| Stamford 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 180 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Sat., 8/31 | V Football | Wilby, Haddam-Killingworth, Hamden Hall (Scrim.) | Away - Wilby HS-Football Field [Directions] | 10:00 a.m. | Wilby Football Jamboree - 5 team round robin | |
| Tue., 9/3 | V Boys Soccer | Joel Barlow (Scrim.) | Away - Joel Barlow HS-Field J (Competition Field) [Directions] | 4:30 p.m. | ||
| Thu., 9/5 | V Football | Norwalk (Scrim.) | Home - Stamford HS-Boyle Stadium [Directions] | 5:15 p.m. | ||
| Fri., 9/6 | V Boys Soccer | Foran, Litchfield, Masuk, TBA, Northwestern, Old Saybrook, Wilton | Away - Foran HS -Foran High School - Turf Field | TBA | ||
| Sat., 9/7 | V Boys Soccer | Amity, Bethel, Brookfield, Coginchaug, Seymour, Trumbull, West Haven | Away - Amity Regional HS-Amity High School - Field # 3 | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Soccer | Shelton Girls Soccer Jamboree | Away - Shelton HS-High School - Finn Stadium | 8:00 a.m. | ||
| Sat., 9/7 | V Girls Volleyball | Greenwich, Joel Barlow, Trinity Catholic (Scrim.) | Home - Stamford HS-Kuzco Gymnasium [Directions] | 9:00 a.m. | ||
| Mon., 9/9 | V Boys Cross Country | Ridgefield, Fairfield Warde, Wilton | Away - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 9/9 | V Girls Cross Country | Ridgefield, Fairfield Warde, Wilton | Away - Ridgefield HS-Upper Grass Field [Directions] | 4:00 p.m. | ||
| Thu., 9/12 | FR Football | Staples | Home - Stamford HS-Boyle Stadium [Directions] | 4:30 p.m. | ||
| Thu., 9/12 | FR Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Pride Field [Directions] | 5:00 p.m. | ||
| Fri., 9/13 | V Football | Staples | Home - Stamford HS-Boyle Stadium [Directions] | 7:00 p.m. | W 14-13 | |
| Fri., 9/13 | V Boys Soccer | Brien McMahon | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | T 4-4 | |
| Fri., 9/13 | JV Boys Soccer | Brien McMahon | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/13 | V Girls Volleyball | Foran | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Sat., 9/14 | JV Football | Staples | Home - Stamford HS-Boyle Stadium [Directions] | 3:30 p.m. | ||
| Sat., 9/14 | V Girls Soccer | Brien McMahon | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 5:30 p.m. | L 5-0 | |
| Sat., 9/14 | JV Girls Soccer | Brien McMahon | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 5:30 p.m. | ||
| Sat., 9/14 | V Girls Volleyball | Shelton | Away - Stamford HS-Kuzco Gymnasium [Directions] | 2:30 p.m. | L 0-3 | |
| Mon., 9/16 | V Boys Cross Country | Staples, Danbury, Trinity Catholic | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Boys Soccer | Ridgefield | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | W 3-2 | |
| Mon., 9/16 | JV Boys Soccer | Ridgefield | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | L 2-1 | |
| Mon., 9/16 | FR Boys Soccer | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Girls Cross Country | Staples, Danbury, Trinity Catholic | Away - Tarrywile Park [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 4:00 p.m. | L 0-5 | |
| Mon., 9/16 | JV Girls Soccer | Ridgefield | Away - Ridgefield HS-RHS Lower Grass Field [Directions] | 5:30 p.m. | ||
| Mon., 9/16 | V Girls Volleyball | Brien McMahon | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | W 3-1 | |
| Mon., 9/16 | JV Girls Volleyball | Brien McMahon | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 9/18 | V Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 7:00 p.m. | L 1-2 | |
| Wed., 9/18 | JV Boys Soccer | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-RLMS [Directions] | 4:00 p.m. | L 4-1 | |
| Wed., 9/18 | FR Boys Soccer | Fairfield Ludlowe | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | FR Football | Fairfield Warde | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Fairfield Ludlowe | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 3-1 | |
| Thu., 9/19 | JV Girls Soccer | Fairfield Ludlowe | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | V Football | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 7:00 p.m. | L 7-21 | |
| Fri., 9/20 | V Boys Soccer | Greenwich | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 0-4 | |
| Fri., 9/20 | JV Boys Soccer | Greenwich | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | L 3-2 | |
| Fri., 9/20 | FR Boys Soccer | Greenwich | Away - Greenwich HS-Field 3 [Directions] | 4:30 p.m. | ||
| Fri., 9/20 | V Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/20 | JV Girls Volleyball | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Main Gym [Directions] | 4:30 p.m. | ||
| Fri., 9/20 | FR Girls Volleyball | Fairfield Ludlowe | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 9/21 | JV Football | Fairfield Warde | Home - Stamford HS-Boyle Stadium [Directions] | 10:30 a.m. | ||
| Sat., 9/21 | V Girls Soccer | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 12:00 p.m. | L 5-0 | |
| Sat., 9/21 | JV Girls Soccer | Greenwich | Away - Greenwich HS-Field 7 [Directions] | 12:00 p.m. | ||
| Mon., 9/23 | V Girls Soccer | Trumbull | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 4-0 | |
| Mon., 9/23 | JV Girls Soccer | Trumbull | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Mon., 9/23 | V Girls Volleyball | Greenwich | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | L 1-3 | |
| Mon., 9/23 | JV Girls Volleyball | Greenwich | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 9/23 | FR Girls Volleyball | Greenwich | Away - Central MS [Directions] | 5:00 p.m. | ||
| Tue., 9/24 | V Boys Cross Country | St. Joseph, Brien McMahon, Fairfield Ludlowe | Away - St. Joseph HS-Trail [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Boys Soccer | New Canaan | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 3-2 | |
| Tue., 9/24 | JV Boys Soccer | New Canaan | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | T 1-1 | |
| Tue., 9/24 | FR Boys Soccer | New Canaan | Away - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | St. Joseph, Brien McMahon, Fairfield Ludlowe | Away - St. Joseph HS-Trail [Directions] | 4:00 p.m. | ||
| Wed., 9/25 | V Girls Soccer | New Canaan | Away - Conner Field, New Cannan [Directions] | 4:00 p.m. | L 7-0 | |
| Wed., 9/25 | JV Girls Soccer | New Canaan | Away - Saxe MS-Field 1 [Directions] | 4:00 p.m. | ||
| Thu., 9/26 | FR Football | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 6:00 p.m. | ||
| Thu., 9/26 | V Boys Soccer | Trumbull | Away - Trumbull HS-New Turf Field [Directions] | 5:30 p.m. | L 0-4 | |
| Thu., 9/26 | JV Boys Soccer | Trumbull | Away - Trumbull HS-The Pit [Directions] | 4:00 p.m. | W 1-0 | |
| Thu., 9/26 | FR Boys Soccer | Trumbull | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 9/26 | V Girls Volleyball | New Canaan | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | L 1-3 | |
| Thu., 9/26 | JV Girls Volleyball | New Canaan | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 9/26 | FR Girls Volleyball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/27 | V Girls Volleyball | Harding | Away - Warren Harding HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/27 | JV Girls Volleyball | Harding | Away - Warren Harding HS-Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/28 | V Football | New Canaan | Home - Stamford HS-Boyle Stadium [Directions] | 1:00 p.m. | L 7-54 | |
| Wed., 10/2 | V Boys Cross Country | Greenwich, Darien, New Canaan | Away - Greenwich Point [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Girls Cross Country | Greenwich, Darien, New Canaan | Away - Greenwich Point [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Girls Soccer | Darien | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 5-0 | |
| Wed., 10/2 | JV Girls Soccer | Darien | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | FR Football | Stratford | Away - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | V Boys Soccer | St. Joseph | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | W 5-3 | |
| Thu., 10/3 | JV Boys Soccer | St. Joseph | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | W 8-1 | |
| Thu., 10/3 | V Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 4:00 p.m. | L 0-3 | |
| Thu., 10/3 | JV Girls Volleyball | Darien | Away - Darien HS-DHS Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 10/3 | FR Girls Volleyball | Darien | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/4 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 4:00 p.m. | L 7-0 | |
| Fri., 10/4 | JV Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Grass Field [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | V Football | Trinity Catholic | Home - Stamford HS-Boyle Stadium [Directions] | 2:30 p.m. | W 34-18 | |
| Sat., 10/5 | V Boys Soccer | Westhill | Away - Westhill HS-Front Turf [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 10/5 | JV Boys Soccer | Westhill | Away - Westhill HS-Westhill Front Turf Field [Directions] | 2:00 p.m. | L 4-0 | |
| Sat., 10/5 | FR Boys Soccer | Westhill | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | V Girls Volleyball | St. Joseph | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | L 2-3 | |
| Sat., 10/5 | JV Girls Volleyball | St. Joseph | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | FR Girls Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 11:30 a.m. | ||
| Mon., 10/7 | V Boys Cross Country | Trumbull, Norwalk, Westhill | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | JV Football | New Canaan | Away - New Canaan HS-WTT #1 [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Boys Soccer | Darien | Away - Darien HS-DHS Center Oval Turf Field [Directions] | 4:00 p.m. | L 0-3 | |
| Mon., 10/7 | JV Boys Soccer | Darien | Away - Darien HS-DHS Upper Oval Turf Field [Directions] | 4:00 p.m. | W 2-0 | |
| Mon., 10/7 | V Girls Cross Country | Trumbull, Norwalk, Westhill | Away - Trumbull HS-Cross Country Course [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Soccer | Westhill | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | W 3-1 | |
| Mon., 10/7 | JV Girls Soccer | Westhill | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | V Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 10/7 | JV Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/7 | FR Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 3:00 p.m. | ||
| Thu., 10/10 | V Boys Soccer | Bridgeport Central | Away - Bridgeport Central HS-Kennedy Stadium [Directions] | 4:00 p.m. | W 2-1 | |
| Thu., 10/10 | JV Boys Soccer | Bridgeport Central | Away - Veteran's Park - Bridgeport-Soccer Field [Directions] | 4:00 p.m. | T 3-3 | |
| Thu., 10/10 | V Girls Volleyball | Ridgefield | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | L 1-3 | |
| Thu., 10/10 | JV Girls Volleyball | Ridgefield | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 10/10 | FR Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/11 | V Girls Soccer | Bridgeport Central | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | W 8-0 | |
| Fri., 10/11 | V Girls Volleyball | Bridgeport Central | Away - Bridgeport Central HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/11 | JV Girls Volleyball | Bridgeport Central | Away - Bridgeport Central HS-Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/12 | V Boys Soccer | Staples | Away - Staples HS-Loeffler Field - Staples HS [Directions] | 12:00 p.m. | W 2-0 | |
| Sat., 10/12 | JV Boys Soccer | Staples | Away - Staples HS-Wakeman Field B (turf) [Directions] | 12:00 p.m. | L 5-2 | |
| Sat., 10/12 | FR Boys Soccer | Staples | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 9:00 a.m. | ||
| Mon., 10/14 | V Girls Soccer | Staples | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 8-0 | |
| Mon., 10/14 | JV Girls Soccer | Staples | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | V Boys Soccer | Norwalk | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 3-0 | |
| Tue., 10/15 | JV Boys Soccer | Norwalk | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | T 1-1 | |
| Tue., 10/15 | FR Boys Soccer | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Upper [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | V Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 5:30 p.m. | L 2-3 | |
| Tue., 10/15 | JV Girls Volleyball | Staples | Away - Staples HS-Staples Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | FR Girls Volleyball | Staples | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | FR Football | Daniel Hand | Away - Daniel Hand HS-Turf Field [Directions] | 6:30 p.m. | ||
| Thu., 10/17 | FR Boys Soccer | Fairfield Warde | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | FR Girls Volleyball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | V Football | Capital/Achievement | Home - Stamford HS-Boyle Stadium [Directions] | 7:00 p.m. | W 49-14 | |
| Fri., 10/18 | V Girls Soccer | Fairfield Warde | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 3-0 | |
| Fri., 10/18 | JV Girls Soccer | Fairfield Warde | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Fri., 10/18 | V Girls Volleyball | Norwalk | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 10/18 | JV Girls Volleyball | Norwalk | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 10/19 | JV Football | Capital/Achievement | Away - Riverside Park-Football Field [Directions] | 11:00 a.m. | ||
| Sat., 10/19 | V Boys Soccer | Trinity Catholic | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 12:00 p.m. | W 3-0 | |
| Sun., 10/20 | FR Boys Soccer | Fairfield Warde | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 1:00 p.m. | ||
| Mon., 10/21 | V Boys Soccer | Danbury | Away - Mill Ridge Int. School-Turf Field [Directions] | 6:00 p.m. | L 0-1 | |
| Mon., 10/21 | JV Boys Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 6:00 p.m. | ||
| Mon., 10/21 | V Girls Soccer | Trinity Catholic | Away - Trinity Catholic-Gaglio Field | 4:00 p.m. | W 1-0 | |
| Mon., 10/21 | V Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Large Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Mon., 10/21 | JV Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/21 | FR Girls Volleyball | Fairfield Warde | Away - Fairfield Warde HS-Small Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | FR Boys Soccer | Danbury | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | V Girls Soccer | Danbury | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:00 p.m. | L 6-2 | |
| Wed., 10/23 | JV Girls Soccer | Danbury | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | V Girls Volleyball | Trinity Catholic | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 10/23 | JV Girls Volleyball | Trinity Catholic | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 10/24 | FR Football | Brien McMahon | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | ||
| Thu., 10/24 | V Boys Soccer | Wilton | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 4:30 p.m. | W 3-2 | |
| Thu., 10/24 | JV Boys Soccer | Wilton | Home - Rippowam MS-Upper Soccer/Footballl Field [Directions] | 4:30 p.m. | ||
| Thu., 10/24 | FR Boys Soccer | Wilton | Away - Allen's Meadow-3A [Directions] | 4:00 p.m. | ||
| Fri., 10/25 | V Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 7:00 p.m. | L 15-40 | |
| Fri., 10/25 | V Girls Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | 6:30 p.m. | L 3-0 | |
| Fri., 10/25 | JV Girls Soccer | Wilton | Away - Wilton HS-Lilly Field [Directions] | 4:00 p.m. | ||
| Fri., 10/25 | V Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 4:00 p.m. | L 1-3 | |
| Fri., 10/25 | JV Girls Volleyball | Danbury | Away - Danbury HS-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 10/25 | FR Girls Volleyball | Danbury | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class LL Divisional Championship | Away - Wickham Park | 3:45 p.m. | ||
| Sat., 10/26 | JV Football | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 2:15 p.m. | ||
| Sat., 10/26 | V Boys Soccer | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 11:00 a.m. | L 0-1 | |
| Sat., 10/26 | JV Boys Soccer | Fairfield Warde | Away - Fairfield Warde HS-Fairfield Warde Grass Utility Field [Directions] | 11:00 a.m. | ||
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class LL Divisional Championship | Away - Wickham Park | 3:10 p.m. | ||
| Mon., 10/28 | V Girls Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 7:00 p.m. | L 1-0 | |
| Tue., 10/29 | V Girls Volleyball | Wilton | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:30 p.m. | W 3-0 | |
| Tue., 10/29 | JV Girls Volleyball | Wilton | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:45 p.m. | ||
| Tue., 10/29 | FR Girls Volleyball | Wilton | Away - Wilton HS-Nicholas Zeoli Field House [Directions] | 4:00 p.m. | ||
| Wed., 10/30 | V Girls Volleyball | Trumbull | Away - Trumbull HS-Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Wed., 10/30 | JV Girls Volleyball | Trumbull | Away - Trumbull HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/30 | FR Girls Volleyball | Trumbull | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 10/31 | FR Football | Ridgefield | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Football | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | L 12-56 | |
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Girls Volleyball | Weston | Home - Stamford HS-Kuzco Gymnasium [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 11/1 | JV Girls Volleyball | Weston | Home - Stamford HS-Kuzco Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 11/2 | JV Football | Ridgefield | Home - Stamford HS-Boyle Stadium [Directions] | 10:30 a.m. | ||
| Sat., 11/2 | JV Girls Volleyball | Fairfield Warde, Brookfield, Fairfield Ludlowe, Greenwich, Joel Barlow, Masuk, Newtown, Ridgefield, Staples, Trumbull, Westhill | Away - Fairfield Warde HS-Large Gym | 9:00 a.m. | ||
| Mon., 11/4 | V Boys Soccer | Brien McMahon | Home - Stamford HS-SHS Upper Soccer Field [Directions] | 3:30 p.m. | ||
| Mon., 11/4 | FR Girls Volleyball | Westhill (Scrim.) | Away - Westhill HS-Main Gym [Directions] | 3:00 p.m. | ||
| Wed., 11/6 | V Boys Soccer | New Canaan (Scrim.) | Away - New Canaan HS-WTT #1 [Directions] | 3:30 p.m. | ||
| Thu., 11/7 | FR Football | Wilton | Home - Stamford HS-Boyle Stadium [Directions] | 4:00 p.m. | ||
| Thu., 11/7 | V Girls Volleyball | @ Norwalk | Away - TBA | 4:00 p.m. | ||
| Fri., 11/8 | V Girls Volleyball | New Canaan (Scrim.) | Away - New Canaan HS-Main Gym [Directions] | 4:30 p.m. | ||
| Sat., 11/9 | V Football | Wilton | Away - Wilton HS-Veterans Memorial Stadium [Directions] | 2:00 p.m. | L 0-42 | |
| Sat., 11/9 | V Boys Soccer | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 10:00 a.m. | ||
| Mon., 11/11 | JV Football | Wilton | Home - Stamford HS-Boyle Stadium [Directions] | 4:30 p.m. | ||
| Mon., 11/11 | V Girls Volleyball | Westhill | Away - Westhill HS-Main Gym [Directions] | 6:00 p.m. | ||
| Fri., 11/22 | V Football | St. Joseph | Home - Stamford HS-Boyle Stadium [Directions] | 6:00 p.m. | L 0-58 | |
| Sat., 11/23 | JV Football | Westhill | Home - Stamford HS-Boyle Stadium [Directions] | 12:15 p.m. | ||
| Sat., 11/23 | FR Football | Westhill | Home - Stamford HS-Boyle Stadium [Directions] | 10:00 a.m. | ||
| Thu., 11/28 | V Football | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 10:30 a.m. | W 26-14 | |