 1/28 | V Boys Ice Hockey | Ridgefield | Home - Terry Connors Rink, Stamford [Directions] | L 2-5 | ||
| Wed., 1/28 | V Boys Indoor Track | Track Meet | Away - Wilton | 5:30 p.m. | ||
| Wed., 1/28 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 1/28 | V Wrestling | Trumbull | Away - Auxiliary gym [Directions] | 6:00 p.m. | ||
| Wed., 1/28 | V Girls Basketball | Norwalk | Away - Norwalk High Gym [Directions] | L 39-69 | ||
| Wed., 1/28 | JV Girls Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/28 | V Girls Ice Hockey | Darien | Away [Directions] | 7:40 p.m. | ||
| Wed., 1/28 | JV Girls Ice Hockey | Darien | Away [Directions] | 7:40 p.m. | 5:30 pm | |
| Wed., 1/28 | V Girls Indoor Track | Track Meet | Away - Wilton | 5:30 p.m. | ||
| Thu., 1/29 | V Girls Gymnastics | Greenwich | Away [Directions] | 88.8 | 4:30 | |
| Fri., 1/30 | V Boys Basketball | Trinity Catholic | Home [Directions] | W 69-65 | ||
| Fri., 1/30 | JV Boys Basketball | Trinity Catholic | Home [Directions] | 5:15 p.m. | ||
| Fri., 1/30 | FR Boys Basketball | Trinity Catholic | Home [Directions] | 4:00 p.m. | ||
| Fri., 1/30 | V Boys Swimming and Diving | Darien | Home [Directions] | 3:15 p.m. | ||
| Fri., 1/30 | V Girls Basketball | Trinity Catholic | Away - Walsh Court | W 56-50 | ||
| Fri., 1/30 | JV Girls Basketball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | ||
| Sat., 1/31 | V Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | L 2-5 | ||
| Sat., 1/31 | V Boys Indoor Track | Division Champs | Away | 9:30 a.m. | ||
| Sat., 1/31 | V Wrestling | Tournament Game - Opponent Not Known | Away - New Fairfield High | 8:00 a.m. | ||
| Sat., 1/31 | V Wrestling | Ridgefield Challenge | Away | Cancelled | ||
| Sat., 1/31 | V Girls Gymnastics | Trumbull | Away [Directions] | 82.2 | 4:00pm | |
| Sat., 1/31 | V Girls Indoor Track | Division Champ | Away - Wilton | 9:30 a.m. | ||
| Tue., 2/3 | V Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | W 81-70 | ||
| Tue., 2/3 | JV Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/3 | FR Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/3 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home [Directions] | 3:15 p.m. | ||
| Tue., 2/3 | V Girls Basketball | Harding | Home [Directions] | W 64-50 | ||
| Tue., 2/3 | JV Girls Basketball | Harding | Home [Directions] | 4:00 p.m. | ||
| Wed., 2/4 | V Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | T 1-1 | ||
| Wed., 2/4 | V Wrestling | Norwalk | Away - Norwalk High Gym [Directions] | 7:15 p.m. | ||
| Wed., 2/4 | V Girls Ice Hockey | Greenwich | Home [Directions] | 7:40 p.m. | ||
| Wed., 2/4 | JV Girls Ice Hockey | Greenwich | Home [Directions] | 7:40 p.m. | ||
| Thu., 2/5 | V Boys Indoor Track | Fciac championship | Away - Hillhouse, New Haven | 4:30 p.m. | ||
| Thu., 2/5 | V Wrestling | Wilton | Away - Wilton High School Field House [Directions] | 5:00 p.m. | ||
| Thu., 2/5 | V Girls Gymnastics | Fairfield Ludlowe, Fairfield Warde, New Canaan | Away - Greenwich YMCA [Directions] | 99.4 | ||
| Thu., 2/5 | V Girls Indoor Track | FCIAC Championships | Away - Hillhouse, New Haven | 4:30 p.m. | ||
| Fri., 2/6 | V Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 69-68 | ||
| Fri., 2/6 | JV Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/6 | FR Boys Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/6 | V Boys Swimming and Diving | Wilton | Away - Allen's Field [Directions] | 3:40 p.m. | ||
| Fri., 2/6 | V Girls Basketball | Bridgeport Central | Home [Directions] | W 39-27 | ||
| Fri., 2/6 | JV Girls Basketball | Bridgeport Central | Home [Directions] | 4:00 p.m. | ||
| Sat., 2/7 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home [Directions] | L 0-2 | ||
| Sat., 2/7 | V Girls Gymnastics | Darien, New Canaan | Away - Darien YMCA [Directions] | 91.3 | 12:30 | |
| Sat., 2/7 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away [Directions] | 11:50 a.m.m. | ||
| Sat., 2/7 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Away [Directions] | 11:50 a.m.m. | 10:00 am | |
| Tue., 2/10 | V Boys Basketball | St. Joseph | Home [Directions] | W 73-56 | ||
| Tue., 2/10 | JV Boys Basketball | St. Joseph | Home [Directions] | 5:15 p.m. | ||
| Tue., 2/10 | FR Boys Basketball | St. Joseph | Home [Directions] | 4:00 p.m. | ||
| Tue., 2/10 | V Wrestling | Bridgeport Central | Away - Cafe [Directions] | 4:00 p.m. | ||
| Tue., 2/10 | V Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | L 35-60 | ||
| Tue., 2/10 | JV Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 5:15 p.m. | ||
| Tue., 2/10 | FR Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Wed., 2/11 | V Boys Ice Hockey | Stamford | Home - Terry Conners Ice Rink [Directions] | W 5-0 | ||
| Wed., 2/11 | V Girls Gymnastics | Staples | Home - Westhill - New Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/11 | V Girls Ice Hockey | New Canaan | Away [Directions] | 6:00 p.m. | ||
| Wed., 2/11 | JV Girls Ice Hockey | New Canaan | Away [Directions] | 6:00 p.m. | 4:30 pm | |
| Fri., 2/13 | V Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | W 57-51 | ||
| Fri., 2/13 | JV Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/13 | FR Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/13 | V Wrestling | FCIAC Tournament | Away | TBA | ||
| Fri., 2/13 | V Girls Basketball | Ridgefield | Home [Directions] | L 15-51 | ||
| Fri., 2/13 | JV Girls Basketball | Ridgefield | Home [Directions] | 4:30 p.m. | ||
| Sat., 2/14 | V Wrestling | FCIAC Tournament | Away | TBA | ||
| Sat., 2/14 | V Girls Gymnastics | fciac championships | Away - Jonathan Law Milford ct | 10:30 a.m. | ||
| Mon., 2/16 | V Boys Basketball | Brien McMahon | Home [Directions] | W 68-60 | ||
| Mon., 2/16 | JV Boys Basketball | Brien McMahon | Home [Directions] | 5:15 p.m. | ||
| Mon., 2/16 | FR Boys Basketball | Brien McMahon | Home [Directions] | 4:00 p.m. | ||
| Mon., 2/16 | V Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 65-46 | ||
| Mon., 2/16 | JV Girls Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | ||
| Wed., 2/18 | V Boys Basketball | Fairfield Ludlowe | Home [Directions] | W 61-38 | ||
| Wed., 2/18 | JV Boys Basketball | Fairfield Ludlowe | Home [Directions] | 5:15 p.m. | ||
| Wed., 2/18 | FR Boys Basketball | Fairfield Ludlowe | Home [Directions] | 4:00 p.m. | ||
| Wed., 2/18 | V Boys Ice Hockey | Trumbull | Home [Directions] | W 1-0 | ||
| Wed., 2/18 | V Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | L 45-54 | ||
| Wed., 2/18 | JV Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/18 | FR Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/18 | V Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Wed., 2/18 | V Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Wed., 2/18 | JV Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Wed., 2/18 | JV Girls Ice Hockey | Daniel Hand Coop | Home - Terry Conners Ice Rink [Directions] | 4:20 p.m. | ||
| Thu., 2/19 | V Boys Ice Hockey | Staples | Away - Milford Ice Pavilion [Directions] | L 2-5 | ||
| Fri., 2/20 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 4:00 p.m. | ||
| Fri., 2/20 | JV Girls Ice Hockey | Masuk Coop | Away - Shelton Ice rink [Directions] | 4:20 p.m. | 2:30 pm | |
| Sat., 2/21 | V Boys Ice Hockey | Stamford | Away - Terry Conners Ice Rink [Directions] | W 7-0 | ||
| Sat., 2/21 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 9:00 a.m. | ||
| Sat., 2/21 | V Girls Gymnastics | Tournament Game - Opponent Not Known | Home [Directions] | 3:00 p.m. | ||
| Sat., 2/21 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Terry Conners Ice Rink [Directions] | 8:10 p.m. | ||
| Mon., 2/23 | V Boys Ice Hockey | New Milford | Away - Canterbury School [Directions] | W 1-0 | ||
| Wed., 2/25 | V Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | W 64-43 | ||
| Wed., 2/25 | JV Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/25 | FR Boys Basketball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/25 | V Boys Ice Hockey | Darien | Home - Terry Connors [Directions] | L 0-5 | ||
| Fri., 2/27 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Sat., 2/28 | V Boys Ice Hockey | Daniel Hand | Away - Northford Ice Pavilion [Directions] | W 3-1 | ||
| Sat., 2/28 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:00 a.m. | ||
| Wed., 3/4 | V Softball | New Milford (Scrim.) | Home - Cummings Park [Directions] | 10:00 a.m. | ||
| Fri., 3/6 | V Wrestling | New England Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Sat., 3/7 | V Wrestling | New England Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:00 a.m. | ||
| Fri., 3/27 | V Boys Lacrosse | Hopkins School (Scrim.) | Home - Westhill Front Turf Field [Directions] | 3:30 p.m. | ||
| Fri., 3/27 | JV Boys Lacrosse | Hopkins School (Scrim.) | Home - Westhill Front Turf Field [Directions] | 3:30 p.m. | ||
| Sat., 3/28 | V Baseball | St. Lukes (Scrim.) | Home [Directions] | 12:00 p.m. | ||
| Sun., 3/29 | V Softball | Stamford (Scrim.) | Away - Cummings Park [Directions] | Cancelled | ||
| Mon., 3/30 | V Baseball | King and Low-Heywood Thomas (Scrim.) | Away | 3:30 p.m. | ||
| Mon., 3/30 | V Softball | Foran (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Tue., 3/31 | V Baseball | Briarcliff (NY) (Scrim.) | Away | 3:30 p.m. | ||
| Thu., 4/2 | V Baseball | Greenwich (Scrim.) | Home - Westhill Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 4/2 | V Girls Lacrosse | Notre Dame-Fairfield (Scrim.) | Home - Westhill Front Turf Field [Directions] | 4:00 p.m. | ||
| Sat., 4/4 | V Baseball | New Canaan (Scrim.) | Away - Mead Park [Directions] | 11:00 a.m. | ||
| Sat., 4/4 | V Boys Lacrosse | stamford jamboree | Home - Westhill Front Turf Field [Directions] | 11:00 a.m. | ||
| Mon., 4/6 | V Softball | Lauralton Hall (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Wed., 4/8 | V Boys Lacrosse | Darien | Away - DHS Turf #2 [Directions] | L 0-21 | ||
| Wed., 4/8 | JV Boys Lacrosse | Darien | Away - DHS Turf #2 [Directions] | 5:30 p.m. | ||
| Wed., 4/8 | V Girls Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | L 0-16 | ||
| Wed., 4/8 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | L 0-7 | ||
| Thu., 4/9 | V Boys Golf | Danbury | Home - E. Gaynor Brennan [Directions] | Westhill 172 Danbury 169 | ||
| Thu., 4/9 | V Boys Outdoor Track | Bridgeport Central | Home - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Thu., 4/9 | V Boys Tennis | Stamford | Away [Directions] | W 6-1 | 2:45 pm | |
| Thu., 4/9 | V Girls Outdoor Track | Bridgeport Central | Home [Directions] | 4:00 p.m. | ||
| Fri., 4/10 | V Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | L 4-5 | ||
| Fri., 4/10 | FR Softball | Darien | Home - Roxbury Elementary School [Directions] | Cancelled | ||
| Sat., 4/11 | V Baseball | Weston | Away - Revson Field, Weston [Directions] | W 4-3 | ||
| Sat., 4/11 | JV Baseball | Weston | Away - Revson Field, Weston [Directions] | 2:00 p.m. | ||
| Sat., 4/11 | FR Baseball | Weston | Home - Westhill Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 4/11 | V Boys Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | L 12-2 | ||
| Sat., 4/11 | JV Boys Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 5:00 p.m. | ||
| Sat., 4/11 | V Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | L 1-17 | ||
| Sat., 4/11 | JV Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | 9:00 a.m. | ||
| Sun., 4/12 | V Softball | Darien | Away - DHS Softball Varsity Field [Directions] | L 1-2 | ||
| Sun., 4/12 | JV Softball | Darien | Away - DHS Softball JV Field [Directions] | 12:30 p.m. | ||
| Mon., 4/13 | V Baseball | Bassick | Away [Directions] | W 23-0 | ||
| Mon., 4/13 | JV Baseball | Bassick | Away [Directions] | 4:00 p.m. | ||
| Mon., 4/13 | V Boys Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | L 3-4 | ||
| Mon., 4/13 | V Softball | Bassick | Home - Westhill Varsity Softball Field [Directions] | W 12-0 | ||
| Mon., 4/13 | JV Softball | Bassick | Home - Roxbury Elementary School [Directions] | 4:00 p.m. | ||
| Mon., 4/13 | V Girls Tennis | Ridgefield | Home [Directions] | L 0-7 | ||
| Tue., 4/14 | FR Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | ||
| Tue., 4/14 | V Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | L 4-18 | ||
| Tue., 4/14 | JV Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | ||
| Tue., 4/14 | V Boys Tennis | Staples | Home [Directions] | L 0-7 | ||
| Tue., 4/14 | V Girls Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 4-19 | ||
| Tue., 4/14 | JV Girls Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 6:00 p.m. | ||
| Tue., 4/14 | V Girls Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | L 0-7 | ||
| Wed., 4/15 | V Baseball | Trumbull | Home - Westhill Baseball Field [Directions] | L 0-6 | ||
| Wed., 4/15 | JV Baseball | Trumbull | Home - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Wed., 4/15 | FR Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/15 | V Softball | Trumbull | Away - Varsity Softball Field [Directions] | L 2-3 | ||
| Wed., 4/15 | JV Softball | Trumbull | Away - JV Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/15 | FR Softball | Trumbull | Home - Roxbury Elementary School [Directions] | Cancelled | ||
| Wed., 4/15 | V Girls Tennis | Trumbull | Home [Directions] | L 3-4 | ||
| Thu., 4/16 | JV Baseball | Darien | Home - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Thu., 4/16 | V Boys Lacrosse | Greenwich | Home - Westhill Front Field [Directions] | L 15-0 | ||
| Thu., 4/16 | JV Boys Lacrosse | Greenwich | Home - Westhill Front Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 4/16 | V Girls Tennis | Stamford | Home [Directions] | W 7-0 | ||
| Fri., 4/17 | V Baseball | Stamford | Away - Stamford High School [Directions] | W 3-0 | ||
| Fri., 4/17 | JV Baseball | Stamford | Away - Belltown Field [Directions] | 4:00 p.m. | ||
| Fri., 4/17 | JV Softball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | ||
| Sat., 4/18 | FR Baseball | Stamford | Home - Westhill Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 4/18 | V Softball | Stamford | Home - Westhill Varsity Softball Field [Directions] | W 7-1 | ||
| Mon., 4/20 | FR Softball | Greenwich | Home - Roxbury Elementary School [Directions] | Cancelled | ||
| Tue., 4/21 | V Baseball | Greenwich | Home - Westhill Baseball Field [Directions] | L 4-7 | ||
| Tue., 4/21 | JV Baseball | Greenwich | Home - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Tue., 4/21 | FR Baseball | Greenwich | Away - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Tue., 4/21 | V Boys Golf | Norwalk, Brien McMahon | Home - E. Gaynor Brennan [Directions] | Westhill. 171 Norwalk. 182 McMahon. 193 | ||
| Tue., 4/21 | V Boys Lacrosse | Immaculate | Away - Mustang Valley [Directions] | L 9-10 | ||
| Tue., 4/21 | V Boys Outdoor Track | New Canaan, St. Joseph | Away - NCHS Track Field [Directions] | 4:00 p.m. | ||
| Tue., 4/21 | V Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | L 0-15 | ||
| Tue., 4/21 | JV Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Tue., 4/21 | V Girls Tennis | Norwalk | Away - Norwalk High School [Directions] | W 7-0 | ||
| Wed., 4/22 | JV Softball | New Canaan | Home - Roxbury Elementary School [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Baseball | New Canaan | Away - Mead Park [Directions] | L 8-9 | ||
| Thu., 4/23 | JV Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | FR Baseball | New Canaan | Home - Westhill Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Boys Golf | Fairfield Ludlowe, Stamford | Home - E. Gaynor Brennan [Directions] | Ludlowe. 166 Westhill. 176 | ||
| Thu., 4/23 | V Boys Lacrosse | Fairfield Warde | Home - Westhill Front Turf Field [Directions] | L 1-12 | ||
| Thu., 4/23 | JV Boys Lacrosse | Fairfield Warde | Home - Westhill Front Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Boys Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | W 6-1 | ||
| Thu., 4/23 | V Softball | Greenwich | Away - GHS Softball Field [Directions] | W 13-0 | ||
| Thu., 4/23 | JV Softball | Greenwich | Away - Bruce Park Field [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | V Baseball | Danbury | Home - Westhill Baseball Field [Directions] | L 3-11 | ||
| Fri., 4/24 | JV Baseball | Danbury | Home - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | V Boys Outdoor Track | Danbury | Away [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | V Boys Tennis | Fairfield Ludlowe | Home [Directions] | L 1-6 | ||
| Fri., 4/24 | V Girls Lacrosse | Fairfield Ludlowe | Home - Westhill Front Turf Field [Directions] | L 5-19 | ||
| Fri., 4/24 | JV Girls Lacrosse | Fairfield Ludlowe | Home - Westhill Front Turf Field [Directions] | 5:30 p.m. | ||
| Fri., 4/24 | V Softball | Danbury | Away - Danbury High School Varsity Softball Field [Directions] | W 13-2 | ||
| Fri., 4/24 | JV Softball | Danbury | Away - Danbury High School Junior Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | FR Softball | Danbury | Home - Roxbury Elementary School [Directions] | Cancelled | ||
| Fri., 4/24 | V Girls Tennis | Fairfield Warde | Away [Directions] | L 0-7 | ||
| Sat., 4/25 | V Boys Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | L 1-11 | ||
| Sat., 4/25 | JV Boys Lacrosse | Bethel | Away - DeSantis Field at Bethel High School [Directions] | 5:30 p.m. | ||
| Sat., 4/25 | V Boys Outdoor Track | Danbury | Away [Directions] | 1:00 p.m. | ||
| Mon., 4/27 | V Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | L 2-5 | ||
| Mon., 4/27 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | FR Baseball | Fairfield Warde | Home - Westhill Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | V Boys Golf | Harding, Bridgeport Central | Away [Directions] | Westhill. 160 Harding. 250 Central. Forfeit Basics. Forfeit | ||
| Mon., 4/27 | FR Boys Lacrosse | Stamford | Home [Directions] | 5:00 p.m. | ||
| Mon., 4/27 | V Boys Tennis | Trumbull | Home [Directions] | W 4-3 | ||
| Mon., 4/27 | V Girls Outdoor Track | Danbury, Trumbull | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | V Softball | Fairfield Warde | Home - Westhill Varsity Softball Field [Directions] | L 7-9 | ||
| Mon., 4/27 | JV Softball | Fairfield Warde | Home - Roxbury Elementary School [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | V Girls Tennis | Trumbull | Away - THS Tennis Courts [Directions] | L 1-6 | ||
| Tue., 4/28 | V Boys Golf | St. Joseph, Trumbull | Home - E.Gaynor Brennan [Directions] | Westhill. 174 St. Joseph. 201 | ||
| Tue., 4/28 | V Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | L 4-13 | ||
| Tue., 4/28 | JV Boys Lacrosse | Trumbull | Away - Varsity Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 4/28 | V Boys Tennis | St. Joseph | Away - St. Joseph High School [Directions] | W 4-3 | ||
| Tue., 4/28 | V Girls Lacrosse | Trumbull | Home - Westhill Front Turf Field [Directions] | L 6-16 | ||
| Tue., 4/28 | JV Girls Lacrosse | Trumbull | Home - Westhill Front Field [Directions] | 5:30 p.m. | ||
| Tue., 4/28 | V Softball | New Canaan | Home - Westhill Varsity Softball Field [Directions] | W 7-3 | ||
| Tue., 4/28 | V Girls Tennis | St. Joseph | Home [Directions] | W 5-2 | ||
| Wed., 4/29 | V Baseball | Wilton | Away - WHS Varsity Baseball Field [Directions] | L 1-6 | ||
| Wed., 4/29 | JV Baseball | Wilton | Away - JV Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/29 | FR Baseball | Wilton | Home - Westhill Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/29 | V Boys Outdoor Track | Trumbull, Danbury | Away - McDougall Stadium [Directions] | 4:00 p.m. | ||
| Wed., 4/29 | V Boys Tennis | Norwalk | Home [Directions] | W 6-1 | ||
| Wed., 4/29 | V Softball | Wilton | Home - Westhill Varsity Softball Field [Directions] | W 6-3 | ||
| Wed., 4/29 | JV Softball | Wilton | Home - Roxbury Elementary School [Directions] | 4:00 p.m. | ||
| Thu., 4/30 | V Boys Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | L 2-5 | ||
| Thu., 4/30 | V Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | L 0-14 | ||
| Thu., 4/30 | JV Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | ||
| Thu., 4/30 | V Girls Tennis | Greenwich | Home [Directions] | L 1-6 | ||
| Fri., 5/1 | V Baseball | Norwalk | Home - Westhill Baseball Field [Directions] | L 2-15 | ||
| Fri., 5/1 | JV Baseball | Norwalk | Home - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Fri., 5/1 | FR Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | ||
| Fri., 5/1 | V Boys Tennis | Fairfield Warde | Home [Directions] | L 1-6 | ||
| Fri., 5/1 | V Softball | Norwalk | Away - Ray Barry Field, NHS [Directions] | W 10-1 | ||
| Fri., 5/1 | JV Softball | Norwalk | Away - Naramake School [Directions] | 4:00 p.m. | ||
| Fri., 5/1 | FR Softball | Norwalk | Home - Roxbury Elementary School [Directions] | Cancelled | ||
| Sat., 5/2 | V Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | L 10-3 | ||
| Sat., 5/2 | JV Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 6:30 p.m. | ||
| Sat., 5/2 | V Girls Lacrosse | St. Joseph | Home - Westhill Front Turf Field [Directions] | L 9-22 | ||
| Sat., 5/2 | JV Girls Lacrosse | St. Joseph | Home - Westhill Front Field [Directions] | 5:30 p.m. | ||
| Mon., 5/4 | V Baseball | Trinity Catholic | Home - Westhill Baseball Field [Directions] | L 2-9 | ||
| Mon., 5/4 | JV Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | 4:00 p.m. | ||
| Mon., 5/4 | FR Baseball | Trinity Catholic | Away - Rippowam | 4:00 p.m. | ||
| Mon., 5/4 | V Boys Golf | Wilton | Away - Rolling Hills CC [Directions] | Westhill. 180 Wilton. 178 | ||
| Mon., 5/4 | V Boys Lacrosse | King and Low-Heywood Thomas | Home - Westhill Front Field [Directions] | L 11-7 | ||
| Mon., 5/4 | JV Boys Lacrosse | King and Low-Heywood Thomas | Home - Westhill Front Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 5/4 | V Girls Outdoor Track | Greenwich, Fairfield Warde | Away - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/4 | V Softball | Trinity Catholic | Away - Trinity Catholic's Smith Field | W 13-1 | ||
| Tue., 5/5 | V Boys Golf | Staples | Home - E. Gaynor Brennan [Directions] | Westhill. 168 Staples. 159 | ||
| Tue., 5/5 | V Boys Outdoor Track | Greenwich, Fairfield Warde | Home - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Tue., 5/5 | V Boys Tennis | Bridgeport Central | Home [Directions] | W 7-0 | ||
| Tue., 5/5 | V Girls Lacrosse | Greenwich | Home - Westhill Front Turf Field [Directions] | L 2-18 | ||
| Tue., 5/5 | JV Girls Lacrosse | Greenwich | Home - Westhill Front Field [Directions] | 5:30 p.m. | ||
| Tue., 5/5 | V Girls Tennis | Bridgeport Central | Away - Central H.S. Tennis Courts [Directions] | W 6-0 | ||
| Wed., 5/6 | V Baseball | Harding | Away - Beardsley Park - Baseball [Directions] | W 12-0 | ||
| Wed., 5/6 | JV Baseball | Harding | Away - Seaside Park [Directions] | 4:00 p.m. | ||
| Wed., 5/6 | FR Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/6 | V Boys Golf | New Canaan, Brien McMahon | Away - Country Club of New Canaan [Directions] | Westhill. 174 New Canaan. 152 | ||
| Wed., 5/6 | V Softball | Harding | Home - Westhill Varsity Softball Field [Directions] | W 12-0 [Detailed Results] | ||
| Wed., 5/6 | JV Softball | Harding | Home - Roxbury Elementary School [Directions] | 4:00 p.m. | ||
| Wed., 5/6 | V Girls Tennis | Danbury | Home [Directions] | W 5-2 | ||
| Thu., 5/7 | V Boys Golf | Trinity Catholic, Stamford | Home - E. Gaynor Brennan [Directions] | 176 | ||
| Thu., 5/7 | V Boys Lacrosse | Stamford | Home - Westhill Front Turf Field [Directions] | W 11-10 | ||
| Thu., 5/7 | JV Boys Lacrosse | Stamford | Home - Westhill Front Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 5/7 | V Boys Tennis | Darien | Away - DHS Tennis Courts [Directions] | L 2-5 | ||
| Thu., 5/7 | V Girls Lacrosse | Stamford | Home - Westhill Football Field [Directions] | L 5-15 | ||
| Thu., 5/7 | JV Girls Lacrosse | Stamford | Home - Westhill Football Field [Directions] | 5:30 p.m. | ||
| Thu., 5/7 | V Softball | Bridgeport Central | Home - Westhill Varsity Softball Field [Directions] | W 13-0 | ||
| Thu., 5/7 | JV Softball | Bridgeport Central | Home - Roxbury Elementary School [Directions] | 4:00 p.m. | ||
| Thu., 5/7 | V Girls Tennis | Darien | Home [Directions] | L 0-7 | ||
| Fri., 5/8 | V Baseball | Bridgeport Central | Away - Central H.S. Baseball Field [Directions] | W 8-1 | ||
| Fri., 5/8 | JV Baseball | Bridgeport Central | Away - Seaside Park Diamond 10 [Directions] | 4:00 p.m. | ||
| Fri., 5/8 | V Boys Outdoor Track | Tournament Game - Opponent Not Known | Away - Willowbrook Park | TBA | ||
| Fri., 5/8 | V Softball | Oxford | Away - OHS Softball Field [Directions] | L 0-2 | ||
| Sat., 5/9 | V Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | L 3-16 | ||
| Sat., 5/9 | JV Boys Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 2:30 p.m. | ||
| Sat., 5/9 | V Boys Outdoor Track | Tournament Game - Opponent Not Known | Away - Willowbrook Park | TBA | ||
| Sat., 5/9 | V Girls Lacrosse | Bethel | Home - Westhill Front Turf Field [Directions] | L 9-19 | ||
| Sat., 5/9 | JV Girls Lacrosse | Bethel | Home - Westhill Front Turf Field [Directions] | 12:30 p.m. | ||
| Mon., 5/11 | V Baseball | St. Joseph | Home - Westhill Baseball Field [Directions] | L 4-9 | ||
| Mon., 5/11 | JV Baseball | St. Joseph | Home - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | FR Baseball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | V Boys Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | Westhill. 175 Ridgefield. 151 | ||
| Mon., 5/11 | V Boys Tennis | Wilton | Home [Directions] | L 2-5 | ||
| Mon., 5/11 | V Girls Outdoor Track | Stamford, Bassick | Home [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | V Softball | St. Joseph | Away - St. Joseph High School [Directions] | L 1-6 | ||
| Mon., 5/11 | JV Softball | St. Joseph | Away - Unity Park, Trumbull [Directions] | 4:15 p.m. | ||
| Mon., 5/11 | V Girls Tennis | Wilton | Away - Tennis Courts [Directions] | L 0-7 | ||
| Tue., 5/12 | V Boys Golf | Greenwich | Home - E. Gaynor Brennan [Directions] | Westhill. 166 Greenwich. 153 | ||
| Tue., 5/12 | V Boys Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 20-2 | ||
| Tue., 5/12 | JV Boys Lacrosse | Ridgefield | Away - Tiger Hollow Turf Field II [Directions] | 4:30 p.m. | ||
| Tue., 5/12 | V Boys Outdoor Track | Stamford, Bassick | Home - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Tue., 5/12 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | W 7-0 | ||
| Tue., 5/12 | V Girls Tennis | Trinity Catholic | Home [Directions] | W 5-2 | ||
| Wed., 5/13 | V Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | L 1-8 | ||
| Wed., 5/13 | JV Baseball | Ridgefield | Away - East Ridge Middle School - South [Directions] | 5:00 p.m. | ||
| Wed., 5/13 | FR Baseball | Ridgefield | Home - Westhill Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/13 | V Boys Golf | Fairfield Warde | Away [Directions] | Westhill. 189 Warde. 183 | ||
| Wed., 5/13 | FR Boys Lacrosse | Joel Barlow | Home - Westhill Front Field [Directions] | 4:00 p.m. | ||
| Wed., 5/13 | V Girls Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | L 2-17 | ||
| Wed., 5/13 | JV Girls Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 4:30 p.m. | ||
| Wed., 5/13 | V Softball | Ridgefield | Home - Westhill Varsity Softball Field [Directions] | W 9-4 | ||
| Wed., 5/13 | JV Softball | Ridgefield | Home - Roxbury Elementary School [Directions] | 5:00 p.m. | ||
| Thu., 5/14 | V Boys Golf | Darien | Home - E. Gaynor Brennan [Directions] | Westhill. 174 Darien. 159 | ||
| Thu., 5/14 | V Boys Lacrosse | New Canaan | Home - Westhill Front Turf Field [Directions] | L 14-0 | ||
| Thu., 5/14 | JV Boys Lacrosse | New Canaan | Home - Westhill Front Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 5/14 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | W 5-2 | ||
| Thu., 5/14 | V Girls Tennis | Brien McMahon | Home [Directions] | L 3-4 | ||
| Fri., 5/15 | V Baseball | Brien McMahon | Home - Westhill Baseball Field [Directions] | W 7-0 | ||
| Fri., 5/15 | FR Baseball | Brien McMahon | Home - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Fri., 5/15 | V Softball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 7-0 | ||
| Fri., 5/15 | JV Softball | Brien McMahon | Away - Brookside Elementary School [Directions] | 4:00 p.m. | ||
| Sat., 5/16 | JV Baseball | Brien McMahon | Away - Brien McMahon HS [Directions] | 11:00 a.m. | ||
| Sat., 5/16 | V Boys Lacrosse | Trinity Catholic | Home - Westhill Front Field [Directions] | W 14-3 | ||
| Sat., 5/16 | JV Boys Lacrosse | Bridgeport Central | Home - Westhill Front Turf Field [Directions] | 12:30 p.m. | ||
| Sat., 5/16 | V Softball | Seymour | Away - Seymour High School [Directions] | W 4-3 | ||
| Mon., 5/18 | V Baseball | Fairfield Ludlowe | Home - Westhill Baseball Field [Directions] | W 4-3 | ||
| Mon., 5/18 | JV Baseball | Fairfield Ludlowe | Home - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Mon., 5/18 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Mon., 5/18 | FR Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 5:30 p.m. | ||
| Mon., 5/18 | V Boys Tennis | New Canaan | Home [Directions] | L 2-5 | ||
| Mon., 5/18 | V Girls Lacrosse | New Canaan | Home - Westhill Front Turf Field [Directions] | L 4-18 | ||
| Mon., 5/18 | JV Girls Lacrosse | New Canaan | Home - Westhill Front Field [Directions] | 5:30 p.m. | ||
| Mon., 5/18 | V Girls Outdoor Track | Wilton, Fairfield Ludlowe | Away - Allen's Field [Directions] | 4:00 p.m. | ||
| Mon., 5/18 | V Softball | Fairfield Ludlowe | Away - Sturges Park [Directions] | W 5-0 | ||
| Mon., 5/18 | JV Softball | Fairfield Ludlowe | Away - Tom Haydon Field [Directions] | 4:00 p.m. | ||
| Mon., 5/18 | V Girls Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | L 0-7 | ||
| Tue., 5/19 | V Boys Lacrosse | Staples | Home - Westhill Front Turf Field [Directions] | L 17-3 | ||
| Tue., 5/19 | JV Boys Lacrosse | Staples | Home - Westhill Front Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 5/19 | V Boys Outdoor Track | Fairfield Ludlowe, Wilton | Away - Taft Field [Directions] | 4:00 p.m. | ||
| Wed., 5/20 | V Girls Lacrosse | Darien | Home [Directions] | L 0-20 | ||
| Wed., 5/20 | JV Girls Lacrosse | Darien | Home - Westhill Front Turf Field [Directions] | 5:30 p.m. | ||
| Thu., 5/21 | V Baseball | Naugatuck | Away - Naugatuck High School [Directions] | L 0-1 | ||
| Thu., 5/21 | V Girls Outdoor Track | St. Joseph, New Canaan | Away - St. Joseph High School [Directions] | 3:30 p.m. | ||
| Thu., 5/21 | V Softball | Staples | Home - Westhill Varsity Softball Field [Directions] | W Forfeit | ||
| Thu., 5/21 | JV Softball | Oxford | Away - OHS Softball Field [Directions] | Cancelled | ||
| Fri., 5/22 | V Baseball | Staples | Away - Staples HS Baseball Field [Directions] | L 4-11 | ||
| Fri., 5/22 | JV Baseball | Staples | Away - Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | FR Baseball | Staples | Home - Westhill Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | JV Softball | Staples | Home - Roxbury Elementary School [Directions] | 4:00 p.m. | ||
| Sat., 5/23 | V Softball | Tournament Game - Opponent Not Known | Home - Westhill Varsity Softball Field [Directions] | 3:15 p.m. | ||
| Thu., 5/28 | V Boys Golf | St. Joseph, Trumbull | Home - trumbull [Directions] | Trumbull. 165 Westhill. 178 | ||
| Wed., 6/3 | V Softball | Conard | Home - Westhill Varsity Softball Field [Directions] | W 16-2 | ||