| Greenwich 2014-15 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1119 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | FR Boys Basketball | Norwalk | Home - GHS Gymnasium [Directions] | TBA | ||
| TBA | JV Boys Ice Hockey | Pelham Memorial (NY) | Home - Dorothy Hamill Ice Rink [Directions] | TBA | ||
| TBA | V Boys Indoor Track | Meet | Away - Wilton High School | TBA | ||
| TBA | JV Boys Lacrosse | TBA | Away | TBA | ||
| TBA | JV Boys Lacrosse | TBA | Away | TBA | ||
| TBA | FR Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 6:00 p.m. | ||
| TBA | JV Boys Tennis | Brunswick School | Home - Central Middle School [Directions] | TBA | JV | |
| TBA | FR Field Hockey | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | 2:30 | Large bus w storage |
| TBA | V Girls Gymnastics | Ro Carlucci Invitational | Away - Fairfield Gymnastics and Cheer Academy | TBA | ||
| TBA | V Girls Indoor Track | Meet | Away - Wilton High School | TBA | ||
| TBA | V Girls Lacrosse | State Tournament | Away | TBA | ||
| TBA | JV Girls Lacrosse | Joel Barlow | Away - Field J [Directions] | TBA | ||
| TBA | FR Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| TBA | FR Girls Lacrosse | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| TBA | V Girls Outdoor Track | Penn Relays | Away | TBA | ||
| TBA | JV Girls Soccer | Harding | Away - Seaside Park [Directions] | TBA | Cancelled | |
| TBA | JV Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | TBA | 2:00 | share w varsity |
| TBA | JV Softball | Harding | Home - Julian Curtiss School [Directions] | TBA | ||
| TBA | FR Softball | Trumbull | Home - GHS Softball Field [Directions] | TBA | ||
| TBA | V Girls Tennis | Daniel Hand (Scrim.) | Home - GHS Tennis Courts [Directions] | TBA | ||
| TBA | JV Girls Tennis | Wilton | Home - Binney Park [Directions] | 4:30 p.m. | JV | |
| Sat., 8/23 | V Boys Water Polo | USNA Tournament | Away - United States Naval Academy | 10:00 a.m. | ||
| Thu., 8/28 | V Boys Soccer | Notre Dame-West Haven (Scrim.) | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Thu., 8/28 | JV Boys Soccer | Notre Dame-West Haven (Scrim.) | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Thu., 8/28 | V Field Hockey | Greenwich Academy (Scrim.) | Away - Greenwich Academy | 3:00 p.m. | 2:30pm | 2 buses |
| Thu., 8/28 | JV Field Hockey | Greenwich Academy (Scrim.) | Away - Greenwich Academy | 4:00 p.m. | bus with varsity | |
| Thu., 8/28 | V Girls Soccer | New Fairfield (Scrim.) | Away - Rebel Turf [Directions] | 4:00 p.m. | 2:30 | Big (83 pass) bus |
| Thu., 8/28 | JV Girls Soccer | New Fairfield (Scrim.) | Away - NFHS Komlo Field [Directions] | 4:00 p.m. | 2:30 | share w varsity |
| Thu., 8/28 | V Girls Volleyball | Greenwich Academy (Scrim.) | Away - Greenwich Academy | 4:00 p.m. | 3:00 | |
| Fri., 8/29 | V Boys Soccer | Stamford (Scrim.) | Home - Cardinal Stadium [Directions] | 5:00 p.m. | ||
| Sat., 8/30 | V Football | Iona Prep (NY) (Scrim.) | Away - Iona Prep | 10:00 a.m. | 8:00 | 2 buses |
| Sat., 8/30 | JV Football | Iona Prep (NY) (Scrim.) | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 8/30 | V Field Hockey | Immaculate (Scrim.) | Away - Immaculate High School [Directions] | 12:00 p.m. | 10am | Bus w storage |
| Sat., 8/30 | V Girls Volleyball | Stamford (Scrim.) | Away - Stamford High School [Directions] | 8:00 a.m. | 8:00 | |
| Tue., 9/2 | V Boys Soccer | Brunswick School (Scrim.) | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Tue., 9/2 | V Girls Soccer | Blind Brook (NY) (Scrim.) | Home - Cardinal Stadium [Directions] | 3:30 p.m. | ||
| Thu., 9/4 | V Field Hockey | Lauralton Hall (Scrim.) | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Thu., 9/4 | JV Field Hockey | Lauralton Hall (Scrim.) | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Fri., 9/5 | V Football | Hamden (Scrim.) | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Fri., 9/5 | V Girls Soccer | King and Low-Heywood Thomas (Scrim.) | Away | 4:00 p.m. | 2:30 | |
| Sat., 9/6 | V Boys Water Polo | NYAC | Away - Travers Island | 8:30 a.m. | 7:30am | |
| Sat., 9/6 | JV Boys Water Polo | Brunswick School | Away - Brunswick School | 12:30 p.m. | 11:15am | |
| Sat., 9/6 | V Girls Soccer | Greenwich Academy (Scrim.) | Away | 10:30 a.m. | 8:00am | Big (83 pas) bus |
| Sat., 9/6 | JV Girls Soccer | Greenwich Academy (Scrim.) | Away | 9:00 a.m. | 8:00am | share w varsity |
| Sat., 9/6 | V Girls Volleyball | Brien McMahon (Scrim.) | Home - GHS Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 9/6 | JV Girls Volleyball | Brien McMahon (Scrim.) | Home - GHS Gymnasium [Directions] | 9:00 a.m. | ||
| Tue., 9/9 | V Boys Cross Country | Danbury, Norwalk, Fairfield Ludlowe | Away - Tarrywile Park [Directions] | 4:00 p.m. | 2:30 | Share w Girls |
| Tue., 9/9 | V Boys Soccer | Ridgefield | Home - Cardinal Stadium [Directions] | W 3-1 | ||
| Tue., 9/9 | JV Boys Soccer | Ridgefield | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Tue., 9/9 | FR Boys Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 9/9 | V Girls Cross Country | Danbury, Norwalk, Fairfield Ludlowe | Away - Tarrywile Park [Directions] | 4:00 p.m. | 2:30 | Share with boys |
| Tue., 9/9 | FR Field Hockey | Fairfield Ludlowe | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Wed., 9/10 | V Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | T 1-1 | 3:30 | Bus w Storage |
| Wed., 9/10 | JV Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | 4:30 p.m. | 2:30 | |
| Wed., 9/10 | V Girls Soccer | Darien | Home - Cardinal Stadium [Directions] | L 0-3 | ||
| Wed., 9/10 | JV Girls Soccer | Darien | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Wed., 9/10 | V Girls Swimming and Diving | Norwalk/McMahon | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 9/10 | V Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | L 0-3 | 1:50 | Share w JV |
| Wed., 9/10 | JV Girls Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 1:50 | Share w Var |
| Thu., 9/11 | V Boys Soccer | Harding | Home - GHS Field 7 [Directions] | W 5-1 | 2:30 | |
| Thu., 9/11 | V Boys Water Polo | Army Tournament | Away - United States Military Academy | 4:00 p.m. | 2:30 | |
| Thu., 9/11 | V Girls Volleyball | Joel Barlow | Home - GHS Gymnasium [Directions] | L 1-3 | ||
| Thu., 9/11 | JV Girls Volleyball | Joel Barlow | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 9/12 | V Football | West Haven | Away - Ken Strong Stadium [Directions] | L 22-35 | 4:00 | 2 buses & 1 Cheer Bus |
| Fri., 9/12 | V Girls Soccer | Stamford | Away - Stamford High School [Directions] | W 3-1 | 2:30 | Big (83 pas) bus Share w JV |
| Fri., 9/12 | JV Girls Soccer | Stamford | Away - Rippowam Field [Directions] | 4:00 p.m. | 2:30 | share w varsity |
| Fri., 9/12 | V Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | W 3-0 | 2:30 | Share w JV |
| Fri., 9/12 | JV Girls Volleyball | Norwalk | Away - Norwalk High Gym [Directions] | 5:30 p.m. | 2:30 | Share w Var |
| Sat., 9/13 | JV Football | West Haven | Away - Ken Strong Stadium [Directions] | 10:30 a.m. | 8:00 | Large bus w storage |
| Sat., 9/13 | FR Football | West Haven | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/13 | JV Boys Water Polo | CTCP | Away - Chelsea Piers | 1:00 p.m. | ||
| Sat., 9/13 | V Field Hockey | Cheshire | Away - Cheshire High Main Game field [Directions] | T 0-0 | 2:00pm | Big Boy (83 pass) Bus |
| Sat., 9/13 | JV Field Hockey | Cheshire | Away - Cheshire High Main Game field [Directions] | 5:30 p.m. | 2:00 | Share w varsity |
| Sat., 9/13 | JV Girls Swimming and Diving | Ridgefield | Home - GHS Pool [Directions] | Cancelled | ||
| Mon., 9/15 | V Field Hockey | Danbury | Home - Cardinal Stadium [Directions] | W 1-0 | ||
| Mon., 9/15 | JV Field Hockey | Danbury | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Mon., 9/15 | FR Field Hockey | Danbury | Away - Danbury High School Grass Field [Directions] | 4:00 p.m. | 2:30 | Large bus w storage |
| Mon., 9/15 | V Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | W 3-0 | 2:00 | Share w JV |
| Mon., 9/15 | JV Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:30 p.m. | 2:00 | Share w Var |
| Tue., 9/16 | V Boys Cross Country | Fairfield Warde, St. Joseph, Bridgeport Central, Trumbull | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | 2:00 | 2 buses - Share w Girls |
| Tue., 9/16 | V Boys Soccer | Trumbull | Home - Cardinal Stadium [Directions] | W 2-1 | ||
| Tue., 9/16 | JV Boys Soccer | Trumbull | Home - GHS Field 3 [Directions] | 5:00 p.m. | ||
| Tue., 9/16 | FR Boys Soccer | Trumbull | Away - JV Grass Field [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 9/16 | V Girls Cross Country | Fairfield Warde, St. Joseph, Bridgeport Central, Trumbull | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | 2:30 | Share w boys |
| Wed., 9/17 | V Girls Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | L 1-2 | 2:30 | Big (83 pas) bus |
| Wed., 9/17 | JV Girls Soccer | Westhill | Away - Rippowam Middle School [Directions] | 4:00 p.m. | 2:30 | share w varsity |
| Wed., 9/17 | FR Girls Soccer | Greenwich Country Day | Away - Greenwich Country Day School | 3:30 p.m. | 2:30 | |
| Wed., 9/17 | V Girls Volleyball | New Canaan | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Wed., 9/17 | JV Girls Volleyball | New Canaan | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 9/17 | FR Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30 | |
| Thu., 9/18 | FR Football | Darien | Away - Royle School Field [Directions] | 4:00 p.m. | 2:30 | Large bus w storage |
| Thu., 9/18 | FR Boys Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 4:00 p.m. | 2:30 | |
| Thu., 9/18 | V Field Hockey | Westhill | Home - Cardinal Stadium [Directions] | T 2-2(OT) | ||
| Thu., 9/18 | JV Field Hockey | Westhill | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Fri., 9/19 | V Football | Darien | Home - Cardinal Stadium [Directions] | L 26-33 | ||
| Fri., 9/19 | V Boys Water Polo | Beast of the East | Away | 6:00 p.m. | Friday - Saturday | |
| Fri., 9/19 | JV Boys Water Polo | Beast of East | Away - Redding, Pennsylvania | 6:00 p.m. | Friday - Saturday | |
| Fri., 9/19 | V Girls Soccer | New Canaan | Away - Conner Field [Directions] | L 2-3 | 2:30 | Big (83 pas bus) |
| Fri., 9/19 | JV Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30 | share w varsity |
| Fri., 9/19 | V Girls Swimming and Diving | Danbury | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Sat., 9/20 | JV Football | Darien | Home - GHS Field 7 [Directions] | 9:00 a.m. | ||
| Sat., 9/20 | V Boys Soccer | Danbury | Home - Cardinal Stadium [Directions] | L 1-2 | ||
| Sat., 9/20 | JV Boys Soccer | Danbury | Home - GHS Field 3 [Directions] | 11:00 a.m. | ||
| Sat., 9/20 | FR Field Hockey | Westhill | Away - Westhill Front Turf Field [Directions] | Cancelled | 8:30am | Large bus w storage |
| Sat., 9/20 | JV Girls Swimming and Diving | Darien, Staples | Home [Directions] | 11:00 a.m. | ||
| Mon., 9/22 | V Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | W 4-0 | 4:00 | |
| Mon., 9/22 | JV Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | 2:30 | |
| Mon., 9/22 | FR Field Hockey | Trumbull | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Mon., 9/22 | JV Girls Swimming and Diving | Ridgefield | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Mon., 9/22 | V Girls Volleyball | Fairfield Warde | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Mon., 9/22 | JV Girls Volleyball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 9/22 | FR Girls Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 9/23 | V Boys Cross Country | Staples, Westhill, Harding | Away - Staples Stadium [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 9/23 | V Girls Cross Country | Staples, Westhill, Harding | Away - Staples Stadium [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 9/23 | V Field Hockey | Trumbull | Away - McDougall Stadium [Directions] | W 3-2 | 4:30 | |
| Tue., 9/23 | JV Field Hockey | Trumbull | Away - Varsity Grass Field - Trumbull [Directions] | 5:00 p.m. | 3:00 | |
| Tue., 9/23 | V Girls Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | W 8-1 | 2:30 | |
| Tue., 9/23 | FR Girls Soccer | New Canaan | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Wed., 9/24 | SO Football | Darien | Away - DHS Baseball JV Field [Directions] | 3:30 p.m. | 2:15 | 2:00 dismissal |
| Wed., 9/24 | V Boys Soccer | Stamford | Away - Stamford High Soccer Field [Directions] | L 2-4 | 1:45 | 1:35 dismissal |
| Wed., 9/24 | JV Boys Soccer | Stamford | Away - Rippowam Field [Directions] | 3:00 p.m. | 1:45 | 1:35 dismissal |
| Wed., 9/24 | FR Boys Soccer | Stamford | Home - GHS Field 7 [Directions] | 3:00 p.m. | ||
| Wed., 9/24 | V Girls Volleyball | Westhill | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Wed., 9/24 | FR Girls Volleyball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 3:00 p.m. | 2:15 | 2:00 dismissal |
| Fri., 9/26 | V Girls Soccer | Brien McMahon | Home - Cardinal Stadium [Directions] | W 5-0 | ||
| Fri., 9/26 | JV Girls Soccer | Brien McMahon | Home - GHS Field 7 [Directions] | 3:00 p.m. | ||
| Sat., 9/27 | V Football | New Canaan | Away - Dunning Stadium [Directions] | L 20-35 | 11:00 | 2 buses + 1 cheer bus at 12:15 |
| Sat., 9/27 | FR Football | New Canaan | Home - GHS Field 7 [Directions] | 9:00 a.m. | ||
| Sat., 9/27 | V Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | W 4-0 | 1:45 | |
| Sat., 9/27 | JV Boys Soccer | Westhill | Away - Westhill Front Turf Field [Directions] | 1:00 p.m. | 12:00 | |
| Sat., 9/27 | FR Boys Soccer | Westhill | Home - GHS Field 3 [Directions] | 10:00 a.m. | ||
| Sat., 9/27 | JV Boys Water Polo | JV Tournament | Home - GHS Pool [Directions] | 10:00 a.m. | Saturday - Sunday | |
| Sat., 9/27 | V Field Hockey | Fairfield Warde | Home - Cardinal Stadium [Directions] | L 0-3 | ||
| Sat., 9/27 | JV Field Hockey | Fairfield Warde | Home - Cardinal Stadium [Directions] | 9:30 a.m. | ||
| Mon., 9/29 | JV Football | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 3:30 p.m. | 2:30 | large bus w storage |
| Mon., 9/29 | FR Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30 | |
| Mon., 9/29 | V Girls Soccer | Bridgeport Central | Home - Cardinal Stadium [Directions] | W 9-0 | ||
| Mon., 9/29 | JV Girls Soccer | Bassick | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Mon., 9/29 | FR Girls Soccer | Fairfield Ludlowe | Away - South Pine Creek Field [Directions] | 4:00 p.m. | 2:30 | |
| Mon., 9/29 | V Girls Swimming and Diving | Darien | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Mon., 9/29 | JV Girls Swimming and Diving | Darien | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Mon., 9/29 | V Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | W 3-1 | 2:15 | 2:05 dismissal - share bus w JV |
| Mon., 9/29 | JV Girls Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | 2:15 | 2:05 dismissal - share bus w var |
| Mon., 9/29 | FR Girls Volleyball | Staples | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 9/30 | V Boys Cross Country | Stamford, New Canaan, Trinity Catholic, Darien | Home - Greenwich Point [Directions] | 4:00 p.m. | ||
| Tue., 9/30 | V Boys Water Polo | Greenwich Aquatics | Away - Greenwich YMCA | 7:30 p.m. | No Bus needed | |
| Tue., 9/30 | JV Boys Water Polo | Greenwich Aquatics | Away - Greenwich YMCA | 7:30 p.m. | No bus needed | |
| Tue., 9/30 | V Girls Cross Country | Stamford, New Canaan, Trinity Catholic, Darien | Home - Greenwich Point [Directions] | 4:00 p.m. | ||
| Tue., 9/30 | V Field Hockey | Darien | Away - DHS Stadium Field [Directions] | L 1-7 | 2:30 | Big (83 pass) Bus |
| Tue., 9/30 | JV Field Hockey | Darien | Away - DHS Stadium Field [Directions] | 6:00 p.m. | 2:30 | share w varsity |
| Tue., 9/30 | FR Field Hockey | Darien | Home - GHS Field 3 [Directions] | 3:45 p.m. | ||
| Tue., 9/30 | FR Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30 | |
| Wed., 10/1 | FR Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | 4:00 p.m. | 2:30 | Large bus w storage |
| Wed., 10/1 | V Boys Water Polo | Brunswick School | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/1 | JV Boys Water Polo | Brunswick School | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/1 | V Girls Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | T 1-1 | 2:00 | 1:50 dismissal - share bus with JV |
| Wed., 10/1 | FR Girls Soccer | Fairfield Warde | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Wed., 10/1 | V Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | W 3-0 | 2:00 | 1:50 dismissal - share w JV |
| Wed., 10/1 | JV Girls Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:30 p.m. | 2:00 | 1:50 dismissal - share w var |
| Wed., 10/1 | FR Girls Volleyball | Danbury | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/2 | V Football | Trinity Catholic | Home - Cardinal Stadium [Directions] | W 28-13 | ||
| Thu., 10/2 | V Boys Soccer | Wilton | Away - Lilly Field - Turf [Directions] | W 1-0 | 4:30 | |
| Thu., 10/2 | JV Boys Soccer | Wilton | Away - Allen's Field #2 [Directions] | 4:00 p.m. | 2:30 | |
| Thu., 10/2 | FR Boys Soccer | Wilton | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Thu., 10/2 | V Field Hockey | Ridgefield | Home - Cardinal Stadium [Directions] | T 1-1 | ||
| Thu., 10/2 | JV Field Hockey | Ridgefield | Home - GHS Field 3 [Directions] | 5:15 p.m. | ||
| Thu., 10/2 | V Girls Swimming and Diving | Staples | Away - Staples HS Pool [Directions] | 4:00 p.m. | 1:50 | 2:00 dismissal |
| Thu., 10/2 | V Girls Volleyball | Brien McMahon | Home - GHS Gymnasium [Directions] | W 3-1 | ||
| Thu., 10/2 | JV Girls Volleyball | Brien McMahon | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 10/3 | SO Football | New Canaan | Away - Dunning Stadium [Directions] | 3:00 p.m. | 2:30 | |
| Mon., 10/6 | JV Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | Cancelled | 2:30 | Large bus w storage |
| Mon., 10/6 | V Boys Soccer | St. Joseph | Home - Cardinal Stadium [Directions] | W 5-1 | ||
| Mon., 10/6 | JV Boys Soccer | St. Joseph | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Mon., 10/6 | FR Field Hockey | Greenwich Country Day | Away - Greenwich Country Day School | 3:30 p.m. | 2:30 | Large bus w storage |
| Mon., 10/6 | V Girls Soccer | Fairfield Ludlowe | Home - GHS Field 3 [Directions] | W 3-2 | ||
| Mon., 10/6 | JV Girls Soccer | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | 2:30 | |
| Mon., 10/6 | V Girls Swimming and Diving | Westhill/Stamford | Away - Westhill Pool [Directions] | 3:15 p.m. | 2:30 | |
| Mon., 10/6 | JV Girls Swimming and Diving | Ridgefield, Staples | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Mon., 10/6 | V Girls Volleyball | Bassick | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Mon., 10/6 | JV Girls Volleyball | Bassick | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 10/7 | V Boys Cross Country | Wilton, Ridgefield, Brien McMahon | Home - Greenwich Point [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 10/7 | V Girls Cross Country | Wilton, Ridgefield, Brien McMahon | Home - Greenwich Point [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 10/7 | V Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | L 0-2 | 4:30 | large bus w storage |
| Tue., 10/7 | JV Field Hockey | Norwalk | Away - NHS Grass Field [Directions] | 5:00 p.m. | 3:00 | large bus w storage |
| Tue., 10/7 | FR Field Hockey | Norwalk | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Tue., 10/7 | V Girls Soccer | St. Joseph | Home - Cardinal Stadium [Directions] | L 0-2 | ||
| Tue., 10/7 | JV Girls Soccer | St. Joseph | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Tue., 10/7 | FR Girls Soccer | Darien | Away - Middlesex Upper Field [Directions] | 4:00 p.m. | 2:30 | |
| Wed., 10/8 | SO Football | Staples | Away - Staples Stadium [Directions] | 6:00 p.m. | 4:00 | |
| Wed., 10/8 | V Boys Soccer | Darien | Away - DHS Turf #2 [Directions] | T 0-0 | 2:30 | share w JV |
| Wed., 10/8 | JV Boys Soccer | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | 2:30 | share w var |
| Wed., 10/8 | FR Boys Soccer | Darien | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Wed., 10/8 | V Boys Water Polo | Choate Rosemary Hall | Home - GHS Pool [Directions] | 3:00 p.m. | ||
| Wed., 10/8 | JV Boys Water Polo | Choate Rosemary Hall | Home - GHS Pool [Directions] | 4:15 p.m. | ||
| Wed., 10/8 | V Girls Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:40 p.m. | 1:50 | Early release 1:40 |
| Wed., 10/8 | V Girls Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 3-0 | 2:30 | Share w JV |
| Wed., 10/8 | JV Girls Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | 2:30 | Share w var |
| Thu., 10/9 | FR Football | Norwalk | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/9 | V Girls Soccer | Norwalk | Away - Testa Field, NHS [Directions] | W 2-0 | 3:00 | |
| Fri., 10/10 | V Football | Norwalk | Away - Testa Field, NHS [Directions] | W 14-7 | 4:30 | 2 buses + 1 Cheer bus at 5:30 |
| Fri., 10/10 | V Boys Soccer | New Canaan | Home - Cardinal Stadium [Directions] | W 6-0 | ||
| Fri., 10/10 | JV Boys Soccer | New Canaan | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Fri., 10/10 | FR Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:30 | |
| Fri., 10/10 | V Field Hockey | Stamford | Away - Stamford High School [Directions] | W 5-1 | 2:30 | Big (83 pass) bus |
| Fri., 10/10 | JV Field Hockey | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | 2:30 | share with varsity |
| Fri., 10/10 | FR Field Hockey | Stamford | Home - GHS Field 3 [Directions] | Cancelled | ||
| Fri., 10/10 | FR Girls Soccer | Trumbull | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Fri., 10/10 | V Girls Volleyball | Wilton | Away - Wilton High School Field House [Directions] | L 2-3 | 2:30 | share w JV |
| Fri., 10/10 | JV Girls Volleyball | Wilton | Away - Wilton High School Field House [Directions] | 4:30 p.m. | 2:30 | share w var |
| Fri., 10/10 | FR Girls Volleyball | Wilton | Home - GHS Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/11 | JV Football | Norwalk | Away - Testa Field, NHS [Directions] | 3:00 p.m. | 1:00 | Large bus w storage |
| Sat., 10/11 | V Girls Swimming and Diving | Glastonbury | Away - Glastonbury HS Pool [Directions] | 3:00 p.m. | 12:30 | |
| Sat., 10/11 | JV Girls Swimming and Diving | Darien, New Canaan | Home - GHS Pool [Directions] | 9:00 a.m. | ||
| Mon., 10/13 | V Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | W 2-1 | 4:30 | |
| Mon., 10/13 | JV Boys Soccer | Norwalk | Away - Testa Field, NHS [Directions] | 4:30 p.m. | 2:30 | |
| Mon., 10/13 | FR Boys Soccer | Norwalk | Home - GHS Field 3 [Directions] | 10:00 a.m. | ||
| Mon., 10/13 | V Field Hockey | Pomperaug | Home - Cardinal Stadium [Directions] | W 1-0 | ||
| Tue., 10/14 | V Girls Soccer | Staples | Home - Cardinal Stadium [Directions] | L 2-3 | ||
| Tue., 10/14 | JV Girls Soccer | Staples | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Tue., 10/14 | FR Girls Soccer | Staples | Away - Wakeman Field E (grass) [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 10/14 | V Girls Volleyball | Darien | Home - GHS Gymnasium [Directions] | L 0-3 | ||
| Tue., 10/14 | JV Girls Volleyball | Darien | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 10/14 | FR Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | 2:30 | |
| Wed., 10/15 | SO Football | Darien | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Wed., 10/15 | V Boys Soccer | Staples | Away - Loeffler Field - Staples HS [Directions] | L 0-2 | 2:30 | share w JV |
| Wed., 10/15 | JV Boys Soccer | Staples | Away - Wakeman Field B (turf) [Directions] | 4:00 p.m. | 2:30 | share w var |
| Wed., 10/15 | FR Boys Soccer | Staples | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Wed., 10/15 | V Boys Water Polo | Brunswick School | Away - Brunswick School | 4:00 p.m. | 2:30 | share w JV |
| Wed., 10/15 | JV Boys Water Polo | Brunswick School | Away - Brunswick School | 4:00 p.m. | 2:30 | share w var |
| Wed., 10/15 | V Field Hockey | Staples | Away - Staples Stadium [Directions] | W 1-0 | 3:00 | Big (83 pass) Bus |
| Wed., 10/15 | JV Field Hockey | Staples | Away - Ginny Parker Field - Staples [Directions] | 4:30 p.m. | 3:00 | share with varisty |
| Wed., 10/15 | FR Field Hockey | Staples | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Wed., 10/15 | V Girls Swimming and Diving | Ridgefield | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 10/15 | JV Girls Swimming and Diving | Ridgefield | Home [Directions] | 3:30 p.m. | ||
| Wed., 10/15 | V Girls Volleyball | Trinity Catholic | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Wed., 10/15 | JV Girls Volleyball | Trinity Catholic | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 10/16 | V Boys Water Polo | Army Tournament | Away - United States Military Academy | 5:00 p.m. | 1:50 | early release 1:40 share w JV |
| Thu., 10/16 | JV Boys Water Polo | Army Tournament | Away - United States Military Academy | 4:00 p.m. | 1:50 | early release 1:40 share w var |
| Thu., 10/16 | V Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | T 0-0 | 4:00 | |
| Thu., 10/16 | JV Girls Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | 2:30 | |
| Thu., 10/16 | FR Girls Soccer | Ridgefield | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Fri., 10/17 | V Boys Soccer | Brien McMahon | Home - Cardinal Stadium [Directions] | T 1-1 | ||
| Fri., 10/17 | JV Boys Soccer | Brien McMahon | Home - GHS Field 7 [Directions] | 3:45 p.m. | ||
| Fri., 10/17 | JV Boys Water Polo | Cardinal Tournament | Home - GHS Pool [Directions] | 6:00 p.m. | Friday - Saturday | |
| Fri., 10/17 | V Field Hockey | Brien McMahon | Home - Cardinal Stadium [Directions] | W 2-0 | ||
| Fri., 10/17 | JV Field Hockey | Brien McMahon | Home - Cardinal Stadium [Directions] | 5:15 p.m. | ||
| Fri., 10/17 | V Girls Soccer | Wilton | Home - GHS Field 3 [Directions] | L 2-4 | ||
| Fri., 10/17 | JV Girls Soccer | Wilton | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Fri., 10/17 | FR Girls Soccer | Wilton | Away - Allen's Field #1 [Directions] | 4:00 p.m. | 8:15 | |
| Fri., 10/17 | V Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | W 3-1 | ||
| Fri., 10/17 | JV Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/17 | FR Girls Volleyball | Trumbull | Home - GHS Gymnasium [Directions] | 4:15 p.m. | ||
| Sat., 10/18 | V Football | Trumbull | Home - Cardinal Stadium [Directions] | W 34-15 | ||
| Sat., 10/18 | FR Football | Trumbull | Away - McDougall Stadium [Directions] | 10:30 a.m. | 8:30 | Large bus w storage |
| Sun., 10/19 | V Boys Water Polo | Boston Tournament | Away - Boston University | 2:00 p.m. | ||
| Mon., 10/20 | V Boys Cross Country | FCIAC Championships | Away - Waveny park | 2:15 p.m. | 12:00 pm | |
| Mon., 10/20 | JV Football | Trumbull | Away - McDougall Stadium [Directions] | 4:00 p.m. | 2:30 | large bus w storage |
| Mon., 10/20 | V Girls Cross Country | FCIAC Championships | Away - Waveny | 2:15 p.m. | ||
| Mon., 10/20 | V Field Hockey | New Canaan | Home - Cardinal Stadium [Directions] | L 1-4 | ||
| Mon., 10/20 | JV Field Hockey | New Canaan | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Mon., 10/20 | FR Field Hockey | New Canaan | Away - NCHS Track Field [Directions] | 4:00 p.m. | 2:30 | large bus w storage |
| Mon., 10/20 | V Girls Swimming and Diving | Trumbull | Home - GHS Pool [Directions] | 3:30 p.m. | Yes | |
| Mon., 10/20 | V Girls Swimming and Diving | St. Joseph | Home - GHS Pool [Directions] | 3:30 p.m. | Yes | |
| Mon., 10/20 | V Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | L 0-3 | ||
| Mon., 10/20 | JV Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:15 p.m. | ||
| Mon., 10/20 | FR Girls Volleyball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | 4:30 p.m. | ||
| Tue., 10/21 | V Boys Soccer | Bassick | Home - Cardinal Stadium [Directions] | W 8-0 | ||
| Tue., 10/21 | V Girls Soccer | Danbury | Away - Danbury High School Stadium [Directions] | L 1-2 | 3:30 | Big (83 pas ) bus |
| Tue., 10/21 | JV Girls Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 4:00 p.m. | 3:30 | share w varsity |
| Tue., 10/21 | FR Girls Soccer | Danbury | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Wed., 10/22 | V Boys Soccer | Fairfield Warde | Home - Cardinal Stadium [Directions] | W 5-1 | ||
| Wed., 10/22 | JV Boys Soccer | Fairfield Warde | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Wed., 10/22 | V Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | W 2-1 | 3:30 | large bus w storage |
| Wed., 10/22 | JV Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | 5:15 p.m. | 2:30 | large bus w storage |
| Wed., 10/22 | FR Field Hockey | Wilton | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Wed., 10/22 | V Girls Swimming and Diving | New Canaan | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 10/22 | V Girls Volleyball | Stamford | Home - GHS Gymnasium [Directions] | L 0-3 | ||
| Wed., 10/22 | JV Girls Volleyball | Stamford | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 10/22 | FR Girls Volleyball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | ||
| Thu., 10/23 | V Girls Soccer | Trumbull | Home - Cardinal Stadium [Directions] | W 1-0 | ||
| Thu., 10/23 | JV Girls Soccer | Trumbull | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Thu., 10/23 | FR Girls Soccer | Trumbull | Home - Field 3 [Directions] | 4:00 p.m. | 2:30 | |
| Fri., 10/24 | V Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 36-13 | 4:30 | 2 busses + 1 Cheer bus at 5:30 |
| Fri., 10/24 | V Boys Soccer | FCIAC Tournament | Home - Cardinal Stadium [Directions] | 3:45 p.m. | ||
| Fri., 10/24 | FR Boys Soccer | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:00 p.m. | ||
| Fri., 10/24 | V Girls Volleyball | Ridgefield | Home - GHS Gymnasium [Directions] | W 3-2 | ||
| Fri., 10/24 | JV Girls Volleyball | Ridgefield | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/24 | FR Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/25 | V Boys Cross Country | Class LL State Championships | Away - Wickham Park | 1:00 p.m. | ||
| Sat., 10/25 | FR Football | Fairfield Warde | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 10/25 | V Boys Water Polo | Montreal Tournament | Away - Pool | 6:00 p.m. | Saturday - Sunday | |
| Sat., 10/25 | V Girls Cross Country | Class LL State Championships | Away - Wickham Park | 1:00 p.m. | ||
| Sat., 10/25 | V Field Hockey | FCIAC Tournament | Away - Wilton High School | 5:00 p.m. | ||
| Sat., 10/25 | JV Girls Swimming and Diving | FCIAC JV Championships | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Sat., 10/25 | JV Girls Volleyball | Fairfield Warde Tournament | Away - Fairfield Warde | 9:00 a.m. | 7:30 | |
| Mon., 10/27 | JV Football | Fairfield Warde | Away [Directions] | 4:00 p.m. | 2:30 | large bus w storage |
| Mon., 10/27 | V Boys Soccer | FCIAC Tournament | Away - Fairfield Ludlowe High School | 5:00 p.m. | ||
| Tue., 10/28 | V Girls Swimming and Diving | FCIAC Swimming Trials | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 10/28 | V Girls Volleyball | FCIAC Tournament | Away - St Joseph High School | 4:00 p.m. | ||
| Wed., 10/29 | SO Football | Staples | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Wed., 10/29 | FR Football | Bridgeport Central | Away - Kennedy Stadium [Directions] | 4:00 p.m. | 2:30 | large bus w storage |
| Wed., 10/29 | V Boys Soccer | FCIAC Championships | Away - Norwalk High School | 7:00 p.m. | ||
| Wed., 10/29 | JV Boys Water Polo | Trinity School | Home - GHS Pool [Directions] | 4:30 p.m. | ||
| Wed., 10/29 | V Field Hockey | Norwalk (Scrim.) | Home - GHS Field 4 [Directions] | 4:00 p.m. | ||
| Wed., 10/29 | V Girls Swimming and Diving | FCIAC Diving Championships | Away - Westhill High School | 4:30 p.m. | ||
| Thu., 10/30 | V Girls Swimming and Diving | FCIAC Swimming Championships | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Thu., 10/30 | V Girls Volleyball | FCIAC Tournament | Away - Fairfield Ludlowe High School | 7:00 p.m. | ||
| Sat., 11/1 | V Football | Bridgeport Central | Home - Cardinal Stadium [Directions] | W 35-6 | ||
| Sat., 11/1 | V Boys Water Polo | Cardinal Cup | Home - GHS Pool [Directions] | 8:00 a.m. | ||
| Sat., 11/1 | JV Boys Water Polo | Cardinal Cup | Home - GHS Pool [Directions] | 8:00 a.m. | ||
| Mon., 11/3 | JV Football | Bridgeport Central | Home - GHS Field 7 [Directions] | 3:30 p.m. | ||
| Mon., 11/3 | V Boys Soccer | CIAC Class LL State Tournament | Home - Cardinal Stadium [Directions] | 2:00pm | ||
| Mon., 11/3 | V Field Hockey | CIAC Class L Tournament | Home - Cardinal Stadium [Directions] | 5:00 p.m. | ||
| Mon., 11/3 | V Girls Volleyball | CIAC Class LL Tournament | Home - GHS Gymnasium [Directions] | 6:30 p.m. | ||
| Mon., 11/3 | Unified Sports Soccer | Tournament | Away - Staples High School | 4:00 p.m. | 2:00 pm | |
| Tue., 11/4 | V Boys Water Polo | Greenwich Aquatics | Away - Greenwich YMCA | 7:30 p.m. | ||
| Tue., 11/4 | V Girls Soccer | CIAC CLASS LL Tournament | Away - Ridgefield High School | 2:00 p.m. | ||
| Wed., 11/5 | SO Football | New Canaan | Home - Cardinal Stadium [Directions] | 3:30 p.m. | ||
| Wed., 11/5 | V Boys Soccer | CIAC Class LL State Tournament | Away - New Milford High School | 4:00 p.m. | 1:45 | |
| Thu., 11/6 | FR Football | Westhill | Home - Cardinal Stadium [Directions] | 3:30 p.m. | ||
| Thu., 11/6 | V Girls Swimming and Diving | CIAC Class LL Diving Championships | Away - Bulkeley High School | 4:30 p.m. | ||
| Thu., 11/6 | V Girls Volleyball | CIAC Class LL Tournament | Away - Stamford High School | 6:00 p.m. | ||
| Fri., 11/7 | V Boys Soccer | CIAC Class LL State Tournament | Away - Farmington High School | 5:00 p.m. | ||
| Sat., 11/8 | V Football | Westhill | Away - Westhill Football Field [Directions] | W 22-14 | 12:00 | 2 buses + 1 Cheer bus at 1:15 |
| Sat., 11/8 | V Boys Water Polo | Mid Altantic Championship | Away - United States Naval Academy | 10:00 a.m. | Saturday - Sunday | |
| Sat., 11/8 | JV Boys Water Polo | Mid Altantic Championships | Away - United States Naval Academy | 10:00 a.m. | Saturday - Sunday | |
| Sat., 11/8 | V Girls Swimming and Diving | CIAC Class LL Swimming Qualifying | Away - East Hartford High School | 6:00 p.m. | ||
| Mon., 11/10 | JV Football | Westhill | Away - Westhill Football Field [Directions] | 3:30 p.m. | 2:30 | large bus w storage |
| Wed., 11/12 | V Girls Swimming and Diving | CIAC Class LL Swimming Championships | Away - Wesleyan University | 7:00 p.m. | ||
| Thu., 11/13 | FR Football | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | 2:30 | large bus w storage |
| Thu., 11/13 | V Girls Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown High School | 5:30 p.m. | ||
| Fri., 11/14 | V Football | Danbury | Home - Cardinal Stadium [Directions] | W 49-14 | ||
| Sat., 11/15 | V Girls Swimming and Diving | CIAC State Open Swimming Championships | Away - Yale University | 7:30 p.m. | ||
| Mon., 11/17 | JV Football | Staples | Away - Staples High School [Directions] | 3:45 p.m. | ||
| Tue., 11/18 | SO Football | New Canaan | Away - NCHS Water Tower Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 11/20 | FR Football | Staples | Away - Staples Stadium [Directions] | 3:30 p.m. | 4:00 | large bus w storage |
| Sat., 11/22 | V Football | FCIAC Championship | Away - TBA | TBA | ||
| Thu., 11/27 | V Football | Staples | Home - Cardinal Stadium [Directions] | L 21-38 | ||
| Sat., 11/29 | V Girls Basketball | Berlin Scrimmage Day | Away - Berlin High School | 8:00 a.m. | ||
| Mon., 12/1 | V Girls Basketball | Rye Country Day (NY) (Scrim.) | Away - Rye Country Day School | 4:00 p.m. | ||
| Tue., 12/2 | V Bowling | Match | Away | 3:00 p.m. | ||
| Sat., 12/6 | V Boys Basketball | New Fairfield (Scrim.) | Away - New Fairfield HS [Directions] | 2:00 p.m. | ||
| Sat., 12/6 | V Wrestling | Brien McMahon (Scrim.) | Away - Brien McMahon High School [Directions] | 10:00 a.m. | ||
| Sat., 12/6 | V Girls Basketball | Hillhouse (Scrim.) | Home - GHS Gymnasium [Directions] | 11:00 a.m. | ||
| Sat., 12/6 | V Girls Ice Hockey | Shelton Jamboree | Away - Twin Rinks | TBA | ||
| Tue., 12/9 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Wed., 12/10 | V Boys Ice Hockey | New Canaan (Scrim.) | Home - Dorothy Hamill Ice Rink [Directions] | 8:30 p.m. | ||
| Wed., 12/10 | V Girls Basketball | Stamford | Home - GHS Gymnasium [Directions] | W 71-61 | ||
| Wed., 12/10 | JV Girls Basketball | Stamford | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/10 | FR Girls Basketball | Stamford | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 12/10 | V Girls Fencing | Greenwich Academy | Away - Greenwich Academy | 4:30 p.m. | ||
| Fri., 12/12 | V Boys Fencing | Greens Farms Academy | Home - GHS Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 12/12 | V Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | L 46-52 | ||
| Fri., 12/12 | JV Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/12 | FR Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | 2:30 | |
| Fri., 12/12 | V Girls Fencing | Greens Farms Academy | Home - GHS Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 12/13 | V Boys Basketball | Tri- Scrimmage | Away - New London High School | 12:00 p.m. | ||
| Sat., 12/13 | V Boys Ice Hockey | Milford Coop (Scrim.) | Away - Milford Ice Pavilion [Directions] | 1:00 p.m. | ||
| Sat., 12/13 | V Wrestling | Westhill (Scrim.) | Away - Westhill High School [Directions] | 9:00 a.m. | ||
| Mon., 12/15 | JV Girls Basketball | Greenwich Country Day | Away - GCD | 4:30 p.m. | ||
| Tue., 12/16 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Wed., 12/17 | V Boys Basketball | Trinity Catholic | Away - Walsh Court | L 54-66 | ||
| Wed., 12/17 | JV Boys Basketball | Trinity Catholic | Away - Walsh Court | 5:15 p.m. | ||
| Wed., 12/17 | FR Boys Basketball | Trinity Catholic | Away | 4:00 p.m. | 2:30 | |
| Wed., 12/17 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | W 5-1 | ||
| Wed., 12/17 | V Wrestling | Stamford | Away - Stamford High Aux Gym [Directions] | Greenwich 69 Stamford 6 | ||
| Wed., 12/17 | V Girls Basketball | Trinity Catholic | Home - GHS Gymnasium [Directions] | W 85-37 | ||
| Wed., 12/17 | JV Girls Basketball | Trinity Catholic | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 12/17 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away [Directions] | 3:30 p.m. | ||
| Thu., 12/18 | V Girls Gymnastics | Staples, Weston | Home - Greenwich YWCA [Directions] | Staples 119.8 Joel Barlow 104.35 Weston 55.9 | ||
| Fri., 12/19 | V Boys Basketball | Wilton | Away - Wilton High School Field House [Directions] | L 50-80 | ||
| Fri., 12/19 | JV Boys Basketball | Wilton | Away - Allen's Field [Directions] | 5:15 p.m. | ||
| Fri., 12/19 | FR Boys Basketball | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | 2:30 | |
| Fri., 12/19 | V Boys Ice Hockey | Iona Prep (NY) | Away | W 9-1 | ||
| Fri., 12/19 | V Boys Indoor Track | New Haven Invitational | Away - New Haven Athletic Center | 4:00 p.m. | ||
| Fri., 12/19 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - GHS Pool [Directions] | GHS 152 FLHS 29 | ||
| Fri., 12/19 | V Girls Basketball | Wilton | Home - GHS Gymnasium [Directions] | L 52-92 | ||
| Fri., 12/19 | JV Girls Basketball | Wilton | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/19 | FR Girls Basketball | Wilton | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 12/19 | V Girls Indoor Track | New Haven Invitational | Away - New Haven Athletic Center | 4:00 p.m. | ||
| Sat., 12/20 | V Boys Indoor Track | Meet | Away - Staples High School | 10:00 a.m. | ||
| Sat., 12/20 | V Wrestling | Shelton Invitational | Away - Shelton High School | 10:00 a.m. | ||
| Sat., 12/20 | JV Wrestling | Trumbull JV Tournament | Away - Trumbull High School | 9:00 a.m. | ||
| Sat., 12/20 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Dorothy Hamill Ice Rink [Directions] | 6:45 p.m. | ||
| Sat., 12/20 | V Girls Indoor Track | Meet | Away - Staples High School | 10:00 a.m. | ||
| Mon., 12/22 | V Boys Basketball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | L 49-58 | ||
| Mon., 12/22 | JV Boys Basketball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 12/22 | FR Boys Basketball | Fairfield Ludlowe | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 12/22 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk High Pool [Directions] | GHS 119 NHS 71 | ||
| Mon., 12/22 | V Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | W 61-48 | ||
| Mon., 12/22 | JV Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/22 | FR Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 12/23 | V Boys Ice Hockey | New Canaan | Home - Dorothy Hamill Ice Rink [Directions] | W 3-2(OT) | ||
| Fri., 12/26 | V Boys Basketball | Woodstock Academy | Away - Alumni Fieldhouse [Directions] | W 60-37 | ||
| Sat., 12/27 | V Boys Basketball | LaSalle Academy (RI) | Away - Alumni Fieldhouse | L 57-72 | ||
| Sat., 12/27 | V Girls Basketball | Darien | Away - DHS Main Gym [Directions] | W 57-36 | LaVista Tournament | |
| Mon., 12/29 | V Girls Basketball | Staples | Away - Darien High School [Directions] | W 81-42 | ||
| Tue., 12/30 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | W 3-0 | ||
| Tue., 12/30 | JV Boys Ice Hockey | Darien | Home - Dorothy Hamill Ice Rink [Directions] | 1:45 p.m. | ||
| Tue., 12/30 | V Wrestling | Bridgeport Central, Brien McMahon, Wilton | Away - Brien McMahon High School [Directions] | TBA | ||
| Tue., 12/30 | V Girls Ice Hockey | New Canaan | Away [Directions] | 3:10 p.m. | ||
| Fri., 1/2 | JV Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 11:00 a.m. | ||
| Fri., 1/2 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 2:10 p.m. | ||
| Sat., 1/3 | V Boys Ice Hockey | Xavier | Home - Dorothy Hamill Ice Rink [Directions] | L 0-2 | ||
| Sat., 1/3 | V Wrestling | Shoreline Invitational | Away - New Rochelle High School | 10:00 a.m. | ||
| Sat., 1/3 | JV Wrestling | Norwalk JV Tournament | Away - Norwalk High School | 9:00 a.m. | ||
| Mon., 1/5 | V Girls Ice Hockey | Branford | Away - East Haven Rink [Directions] | 7:30 p.m. | ||
| Tue., 1/6 | V Boys Basketball | Bridgeport Central | Home - GHS Gymnasium [Directions] | L 59-63 | ||
| Tue., 1/6 | JV Boys Basketball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/6 | FR Boys Basketball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/6 | V Boys Ice Hockey | Trumbull | Home - Dorothy Hamill Ice Rink [Directions] | W 3-2 | ||
| Tue., 1/6 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 1/6 | V Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 70-23 | ||
| Tue., 1/6 | JV Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/7 | V Boys Ice Hockey | Rye Country Day (NY) | Away | W 6-3 | ||
| Wed., 1/7 | V Boys Swimming and Diving | Trumbull | Away - Hillcrest Middle School [Directions] | GHS 108 THS 62 | ||
| Wed., 1/7 | V Wrestling | Westhill | Home - GHS Gymnasium [Directions] | Greenwich 55 Westhill 15 | ||
| Wed., 1/7 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Dorothy Hamill Ice Rink [Directions] | 8:30 p.m. | ||
| Thu., 1/8 | V Boys Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 1/8 | V Girls Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 1/8 | V Girls Gymnastics | Fairfield Warde | Home - Greenwich YWCA [Directions] | Greenwich 120.30 FFD. Warde 57.3 | ||
| Fri., 1/9 | V Boys Basketball | Westhill | Away [Directions] | L 60-73 | ||
| Fri., 1/9 | JV Boys Basketball | Westhill | Away [Directions] | 5:15 p.m. | ||
| Fri., 1/9 | FR Boys Basketball | Westhill | Away [Directions] | 4:00 p.m. | 2:30 | |
| Fri., 1/9 | V Boys Indoor Track | Dartmouth Relays | Away - Dartmouth College | 1:00 p.m. | ||
| Fri., 1/9 | V Boys Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | GHS 108 RHS 78 | ||
| Fri., 1/9 | V Girls Basketball | Westhill | Home - GHS Gymnasium [Directions] | W 56-42 | ||
| Fri., 1/9 | JV Girls Basketball | Westhill | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/9 | FR Girls Basketball | Westhill | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/9 | V Girls Indoor Track | Dartmouth Relays | Away - Dartmouth College | 1:00 p.m. | ||
| Sat., 1/10 | V Boys Fencing | Bridgeport Central - Fairfield - GFA | Away - Greens Farms Academy | 8:00 a.m. | ||
| Sat., 1/10 | V Boys Ice Hockey | Westhill/Stamford | Away [Directions] | W 7-0 | ||
| Sat., 1/10 | V Boys Indoor Track | Elm City Coaches Invitational | Away - New Haven Athletic Center | 9:00 a.m. | ||
| Sat., 1/10 | V Boys Indoor Track | Meet | Away - Wilton High School | 9:30 a.m. | ||
| Sat., 1/10 | V Wrestling | Greater Hartford Open | Away - Hall High School | 10:00 a.m. | ||
| Sat., 1/10 | FR Girls Basketball | Joel Barlow | Home - GHS Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 1/10 | V Girls Fencing | Bridgeport Central - Fairfield - GFA | Away - Greens Farms Academy | 8:00 a.m. | ||
| Sat., 1/10 | V Girls Ice Hockey | Darien | Away [Directions] | 6:00 p.m. | ||
| Sat., 1/10 | V Girls Indoor Track | Elm City Coaches Invitational | Away - New Haven Athletic Center | 9:00 a.m. | ||
| Sat., 1/10 | V Girls Indoor Track | Meet | Away - Wilton High School | 9:30 a.m. | ||
| Mon., 1/12 | V Boys Ice Hockey | Stamford | Home - Dorothy Hamill Ice Rink [Directions] | W 8-1 | ||
| Tue., 1/13 | V Boys Basketball | Staples | Home - GHS Gymnasium [Directions] | W 50-47 | ||
| Tue., 1/13 | JV Boys Basketball | Staples | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/13 | FR Boys Basketball | Staples | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/13 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 1/13 | V Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | W 61-30 | ||
| Tue., 1/13 | JV Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/13 | FR Girls Basketball | Staples | Away - Staples H.S. Gym [Directions] | 4:00 p.m. | 2:30 | |
| Wed., 1/14 | FR Boys Basketball | Greenwich Country Day | Away - GCD | 4:30 p.m. | ||
| Wed., 1/14 | V Wrestling | Danbury | Home - GHS Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 1/14 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - SoNo Ice Rink [Directions] | 8:30 p.m. | ||
| Thu., 1/15 | V Boys Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 1/15 | V Boys Ice Hockey | Trinity Catholic | Home - Dorothy Hamill Ice Rink [Directions] | W 9-3 | ||
| Thu., 1/15 | V Girls Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 1/15 | V Girls Gymnastics | Staples | Home - Greenwich YWCA [Directions] | Greenwich 104.3 Staples 120.25 | ||
| Fri., 1/16 | V Boys Indoor Track | Yale University Indoor Classic | Away - Coxe Cage | 1:00 p.m. | ||
| Fri., 1/16 | V Boys Swimming and Diving | Staples | Home - GHS Pool [Directions] | GHS 129 SHS 57 | ||
| Fri., 1/16 | FR Girls Basketball | Joel Barlow | Away - Lower Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/16 | V Girls Indoor Track | Yale University Indoor Classic | Away - Coxe Cage | 1:00 p.m. | ||
| Sat., 1/17 | V Boys Indoor Track | Meet | Away - Staples High School | 10:00 a.m. | ||
| Sat., 1/17 | V Boys Swimming and Diving | Fairfield Prep | Away - Recreation Complex, Fairfield University [Directions] | GHS 125 FP 61 | ||
| Sat., 1/17 | V Wrestling | Conard, Guilford, Ledyard, Middletown | Away - Conard High School [Directions] | 9:00 a.m. | ||
| Sat., 1/17 | JV Wrestling | Danbury JV Tournament | Away - Danbury High School | 9:00 a.m. | ||
| Sat., 1/17 | V Girls Gymnastics | Darien | Away - Darien YMCA [Directions] | Greenwich 78.6 Darien 128.95 | ||
| Sat., 1/17 | V Girls Ice Hockey | New Canaan | Home - Dorothy Hamill Ice Rink [Directions] | 6:30 p.m. | ||
| Sat., 1/17 | V Girls Indoor Track | Meet | Away - Staples High School | 10:00 a.m. | ||
| Tue., 1/20 | V Boys Basketball | Norwalk | Home - GHS Gymnasium [Directions] | L 63-76 | ||
| Tue., 1/20 | JV Boys Basketball | Norwalk | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/20 | V Boys Ice Hockey | Staples | Home - Dorothy Hamill Ice Rink [Directions] | W 8-3 | ||
| Tue., 1/20 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 1/20 | V Girls Basketball | Norwalk | Away - Norwalk High Gym [Directions] | W 71-52 | ||
| Tue., 1/20 | JV Girls Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/21 | JV Boys Ice Hockey | Mamaroneck (NY) | Home - Dorothy Hamill Ice Rink [Directions] | 8:30 p.m. | ||
| Wed., 1/21 | V Boys Swimming and Diving | Darien | Away - Darien YMCA [Directions] | GHS 109 DHS 74 | ||
| Wed., 1/21 | V Wrestling | Fairfield Ludlowe | Away - FLHS Aux Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/22 | V Boys Basketball | Fairfield Warde | Home - GHS Gymnasium [Directions] | L 58-63(OT) | ||
| Thu., 1/22 | JV Boys Basketball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/22 | FR Boys Basketball | Fairfield Warde | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 1/22 | V Boys Fencing | North Haven | Away - North Haven High School [Directions] | 6:00 p.m. | ||
| Thu., 1/22 | JV Boys Ice Hockey | Pelham Memorial (NY) | Away - Pelham Ice Hutch | 5:40 p.m. | ||
| Thu., 1/22 | JV Wrestling | Fairfield Warde | Away - Fairfield Warde Small Gym [Directions] | 4:00 p.m. | ||
| Thu., 1/22 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | W 49-47 | ||
| Thu., 1/22 | JV Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/22 | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 4:00 p.m. | 2:30 | |
| Thu., 1/22 | V Girls Fencing | North Haven | Away - North Haven High School [Directions] | 6:00 p.m. | ||
| Fri., 1/23 | V Boys Swimming and Diving | Wilton | Home - GHS Pool [Directions] | GHS 137 WHS 48 | ||
| Sun., 1/25 | V Boys Indoor Track | SCC Coaches Invitational | Away - New Haven Athletic Center | 10:00 a.m. | ||
| Sun., 1/25 | V Competitive Cheerleading | Wolcott Competition | Away | 1:00 p.m. | ||
| Sun., 1/25 | V Girls Indoor Track | SCC Coaches Invitational | Away - New Haven Athletic Center | 10:00 a.m. | ||
| Wed., 1/28 | V Boys Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Wed., 1/28 | V Boys Basketball | St. Joseph | Away - St. Joseph High School [Directions] | W 61-57 | ||
| Wed., 1/28 | JV Boys Basketball | St. Joseph | Away [Directions] | 5:15 p.m. | ||
| Wed., 1/28 | FR Boys Basketball | St. Joseph | Away [Directions] | 4:00 p.m. | 2:30 | |
| Wed., 1/28 | V Boys Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | W 4-3 | ||
| Wed., 1/28 | V Boys Swimming and Diving | Westhill/Stamford | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 1/28 | V Wrestling | Ridgefield | Home - GHS Gymnasium [Directions] | Greenwich 41 Ridgefield 24 | ||
| Wed., 1/28 | V Girls Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Wed., 1/28 | V Girls Basketball | St. Joseph | Home - GHS Gymnasium [Directions] | W 56-42 | ||
| Wed., 1/28 | JV Girls Basketball | St. Joseph | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/28 | FR Girls Basketball | St. Joseph | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 1/29 | V Boys Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 1/29 | V Competitive Cheerleading | FCIAC Individual Championships | Away - Fairfield Ludlowe High School | 6:00 p.m. | ||
| Thu., 1/29 | V Girls Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Thu., 1/29 | V Girls Gymnastics | New Canaan, Westhill | Home - Greenwich YWCA [Directions] | Greenwich 126.8 New Canaan 93.45 Westhill 88.85 | ||
| Fri., 1/30 | V Boys Basketball | Bassick | Away [Directions] | L 50-56 | ||
| Fri., 1/30 | JV Boys Basketball | Bassick | Away [Directions] | 5:15 p.m. | ||
| Fri., 1/30 | FR Boys Basketball | Bassick | Away [Directions] | 4:00 p.m. | 2:30 | |
| Fri., 1/30 | V Boys Swimming and Diving | Danbury | Away - O'Neil Center @ Western Connecticut State University [Directions] | 7:00 p.m. | ||
| Fri., 1/30 | V Girls Basketball | Bassick | Home - GHS Gymnasium [Directions] | W 61-20 | ||
| Fri., 1/30 | JV Girls Basketball | Bassick | Home - GHS Gymnasium [Directions] | Cancelled | ||
| Fri., 1/30 | V Girls Gymnastics | Wilton | Away - Wilton High School Aux. Gym [Directions] | Greenwich 118.45 Wilton 132.1 | ||
| Fri., 1/30 | V Girls Ice Hockey | Farmington | Away - Newington Arena [Directions] | 8:30 p.m. | ||
| Sat., 1/31 | V Boys Fencing | Hopkins School | Away - Hopkins School | 9:00 a.m. | ||
| Sat., 1/31 | V Boys Ice Hockey | Norwalk | Away - SoNo Ice House [Directions] | W 11-0 | ||
| Sat., 1/31 | V Boys Indoor Track | FCIAC Western Division Championships | Away - Wilton High School | 9:30 a.m. | ||
| Sat., 1/31 | V Wrestling | Ridgefield Challenge | Away - Ridgefield High School | 10:00 a.m. | ||
| Sat., 1/31 | Winter Dance Team | Dancin in the Woods | Away | 12:30 a.m. | ||
| Sat., 1/31 | V Girls Fencing | Hopkins School | Away - Hopkins School | 9:00 a.m. | ||
| Sat., 1/31 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Dorothy Hamill Ice Rink [Directions] | 8:00 p.m. | ||
| Sat., 1/31 | V Girls Indoor Track | FCIAC Western Division Championships | Away - Wilton High School | 9:30 a.m. | ||
| Tue., 2/3 | V Boys Basketball | Ridgefield | Home - GHS Gymnasium [Directions] | L 56-57 | ||
| Tue., 2/3 | JV Boys Basketball | Ridgefield | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/3 | FR Boys Basketball | Ridgefield | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/3 | V Boys Ice Hockey | Darien | Home - Dorothy Hamill Ice Rink [Directions] | T 3-3 | ||
| Tue., 2/3 | V Boys Swimming and Diving | Fairfield Warde | Home [Directions] | 3:00 p.m. | ||
| Tue., 2/3 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 2/3 | V Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | L 46-64 | ||
| Tue., 2/3 | JV Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/3 | FR Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | 2:30 | |
| Wed., 2/4 | V Boys Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Wed., 2/4 | V Boys Swimming and Diving | New Canaan | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 2/4 | V Wrestling | New Canaan | Home - GHS Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 2/4 | V Girls Alpine Skiing | RACE | Away - Mt Southington | 4:00 p.m. | ||
| Wed., 2/4 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away [Directions] | 7:40 p.m. | ||
| Thu., 2/5 | JV Boys Ice Hockey | Brunswick School | Away - Brunswick School | 5:30 p.m. | ||
| Thu., 2/5 | V Boys Indoor Track | FCIAC Championships | Away - New Haven Athletic Center | 4:30 p.m. | ||
| Thu., 2/5 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Thu., 2/5 | V Girls Gymnastics | Fairfield Ludlowe | Home - Greenwich YWCA [Directions] | Greenwich 128.0 Ludlowe 127.10 | ||
| Thu., 2/5 | V Girls Indoor Track | FCIAC Championships | Away - New Haven Athletic Center | 4:30 p.m. | ||
| Fri., 2/6 | V Boys Basketball | Darien | Home - GHS Gymnasium [Directions] | W 45-40 | ||
| Fri., 2/6 | JV Boys Basketball | Darien | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/6 | FR Boys Basketball | Darien | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 2/6 | JV Boys Ice Hockey | Mamaroneck (NY) | Away - Hommocks School | 9:30 p.m. | ||
| Fri., 2/6 | V Wrestling | Fairfield Warde, Fitch, Harding/Bassick/Bridgeport Central, Trumbull | Away - Fairfield Warde Small Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/6 | V Girls Basketball | Darien | Away - DHS Main Gym [Directions] | W 71-58 | ||
| Fri., 2/6 | JV Girls Basketball | Darien | Away - DHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 2/7 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | W 5-1 | ||
| Sat., 2/7 | V Wrestling | Staples | Away - Staples H.S. Gym [Directions] | 10:00 a.m. | ||
| Sat., 2/7 | JV Wrestling | JV Worlds | Away - Fairfield Ludlowe High School | 9:00 a.m. | ||
| Sat., 2/7 | V Competitive Cheerleading | FCIAC Championships | Away - Fairfield Warde High School | 11:00 a.m. | ||
| Sat., 2/7 | V Girls Ice Hockey | Darien | Home - Dorothy Hamill Ice Rink [Directions] | 6:30 p.m. | ||
| Tue., 2/10 | V Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | W 63-58 | ||
| Tue., 2/10 | JV Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/10 | FR Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30 | |
| Tue., 2/10 | JV Boys Ice Hockey | New Canaan | Home - Dorothy Hamill Ice Rink [Directions] | 3:15 p.m. | ||
| Tue., 2/10 | V Girls Basketball | New Canaan | Home - GHS Gymnasium [Directions] | W 58-36 | ||
| Tue., 2/10 | JV Girls Basketball | New Canaan | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/10 | FR Girls Basketball | New Canaan | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 2/10 | V Girls Gymnastics | Darien, Trumbull | Home - Greenwich YWCA [Directions] | Greenwich 129.7 Trumbull 132.85 | ||
| Wed., 2/11 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Dorothy Hamill Ice Rink [Directions] | 8:30 p.m. | ||
| Thu., 2/12 | V Boys Ice Hockey | Notre Dame-West Haven | Home - Dorothy Hamill Ice Rink [Directions] | W 4-3(OT) | ||
| Fri., 2/13 | V Boys Basketball | Danbury | Home - GHS Gymnasium [Directions] | W 71-68(OT) | ||
| Fri., 2/13 | JV Boys Basketball | Danbury | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/13 | FR Boys Basketball | Danbury | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 2/13 | V Wrestling | FCIAC Championships | Away - New Canaan High School | 4:00 p.m. | Friday - Saturday | |
| Fri., 2/13 | V Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | W 44-26 | ||
| Fri., 2/13 | JV Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:15 p.m. | ||
| Fri., 2/13 | FR Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 4:00 p.m. | 2:30 | |
| Sat., 2/14 | V Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | T 2-2 | ||
| Sat., 2/14 | V Girls Gymnastics | FCIAC Championships | Away - Jonathan Law High School | 129.15 | ||
| Mon., 2/16 | V Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | L 62-75 | ||
| Mon., 2/16 | JV Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/16 | FR Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | 2:30 | |
| Mon., 2/16 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland Of Ice [Directions] | W 2-1 | ||
| Mon., 2/16 | V Boys Indoor Track | CIAC Class LL Championships | Away - New Haven Athletic Center | 3:00 p.m. | ||
| Mon., 2/16 | V Girls Basketball | Harding | Home - GHS Gymnasium [Directions] | W 76-29 | ||
| Mon., 2/16 | JV Girls Basketball | Harding | Home - GHS Gymnasium [Directions] | 2:15 p.m. | ||
| Mon., 2/16 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Dorothy Hamill Ice Rink [Directions] | 5:45 p.m. | ||
| Mon., 2/16 | V Girls Indoor Track | CIAC Class LL Championships | Away - New Haven Athletic Center | 3:00 p.m. | ||
| Tue., 2/17 | V Boys Ice Hockey | Wilton | Home - Dorothy Hamill Ice Rink [Directions] | W 8-4 | ||
| Tue., 2/17 | JV Boys Ice Hockey | New Canaan | Home - Dorothy Hamill Ice Rink [Directions] | Cancelled | ||
| Tue., 2/17 | V Wrestling | Brunswick School (Scrim.) | Home - GHS Gymnasium [Directions] | 6:00 p.m. | ||
| Tue., 2/17 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Wed., 2/18 | V Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 61-58 | ||
| Wed., 2/18 | JV Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:15 p.m. | ||
| Wed., 2/18 | FR Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | 2:30 | |
| Wed., 2/18 | V Girls Basketball | Brien McMahon | Home - GHS Gymnasium [Directions] | W 68-40 | ||
| Wed., 2/18 | JV Girls Basketball | Brien McMahon | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/18 | V Girls Fencing | Greenwich Academy | Home - GHS Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 2/18 | V Girls Ice Hockey | Branford | Home - Dorothy Hamill Ice Rink [Directions] | 7:00 p.m. | ||
| Fri., 2/20 | V Wrestling | CIAC Class LL State Championships | Away - Trumbull High School | 4:00 p.m. | Friday - Saturday | |
| Fri., 2/20 | V Girls Gymnastics | New Milford | Away [Directions] | 131.6 | ||
| Fri., 2/20 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | 4:00 p.m. | ||
| Sat., 2/21 | V Boys Indoor Track | CIAC State Open Championships | Away - New Haven Athletic Center | 10:00 a.m. | ||
| Sat., 2/21 | JV Boys Swimming and Diving | Championships | Home - Greenwich High School [Directions] | 1:00 p.m. | ||
| Sat., 2/21 | V Wrestling | CIAC Class LL State Championships | Away - New Haven Athletic Center | 9:00 a.m. | ||
| Sat., 2/21 | V Girls Basketball | FCIAC Tournament | Away - Westhill High School | 12:00 p.m. | ||
| Sat., 2/21 | V Girls Indoor Track | CIAC State Open Championships | Away - New Haven Athletic Center | 10:00 a.m. | ||
| Mon., 2/23 | V Boys Basketball | Stamford | Away [Directions] | L 43-76 | ||
| Mon., 2/23 | JV Boys Basketball | Stamford | Away [Directions] | 5:15 p.m. | ||
| Mon., 2/23 | FR Boys Basketball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30 | |
| Mon., 2/23 | V Boys Ice Hockey | St. Joseph | Home - Dorothy Hamill Ice Rink [Directions] | W 3-0 | ||
| Mon., 2/23 | V Girls Ice Hockey | Farmington | Home - Dorothy Hamill Ice Rink [Directions] | 6:45 p.m. | ||
| Tue., 2/24 | FR Boys Basketball | Brunswick School | Away | 4:00 p.m. | ||
| Tue., 2/24 | JV Boys Ice Hockey | Brunswick School | Away - Brunswick School | 5:00 p.m. | ||
| Tue., 2/24 | V Boys Swimming and Diving | FCIAC Trials | Home - GHS Pool [Directions] | 4:30 p.m. | ||
| Tue., 2/24 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 2/24 | V Girls Basketball | FCIAC Tournament | Away - Fairfield Ludlowe High School | 6:00 p.m. | ||
| Wed., 2/25 | V Boys Basketball | Trumbull | Home - GHS Gymnasium [Directions] | L 53-60 | ||
| Wed., 2/25 | JV Boys Basketball | Trumbull | Home - GHS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/25 | FR Boys Basketball | Trumbull | Home - GHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/25 | V Boys Swimming and Diving | FCIAC Diving Championships | Away | 4:30 p.m. | ||
| Thu., 2/26 | V Boys Swimming and Diving | FCIAC Championships | Home - GHS Pool [Directions] | 6:30 p.m. | ||
| Thu., 2/26 | V Girls Basketball | FCIAC Championship | Away - Fairfield Ludlowe High School | 7:00 p.m. | ||
| Fri., 2/27 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Athletic Center | 4:30 p.m. | ||
| Fri., 2/27 | V Wrestling | CIAC State Open Championships | Away - New Haven Athletic Center | 4:00 p.m. | Friday - Saturday | |
| Fri., 2/27 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Athletic Center | 4:30 p.m. | ||
| Sat., 2/28 | V Boys Fencing | Fairfield - Guilford - Hopkins | Home - Greenwich High School [Directions] | 9:00 a.m. | ||
| Sat., 2/28 | FR Girls Basketball | Tournament | Away - St Joseph High School | 11:00 a.m. | ||
| Sat., 2/28 | V Girls Fencing | Fairfield - Guilford - Hopkins | Home - Greenwich High School [Directions] | 9:00 a.m. | ||
| Sat., 2/28 | V Girls Gymnastics | State Championships | Away - Pomperaug High School | TBA | ||
| Mon., 3/2 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Rink [Directions] | 4:00 p.m. | ||
| Tue., 3/3 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Wed., 3/4 | V Boys Ice Hockey | FCIAC Tournament | Away - Terry Conners Ice Rink | 6:30 p.m. | ||
| Wed., 3/4 | V Girls Basketball | Norwalk | Home - GHS Gymnasium [Directions] | W 57-37 | ||
| Sat., 3/7 | V Boys Fencing | State Individual Championships | Away | 8:30 a.m. | ||
| Sat., 3/7 | V Boys Ice Hockey | FCIAC Championship | Away - Terry Conners Rink | 3:30 p.m. | ||
| Sat., 3/7 | V Competitive Cheerleading | State Championships | Away - New Haven Athletic Center | 4:00 p.m. | ||
| Sat., 3/7 | V Girls Basketball | Ridgefield | Home - GHS Gymnasium [Directions] | W 60-55 | ||
| Sat., 3/7 | V Girls Fencing | State Individual Championships | Away | 8:30 a.m. | ||
| Sat., 3/7 | V Girls Gymnastics | State Open Championships | Away - New Milford High School | 10:00 a.m. | ||
| Mon., 3/9 | V Boys Alpine Skiing | State Championships | Away - Mt Southington | 2:00 p.m. | ||
| Mon., 3/9 | V Girls Alpine Skiing | State Championships | Away - Mt Southington | 2:00 p.m. | ||
| Tue., 3/10 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Tue., 3/10 | V Girls Basketball | State Tournament | Away - South Windsor High School | 5:30 p.m. | ||
| Wed., 3/11 | V Boys Ice Hockey | State Tournament | Home - Dorothy Hamill Ice Rink [Directions] | 5:30 p.m. | ||
| Wed., 3/11 | V Boys Swimming and Diving | CIAC Class LL Diving Championships | Away - Hamden High School | 5:30 p.m. | ||
| Thu., 3/12 | V Bowling | Match | Away - Nutmeg Lanes | 3:00 p.m. | ||
| Sat., 3/14 | V Boys Fencing | State Team Championships | Away - Bridgeport Central High School | 8:00 a.m. | ||
| Sat., 3/14 | V Boys Ice Hockey | State Tournament | Away - Webster Bank Arena | 12:00 p.m. | ||
| Sat., 3/14 | V Boys Swimming and Diving | CIAC Class LL Trials | Away - Hamden High School | 3:30 p.m. | ||
| Sat., 3/14 | V Girls Fencing | State Team Championships | Away - Bridgeport Central | 8:00 a.m. | ||
| Tue., 3/17 | V Boys Swimming and Diving | CIAC Class LL Championships | Away - Wesleyan University | 6:00 p.m. | ||
| Wed., 3/18 | V Boys Ice Hockey | State Tournament | Away - Yale University | 5:30 p.m. | ||
| Wed., 3/18 | V Boys Rugby | New Rochelle (NY) | Away | 4:00 p.m. | ||
| Wed., 3/18 | JV Boys Rugby | New Rochelle (NY) | Away | 5:30 p.m. | ||
| Wed., 3/18 | Unified Sports Basketball | Tournament | Away - Fairfield Ludlowe High School | 3:00 p.m. | ||
| Thu., 3/19 | V Boys Swimming and Diving | State Open Diving Championships | Away - Middletown High School | 5:30 p.m. | ||
| Sat., 3/21 | V Boys Ice Hockey | State Championship | Away - Yale University | 2:00 p.m. | ||
| Sat., 3/21 | V Boys Rugby | Belmont School | Away | 11:00 a.m. | ||
| Sat., 3/21 | JV Boys Rugby | Belmont School | Away | 12:30 p.m. | ||
| Sat., 3/21 | V Boys Swimming and Diving | State Open Championships | Away - Yale University | 2:30 p.m. | ||
| Tue., 3/24 | V Girls Golf | Greenwich Academy (Scrim.) | Away | 3:30 p.m. | ||
| Fri., 3/27 | V Boys Rugby | Stamford Academy | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Fri., 3/27 | JV Boys Rugby | Stamford Academy | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Sat., 3/28 | V Boys Lacrosse | Darien Scrimmage | Away - Darien High School | 9:00 a.m. | ||
| Sat., 3/28 | FR Boys Rugby | Fairfield Prep | Home - Cardinal Stadium [Directions] | 10:15 a.m. | ||
| Sat., 3/28 | V Boys Volleyball | Darien Scrimmage | Away - Darien High School | 8:30 a.m. | ||
| Mon., 3/30 | V Softball | Trinity Catholic (Scrim.) | Home - GHS Softball Field [Directions] | Cancelled | ||
| Wed., 4/1 | V Boys Lacrosse | Brunswick School (Scrim.) | Away | 4:00 p.m. | ||
| Wed., 4/1 | V Boys Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/1 | V Girls Lacrosse | Joel Barlow (Scrim.) | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Wed., 4/1 | JV Girls Lacrosse | Joel Barlow (Scrim.) | Home - Cardinal Stadium [Directions] | 5:00 p.m. | ||
| Wed., 4/1 | V Girls Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/1 | V Girls Water Polo | Staples (Scrim.) | Home - GHS Pool [Directions] | 3:00 p.m. | ||
| Thu., 4/2 | V Baseball | Westhill (Scrim.) | Away - Westhill Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 4/2 | V Girls Lacrosse | Greenwich Academy (Scrim.) | Away | 4:00 p.m. | ||
| Thu., 4/2 | JV Girls Lacrosse | Greenwich Academy (Scrim.) | Away - Greenwich Academy | 4:00 p.m. | ||
| Thu., 4/2 | V Softball | Brookfield (Scrim.) | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Sat., 4/4 | V Baseball | Scrimmage | Home - Julian Curtiss School [Directions] | 12:00 p.m. | ||
| Sat., 4/4 | V Boys Lacrosse | Glastonbury (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Sat., 4/4 | V Boys Tennis | Brunswick School (Scrim.) | Away | 11:00 a.m. | ||
| Sat., 4/4 | V Girls Lacrosse | New Canaan Scrimmage Day | Away | 10:00 a.m. | ||
| Sat., 4/4 | V Softball | Berlin Scrimmage | Away - Sage Park | 9:00 a.m. | ||
| Sat., 4/4 | V Girls Water Polo | Scrimmage | Home - GHS Pool [Directions] | 9:15 a.m. | ||
| Mon., 4/6 | V Boys Tennis | Edgemont (NY) (Scrim.) | Home - Greenwich High School [Directions] | 4:00 p.m. | ||
| Mon., 4/6 | V Softball | Staples (Scrim.) | Home - GHS Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/7 | V Boys Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Tue., 4/7 | V Girls Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/8 | V Baseball | Westhill (Scrim.) | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/8 | FR Boys Lacrosse | New Canaan | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Wed., 4/8 | V Boys Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/8 | V Boys Tennis | Ridgefield | Home - GHS Tennis Courts [Directions] | L 3-4 | ||
| Wed., 4/8 | JV Boys Tennis | Ridgefield | Home - Central Middle School [Directions] | 4:30 p.m. | FR | |
| Wed., 4/8 | V Girls Golf | Fairfield Warde | Home - Griffith E Harris Golf Course [Directions] | GHS 186 FWHS 207 | ||
| Wed., 4/8 | V Girls Lacrosse | Brookfield | Home - Cardinal Stadium [Directions] | W 11-3 | ||
| Wed., 4/8 | JV Girls Lacrosse | Brookfield | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Wed., 4/8 | V Girls Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/8 | V Softball | Sacred Heart | Away - Municipal Stadium | W 6-1 | ||
| Wed., 4/8 | JV Girls Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/9 | V Boys Lacrosse | Trumbull | Home - Cardinal Stadium [Directions] | W 11-7 | ||
| Thu., 4/9 | JV Boys Lacrosse | Trumbull | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Thu., 4/9 | V Boys Outdoor Track | Danbury | Away - Danbury High School Stadium [Directions] | 4:00 p.m. | ||
| Thu., 4/9 | V Boys Tennis | Staples | Away - Staples HS-Tennis Courts [Directions] | L 2-5 | ||
| Thu., 4/9 | JV Boys Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | JV | |
| Thu., 4/9 | V Girls Outdoor Track | Danbury | Away - Danbury High School [Directions] | 4:00 p.m. | ||
| Thu., 4/9 | V Girls Tennis | Staples | Home - GHS Tennis Courts [Directions] | L 3-4 | ||
| Thu., 4/9 | V Girls Water Polo | Greenwich Aquatics | Away - Greenwich YMCA | 6:45 p.m. | ||
| Fri., 4/10 | V Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | L 0-3 | ||
| Fri., 4/10 | JV Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 4/10 | JV Girls Lacrosse | Joel Barlow | Away [Directions] | 5:00 p.m. | ||
| Fri., 4/10 | FR Girls Lacrosse | Trumbull | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Fri., 4/10 | V Softball | Trinity Catholic | Home - Julian Curtiss School [Directions] | W 13-5 | ||
| Sat., 4/11 | V Boys Lacrosse | Smithtown East (NY) | Away | L 7-9 | ||
| Sat., 4/11 | V Boys Rugby | Jesuit Rugby Classic | Away | 11:00 a.m. | Saturday-Sunday | |
| Sat., 4/11 | V Boys Sailing | Regatta | Home - Grass Island [Directions] | 9:00 a.m. | ||
| Sat., 4/11 | V Girls Lacrosse | Port Washington (NY) | Away | L 7-14 | ||
| Sat., 4/11 | V Girls Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Sat., 4/11 | V Girls Water Polo | Choate Rosemary Hall Invitational | Away - Choate Rosemary Hall School | 9:00 a.m. | Saturday | |
| Sun., 4/12 | V Girls Water Polo | Choate Rosemary Hall Invitational | Away - Choate Rosemary Hall School | 11:00 a.m. | ||
| Mon., 4/13 | V Baseball | Wilton | Away - WHS Varsity Baseball Field [Directions] | W 2-1 | ||
| Mon., 4/13 | JV Baseball | Wilton | Away - JV Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/13 | FR Baseball | Wilton | Home - GHS Baseball Field [Directions] | 4:30 p.m. | ||
| Mon., 4/13 | V Boys Tennis | Danbury | Home - GHS Tennis Courts [Directions] | W 7-0 | ||
| Mon., 4/13 | V Boys Volleyball | New Canaan | Home - GHS Gymnasium [Directions] | L 1-3 | ||
| Mon., 4/13 | JV Boys Volleyball | New Canaan | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 4/13 | V Softball | Wilton | Home - GHS Softball Field [Directions] | W 7-5 | ||
| Mon., 4/13 | V Girls Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | W 7-0 | ||
| Tue., 4/14 | V Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | L 5-6 | ||
| Tue., 4/14 | JV Baseball | Trinity Catholic | Away - Barrett Field @ Belltown Park | 4:00 p.m. | ||
| Tue., 4/14 | FR Baseball | Trinity Catholic | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/14 | V Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | W 17-2 | ||
| Tue., 4/14 | JV Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 5:00 p.m. | ||
| Tue., 4/14 | FR Boys Lacrosse | Wilton | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/14 | V Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | W 11-10 | ||
| Tue., 4/14 | JV Girls Lacrosse | Wilton | Away - Lilly Field - Turf [Directions] | 1:30 p.m. | ||
| Tue., 4/14 | V Girls Tennis | Trumbull | Home - GHS Tennis Courts [Directions] | W 6-1 | ||
| Wed., 4/15 | V Baseball | Fairfield Ludlowe | Home - GHS Baseball Field [Directions] | L 3-4 | ||
| Wed., 4/15 | JV Baseball | Fairfield Ludlowe | Home - Julian Curtiss School [Directions] | 1:00 p.m. | ||
| Wed., 4/15 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | ||
| Wed., 4/15 | V Boys Volleyball | Bridgeport Central | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Wed., 4/15 | JV Boys Volleyball | Bridgeport Central | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 4/15 | V Softball | Fairfield Ludlowe | Away - Sturges Park [Directions] | L 0-4 | ||
| Wed., 4/15 | JV Softball | Fairfield Ludlowe | Away - Tom Haydon Field [Directions] | 4:00 p.m. | ||
| Thu., 4/16 | V Boys Lacrosse | Westhill | Away - Westhill Front Field [Directions] | W 15-0 | ||
| Thu., 4/16 | JV Boys Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 4/16 | FR Boys Lacrosse | Staples | Away - Wakeman Field E (grass) [Directions] | 11:00 a.m. | ||
| Fri., 4/17 | V Baseball | Bridgeport Central | Home - Havemeyer Field [Directions] | W 9-3 | ||
| Fri., 4/17 | JV Baseball | Bridgeport Central | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Fri., 4/17 | V Boys Volleyball | Trumbull | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Fri., 4/17 | JV Boys Volleyball | Trumbull | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 4/17 | V Girls Lacrosse | Danbury | Home - Cardinal Stadium [Directions] | W 12-8 | ||
| Fri., 4/17 | JV Girls Lacrosse | Danbury | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Fri., 4/17 | V Softball | Bridgeport Central | Away - Central H.S. Varsity Softball Field [Directions] | W 24-7 | ||
| Fri., 4/17 | JV Softball | Bridgeport Central | Away - Central H.S. Junior Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/17 | V Girls Water Polo | Greenwich Academy | Away - Greenwich YMCA | 3:30 p.m. | ||
| Sat., 4/18 | V Boys Lacrosse | Bronxville (NY) | Away | L 4-14 | ||
| Sat., 4/18 | V Girls Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | W 21-8 | ||
| Sat., 4/18 | JV Girls Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 3:00 p.m. | ||
| Mon., 4/20 | V Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | L 0-3 | ||
| Mon., 4/20 | JV Boys Volleyball | Staples | Away - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Mon., 4/20 | FR Softball | Westhill | Away - Roxbury Elementary School [Directions] | Cancelled | ||
| Tue., 4/21 | V Baseball | Westhill | Away - Westhill Baseball Field [Directions] | W 7-4 | ||
| Tue., 4/21 | JV Baseball | Westhill | Away - Rippowam Middle School [Directions] | 4:00 p.m. | ||
| Tue., 4/21 | FR Baseball | Westhill | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Tue., 4/21 | V Boys Golf | Trinity Catholic | Away - Sterling Farms | Greenwich 166 Trinity Catholic 184 | ||
| Tue., 4/21 | V Boys Lacrosse | Ridgefield | Home - Cardinal Stadium [Directions] | W 14-13 | ||
| Tue., 4/21 | JV Boys Lacrosse | Ridgefield | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Tue., 4/21 | V Girls Golf | Staples | Away - Longshore [Directions] | GHS 182 SHS 182 | ||
| Tue., 4/21 | V Girls Lacrosse | Greenwich Academy | Home - GHS Field 3 [Directions] | 3:45 p.m. | ||
| Tue., 4/21 | JV Girls Lacrosse | Greenwich Academy | Away | 3:30 p.m. | ||
| Tue., 4/21 | JV Girls Tennis | Staples | Home - Binney Park [Directions] | 4:00 p.m. | ||
| Wed., 4/22 | V Boys Golf | Fairfield Warde | Home - Griffith E Harris Golf Course [Directions] | Greenwich 164 Warde 176 | ||
| Wed., 4/22 | V Boys Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/22 | JV Boys Tennis | Greenwich Country Day | Away - GCDS | 3:00 p.m. | FR | |
| Wed., 4/22 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | L 1-3 | ||
| Wed., 4/22 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 5:30 p.m. | ||
| Wed., 4/22 | V Girls Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | GHS 182 FLHS 226 | ||
| Wed., 4/22 | FR Girls Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | ||
| Wed., 4/22 | V Girls Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Thu., 4/23 | V Baseball | Staples | Home - GHS Baseball Field [Directions] | L 0-3 | ||
| Thu., 4/23 | JV Baseball | Staples | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | FR Baseball | Staples | Away - Staples HS Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Boys Golf | Brunswick Invitational | Away | 3:00 p.m. | ||
| Thu., 4/23 | V Boys Lacrosse | St. Joseph | Home - Cardinal Stadium [Directions] | W 8-7 | ||
| Thu., 4/23 | JV Boys Lacrosse | St. Joseph | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | W 7-0 | ||
| Thu., 4/23 | JV Boys Tennis | New Canaan | Home - Central Middle School [Directions] | 4:30 p.m. | JV | |
| Thu., 4/23 | V Girls Golf | Wilton | Home - Griffith E Harris Golf Course [Directions] | GHS 188 WHS 234 | ||
| Thu., 4/23 | V Girls Lacrosse | Glastonbury | Away - GHS Field #12 [Directions] | L 11-12 | ||
| Thu., 4/23 | JV Girls Lacrosse | Glastonbury | Away - GHS Field #12 [Directions] | 5:15 p.m. | ||
| Thu., 4/23 | V Girls Outdoor Track | Fairfield Ludlowe, Ridgefield | Away - Taft Field [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Softball | Westhill | Home - GHS Softball Field [Directions] | L 0-13 | ||
| Thu., 4/23 | JV Softball | Westhill | Home - Bruce Park Field [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | FR Softball | Norwalk | Away - Naramake School [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Girls Tennis | Trinity Catholic | Home - GHS Tennis Courts [Directions] | W 7-0 | ||
| Thu., 4/23 | JV Girls Tennis | Darien | Home - Binney Park [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods Middle School Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/23 | V Girls Water Polo | Staples | Home - GHS Pool [Directions] | 3:00 p.m. | ||
| Fri., 4/24 | V Baseball | Oxford | Home - GHS Baseball Field [Directions] | L 0-4 | ||
| Fri., 4/24 | JV Baseball | Oxford | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Fri., 4/24 | JV Boys Tennis | Darien | Away - Cherry Lawn Park [Directions] | 4:00 p.m. | FR | |
| Fri., 4/24 | V Boys Volleyball | Harding | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Fri., 4/24 | V Girls Lacrosse | Stamford | Home - Cardinal Stadium [Directions] | W 15-6 | ||
| Fri., 4/24 | JV Girls Lacrosse | Stamford | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Fri., 4/24 | FR Girls Lacrosse | Ridgefield | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Fri., 4/24 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury High School | 4:00 p.m. | ||
| Fri., 4/24 | V Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | W 6-1 | ||
| Fri., 4/24 | JV Girls Tennis | New Canaan | Home - Binney Park [Directions] | 4:00 p.m. | ||
| Sat., 4/25 | V Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | W 13-10 | ||
| Sat., 4/25 | JV Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 12:00 p.m. | ||
| Sat., 4/25 | FR Boys Lacrosse | Danbury | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 4/25 | V Boys Rugby | Xavier (NY) | Away - Randell Island Field | 10:00 a.m. | ||
| Sat., 4/25 | JV Boys Rugby | Xavier (NY) | Away - Randell Island Field | 8:30 a.m. | ||
| Sat., 4/25 | FR Boys Rugby | Xavier (NY) | Away - Randell Island Field | 10:00 a.m. | ||
| Sat., 4/25 | V Boys Sailing | O'Day Qualifier | Away - Hotchkiss School | 9:00 a.m. | ||
| Sat., 4/25 | V Girls Sailing | O'Day Qualifier | Away - Hotchkiss School | 9:00 a.m. | ||
| Sat., 4/25 | V Softball | Pomperaug | Away - PHS Softball Field [Directions] | L 0-8 | ||
| Sat., 4/25 | V Girls Water Polo | Hopkins School | Away - Hopkins School | 3:15 p.m. | ||
| Mon., 4/27 | V Baseball | Norwalk | Home - GHS Baseball Field [Directions] | W 9-5 | ||
| Mon., 4/27 | JV Baseball | Norwalk | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | FR Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | V Boys Golf | Wilton | Away - Rolling Hills CC [Directions] | Greenwich 176 Wilton 184 | ||
| Mon., 4/27 | JV Boys Golf | Wilton | Away - Rolling Hills CC [Directions] | 3:15 p.m. | ||
| Mon., 4/27 | V Boys Tennis | New Canaan | Home - GHS Tennis Courts [Directions] | W 4-3 | ||
| Mon., 4/27 | JV Boys Tennis | New Canaan | Home - Central Middle School [Directions] | 4:30 p.m. | JV | |
| Mon., 4/27 | V Girls Golf | Darien | Home - Griffith E Harris Golf Course [Directions] | GHS 186 DHS 206 | ||
| Mon., 4/27 | JV Girls Golf | Darien | Home - Greenwich Country Club [Directions] | 3:30 p.m. | ||
| Mon., 4/27 | FR Girls Lacrosse | Staples | Home - GHS Field 3 [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | V Girls Outdoor Track | Bridgeport Central, Stamford | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 4/27 | V Softball | Norwalk | Away - Ray Barry Field, NHS [Directions] | L 4-11 | ||
| Mon., 4/27 | JV Softball | Norwalk | Away - Naramake School [Directions] | 4:30 p.m. | ||
| Mon., 4/27 | V Girls Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | W 6-1 | ||
| Mon., 4/27 | JV Girls Tennis | New Canaan | Home - Binney Park [Directions] | 4:00 p.m. | JV | |
| Tue., 4/28 | FR Baseball | Greenwich Country Day | Away | 3:30 p.m. | ||
| Tue., 4/28 | V Boys Outdoor Track | Bridgeport Central, Stamford | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/28 | V Boys Tennis | Wilton | Home - GHS Tennis Courts [Directions] | W 4-3 | ||
| Tue., 4/28 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School Courts [Directions] | 4:00 p.m. | FR | |
| Tue., 4/28 | JV Boys Tennis | Wilton | Home - Central Middle School [Directions] | 4:30 p.m. | JV | |
| Tue., 4/28 | V Girls Golf | Danbury | Home - Griffith E Harris Golf Course [Directions] | GHS 179 DHS 208 | ||
| Tue., 4/28 | FR Girls Lacrosse | Wilton | Away - Allen's Meadow [Directions] | 4:00 p.m. | ||
| Tue., 4/28 | V Girls Tennis | Wilton | Away - Tennis Courts [Directions] | L 3-4 | ||
| Tue., 4/28 | JV Girls Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | FR | |
| Tue., 4/28 | JV Girls Tennis | Fairfield Ludlowe | Away - Tomlinson MS Tennis Courts [Directions] | 4:00 p.m. | JV | |
| Tue., 4/28 | V Girls Water Polo | Greenwich Academy | Home - GHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 4/29 | V Baseball | Fairfield Warde | Home - GHS Baseball Field [Directions] | L 4-16 | ||
| Wed., 4/29 | JV Baseball | Fairfield Warde | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Wed., 4/29 | FR Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | ||
| Wed., 4/29 | V Boys Golf | Brien McMahon, Norwalk | Home - Griffith E Harris Golf Course [Directions] | Greenwich 158 McMahon 193 Norwalk 196 | ||
| Wed., 4/29 | JV Boys Golf | Brien McMahon, Norwalk | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | ||
| Wed., 4/29 | V Boys Lacrosse | Staples | Home - Cardinal Stadium [Directions] | W 7-6(OT) | ||
| Wed., 4/29 | JV Boys Lacrosse | Staples | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Wed., 4/29 | FR Boys Lacrosse | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:30 p.m. | ||
| Wed., 4/29 | V Boys Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/29 | V Boys Tennis | Darien | Away - DHS Tennis Courts [Directions] | L 3-4 | ||
| Wed., 4/29 | V Girls Golf | Ridgefield | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | GHS 170 RHS 182 | ||
| Wed., 4/29 | FR Girls Lacrosse | Fairfield Warde | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Wed., 4/29 | V Girls Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 4/29 | V Softball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | L 4-6 | ||
| Wed., 4/29 | JV Softball | Fairfield Warde | Away - Melville Park [Directions] | 4:00 p.m. | ||
| Wed., 4/29 | V Girls Tennis | Darien | Home - GHS Tennis Courts [Directions] | L 3-5 | ||
| Wed., 4/29 | JV Girls Tennis | Greenwich Country Day | Home - Binney Park [Directions] | 4:00 p.m. | FR | |
| Thu., 4/30 | V Boys Golf | St. Joseph | Away - Tashua Knolls, Trumbull [Directions] | Greenwich 165 St. Joe's 197 | ||
| Thu., 4/30 | JV Boys Golf | St. Joseph | Away [Directions] | 3:15 p.m. | ||
| Thu., 4/30 | V Boys Outdoor Track | Ridgefield, Fairfield Ludlowe | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 4/30 | V Boys Tennis | Westhill | Home - GHS Tennis Courts [Directions] | W 5-2 | ||
| Thu., 4/30 | JV Boys Tennis | Darien | Home - Central Middle School [Directions] | 4:30 p.m. | FR | |
| Thu., 4/30 | V Girls Lacrosse | Darien | Away - DHS Stadium Field [Directions] | L 10-20 | ||
| Thu., 4/30 | JV Girls Lacrosse | Darien | Away - DHS Stadium Field [Directions] | 5:30 p.m. | ||
| Thu., 4/30 | V Softball | Staples | Away - Wakeman Field [Directions] | L 7-13 | ||
| Thu., 4/30 | V Girls Tennis | Westhill | Away [Directions] | W 6-1 | ||
| Thu., 4/30 | JV Girls Tennis | Darien | Away - Weed Beach [Directions] | 4:00 p.m. | JV | |
| Thu., 4/30 | V Girls Water Polo | Greenwich Aquatics | Home - GHS Pool [Directions] | 6:00 p.m. | ||
| Fri., 5/1 | V Baseball | St. Joseph | Away - St. Joseph High School [Directions] | W 4-2 | ||
| Fri., 5/1 | JV Baseball | St. Joseph | Away - Madison Middle School, Trumbull [Directions] | 4:15 p.m. | ||
| Fri., 5/1 | FR Baseball | St. Joseph | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/1 | V Boys Rugby | Fairfield Prep | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Fri., 5/1 | JV Boys Rugby | Fairfield Prep | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Fri., 5/1 | V Boys Tennis | Trumbull | Away - THS Tennis Courts [Directions] | W 7-0 | ||
| Fri., 5/1 | V Girls Lacrosse | Trumbull | Home - GHS Field 7 [Directions] | W 16-4 | ||
| Fri., 5/1 | JV Girls Lacrosse | Trumbull | Home - GHS Field 7 [Directions] | 5:30 p.m. | ||
| Fri., 5/1 | FR Girls Lacrosse | Trumbull | Away - Indian Ledge Turf Field [Directions] | 4:00 p.m. | ||
| Fri., 5/1 | V Softball | St. Joseph | Home - GHS Softball Field [Directions] | L 0-14 | ||
| Fri., 5/1 | JV Softball | Darien | Home - Julian Curtiss School [Directions] | 4:00 p.m. | Freshman | |
| Sat., 5/2 | V Boys Lacrosse | Chaminade (NY) | Away | L 9-10(OT) | ||
| Sat., 5/2 | JV Boys Lacrosse | Chaminade (NY) | Away | 12:00 p.m. | ||
| Sat., 5/2 | FR Boys Lacrosse | Chaminade (NY) | Home - Cardinal Stadium [Directions] | 10:00 a.m. | ||
| Sat., 5/2 | JV Boys Rugby | Fairfield Prep | Away [Directions] | 11:00 a.m. | ||
| Sat., 5/2 | FR Boys Rugby | Fairfield Prep | Away [Directions] | 12:30 p.m. | ||
| Sat., 5/2 | V Girls Outdoor Track | Middletown Invitational | Away - Middletown High School | 1:00 p.m. | ||
| Sat., 5/2 | JV Softball | St. Joseph | Home - Julian Curtiss School [Directions] | 11:00 a.m. | ||
| Sun., 5/3 | V Boys Sailing | State Championship | Away - United States Coast Guard Academy | 9:00 a.m. | ||
| Sun., 5/3 | V Girls Sailing | State Championship | Away - United States Coast Guard Academy | 9:00 a.m. | ||
| Mon., 5/4 | V Baseball | Bassick | Away [Directions] | W 16-0 | ||
| Mon., 5/4 | V Boys Tennis | Norwalk | Away - Norwalk High School [Directions] | W 6-1 | ||
| Mon., 5/4 | V Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | L 0-3 | ||
| Mon., 5/4 | JV Boys Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 5/4 | V Girls Golf | Trumbull | Home - Griffith E Harris Golf Course [Directions] | GHS 181 THS 216 | ||
| Mon., 5/4 | V Girls Outdoor Track | Fairfield Warde, Westhill | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/4 | V Softball | Bassick | Home - GHS Softball Field [Directions] | W 19-0 | ||
| Mon., 5/4 | V Girls Tennis | Norwalk | Home - GHS Tennis Courts [Directions] | W 7-0 | ||
| Mon., 5/4 | V Girls Water Polo | Hopkins School | Home - GHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 5/5 | V Boys Golf | Trumbull | Home - Griffith E Harris Golf Course [Directions] | Greenwich 164 Trumbull 169 | ||
| Tue., 5/5 | JV Boys Golf | Darien | Home - Griffith E Harris Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/5 | JV Boys Golf | Darien | Home - Griffith E Harris Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/5 | JV Boys Golf | Trumbull | Home - Griffith E Harris Golf Course [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | W 18-3 | ||
| Tue., 5/5 | JV Boys Lacrosse | Stamford | Away - Stamford High Soccer Field [Directions] | 5:30 p.m. | ||
| Tue., 5/5 | V Boys Outdoor Track | Westhill, Fairfield Warde | Away - Westhill Football Field [Directions] | 4:00 p.m. | ||
| Tue., 5/5 | V Boys Tennis | St. Joseph | Away - St. Joseph High School [Directions] | W 7-0 | ||
| Tue., 5/5 | V Girls Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | W 18-2 | ||
| Tue., 5/5 | JV Girls Lacrosse | Westhill | Away - Westhill Front Field [Directions] | 5:30 p.m. | ||
| Tue., 5/5 | V Girls Sailing | FCSL Championship | Away - Greenwich Academy | 3:00 p.m. | ||
| Tue., 5/5 | V Girls Tennis | St. Joseph | Home - GHS Tennis Courts [Directions] | W 7-0 | ||
| Wed., 5/6 | V Baseball | Ridgefield | Home - GHS Baseball Field [Directions] | L 1-3 | ||
| Wed., 5/6 | JV Baseball | Ridgefield | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Wed., 5/6 | FR Baseball | Ridgefield | Away - Governor's Park Field (aka Ciuccoli or Old High School) [Directions] | 4:00 p.m. | ||
| Wed., 5/6 | V Boys Golf | Ridgefield | Home - Griffith E Harris Golf Course [Directions] | Greenwich 164 Ridgefield 164 | ||
| Wed., 5/6 | JV Boys Golf | Brunswick School | Away | 3:00 p.m. | ||
| Wed., 5/6 | FR Boys Lacrosse | New Canaan | Away - Dunning Stadium [Directions] | 6:30 p.m. | ||
| Wed., 5/6 | V Boys Sailing | Ragatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 5/6 | JV Boys Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | JV | |
| Wed., 5/6 | V Boys Volleyball | Danbury | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Wed., 5/6 | JV Boys Volleyball | Danbury | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 5/6 | V Girls Golf | New Canaan | Away - Country Club of New Canaan [Directions] | GHS 182 NCHS 233 | ||
| Wed., 5/6 | FR Girls Lacrosse | New Canaan | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Wed., 5/6 | V Girls Sailing | Regatta | Home - Grass Island [Directions] | 3:00 p.m. | ||
| Wed., 5/6 | V Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | W 7-2 | ||
| Wed., 5/6 | JV Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | 5:00 p.m. | ||
| Wed., 5/6 | JV Girls Tennis | Staples | Home - Binney Park [Directions] | 4:00 p.m. | JV | |
| Thu., 5/7 | V Boys Golf | Danbury | Home - Griffith E Harris Golf Course [Directions] | Greenwich 160 Danbury 182 | ||
| Thu., 5/7 | V Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | W 10-6 | ||
| Thu., 5/7 | JV Boys Lacrosse | Wilton | Away - Fujitani Field - Turf [Directions] | 5:30 p.m. | ||
| Thu., 5/7 | FR Boys Lacrosse | Greenwich Country Day | Away | 3:30 p.m. | ||
| Thu., 5/7 | V Boys Outdoor Track | Loucks Games | Away - White Plains High School | 4:00 p.m. | Thursday -Friday - Saturday | |
| Thu., 5/7 | V Boys Tennis | Fairfield Warde | Home - GHS Tennis Courts [Directions] | W 7-0 | ||
| Thu., 5/7 | JV Boys Tennis | Fairfield Warde | Home - Central Middle School [Directions] | 4:30 p.m. | JV | |
| Thu., 5/7 | V Boys Volleyball | Ridgefield | Home - GHS Gymnasium [Directions] | L 0-3 | ||
| Thu., 5/7 | JV Boys Volleyball | Ridgefield | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 5/7 | V Girls Outdoor Track | Loucks Games | Away - White Plains High School | 4:00 p.m. | Thursday - Friday - Saturday | |
| Thu., 5/7 | V Girls Tennis | Fairfield Warde | Away - FWHS Blake Courts [Directions] | W 6-1 | ||
| Thu., 5/7 | JV Girls Tennis | Greenwich Country Day | Away - GCDS | 3:30 p.m. | FR | |
| Thu., 5/7 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods Middle School Courts [Directions] | 4:00 p.m. | JV | |
| Fri., 5/8 | V Baseball | Darien | Home - GHS Baseball Field [Directions] | L 4-10 | ||
| Fri., 5/8 | JV Baseball | Darien | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Fri., 5/8 | FR Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | ||
| Fri., 5/8 | FR Boys Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:30 p.m. | ||
| Fri., 5/8 | V Boys Outdoor Track | Irv Black International | Away - Willowbrook Park | 4:00 p.m. | ||
| Fri., 5/8 | V Boys Rugby | Fairfield | Home [Directions] | 4:00 p.m. | ||
| Fri., 5/8 | JV Boys Rugby | Fairfield | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Fri., 5/8 | JV Boys Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | FR | |
| Fri., 5/8 | FR Girls Lacrosse | Darien | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Fri., 5/8 | V Girls Outdoor Track | Irv Black Invitational | Away - Willowbrook Park | 10:00 a.m. | ||
| Fri., 5/8 | V Softball | Darien | Away - DHS Softball Varsity Field [Directions] | L 0-6 | ||
| Fri., 5/8 | JV Softball | Darien | Away - DHS Softball JV Field [Directions] | 4:30 p.m. | ||
| Sat., 5/9 | V Baseball | Southington | Away - Southington High School [Directions] | W 8-7 | ||
| Sat., 5/9 | JV Baseball | Southington | Away - Southington High School [Directions] | 2:00 p.m. | ||
| Sat., 5/9 | V Boys Lacrosse | Fairfield Prep | Home - Cardinal Stadium [Directions] | W 21-12 | ||
| Sat., 5/9 | JV Boys Lacrosse | Fairfield Prep | Away - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | ||
| Sat., 5/9 | FR Boys Lacrosse | Fairfield Prep | Away - University Field, Fairfield University [Directions] | 3:00 p.m. | ||
| Sat., 5/9 | V Girls Lacrosse | Yorktown (NY) | Away | L 5-14 | ||
| Sat., 5/9 | JV Girls Lacrosse | Yorktown (NY) | Away | 4:30 p.m. | ||
| Sat., 5/9 | V Girls Water Polo | Greenwich Invitational | Home - GHS Pool [Directions] | 9:00 a.m. | ||
| Sun., 5/10 | V Boys Sailing | Fairfield Cup | Away | 9:00 a.m. | ||
| Sun., 5/10 | V Girls Sailing | Fairfield Cup | Away | 9:00 a.m. | ||
| Mon., 5/11 | V Baseball | New Canaan | Away - Mead Park [Directions] | L 7-8 | ||
| Mon., 5/11 | JV Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | FR Baseball | New Canaan | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | JV Boys Golf | Ridgefield | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | ||
| Mon., 5/11 | FR Boys Lacrosse | Staples | Home - GHS Field 7 [Directions] | 4:30 p.m. | ||
| Mon., 5/11 | V Boys Outdoor Track | Wilton, Trumbull | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | W 6-1 | ||
| Mon., 5/11 | JV Boys Tennis | Greenwich Country Day | Away - GCDS | 4:00 p.m. | ||
| Mon., 5/11 | V Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | L 0-3 | ||
| Mon., 5/11 | JV Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 5/11 | V Girls Outdoor Track | Trumbull, Wilton | Away - McDougall Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/11 | V Softball | New Canaan | Home - GHS Softball Field [Directions] | W 7-5 | ||
| Mon., 5/11 | V Girls Tennis | Brien McMahon | Home - GHS Tennis Courts [Directions] | W 7-0 | ||
| Tue., 5/12 | V Boys Golf | Stamford, Westhill | Away - EG Brennan [Directions] | Greenwich 153 Stamford 218 Westhill 166 | ||
| Tue., 5/12 | JV Boys Golf | Stamford, Westhill | Away [Directions] | Cancelled | ||
| Tue., 5/12 | JV Boys Golf | Darien | Away - CC of Darien [Directions] | 3:00 p.m. | ||
| Tue., 5/12 | JV Boys Rugby | Harvey School (NY) | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Tue., 5/12 | V Boys Tennis | Bridgeport Central | Home - GHS Tennis Courts [Directions] | W 7-0 | ||
| Tue., 5/12 | JV Boys Tennis | New Canaan | Home - Central Middle School [Directions] | 4:30 p.m. | FR | |
| Tue., 5/12 | V Girls Golf | Staples | Home - Griffith E Harris Golf Course [Directions] | GHS 171 SHS 193 | ||
| Tue., 5/12 | JV Girls Golf | Fairfield | Away | 3:00 p.m. | ||
| Tue., 5/12 | V Girls Lacrosse | New Canaan | Home - Cardinal Stadium [Directions] | L 9-10 | ||
| Tue., 5/12 | JV Girls Lacrosse | New Canaan | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Tue., 5/12 | FR Softball | Darien | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Tue., 5/12 | V Girls Tennis | Bridgeport Central | Away - Central H.S. Tennis Courts [Directions] | W 7-0 | ||
| Tue., 5/12 | JV Girls Tennis | New Canaan | Home - Binney Park [Directions] | 4:00 p.m. | FR | |
| Wed., 5/13 | V Baseball | Danbury | Home - GHS Baseball Field [Directions] | W 5-0 | ||
| Wed., 5/13 | JV Baseball | Danbury | Home - Julian Curtiss School [Directions] | 4:30 p.m. | ||
| Wed., 5/13 | FR Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/13 | V Boys Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | Greenwich 162 Ludlowe 168 | ||
| Wed., 5/13 | JV Boys Golf | Brunswick School | Home - TBA [Directions] | 3:15 p.m. | ||
| Wed., 5/13 | JV Boys Golf | Fairfield Ludlowe | Away [Directions] | 3:30 p.m. | ||
| Wed., 5/13 | JV Boys Tennis | Brunswick School | Home - Central Middle School [Directions] | 4:00 p.m. | JV | |
| Wed., 5/13 | V Boys Volleyball | Bridgeport Central | Away - Fairchild Wheeler Magnet School [Directions] | W 3-0 | ||
| Wed., 5/13 | JV Boys Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:15 p.m. | ||
| Wed., 5/13 | V Girls Golf | Ridgefield | Home - Griffith E Harris Golf Course [Directions] | GHS 172 RHS 198 | ||
| Wed., 5/13 | V Softball | Danbury | Away - Danbury High School Varsity Softball Field [Directions] | L 3-11 | ||
| Wed., 5/13 | JV Softball | Danbury | Away - Danbury High School Junior Varsity Softball Field [Directions] | 5:00 p.m. | ||
| Wed., 5/13 | FR Softball | Danbury | Home [Directions] | 4:00 p.m. | ||
| Thu., 5/14 | V Boys Lacrosse | Trinity Catholic | Home - Cardinal Stadium [Directions] | W 19-1 | ||
| Thu., 5/14 | JV Boys Lacrosse | Bridgeport Central | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Thu., 5/14 | V Boys Tennis | Fairfield Ludlowe | Home - GHS Tennis Courts [Directions] | W 4-3 | ||
| Thu., 5/14 | JV Boys Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | JV | |
| Thu., 5/14 | JV Boys Tennis | Fairfield Ludlowe | Home - Central Middle School [Directions] | 4:30 p.m. | FR | |
| Thu., 5/14 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | GHS 175 DHS 199 | ||
| Thu., 5/14 | V Girls Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | W 15-9 | ||
| Thu., 5/14 | JV Girls Lacrosse | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Thu., 5/14 | FR Girls Lacrosse | Ridgefield | Away - Scotts Ridge MS Turf [Directions] | 4:00 p.m. | ||
| Thu., 5/14 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | L 1-6 | ||
| Thu., 5/14 | JV Girls Tennis | Ridgefield | Home - Binney Park [Directions] | 4:00 p.m. | JV | |
| Thu., 5/14 | JV Girls Tennis | Fairfield Ludlowe | Away - Tomlinson MS Tennis Courts [Directions] | 4:00 p.m. | FR | |
| Fri., 5/15 | V Baseball | Harding | Away - Beardsley Park - Baseball [Directions] | W 11-0 | ||
| Fri., 5/15 | JV Baseball | Harding | Away - Seaside Park [Directions] | 4:00 p.m. | ||
| Fri., 5/15 | V Boys Volleyball | Staples | Home - GHS Gymnasium [Directions] | L 2-3 | ||
| Fri., 5/15 | JV Boys Volleyball | Staples | Home - GHS Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 5/15 | JV Girls Lacrosse | Convent of Sacred Heart | Away - CSH | 4:00 p.m. | ||
| Fri., 5/15 | V Softball | Harding | Home - GHS Softball Field [Directions] | W 16-0 | ||
| Sat., 5/16 | V Boys Lacrosse | Darien | Home - Cardinal Stadium [Directions] | W 12-11(OT) | ||
| Sat., 5/16 | JV Boys Lacrosse | Darien | Home - GHS Field 7 [Directions] | 11:00 a.m. | ||
| Sat., 5/16 | V Boys Sailing | Silver Cup | Away | 9:00 a.m. | ||
| Sat., 5/16 | V Girls Lacrosse | Convent of Sacred Heart | Away - CSH | 2:00 p.m. | ||
| Sat., 5/16 | V Girls Sailing | Silver Cup | Away | 9:00 a.m. | ||
| Sun., 5/17 | V Boys Sailing | Gold Cup | Away | 9:00 a.m. | ||
| Sun., 5/17 | V Girls Sailing | Gold Cup | Away | 9:00 a.m. | ||
| Mon., 5/18 | V Baseball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 9-0 | ||
| Mon., 5/18 | JV Baseball | Brien McMahon | Away - Roton Field [Directions] | 4:00 p.m. | ||
| Mon., 5/18 | V Boys Golf | Staples | Home - Griffith E Harris Golf Course [Directions] | Greenwich 172 Staples 176 | ||
| Mon., 5/18 | JV Boys Golf | Staples | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | ||
| Mon., 5/18 | V Boys Tennis | Stamford | Away [Directions] | W 7-0 | ||
| Mon., 5/18 | JV Boys Tennis | Staples | Home - Central Middle School [Directions] | 4:30 p.m. | JV | |
| Mon., 5/18 | V Boys Volleyball | Bassick | Home - GHS Gymnasium [Directions] | W 3-0 | ||
| Mon., 5/18 | JV Boys Volleyball | Bassick | Home - GHS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 5/18 | V Girls Golf | Weston, Stratford | Away - Aspetuck Valley Country Club [Directions] | GHS 172 WHS 238 SHS 286 | ||
| Mon., 5/18 | V Girls Outdoor Track | Darien, Staples | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/18 | V Softball | Brien McMahon | Home - GHS Softball Field [Directions] | W 10-0 | ||
| Mon., 5/18 | JV Softball | Brien McMahon | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Mon., 5/18 | FR Softball | Danbury | Away - Danbury High School Varsity Softball Field [Directions] | Cancelled | ||
| Mon., 5/18 | V Girls Tennis | Stamford | Home - GHS Tennis Courts [Directions] | W 7-0 | ||
| Mon., 5/18 | JV Girls Tennis | Staples | Away - Town Farms Tennis Courts [Directions] | 4:00 p.m. | JV | |
| Tue., 5/19 | V Boys Golf | Darien | Home - Griffith E Harris Golf Course [Directions] | Greenwich 156 Darien 162 | ||
| Tue., 5/19 | JV Boys Golf | Darien | Home - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | ||
| Tue., 5/19 | V Boys Lacrosse | Brien McMahon | Home - Cardinal Stadium [Directions] | W 20-12 | ||
| Tue., 5/19 | JV Boys Lacrosse | Brien McMahon | Home - GHS Field 7 [Directions] | 5:00 p.m. | ||
| Tue., 5/19 | V Girls Golf | Fairfield Warde | Away - Smith Richardson [Directions] | GHS 171 FWHS 192 | ||
| Tue., 5/19 | V Girls Lacrosse | Staples | Home - Cardinal Stadium [Directions] | W 13-8 | ||
| Tue., 5/19 | JV Girls Lacrosse | Staples | Home - GHS Field 3 [Directions] | 5:30 p.m. | ||
| Wed., 5/20 | V Baseball | Stamford | Away - Stamford High School [Directions] | L 1-2 | ||
| Wed., 5/20 | JV Baseball | Stamford | Away - Belltown Field [Directions] | 4:00 p.m. | ||
| Wed., 5/20 | FR Baseball | Stamford | Home - GHS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/20 | V Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | Greenwich 163 New Canaan 165 | ||
| Wed., 5/20 | JV Boys Golf | New Canaan | Home - Griff Harris [Directions] | 3:15 p.m. | ||
| Wed., 5/20 | FR Boys Lacrosse | Darien | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Wed., 5/20 | V Boys Outdoor Track | Darien, Staples | Away - DHS Track [Directions] | 4:00 p.m. | ||
| Wed., 5/20 | JV Boys Tennis | Greenwich Country Day | Away | 3:30 p.m. | FR | |
| Wed., 5/20 | V Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | L 0-3 | ||
| Wed., 5/20 | JV Boys Volleyball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 5:30 p.m. | ||
| Wed., 5/20 | FR Girls Lacrosse | Greenwich Country Day | Away | 3:30 p.m. | ||
| Wed., 5/20 | V Softball | Stamford | Home - GHS Softball Field [Directions] | L 1-17 | ||
| Wed., 5/20 | JV Softball | Stamford | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Wed., 5/20 | V Girls Tennis | FCIAC Tournament | Away - Wilton High School | 4:00 p.m. | ||
| Thu., 5/21 | V Boys Golf | CHAPPA | Away - Longshore Country Club | 12:00 p.m. | ||
| Thu., 5/21 | JV Boys Golf | Fairfield Prep | Away - Brooklawn Country Club, Fairfield, CT [Directions] | 3:15 p.m. | ||
| Thu., 5/21 | FR Boys Lacrosse | Wilton | Away - Allen's Field [Directions] | 4:00 p.m. | ||
| Thu., 5/21 | V Boys Rugby | Staples | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Thu., 5/21 | JV Boys Rugby | Staples | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Thu., 5/21 | V Boys Tennis | FCIAC Tournament | Home - GHS Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/21 | JV Boys Tennis | Match | Home - Central Middle School [Directions] | 3:30 p.m. | ||
| Thu., 5/21 | V Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | GHS 168 THS 193 | ||
| Thu., 5/21 | JV Girls Golf | Trumbull | Away - Tashua Glen Golf Course [Directions] | 3:15 p.m. | ||
| Thu., 5/21 | FR Girls Lacrosse | Wilton | Home - GHS Field 3 [Directions] | 4:30 p.m. | ||
| Thu., 5/21 | V Girls Outdoor Track | Last Chance Qualifier | Away - Staples High School | 5:00 p.m. | ||
| Fri., 5/22 | V Baseball | Trumbull | Home - GHS Baseball Field [Directions] | W 11-4 | ||
| Fri., 5/22 | JV Baseball | Trumbull | Home - Julian Curtiss School [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | FR Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | V Boys Lacrosse | FCIAC Tournament | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | JV Boys Tennis | Match | Home - Central Middle School [Directions] | 3:30 p.m. | ||
| Fri., 5/22 | V Boys Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | W 3-0 | ||
| Fri., 5/22 | JV Boys Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | ||
| Fri., 5/22 | V Girls Lacrosse | FCIAC Tournament | Home - Cardinal Stadium [Directions] | 6:15 p.m. | ||
| Fri., 5/22 | V Softball | Trumbull | Away - Varsity Softball Field [Directions] | L 5-6 | ||
| Fri., 5/22 | JV Softball | Trumbull | Away - JV Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/26 | V Boys Golf | Holohan Tournament | Away - Woodway Country Club | 11:00 a.m. | ||
| Tue., 5/26 | V Boys Lacrosse | FCIAC Tournament | Away - Brien McMahon High School | 7:30 p.m. | ||
| Tue., 5/26 | V Boys Outdoor Track | FCIAC Championships | Away - Danbury High School | 2:00 p.m. | ||
| Tue., 5/26 | V Boys Rugby | Ridgefield | Away - Ridgefield High School [Directions] | 4:00 p.m. | ||
| Tue., 5/26 | JV Boys Rugby | Fordham Prep (NY) | Home - GHS Field 7 [Directions] | 4:00 p.m. | ||
| Tue., 5/26 | FR Boys Rugby | Fordham Prep (NY) | Home - GHS Field 7 [Directions] | 5:30 p.m. | ||
| Tue., 5/26 | V Boys Tennis | FCIAC Tournament | Away - New Canaan High School | 4:00 p.m. | ||
| Tue., 5/26 | JV Girls Golf | Fairfield | Home - Innis Arden Country Club [Directions] | 3:00 a.m. | ||
| Tue., 5/26 | V Girls Lacrosse | FCIAC Tournament | Away - New Canaan High School | 5:00 p.m. | ||
| Tue., 5/26 | V Girls Outdoor Track | FCIAC Championships | Away - Danbury High School | 2:00 p.m. | ||
| Wed., 5/27 | V Boys Rugby | Arch Bishop Riordan | Home - Cardinal Stadium [Directions] | 4:00 p.m. | ||
| Wed., 5/27 | JV Boys Rugby | Arch Bishop Riordan | Home - Cardinal Stadium [Directions] | 5:30 p.m. | ||
| Wed., 5/27 | V Boys Tennis | FCIAC Championship | Away - Wilton High School | 4:00 p.m. | ||
| Wed., 5/27 | JV Girls Golf | Exstrom Tournament | Away - South Pine Creek Colf Course | 3:00 p.m. | ||
| Thu., 5/28 | V Boys Golf | Harding, Bridgeport Central | Home - Griffith E Harris Golf Course [Directions] | Greenwich 158 Central 253 Harding 250 | ||
| Thu., 5/28 | V Softball | Ridgefield (Scrim.) | Home - GHS Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 5/28 | V Softball | Ridgefield (Scrim.) | Home - GHS Softball Field [Directions] | 4:00 p.m. | ||
| Sat., 5/30 | V Boys Tennis | State Tournament | Away - Hall High School | 9:00 a.m. | ||
| Sat., 5/30 | V Girls Tennis | State Tournament | Home - GHS Tennis Courts [Directions] | 12:30 p.m. | ||
| Mon., 6/1 | V Boys Tennis | State Tournament | Away - Yale University | 1:00 p.m. | ||
| Mon., 6/1 | V Boys Volleyball | State Tournament | Away - Shelton High School | 6:00 p.m. | ||
| Mon., 6/1 | V Girls Golf | Guimares Tournament | Away - Brownson Country Club | 1:00 p.m. | ||
| Mon., 6/1 | V Girls Lacrosse | State Tournament | Away - Fairfield Ludlowe High School | 5:00 p.m. | ||
| Tue., 6/2 | V Boys Outdoor Track | Class LL State Championships | Away - Willobrook Park | 2:00 p.m. | ||
| Tue., 6/2 | V Boys Tennis | State Tournament | Away - Yale University | 1:00 p.m. | ||
| Tue., 6/2 | V Girls Outdoor Track | CIAC Class LL State Championships | Away - Willowbrook Park | 2:30 p.m. | ||
| Wed., 6/3 | V Baseball | State Tournament | Away - Fairfield Warde High School | 3:30 p.m. | ||
| Wed., 6/3 | V Boys Golf | FCIAC Championship | Away - Fairchild Wheeler Golf Course | 12:00 p.m. | ||
| Wed., 6/3 | V Boys Lacrosse | State Tournament | Home - Cardinal Stadium [Directions] | 5:00 p.m. | ||
| Wed., 6/3 | V Girls Golf | FCIAC Championship | Away - Fairchild Wheeler Golf Course | 9:00 a.m. | ||
| Wed., 6/3 | V Softball | State Tournament | Away - Norwich Free Academy | 4:00 p.m. | ||
| Wed., 6/3 | V Girls Tennis | State Tournament | Away - Fairfield Ludlowe High School | 12:00 p.m. | ||
| Thu., 6/4 | V Baseball | State Tournament | Away - Darien High School | 3:30 p.m. | ||
| Thu., 6/4 | V Girls Lacrosse | State Tournament | Away - Conard High School | 5:00 p.m. | ||
| Fri., 6/5 | V Baseball | State Tournament | Away - Staples High School | 3:30 p.m. | ||
| Fri., 6/5 | V Boys Rugby | State Tournament | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||
| Sat., 6/6 | V Boys Lacrosse | State Tournament | Home - Cardinal Stadium [Directions] | 2:00 p.m. | ||
| Mon., 6/8 | V Boys Golf | State Championship | Away - Timberlin Golf Course | 12:00 p.m. | ||
| Mon., 6/8 | V Boys Outdoor Track | State Open Championships | Away - Willowbrook Park | 2:00 p.m. | ||
| Mon., 6/8 | V Girls Outdoor Track | CIAC State Open Championships | Away - Willowbrook Park | 1:30 p.m. | ||
| Tue., 6/9 | V Girls Golf | State Tournament | Away - Orange Hills Golf Course | 8:30 a.m. | ||
| Wed., 6/10 | V Boys Lacrosse | State Tournament | Away - Brien McMahon High School | 5:00 p.m. | ||
| Thu., 6/11 | V Boys Rugby | State Championship | Home - Cardinal Stadium [Directions] | 4:30 p.m. | ||