| Staples 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 363 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Fri., 8/25 | Miscellaneous Events | Varsity football combined practice with Shelton High School | Home - Shelton HS-High School - Finn Stadium [Directions] | 5:00 p.m. | 3:15 PM | |
| Thu., 8/31 | V Football | Bunnell (Scrim.) | Home - Staples HS-Staples Stadium [Directions] | 5:30 p.m. | ||
| Thu., 8/31 | V Boys Golf | Ridgefield | Home - Longshore Golf Course [Directions] | 3:00 p.m. | ||
| Sat., 9/2 | V Girls Soccer | Blue and white intersquad game | Home - Staples HS-Wakeman Field B (turf) [Directions] | 10:00 a.m. | ||
| Sat., 9/2 | Miscellaneous Events | Field Hockey Play day @ Sacred Heart Greenwich | Home - TBA [Directions] | 9:00 a.m. | 8:30 AM | |
| Tue., 9/5 | V Field Hockey | Greenwich Academy (Scrim.) | Home - Staples HS-Ginny Parker Field [Directions] | 4:00 p.m. | ||
| Wed., 9/6 | V Boys Golf | Fairfield Prep | Home - Longshore Golf Course [Directions] | 3:20 p.m. | ||
| Fri., 9/8 | V Football | West Haven | Home - Staples HS-Staples Stadium [Directions] | L 23-33 | ||
| Fri., 9/8 | V Girls Volleyball | Danbury | Home - Staples HS-Staples Gym [Directions] | W 3-0 | ||
| Mon., 9/11 | V Field Hockey | St. Joseph | Home - Staples HS-Ginny Parker Field [Directions] | W 7-0 | ||
| Mon., 9/11 | V Girls Soccer | New Canaan | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 3-0 | ||
| Mon., 9/11 | V Girls Volleyball | Fairfield Warde | Home - Staples HS-Staples Gym [Directions] | L 3-0 | ||
| Tue., 9/12 | V Boys Golf | Danbury | Home - Longshore Golf Course [Directions] | 3:15 p.m. | ||
| Tue., 9/12 | V Girls Swimming and Diving | Ridgefield | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | V Boys Water Polo | Greenwich | Home - Staples HS-Staples High School Pool [Directions] | Postponed | ||
| Wed., 9/13 | V Field Hockey | Westhill | Home - Staples HS-Ginny Parker Field [Directions] | W 10-0 | ||
| Wed., 9/13 | V Girls Volleyball | Weston | Home - Staples HS-Staples Gym [Directions] | W 3-2 | ||
| Wed., 9/13 | Miscellaneous Events | Leadership Council Meeting | Home - Staples HS [Directions] | 7:30 p.m. | ||
| Thu., 9/14 | V Football | Ridgefield | Home - Staples HS-Staples Stadium [Directions] | W 42-3 | ||
| Thu., 9/14 | V Boys Golf | Brien McMahon | Home - Longshore Golf Course [Directions] | 3:15 p.m. | ||
| Thu., 9/14 | V Boys Soccer | Brien McMahon | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 1-0 | ||
| Sat., 9/16 | Miscellaneous Events | Rosh Hashanah | Home - Staples HS [Directions] | TBA | ||
| Tue., 9/19 | V Boys Cross Country | Danbury, Fairfield Warde, St. Joseph | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Boys Golf | Westhill | Home - Longshore Golf Course [Directions] | 3:15 p.m. | ||
| Tue., 9/19 | V Boys Soccer | Norwalk | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 3-0 | ||
| Tue., 9/19 | V Girls Cross Country | Danbury, Fairfield Warde, St. Joseph | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Wed., 9/20 | V Boys Golf | New Canaan | Home - Longshore Golf Course [Directions] | 3:15 p.m. | ||
| Wed., 9/20 | V Girls Soccer | Stamford | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 5-1 | ||
| Wed., 9/20 | Miscellaneous Events | Back To School Night-Grades 9 & 10 | Home - Staples HS [Directions] | 6:30 p.m. | ||
| Thu., 9/21 | V Boys Soccer | Stamford | Home - Staples HS-Wakeman Field B (turf) [Directions] | T 1-1 | ||
| Thu., 9/21 | V Field Hockey | Fairfield Warde | Home - Staples HS-Ginny Parker Field [Directions] | W 10-0 | ||
| Fri., 9/22 | V Girls Soccer | Darien | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 4-0 | ||
| Fri., 9/22 | V Girls Volleyball | Ridgefield | Home - Staples HS-Staples Gym [Directions] | W 3-0 | ||
| Sat., 9/23 | V Field Hockey | Ridge (NJ) | Home - The Proving Grounds-Field #1 [Directions] | W 2-1 | ||
| Sun., 9/24 | V Field Hockey | Gwynedd Mercy Academy (PA) | Home - The Proving Grounds-Field #1 [Directions] | L 1-2 | ||
| Mon., 9/25 | Miscellaneous Events | Yom Kippur | Home - Staples HS [Directions] | TBA | ||
| Tue., 9/26 | V Boys Soccer | Ridgefield | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 2-0 | ||
| Tue., 9/26 | V Girls Volleyball | Harding | Home - Staples HS-Staples Gym [Directions] | W 3-0 | ||
| Wed., 9/27 | Miscellaneous Events | Back To School Night-Grades 11 & 12 | Home - Staples HS [Directions] | 6:30 p.m. | ||
| Thu., 9/28 | V Boys Soccer | Greenwich | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 2-0 | ||
| Thu., 9/28 | V Field Hockey | Wilton | Home - Staples HS-Ginny Parker Field [Directions] | W 7-0 | ||
| Fri., 9/29 | V Girls Volleyball | Brien McMahon | Home - Staples HS-Staples Gym [Directions] | W 3-0 | ||
| Sat., 9/30 | V Boys Soccer | Wilton | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 4-0 | ||
| Tue., 10/3 | V Boys Cross Country | Bridgeport Central, Darien, Norwalk | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Bridgeport Central, Darien, Norwalk | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Soccer | Bridgeport Central | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 7-0 | ||
| Tue., 10/3 | V Girls Volleyball | Norwalk | Home - Staples HS-Staples Gym [Directions] | W 3-0 | ||
| Wed., 10/4 | V Field Hockey | Norwalk | Home - Staples HS-Ginny Parker Field [Directions] | W 6-1 | ||
| Thu., 10/5 | V Boys Golf | Chappa Tournament | Home - Longshore Golf Course [Directions] | TBA | ||
| Thu., 10/5 | V Girls Soccer | Fairfield Warde | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 2-0 | ||
| Thu., 10/5 | V Girls Swimming and Diving | Westhill/Stamford | Home - Staples HS-Staples High School Pool [Directions] | 4:30 p.m. | ||
| Mon., 10/9 | V Boys Golf | Fairfield Ludlowe | Home - Longshore Golf Course [Directions] | 3:15 p.m. | ||
| Mon., 10/9 | V Girls Soccer | Fairfield Ludlowe | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 3-1 | ||
| Mon., 10/9 | V Girls Volleyball | Greenwich | Home - Staples HS-Staples Gym [Directions] | L 0-3 | ||
| Wed., 10/11 | V Boys Water Polo | Suffield Academy | Home - Staples HS-Staples High School Pool [Directions] | Cancelled | ||
| Wed., 10/11 | V Girls Volleyball | Wilton | Home - Staples HS-Staples Gym [Directions] | W 3-0 | ||
| Wed., 10/11 | Miscellaneous Events | Leadership Council Meeting | Home - Staples HS [Directions] | 7:30 p.m. | ||
| Thu., 10/12 | V Boys Soccer | Harding | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 6-0 | ||
| Thu., 10/12 | V Field Hockey | Danbury | Home - Staples HS-Ginny Parker Field [Directions] | W 10-0 | ||
| Sat., 10/14 | V Boys Soccer | Trumbull | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 1-0 | ||
| Tue., 10/17 | V Boys Soccer | Danbury | Home - Staples HS-Wakeman Field B (turf) [Directions] | T 0-0 | ||
| Tue., 10/17 | Miscellaneous Events | The Holahan - Woodway Golf Course - Boys V Golf | Home - TBA [Directions] | 12:00 p.m. | 11:00 AM | |
| Wed., 10/18 | V Girls Soccer | St. Joseph | Home - Staples HS-Wakeman Field B (turf) [Directions] | T 1-1 | ||
| Wed., 10/18 | V Girls Swimming and Diving | Greenwich | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Thu., 10/19 | V Girls Volleyball | Trumbull | Home - Staples HS-Staples Gym [Directions] | L 1-3 | TBA | |
| Fri., 10/20 | V Football | Stamford | Home - Staples HS-Staples Stadium [Directions] | W 21-10 | ||
| Fri., 10/20 | V Field Hockey | Greenwich | Home - Staples HS-Ginny Parker Field [Directions] | W 2-1 | ||
| Mon., 10/23 | V Girls Soccer | Westhill | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 7-0 | ||
| Wed., 10/25 | V Girls Swimming and Diving | Trumbull | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Thu., 10/26 | V Girls Soccer | Trumbull | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 4-2 | FCIAC Tournament-Quarterfinals | |
| Thu., 10/26 | Miscellaneous Events | Freshman Girls and Boys XC Meet - Terry While Park - Danbury | Home - TBA [Directions] | 3:00 p.m. | 1:45 PM (dismiss at 1:15pm) | |
| Fri., 10/27 | V Boys Soccer | Fairfield Warde | Home - Staples HS-Wakeman Field B (turf) [Directions] | W 4-1 | FCIAC Quarterfinals | |
| Fri., 10/27 | V Field Hockey | New Canaan | Home - Staples HS-Ginny Parker Field [Directions] | W 7-3 | FCIAC Quarterfinals | |
| Mon., 10/30 | V Boys Soccer | Stamford | Home - Fairfield Ludlowe HS-Taft Field [Directions] | L 2-1 | 3:15 PM, Return 6:30 PM | FCIAC Tournament-Semifinals |
| Mon., 10/30 | V Field Hockey | Ridgefield | Home - Brien McMahon HS-Casagrande Field [Directions] | Cancelled | 5:00 PM, Return 8:15 PM | FCIAC Tournament-Semifinals |
| Wed., 11/1 | V Field Hockey | Ridgefield | Home - Brien McMahon HS-Casagrande Field [Directions] | W 3-2 | 5:00 PM | |
| Wed., 11/1 | V Girls Soccer | Darien | Home - New Canaan HS-Dunning Stadium [Directions] | W 2-0 | 5:00 PM, Return 8:30 PM | |
| Fri., 11/3 | V Football | Trumbull | Home - Staples HS-Staples Stadium [Directions] | W 35-18 | ||
| Fri., 11/3 | V Boys Water Polo | Greenwich Country Day | Home - Staples HS-Staples High School Pool [Directions] | 3:15 p.m. | ||
| Tue., 11/7 | V Boys Soccer | Ridgefield | Home - Staples HS-Wakeman Field B (turf) [Directions] | L 2-1 | CIAC Tournament-First Round | |
| Tue., 11/7 | V Girls Volleyball | Newington | Home - Staples HS-Staples Gym [Directions] | 5:30 p.m. | CIAC Tournament-First Round | |
| Wed., 11/8 | V Boys Water Polo | Boys Varsity Water Polo vs CT Water Polo Premier | Home - Staples HS-Staples High School Pool [Directions] | 6:00 p.m. | ||
| Wed., 11/8 | V Field Hockey | Hamden | Home - Staples HS-Ginny Parker Field [Directions] | W 10-0 | CIAC Tournament-First Round | |
| Wed., 11/8 | V Girls Soccer | Hall | Home - Staples HS-Wakeman Field B (turf) [Directions] | 2:00 p.m. | CIAC Tournament-Second Round | |
| Fri., 11/10 | V Football | St. Joseph | Home - Staples HS-Staples Stadium [Directions] | W 49-3 | ||
| Fri., 11/10 | V Field Hockey | Greenwich | Home - Staples HS-Ginny Parker Field [Directions] | W 2-1 | CIAC Tournament-Quarterfinals | |
| Fri., 11/10 | V Girls Soccer | Greenwich | Home - Staples HS-Wakeman Field B (turf) [Directions] | 2:00 p.m. | CIAC Tournament-Quarterfinals | |
| Tue., 11/14 | V Field Hockey | Glastonbury | Home - Amity Regional HS-Field Hockey Field [Directions] | W 2-0 | 2:15 PM | CIAC Tournament-Semifinals |
| Tue., 11/28 | V Football | Fairfield Prep | Home - Staples HS-Staples Stadium [Directions] | W 13-12 | CIAC Tournament-Quarterfinals | |
| Tue., 11/28 | Miscellaneous Events | Girls Ice Hockey @ Dorothy Hamill Ice Rink | Home - DO NOT USE Staples High -Dorthy Hamill Ice Rink [Directions] | 4:00 p.m. | 3:00 PM | |
| Sun., 12/3 | V Football | Southington | Home - Staples HS-Staples Stadium [Directions] | W 41-0 | CIAC Tournament-Semifinals | |
| Tue., 12/5 | V Boys Basketball | Foran (Scrim.) | Home - Staples HS-Staples Gym [Directions] | 5:30 p.m. | ||
| Tue., 12/5 | Miscellaneous Events | Staples Athletics College Recruiting Seminar | Home - Staples HS [Directions] | 7:00 p.m. | ||
| Wed., 12/6 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 7-0 | 7:50 Start | |
| Thu., 12/7 | V Boys Basketball | Notre Dame-Fairfield (Scrim.) | Home - Staples HS-Staples Gym [Directions] | 5:30 p.m. | ||
| Fri., 12/8 | Miscellaneous Events | Girls Hockey - Ridgefield Winter Garden | Home - Winter Garden Ice Arena [Directions] | 2:55 p.m. | 1:45 PM | |
| Sat., 12/9 | V Football | West Haven | Home - CCSU-Football Field [Directions] | W 21-20 | CIAC Tournament-Finals | |
| Sat., 12/9 | V Wrestling | Bunnell, Shelton (Scrim.) | Home - Staples HS-Field House [Directions] | 8:00 a.m. | ||
| Sat., 12/9 | Miscellaneous Events | Boys Ice Hockey - Jamboree at the Rinks in Shelton | Home - Sports Center of Connecticut-Lower [Directions] | 4:15 p.m. | 2:00 PM, Return 6:30 PM | |
| Tue., 12/12 | Miscellaneous Events | DO NOT ADD ON ANYMORE AWAY GAMES DUE TO BUS AVAILABILTY | Home - TBA [Directions] | TBA | ||
| Wed., 12/13 | V Boys Ice Hockey | Masuk | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 5-4(OT) | ||
| Wed., 12/13 | V Wrestling | Norwalk | Home - Staples HS-Field House [Directions] | 7:00 p.m. | ||
| Wed., 12/13 | V Girls Basketball | Sheehan | Home - Staples HS-Staples Gym [Directions] | L 56 - 42 | ||
| Wed., 12/13 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 3-0 | ||
| Fri., 12/15 | V Boys Swimming and Diving | Trumbull | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Fri., 12/15 | V Girls Basketball | Bethel | Home - Staples HS-Staples Gym [Directions] | W 47 - 37 | ||
| Sat., 12/16 | V Boys Indoor Track | Bridgeport Central, Fairfield Ludlowe, St. Joseph | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 12/16 | V Boys Indoor Track | Greenwich, Stamford, Trumbull, Westhill | Home - Staples HS-Field House [Directions] | 1:00 p.m. | ||
| Sat., 12/16 | V Girls Indoor Track | Bridgeport Central, Fairfield Ludlowe, St. Joseph | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 12/16 | V Girls Indoor Track | Greenwich, Stamford, Trumbull, Westhill | Home - Staples HS-Field House [Directions] | 1:00 p.m. | ||
| Mon., 12/18 | V Boys Basketball | Newtown | Home - Staples HS-Staples Gym [Directions] | W 73-57 | ||
| Mon., 12/18 | Miscellaneous Events | Girls Ice Hockey @ Darien Ice Rink | Home - DO NOT USE Staples High -Darien Ice Rink [Directions] | 6:30 p.m. | 5:30 PM | |
| Wed., 12/20 | V Girls Ice Hockey | Greenwich | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 4-1 | ||
| Fri., 12/22 | V Girls Basketball | St. Joseph | Home - Staples HS-Staples Gym [Directions] | L 31-57 | ||
| Sat., 12/23 | V Girls Ice Hockey | East Catholic Coop | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 3-1 | ||
| Wed., 12/27 | V Boys Basketball | West Haven | Home - Immaculate HS-Immaculate Gym [Directions] | W 62-51 | ||
| Wed., 12/27 | Miscellaneous Events | Girls Ice Hockey @ Dorothy Hamill Rink | Home - DO NOT USE Staples High -Dorthy Hamill Ice Rink [Directions] | 4:00 p.m. | 3:15 PM | |
| Wed., 1/3 | V Wrestling | Wilton | Home - Staples HS-Field House [Directions] | 6:00 p.m. | ||
| Wed., 1/3 | V Girls Basketball | Westhill | Home - Staples HS-Staples Gym [Directions] | W 63-20 | ||
| Wed., 1/3 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 5-2 | ||
| Fri., 1/5 | V Boys Basketball | Ridgefield | Home - Staples HS-Staples Gym [Directions] | L 48-46 | ||
| Fri., 1/5 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 3-4(OT) | TBA | |
| Fri., 1/5 | V Boys Swimming and Diving | New Canaan | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/5 | Miscellaneous Events | DO NOT ADD ON ANYMORE AWAY GAMES DUE TO MAX BUSES OUT | Home - TBA [Directions] | TBA | ||
| Sat., 1/6 | V Boys Indoor Track | Bridgeport Central, St. Joseph, Trumbull | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/6 | V Boys Indoor Track | Brien McMahon, Greenwich, Stamford, Westhill | Home - Staples HS-Field House [Directions] | 1:00 p.m. | ||
| Sat., 1/6 | V Girls Indoor Track | Bridgeport Central, St. Joseph, Trumbull | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/6 | V Girls Indoor Track | Brien McMahon, Greenwich, Stamford, Westhill | Home - Staples HS-Field House [Directions] | 1:00 p.m. | ||
| Sat., 1/6 | Miscellaneous Events | BOYS INDOOR TRACK ELM CITY COACHES INVITATIONAL | Home - Hillhouse HS [Directions] | 9:00 a.m. | 7:00 AM, Return 12:00 PM | |
| Mon., 1/8 | Miscellaneous Events | Boys JV Squash at BNX | Home - TBA [Directions] | 7:00 p.m. | ||
| Tue., 1/9 | V Girls Basketball | New Canaan | Home - Staples HS-Staples Gym [Directions] | L 55-50 | ||
| Wed., 1/10 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Home - Staples HS-Staples High School Pool [Directions] | 3:30 p.m. | ||
| Wed., 1/10 | V Girls Gymnastics | Foran, New Canaan | Home - Staples HS-Westport YMCA [Directions] | 134.05 | ||
| Wed., 1/10 | V Girls Ice Hockey | Hamden Coop | Home - Terry Conners - Stamford-Ice Rink [Directions] | L 2-1 | ||
| Fri., 1/12 | V Boys Basketball | Brien McMahon | Home - Staples HS-Staples Gym [Directions] | W 67-52 | ||
| Fri., 1/12 | Miscellaneous Events | Boys indoor track - Yale track meet | Home - Yale University-Coxe Cage [Directions] | 1:30 p.m. | 11:45 AM | |
| Fri., 1/12 | Miscellaneous Events | DO NOT ADD ON ANYMORE AWAY GAMES DUE TO MAX BUSES OUT | Home - TBA [Directions] | TBA | ||
| Sat., 1/13 | V Boys Ice Hockey | Trumbull | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 3-4 | ||
| Sat., 1/13 | V Boys Indoor Track | Bridgeport Central, Danbury, Darien, Greenwich, St. Joseph, Stamford, Westhill | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/13 | V Wrestling | Fairfield Prep, Guilford, Foran, Maloney, Northwestern, Simsbury, Stratford, Westhill | Home - Staples HS-Staples Gym [Directions] | 8:45 a.m. | ||
| Sat., 1/13 | V Girls Indoor Track | Bridgeport Central, Danbury, Darien, Greenwich, St. Joseph, Stamford, Westhill | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Mon., 1/15 | V Boys Basketball | St. Bernard | Home - Staples HS-Staples Gym [Directions] | L 70-59 | ||
| Mon., 1/15 | V Boys Ice Hockey | Milford Coop | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 5-2 | ||
| Wed., 1/17 | V Wrestling | Fairfield Ludlowe | Home - Staples HS-Field House [Directions] | 6:00 p.m. | ||
| Wed., 1/17 | V Girls Ice Hockey | Darien | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 2-1 | ||
| Wed., 1/17 | Miscellaneous Events | CO ED SKING RACE 1 | Home - Mt. Southingon Ski Area [Directions] | 3:30 p.m. | 2:00 PM (BOYS AND GIRLS GOING TOGETHER) | |
| Thu., 1/18 | V Boys Basketball | Norwalk | Home - Staples HS-Staples Gym [Directions] | L 78-71 OT | ||
| Thu., 1/18 | V Girls Gymnastics | Darien | Home - Staples HS-Westport YMCA [Directions] | 135.1 | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 7:00 p.m. | ||||||
| Thu., 1/18 | Miscellaneous Events | Boys V Squash at New Canaan | Home - TBA [Directions] | 8:00 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Stamford | Home - Staples HS-Staples Gym [Directions] | L 42-49 | ||
| Sat., 1/20 | V Boys Ice Hockey | New Milford | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 1-5 | ||
| Sat., 1/20 | V Boys Indoor Track | Darien, Fairfield Ludlowe, Fairfield Warde, Norwalk, Ridgefield, Trumbull, Westhill | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/20 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 3-1 | 7:50 Start time | |
| Sat., 1/20 | V Girls Indoor Track | Darien, Fairfield Ludlowe, Fairfield Warde, Norwalk, Ridgefield, Trumbull, Westhill | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/20 | Miscellaneous Events | Boys indoor track - SCC COACHES INVITATIONAL - HILLHOUSE | Home - Hillhouse HS [Directions] | 9:00 a.m. | 7:00 AM | |
| Sat., 1/20 | Miscellaneous Events | Boys V Squash at GFA | Home - TBA [Directions] | 4:00 p.m. | ||
| Mon., 1/22 | Miscellaneous Events | CO ED SKING RACE # 2 | Home - Mt. Southingon Ski Area [Directions] | 3:30 p.m. | 2:00 PM (EARLY DISMISSAL 1:50PM) | |
| Tue., 1/23 | V Girls Basketball | Darien | Home - Staples HS-Staples Gym [Directions] | W 64-46 | ||
| Tue., 1/23 | Miscellaneous Events | Boys JV Squash at Darien | Home - TBA [Directions] | 8:00 p.m. | ||
| Tue., 1/23 | Miscellaneous Events | DO NOT ADD ANYMORE AWAY GAMES DUE TO # OF BUSES OUT | Home - TBA [Directions] | TBA | ||
| Wed., 1/24 | V Boys Ice Hockey | SCW Knights | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 4-3(OT) | ||
| Wed., 1/24 | V Girls Ice Hockey | New Canaan | Home - Terry Conners - Stamford-Ice Rink [Directions] | L 2-0 | ||
| Wed., 1/24 | Miscellaneous Events | CO ED SKING RACE #3 | Home - Mt. Southingon Ski Area [Directions] | 3:30 p.m. | 2:00 PM (BOYS AND GIRLS GOING TOGETHER -EARLY DISMISSAL 1:50PM) | |
| Wed., 1/24 | Miscellaneous Events | Boys Varsity Squash at Rye | Home - TBA [Directions] | 7:00 p.m. | ||
| Thu., 1/25 | V Girls Gymnastics | Stamford, Westhill | Home - Staples HS-Westport YMCA [Directions] | 135.7 | ||
| Fri., 1/26 | V Boys Basketball | Greenwich | Home - Staples HS-Staples Gym [Directions] | W 57-49 | ||
| Fri., 1/26 | Miscellaneous Events | County Ball Ludlowe, Warde and Barlow Juniors | Home - TBA [Directions] | TBA | ||
| Sat., 1/27 | V Boys Indoor Track | FCIAC West Divisionals | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/27 | V Girls Indoor Track | FCIAC West Divisionals | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/27 | Miscellaneous Events | GIRLS ICE HOCKEY - STAMFORD HIGH SCHOOL - 3:15 BUS PICK UP AT SHS | Home - TBA [Directions] | TBA | TBA | |
| Sat., 1/27 | Miscellaneous Events | County Ball SHS, Weston and Wilton | Home - TBA [Directions] | TBA | ||
| Mon., 1/29 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Milford Ice Pavillion-Ice Rink [Directions] | W 4-3 | 1:45 PM | |
| Mon., 1/29 | Miscellaneous Events | COED SKI - makeup race | Home - Mt. Southingon Ski Area [Directions] | 3:15 p.m. | 2:00 PM (BOYS AND GIRLS GOING TOGETHER) | |
| Mon., 1/29 | Miscellaneous Events | Leadership Council Meeting | Home - Staples HS [Directions] | 7:00 p.m. | ||
| Tue., 1/30 | V Boys Basketball | Wilton | Home - Staples HS-Staples Gym [Directions] | W 76-68 | ||
| Tue., 1/30 | Miscellaneous Events | Boys JV Squash at home vs New Canaan | Home - TBA [Directions] | 8:15 p.m. | ||
| Tue., 1/30 | Miscellaneous Events | DO NOT ADD ANYMORE AWAY GAMES DUE TO # OF BUSES OUT | Home - TBA [Directions] | TBA | ||
| Wed., 1/31 | Miscellaneous Events | Girls Ice Hockey @ Ridgefield Garden | Home - Winter Garden Ice Arena [Directions] | 3:30 p.m. | 2:30 PM | |
| Wed., 1/31 | Miscellaneous Events | COED SKI RACE #4 | Home - Mt. Southingon Ski Area [Directions] | 3:30 p.m. | 2:00 PM (BOYS AND GIRLS GOING TOGETHER - EARLY DISMISSAL 1:50PM) | |
| Wed., 1/31 | Miscellaneous Events | Boys Varsity Squash at Greenwich | Home - TBA [Directions] | 7:30 p.m. | ||
| Thu., 2/1 | V Girls Basketball | Bridgeport Central | Home - Staples HS-Staples Gym [Directions] | W 61-39 | ||
| Thu., 2/1 | V Girls Squash | Girls Varsity Squash vs Rye | Home - Intensity Fitness [Directions] | 8:15 p.m. | ||
| Thu., 2/1 | Miscellaneous Events | FCIAC Boys and Girls Indoor Track Championships | Home - Floyd Little Athletic Center-Field House [Directions] | 4:00 p.m. | 2:30 PM, Return 5:45 PM | |
| Thu., 2/1 | Miscellaneous Events | DO NOT ADD ANYMORE AWAY GAMES DUE TO # OF BUSES OUT | Home - TBA [Directions] | TBA | ||
| Fri., 2/2 | V Boys Swimming and Diving | Darien | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/2 | Miscellaneous Events | Boys Varsity Squash vs Fairfield A | Home - Intensity Fitness [Directions] | 8:15 p.m. | ||
| Fri., 2/2 | Miscellaneous Events | Red and White Ball for SHS, WESTON and WIlton Seniors | Home - TBA [Directions] | TBA | ||
| Sat., 2/3 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 1-6 | ||
| Sat., 2/3 | V Girls Ice Hockey | Masuk Coop | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 2-0 | ||
| Sat., 2/3 | Miscellaneous Events | FCIAC Boys and Girls Indoor Track JV/Last Chance Qualifier | Home - Staples HS-Field House [Directions] | 10:00 a.m. | ||
| Sat., 2/3 | Miscellaneous Events | Boys Varsity Squash vs Scars | Home - Chelsea Piers - -Gym [Directions] | 7:00 p.m. | ||
| Sat., 2/3 | Miscellaneous Events | RED and WHITE BALL FOR LUDLOWE/WARDE AND BARLOW SENIORS | Home - TBA [Directions] | TBA | ||
| Mon., 2/5 | Miscellaneous Events | CO-ED VARSITY SKI TEAM - QUALIFIERS | Home - Mt. Southingon Ski Area [Directions] | 3:15 p.m. | 2:00 PM | |
| Tue., 2/6 | V Wrestling | Fairfield Warde | Home - Staples HS-Field House [Directions] | 6:30 p.m. | ||
| Tue., 2/6 | V Girls Basketball | Fairfield Warde | Home - Staples HS-Staples Gym [Directions] | L 46-39 | ||
| Tue., 2/6 | Miscellaneous Events | St. Joe's University vs Boston University - in the stadium | Home - Staples HS [Directions] | 4:30 p.m. | ||
| Tue., 2/6 | Miscellaneous Events | Boys JV Squash Vs Briar Boys | Home - Intensity Fitness [Directions] | 8:15 p.m. | ||
| Tue., 2/6 | Miscellaneous Events | DO NOT ADD ANYMORE AWAY GAMES DUE TO # OF BUSES OUT | Home - TBA [Directions] | TBA | ||
| Wed., 2/7 | V Boys Swimming and Diving | Westhill/Stamford | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Wed., 2/7 | Miscellaneous Events | National Signing Day Ceremony | Home - Staples HS [Directions] | 3:00 p.m. | ||
| Wed., 2/7 | Miscellaneous Events | CO-ED SKI TEAM - RACE #5 | Home - Mt. Southingon Ski Area [Directions] | 4:00 p.m. | 2:00 PM | |
| Wed., 2/7 | Miscellaneous Events | Girls Ice Hockey at Darien Ice Rink | Home - DO NOT USE Staples High -Darien Ice Rink [Directions] | 5:30 p.m. | 4:45 PM | |
| Wed., 2/7 | Miscellaneous Events | Boys Varsity Squash vs CS Boys Inter at Intensity | Home - Intensity Fitness [Directions] | 8:15 p.m. | ||
| Thu., 2/8 | Miscellaneous Events | BOYS AND GIRLS INDOOR TRACK - CLASS LL CIAC CHAMPIONSHIPS | Home - Hillhouse HS [Directions] | 4:00 p.m. | 2:00 PM | |
| Thu., 2/8 | Miscellaneous Events | Varsity Girls Squash at home vs Greenwich | Home - Intensity Fitness [Directions] | 8:15 p.m. | ||
| Fri., 2/9 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Fairfield Ludlowe | Home - Staples HS-Staples Gym [Directions] | W 44-42 | ||
| Fri., 2/9 | Miscellaneous Events | DO NOT ADD ANYMORE AWAY GAMES DUE TO # OF BUSES OUT | Home - TBA [Directions] | TBA | ||
| Sat., 2/10 | V Boys Ice Hockey | Wilton | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 0-4 | ||
| Sat., 2/10 | V Girls Gymnastics | FCIAC Championship | Home - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 [Directions] | 132.25 | ||
| Sat., 2/10 | V Girls Ice Hockey | Southington Coop | Home - Terry Conners - Stamford-Ice Rink [Directions] | L 6-2 | 6:10 start Vs. Avon | |
| Sat., 2/10 | Miscellaneous Events | BOYS VARSITY WRESTLING - FCIAC'S | Home - New Canaan HS-Main Gym [Directions] | 10:00 a.m. | 8:15 AM | |
| Sun., 2/11 | Miscellaneous Events | Girls and Boys Varsity Squash at Squash Haven | Home - TBA [Directions] | 1:00 p.m. | ||
| Mon., 2/12 | V Boys Basketball | Trumbull | Home - Staples HS-Staples Gym [Directions] | L 55-39 | ||
| Mon., 2/12 | Miscellaneous Events | CO-ED SKI TEAM - PRACTICE NIGHT | Home - Mt. Southingon Ski Area [Directions] | 4:00 p.m. | 2:00 PM | |
| Wed., 2/14 | V Boys Basketball | Danbury | Home - Staples HS-Staples Gym [Directions] | W 58-49 | ||
| Wed., 2/14 | V Girls Gymnastics | Norwalk | Home - Westport YMCA [Directions] | 134.55 | ||
| Wed., 2/14 | Miscellaneous Events | Boys Varsity Squash vs City SQ at Msquash Port Chester | Home - TBA [Directions] | 8:00 p.m. | ||
| Fri., 2/16 | V Boys Basketball | Bassick | Home - Staples HS-Staples Gym [Directions] | W 84-42 | ||
| Sat., 2/17 | Miscellaneous Events | BOYS AND GIRLS INDOOR TRACK CIAC OPEN | Home - Hillhouse HS [Directions] | 12:00 p.m. | 9:45 AM | |
| Sat., 2/17 | Miscellaneous Events | FCIAC Girls Basketball Quarterfinals | Home - Staples HS-Staples Gym [Directions] | TBA | ||
| Mon., 2/19 | V Boys Ice Hockey | Westhill/Stamford | Home - Milford Ice Pavillion-Ice Rink [Directions] | L 0-4 | TBA | |
| Fri., 2/23 | Miscellaneous Events | Boys and Girls Squash - HS Nationals Specter Center, Philadelphia 2/23/24-2/25/24 | Home - TBA [Directions] | TBA | ||
| Sat., 2/24 | V Boys Basketball | Wilton | Home - Fairfield Warde HS-Gym [Directions] | 4:00 p.m. | 2:00 PM | |
| Tue., 2/27 | Miscellaneous Events | CO-ED SKI TEAM - QUALIFIERS | Home - Mt. Southingon Ski Area [Directions] | 4:00 p.m. | 2:00 PM | |
| Tue., 2/27 | Miscellaneous Events | Sailing Regotta #! | Home - TBA [Directions] | TBA | TBA | |
| Thu., 2/29 | V Co-ed Alpine Skiing | State Championships | Home - Mt. Southingon Ski Area [Directions] | TBA | 12:45 PM, Dismiss 12:30 PM | |
| Thu., 2/29 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Terry Conners - Stamford-Ice Rink [Directions] | W 2-1 | ||
| Sat., 3/2 | Miscellaneous Events | CHEER COMP - STATES | Home - trumbull high school [Directions] | 3:00 p.m. | 1:45 PM | |
| Sat., 3/2 | Miscellaneous Events | 36 th annual New England Interscholastic Indoor track and field championships - Boys and girls indoor track | Home - Reggie Lewis Center [Directions] | 4:00 p.m. | 11:30 AM | |
| Thu., 3/7 | Miscellaneous Events | Unified Basketball Tournament | Home - Fairfield Ludlowe HS-Gym 1 [Directions] | 4:00 p.m. | 3:00 PM | |
| Sun., 3/10 | V Boys Rugby | (D1)- VARSITY BOYS RUGBY VS Pelham High School | Home - Staples HS-Staples Stadium [Directions] | 1:00 p.m. | ||
| Sat., 3/16 | Miscellaneous Events | WIN TOURNAMENT SHS- NO FIELDS INDOORS/OUTDOORS AVAILABLE FOR PRACTICE OR GAMES | Home - TBA [Directions] | TBA | ||
| Fri., 3/22 | V Baseball | Fairfield Prep (Scrim.) | Home - Staples HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Sat., 3/23 | V Girls Lacrosse | GIRLS LAX PLAY DAY | Home - Staples HS-Ginny Parker Field [Directions] | Cancelled | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Sat., 3/23 | Miscellaneous Events | BOYS VOLLEYBALL - DARIEN PLAY DAY | Home - TBA [Directions] | 8:30 a.m. | 7:00 AM | |
| Mon., 3/25 | V Baseball | Trumbull (Scrim.) | Home - Staples HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Mon., 3/25 | V Softball | Notre Dame-Fairfield (Scrim.) | Home - Staples HS-Wakeman Field [Directions] | Cancelled | ||
| Wed., 3/27 | V Boys Lacrosse | Fairfield Ludlowe (Scrim.) | Home - Staples HS-Staples Stadium [Directions] | 5:30 p.m. | ||
| Wed., 3/27 | V Girls Lacrosse | Greens Farms Academy (Scrim.) | Home - Staples HS-Ginny Parker Field [Directions] | 4:00 p.m. | ||
| Thu., 3/28 | V Softball | Joel Barlow (Scrim.) | Home - Staples HS-Wakeman Field [Directions] | Cancelled | ||
| Fri., 3/29 | Miscellaneous Events | Good Friday | Home - Staples HS [Directions] | TBA | ||
| Sat., 3/30 | V Softball | Sacred Heart Academy | Home - Staples HS-Wakeman Field [Directions] | 12:00 p.m. | ||
| Sat., 3/30 | V Girls Water Polo | Choate Rosemary Hall | Home - Staples HS-Staples High School Pool [Directions] | 1:00 p.m. | ||
| Mon., 4/1 | V Boys Volleyball | Fairfield Ludlowe | Home - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Thu., 4/4 | V Boys Lacrosse | Stepinac (NY) | Home - Staples HS-Staples Stadium [Directions] | 6:30 p.m. | ||
| Thu., 4/4 | V Girls Rugby | Fairfield Ludlowe, North Haven | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Fri., 4/5 | V Baseball | Greenwich | Home - Staples HS-Baseball Diamond [Directions] | 4:30 p.m. | ||
| Sat., 4/6 | V Baseball | Amity | Home - Staples HS-Baseball Diamond [Directions] | 1:00 p.m. | ||
| Sat., 4/6 | V Boys Lacrosse | Rye (NY) | Home - Staples HS-Staples Stadium [Directions] | 3:00 p.m. | ||
| Sat., 4/6 | V Boys Outdoor Track | Norwalk | Home - Staples HS-Staples Stadium [Directions] | 10:00 a.m. | ||
| Sat., 4/6 | V Girls Lacrosse | Masuk | Home - Staples HS-Ginny Parker Field [Directions] | 12:00 p.m. | ||
| Sat., 4/6 | V Girls Outdoor Track | Norwalk | Home - Staples HS-Staples Stadium [Directions] | 10:00 a.m. | ||
| Mon., 4/8 | V Boys Lacrosse | Fairfield Warde | Home - Staples HS-Staples Stadium [Directions] | 5:30 p.m. | ||
| Mon., 4/8 | V Boys Tennis | Ridgefield | Home - Staples HS-Staples Tennis Courts [Directions] | W 5-2 [Detailed Results] | ||
| Mon., 4/8 | V Softball | Stamford | Home - Staples HS-Wakeman Field [Directions] | 5:00 p.m. | ||
| Tue., 4/9 | V Boys Outdoor Track | Brien McMahon | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/9 | V Girls Outdoor Track | Brien McMahon | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/9 | V Girls Tennis | New Canaan | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/9 | V Girls Water Polo | vs Greenwich Aquatics | Home - Staples HS-Staples High School Pool [Directions] | 5:00 p.m. | ||
| Wed., 4/10 | V Baseball | Norwalk | Home - Staples HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Boys Rugby | Fairfield Ludlowe | Home - Staples HS-Staples Stadium [Directions] | 5:45 p.m. | ||
| Wed., 4/10 | Miscellaneous Events | D1 BOYS V RUGBY VS FAIRFIELD RUGBY CLUB | Home - Staples HS-Staples Stadium [Directions] | 6:00 p.m. | ||
| Thu., 4/11 | V Girls Lacrosse | Darien | Home - Staples HS-Ginny Parker Field [Directions] | 4:00 p.m. | ||
| Sat., 4/13 | V Girls Lacrosse | East Lyme | Home - Staples HS-Ginny Parker Field [Directions] | 4:30 p.m. | ||
| Mon., 4/15 | V Baseball | New Canaan | Home - Staples HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | V Boys Tennis | Norwalk | Home - Staples HS-Staples Tennis Courts [Directions] | W 6-1 [Detailed Results] | ||
| Tue., 4/16 | V Softball | Ridgefield | Home - Staples HS-Wakeman Field [Directions] | 4:00 p.m. | ||
| Tue., 4/16 | V Girls Tennis | Stamford | Home - Staples HS-Staples Tennis Courts [Directions] | 4:30 p.m. | ||
| Wed., 4/17 | V Boys Tennis | Brien McMahon | Home - Staples HS-Staples Tennis Courts [Directions] | W 6-1 [Detailed Results] | ||
| Wed., 4/17 | V Boys Volleyball | New Canaan | Home - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Wed., 4/17 | V Softball | Brien McMahon | Home - Staples HS-Wakeman Field [Directions] | 4:00 p.m. | ||
| Thu., 4/18 | V Boys Lacrosse | Wilton | Home - Staples HS-Staples Stadium [Directions] | 5:30 p.m. | ||
| Thu., 4/18 | V Girls Lacrosse | Wilton | Home - Staples HS-Ginny Parker Field [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | V Softball | Norwalk | Home - Staples HS-Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | Miscellaneous Events | BOYS OUTDOOR TRACK - CT. DISTANCE FESTIVAL @ HALL HIGH SCHOOL | Home - TBA [Directions] | 4:00 p.m. | 2:30 PM | |
| Sat., 4/20 | Miscellaneous Events | BOYS OUTDOOR TRACK - HILLHOUSE INVITATIONAL | Home - Hillhouse HS-Bowen Field [Directions] | 10:00 a.m. | 7:45 AM | |
| Mon., 4/22 | V Baseball | Stamford | Home - Staples HS-Baseball Diamond [Directions] | 4:30 p.m. | ||
| Mon., 4/22 | V Boys Tennis | Greenwich | Home - Staples HS-Staples Tennis Courts [Directions] | L 1-6 [Detailed Results] | ||
| Tue., 4/23 | V Boys Outdoor Track | Westhill | Home - Staples HS-Staples Stadium [Directions] | 4:30 p.m. | ||
| Tue., 4/23 | V Boys Tennis | Wilton | Home - Staples HS-Staples Tennis Courts [Directions] | W 6-1 [Detailed Results] | ||
| Tue., 4/23 | V Boys Volleyball | Bridgeport Central | Home - Staples HS-Staples Gym [Directions] | 4:30 p.m. | ||
| Tue., 4/23 | V Girls Golf | St. Joseph | Home - Staples HS-Longshore Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 4/23 | V Girls Lacrosse | Trumbull | Home - Staples HS-Ginny Parker Field [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Westhill | Home - Staples HS-Staples Stadium [Directions] | 4:30 p.m. | ||
| Wed., 4/24 | V Baseball | Darien | Home - Staples HS-Baseball Diamond [Directions] | 4:30 p.m. | ||
| Wed., 4/24 | V Boys Rugby | Fairfield Prep | Home - Staples HS-Staples Stadium [Directions] | 7:00 p.m. | ||
| Thu., 4/25 | V Girls Golf | Darien | Home - Staples HS-Longshore Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 4/25 | V Girls Rugby | Darien, Simsbury | Home - Staples HS-Staples Stadium [Directions] | 5:00 p.m. | ||
| Thu., 4/25 | V Girls Tennis | Bridgeport Central | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | Miscellaneous Events | Penn Relays - Franklin Field, University of Pennslyvania - Girls Varsity Outdoor track | Home - TBA [Directions] | TBA | ||
| Fri., 4/26 | V Softball | Greenwich | Home - Greens Farms Elementary School-Softball Field [Directions] | 7:00 p.m. | ||
| Sat., 4/27 | V Baseball | Morgan | Home - Staples HS-Baseball Diamond [Directions] | 1:00 p.m. | ||
| Sat., 4/27 | V Boys Volleyball | Ridgefield | Home - Staples HS-Staples Gym [Directions] | 12:30 p.m. | ||
| Sat., 4/27 | V Girls Lacrosse | Greenwich | Home - Staples HS-Staples Stadium [Directions] | 12:00 p.m. | ||
| Sat., 4/27 | Miscellaneous Events | 41st O'Grady's Day 2 - Girls Varsity Outdoor Track | Home - Danbury HS [Directions] | 9:00 a.m. | 7:00 AM (girls and boys track going together) | |
| Mon., 4/29 | V Softball | Wilton | Home - Staples HS-Wakeman Field [Directions] | 4:30 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Fairfield Warde | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Girls Golf | Greenwich | Home - Staples HS-Longshore Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Fairfield Ludlowe | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Baseball | Bridgeport Central | Home - Staples HS-Baseball Diamond [Directions] | 4:30 p.m. | ||
| Wed., 5/1 | V Girls Tennis | Darien | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Boys Lacrosse | New Canaan | Home - Staples HS-Staples Stadium [Directions] | 5:30 p.m. | ||
| Thu., 5/2 | V Boys Tennis | Trumbull | Home - Staples HS-Staples Tennis Courts [Directions] | W 5-2 [Detailed Results] | ||
| Thu., 5/2 | V Boys Volleyball | Stamford | Home - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/3 | V Baseball | Fairfield Warde | Home - Staples HS-Baseball Diamond [Directions] | 4:15 p.m. | ||
| Fri., 5/3 | Miscellaneous Events | BOYS OUTDOOR TRACK - FRESHMEN AND SOPHMORES- MIDDLETOWN INVITATIONAL | Home - Middletown HS-Track [Directions] | 3:30 p.m. | 1:00 PM | |
| Sat., 5/4 | V Boys Lacrosse | St. Johns Prep (MA) | Home - Staples HS-Staples Stadium [Directions] | 3:00 p.m. | ||
| Sat., 5/4 | V Boys Volleyball | Trumbull | Home - Staples HS-Staples Gym [Directions] | 11:00 a.m. | ||
| Sat., 5/4 | V Girls Lacrosse | Joel Barlow | Home - Staples HS-Staples Stadium [Directions] | 7:00 p.m. | ||
| Sat., 5/4 | Miscellaneous Events | BOYS OUTDOOR TRACK - VARSITY - MIDDLETOWN INVITATIONAL | Home - Middletown HS-Middletown HS [Directions] | 12:00 p.m. | 9:30 AM | |
| Sun., 5/5 | Miscellaneous Events | V & JV Boys Rugby at Georgetown Prep | Home - Georgetown Preparatory School [Directions] | 12:00 p.m. | ||
| Sun., 5/5 | Miscellaneous Events | Boys Rugby D1 and D2 Georgetown Prep (MD) | Home - TBA [Directions] | 12:00 p.m. | ||
| Mon., 5/6 | V Boys Tennis | Danbury | Home - Staples HS-Staples Tennis Courts [Directions] | W 7-0 [Detailed Results] | ||
| Mon., 5/6 | V Boys Volleyball | Danbury | Home - Staples HS-Staples Gym [Directions] | 5:30 p.m. | ||
| Tue., 5/7 | V Baseball | Fairfield Ludlowe | Home - Staples HS-Baseball Diamond [Directions] | 4:30 p.m. | ||
| Tue., 5/7 | V Boys Lacrosse | Westhill | Home - Staples HS-Staples Stadium [Directions] | 7:00 p.m. | ||
| Tue., 5/7 | V Girls Tennis | St. Joseph | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Girls Water Polo | Sacred Heart of Greenwich | Home - Staples HS-Staples High School Pool [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | Miscellaneous Events | Signing Day | Home - Staples HS [Directions] | 3:00 p.m. | ||
| Wed., 5/8 | V Boys Lacrosse | Glastonbury | Home - Staples HS-Staples Stadium [Directions] | 6:00 p.m. | ||
| Wed., 5/8 | V Softball | Trumbull | Home - Staples HS-Wakeman Field [Directions] | 4:30 p.m. | ||
| Thu., 5/9 | V Girls Tennis | Westhill | Home - Staples HS-Staples Tennis Courts [Directions] | 4:30 p.m. | ||
| Fri., 5/10 | V Boys Volleyball | Greenwich | Home - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | Miscellaneous Events | BOYS JV RUGBY VS CITY OF BPT RUGBY ACADEMY (COBRA) | Home - TBA [Directions] | 5:30 p.m. | 3:15 PM, Return 6:00 PM | |
| Sat., 5/11 | V Boys Tennis | Avon | Home - Staples HS-Staples Tennis Courts [Directions] | 11:30 a.m. | ||
| Sat., 5/11 | V Girls Lacrosse | Ridgefield | Home - Staples HS-Ginny Parker Field [Directions] | 1:30 p.m. | ||
| Sat., 5/11 | V Softball | Danbury | Home - Staples HS-Wakeman Field [Directions] | 12:00 p.m. | ||
| Sat., 5/11 | Miscellaneous Events | BOYS OUTDOOR TRACK - CT. FROSHMORE INVITATIONAL - WILLOW BROOK PARK IN NEW BRITAIN | Home - TBA [Directions] | 10:00 a.m. | 7:00 AM | |
| Sat., 5/11 | Miscellaneous Events | BOYS OUTDOOR TRACK - GREATER HARTFORD INVITATIONAL - DAY 2 | Home - East Hartford HS-Track [Directions] | 9:00 a.m. | 6:30 AM | |
| Mon., 5/13 | V Baseball | St. Joseph | Home - Staples HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Boys Volleyball | Fairfield Warde | Home - Staples HS-Staples Gym [Directions] | 5:30 p.m. | ||
| Tue., 5/14 | V Boys Lacrosse | Brunswick School | Home - Staples HS-Staples Stadium [Directions] | 5:30 p.m. | ||
| Tue., 5/14 | V Boys Tennis | Wilton | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | FCIAC Tournament-Quarterfinals | |
| Tue., 5/14 | V Girls Golf | New Canaan | Home - Staples HS-Longshore Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 5/16 | V Boys Outdoor Track | Bridgeport Central | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Thu., 5/16 | V Girls Outdoor Track | Bridgeport Central | Home - Staples HS-Staples Stadium [Directions] | 4:00 p.m. | ||
| Fri., 5/17 | V Boys Rugby | Ridgefield | Home - Staples HS-Staples Stadium [Directions] | 7:00 p.m. | ||
| Fri., 5/17 | V Softball | Hamden | Home - Staples HS-Wakeman Field [Directions] | 4:00 p.m. | ||
| Sat., 5/18 | Miscellaneous Events | Junior Prom | Home - Staples HS [Directions] | 7:00 p.m. | ||
| Mon., 5/20 | V Girls Golf | Fairfield Ludlowe | Home - Staples HS-Longshore Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/21 | V Girls Golf | Ridgefield | Home - Staples HS-Longshore Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/21 | V Girls Lacrosse | St. Joseph (Scrim.) | Home - Staples HS-Ginny Parker Field [Directions] | 4:00 p.m. | ||
| Wed., 5/22 | V Softball | Westhill (Scrim.) | Home - Staples HS-Wakeman Softball Field [Directions] | 4:30 p.m. | ||
| Thu., 5/23 | V Softball | Bethel (Scrim.) | Home - Staples HS-Wakeman Softball Field [Directions] | Cancelled | ||
| Fri., 5/24 | V Boys Tennis | Hamden | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | CIAC Tournament-First Round | |
| Fri., 5/24 | V Boys Volleyball | Stamford | Home - Staples HS-Staples Gym [Directions] | 5:00 p.m. | CIAC Tournament-First Round | |
| Fri., 5/24 | V Girls Tennis | New Britain | Home - Staples HS-Staples Tennis Courts [Directions] | 12:00 p.m. | CIAC Tournament-First Round | |
| Mon., 5/27 | Miscellaneous Events | Memorial Day | Home - Staples HS [Directions] | TBA | ||
| Tue., 5/28 | V Boys Tennis | Trumbull | Home - Staples HS-Staples Tennis Courts [Directions] | 4:00 p.m. | CIAC Tournament-Quarterfinals | |
| Tue., 5/28 | V Girls Golf | Trumbull | Home - Staples HS-Longshore Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/28 | V Girls Lacrosse | Glastonbury | Home - Staples HS-Ginny Parker Field [Directions] | 5:00 p.m. | CIAC Tournament-First Round | |
| Wed., 5/29 | V Baseball | New Milford | Home - Staples HS-Baseball Diamond [Directions] | 3:30 p.m. | CIAC Tournament-Second Round | |
| Wed., 5/29 | V Boys Lacrosse | Trumbull | Home - Staples HS-Staples Stadium [Directions] | 6:00 p.m. | CIAC Tournament-First Round | |
| Wed., 5/29 | Miscellaneous Events | Froshmore Boys Rugby at Fairfield Prep | Home - TBA [Directions] | 5:30 p.m. | 3:30 PM | |
| Thu., 5/30 | V Boys Tennis | Greenwich | Home - Wilton HS-Wilton HS tennis courts [Directions] | 1:00 p.m. | CIAC Tournament-Finals | |
| Thu., 5/30 | V Girls Tennis | Greenwich | Home - Wilton HS-Wilton HS tennis courts [Directions] | 3:30 p.m. | CIAC Tournament-Finals | |
| Thu., 5/30 | Miscellaneous Events | INCOMING 9TH GRADE - BOYS AND GIRLS XC MEETING AT THE STADIUM | Home - Staples HS-Staples Stadium [Directions] | 5:30 p.m. | ||
| Sat., 6/1 | V Baseball | Newtown | Home - Staples HS-Baseball Diamond [Directions] | 1:00 p.m. | ||
| Sat., 6/1 | Miscellaneous Events | SHS SENIOR PROM | Home - Staples HS [Directions] | TBA | ||
| Mon., 6/3 | V Boys Rugby | Trumbull | Home - Staples HS-Staples Stadium [Directions] | 7:00 p.m. | State Tournament-Semifinals | |
| Sat., 6/8 | V Boys Rugby | Greenwich | Home - Southern CT State University-Stadium [Directions] | 3:00 p.m. | State Tournament-Finals | |
| Mon., 6/10 | Miscellaneous Events | Graduation | Home - Staples HS-Staples Stadium [Directions] | 6:00 p.m. | ||