| Westbrook 2020-21 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 326 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Mon., 8/24 | Miscellaneous Events | PD Day for Teachers | Home - Westbrook HS [Directions] | 8:00 a.m. | ||
| Tue., 8/25 | Miscellaneous Events | PD Day for Teachers | Home - Westbrook HS [Directions] | 8:00 a.m. | ||
| Wed., 8/26 | Miscellaneous Events | PD Day for Teachers | Home - Westbrook HS [Directions] | 8:00 a.m. | ||
| Thu., 8/27 | Miscellaneous Events | PD Day for Teachers | Home - Westbrook HS [Directions] | 8:00 a.m. | ||
| Fri., 8/28 | Miscellaneous Events | PD Day for Teachers | Home - Westbrook HS [Directions] | 8:00 a.m. | ||
| Mon., 8/31 | Miscellaneous Events | PD Day for Teachers | Home - Westbrook HS [Directions] | 8:00 a.m. | ||
| Tue., 9/1 | Miscellaneous Events | Early Dismissal School Day | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Wed., 9/2 | Miscellaneous Events | Early Dismissal School Day | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Mon., 9/7 | Miscellaneous Events | Labor Day Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Tue., 9/8 | Miscellaneous Events | OSW Shuttle | Home - Westbrook HS [Directions] | 2:30 p.m. | ||
| Wed., 9/9 | Miscellaneous Events | OSW Shuttle | Home - Westbrook HS [Directions] | 2:30 p.m. | ||
| Thu., 9/10 | Miscellaneous Events | OSW Shuttle | Home - Westbrook HS [Directions] | 2:30 p.m. | ||
| Fri., 9/11 | Miscellaneous Events | OSW Shuttle | Home - Westbrook HS [Directions] | 2:30 p.m. | ||
| Thu., 10/1 | V Boys Cross Country | Haddam-Killingworth | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 3:45 p.m. | ||
| Thu., 10/1 | V Boys Soccer | Coginchaug | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | L 2-1 | |
| Fri., 10/2 | JV Boys Soccer | Coginchaug | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | ||
| Fri., 10/2 | V Field Hockey | Old Saybrook | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | L 0-4 | |
| Fri., 10/2 | V Girls Soccer | Coginchaug | Away - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | 3:45 p.m. | L 12-0 | |
| Sat., 10/3 | JV Field Hockey | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 11:00 a.m. | ||
| Mon., 10/5 | V Boys Soccer | Valley Regional | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | L 2-0 | |
| Tue., 10/6 | V Boys Cross Country | Hale Ray, North Branford | Away - Nathan Hale Ray HS-Baseball # 1 [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Field Hockey | North Branford | Away - North Branford HS-NBHS Back Field [Directions] | 3:45 p.m. | L 0-3 | |
| Tue., 10/6 | V Girls Soccer | Valley Regional | Away - Valley Regional HS-Richard B. Blythe Field [Directions] | 3:45 p.m. | L 0-5 | |
| Thu., 10/8 | V Boys Soccer | Cromwell | Away - Cromwell HS-Varsity field [Directions] | 3:45 p.m. | L 0-2 | |
| Thu., 10/8 | Miscellaneous Events | Early Dismissal - PD Day | Home - Westbrook HS [Directions] | 12:20 p.m. | ||
| Fri., 10/9 | JV Boys Soccer | Cromwell | Away - Cromwell HS-JV Field [Directions] | 3:45 p.m. | ||
| Fri., 10/9 | V Field Hockey | Valley Regional | Away - Valley Regional HS-Field Hockey / Lacrosse Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/9 | V Girls Soccer | Cromwell | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | L 1-10 | |
| Mon., 10/12 | Miscellaneous Events | Columbus Day Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Wed., 10/14 | V Boys Cross Country | Morgan | Away - Indian River Complex-XC Course [Directions] | 3:45 p.m. | ||
| Wed., 10/14 | V Boys Soccer | Morgan | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | L 0-4 | |
| Wed., 10/14 | V Field Hockey | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | W 3-0 | |
| Wed., 10/14 | V Girls Soccer | Morgan | Away - Indian River Complex-Turf Field [Directions] | 3:45 p.m. | L 0-6 | |
| Thu., 10/15 | JV Boys Soccer | East Hampton | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | ||
| Thu., 10/15 | V Field Hockey | Morgan | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | W 1-0 | |
| Sat., 10/17 | V Boys Soccer | East Hampton | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 1:00 p.m. | W 2-1 | |
| Sat., 10/17 | JV Field Hockey | Morgan | Away - Indian River Complex-Turf Field [Directions] | 11:00 a.m. | ||
| Sun., 10/18 | V Girls Soccer | East Hampton | Away - East Hampton HS-Main Field [Directions] | 2:00 p.m. | L 0-3 | |
| Mon., 10/19 | V Football | Old Saybrook | Home - Peters Complex-Football Field [Directions] | 3:45 p.m. | W 41-0 | |
| Mon., 10/19 | V Boys Soccer | Portland | Away - Portland HS-Varsity Soccer FIeld [Directions] | 3:45 p.m. | L 1-4 | |
| Mon., 10/19 | V Field Hockey | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 3:45 p.m. | T 0-0 | |
| Mon., 10/19 | JV Field Hockey | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 5:00 p.m. | ||
| Tue., 10/20 | V Boys Cross Country | Old Lyme | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | V Girls Soccer | Portland | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | L 0-5 | |
| Thu., 10/22 | JV Boys Soccer | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | ||
| Thu., 10/22 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | 3:45 p.m. | L 2-7 | |
| Fri., 10/23 | V Football | Coginchaug/Hale Ray/East Hampton | Home - Peters Complex-Football Field [Directions] | 3:45 p.m. | W 62-33 | Coginchaug White |
| Fri., 10/23 | V Boys Soccer | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | L 0-1 | |
| Fri., 10/23 | V Field Hockey | North Branford | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | L 0-3 | |
| Sat., 10/24 | JV Field Hockey | Valley Regional | Away - Valley Regional HS-Field Hockey / Lacrosse Field [Directions] | 11:00 a.m. | ||
| Mon., 10/26 | V Field Hockey | Valley Regional | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | T 1-1 | |
| Tue., 10/27 | V Boys Soccer | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 3:45 p.m. | L 1-4 | |
| Thu., 10/29 | Miscellaneous Events | Early Dismissal - Parent/Teacher Conferences | Home - Westbrook HS [Directions] | 12:20 p.m. | ||
| Sat., 10/31 | JV Boys Soccer | Old Saybrook | Away - Old Saybrook HS-Old Saybrook Soccer Field (Front) [Directions] | Postponed | ||
| Sat., 10/31 | JV Field Hockey | North Branford | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | Canceled | Cancelled | |
| Mon., 11/2 | V Boys Soccer | North Branford | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | Canceled | Cancelled | |
| Mon., 11/2 | V Girls Soccer | North Branford/Hale Ray | Away - North Branford HS-NBHS Front Field [Directions] | Canceled | Cancelled | |
| Tue., 11/3 | V Football | Coginchaug/Hale Ray/East Hampton | Home - Peters Complex-Football Field [Directions] | 3:45 p.m. | W 35-34 | Coginchaug Blue |
| Tue., 11/3 | V Girls Soccer | Old Lyme | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | Canceled | Cancelled | |
| Tue., 11/3 | Miscellaneous Events | No School - PD Day | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Wed., 11/4 | V Boys Soccer | Old Lyme | Away - Lyme-Old Lyme HS-Track Field [Directions] | Canceled | Cancelled | |
| Wed., 11/4 | JV Boys Soccer | North Branford | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:15 p.m. | ||||||
| Wed., 11/4 | V Field Hockey | Morgan | Away - Indian River Complex-Turf Field [Directions] | Canceled | Cancelled | |
| Thu., 11/5 | V Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | Canceled | Cancelled | |
| Thu., 11/5 | V Girls Soccer | Hale Ray | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | Canceled | Cancelled | |
| Fri., 11/6 | V Football | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | Canceled | Cancelled | |
| Fri., 11/6 | V Boys Soccer | Hale Ray | Away - Nathan Hale-Ray MS-Nathan Hale-Ray MS Soccer fields [Directions] | Canceled | Cancelled | |
| Sat., 11/7 | JV Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | Canceled | Cancelled | |
| Sat., 11/7 | V Girls Soccer | Old Saybrook | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | Canceled | Cancelled | |
| Thu., 11/26 | Miscellaneous Events | Thanksgiving Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Fri., 11/27 | Miscellaneous Events | Thanksgiving Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Mon., 12/21 | Miscellaneous Events | GET RECRUITED: Athletics presentation for students & parents (Virtual) | Home - Westbrook HS [Directions] | 6:30 p.m. | Pre-regsiter well in advance for event on ZOOM at this link: https://zoom.us/webinar/register/WN_P_k2mHYkSPKnWTjXSsNUlg | |
| Wed., 12/23 | Miscellaneous Events | Early Dismissal | Home - Westbrook HS [Directions] | 12:20 p.m. | ||
| Thu., 12/24 | Miscellaneous Events | Holiday Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Fri., 12/25 | Miscellaneous Events | Holiday Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Sat., 12/26 | Miscellaneous Events | Holiday Break | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Sun., 12/27 | Miscellaneous Events | Holiday Break | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Mon., 12/28 | Miscellaneous Events | Holiday Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Tue., 12/29 | Miscellaneous Events | Holiday Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Wed., 12/30 | Miscellaneous Events | Holiday Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Thu., 12/31 | Miscellaneous Events | Holiday Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Fri., 1/1 | Miscellaneous Events | Holiday Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Mon., 1/18 | Miscellaneous Events | MLK Jr. Day Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Thu., 2/4 | Miscellaneous Events | Early Dismissal - Professional Development | Home - Westbrook HS [Directions] | 12:20 p.m. | ||
| Wed., 2/10 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | W 4-2 | |
| Fri., 2/12 | V Boys Basketball | Hale Ray | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 70-60 | |
| Fri., 2/12 | JV Boys Basketball | Hale Ray | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Fri., 2/12 | V Girls Basketball | Hale Ray | Away - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | L 39-32 | |
| Sat., 2/13 | V Girls Gymnastics | Valley Regional, Morgan, Hale Ray | Away - Flip Flop Gymnastics [Directions] | 12:00 p.m. | 123.30 | |
| Pending change awaiting acceptance by one or more parties involved: Time to 12:30 p.m. | ||||||
| Mon., 2/15 | V Girls Gymnastics | Valley Regional, Morgan, Hale Ray | Away - Flip Flop Gymnastics [Directions] | 2:30 p.m. | 128.15 | |
| Mon., 2/15 | Miscellaneous Events | President's Day Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Tue., 2/16 | V Boys Basketball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | 5:30 p.m. | W 73-62 | |
| Tue., 2/16 | JV Boys Basketball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/16 | V Girls Basketball | Old Lyme | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 58-12 | |
| Tue., 2/16 | Miscellaneous Events | President's Day Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Wed., 2/17 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 2/19 | V Girls Ice Hockey | Woodstock Academy Coop (Scrim.) | Away - Norwich - Rose Garden-RoseGarden Arena [Directions] | Postponed | ||
| Sat., 2/20 | V Boys Basketball | Old Saybrook | Away - Old Saybrook HS-OSHS Gymnasium [Directions] | 12:30 p.m. | L 54-48 | |
| Sat., 2/20 | JV Boys Basketball | Old Saybrook | Away - Old Saybrook HS-OSHS Gymnasium [Directions] | 11:00 a.m. | ||
| Sat., 2/20 | V Girls Basketball | Old Saybrook | Home - Westbrook HS-Westbrook HS Gym [Directions] | 2:30 p.m. | L 53-28 | |
| Sat., 2/20 | JV Girls Basketball | Old Saybrook | Home - Westbrook HS-Westbrook HS Gym [Directions] | 1:00 p.m. | ||
| Sat., 2/20 | V Girls Gymnastics | Valley Regional, Hale Ray | Away - Flip Flop Gymnastics [Directions] | 2:00 p.m. | 124.80 | |
| Sat., 2/20 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 1:00 p.m. | L 0-7 | |
| Sun., 2/21 | V Girls Ice Hockey | Guilford Coop | Home - Northford Ice Pavilion-White [Directions] | 6:50 p.m. | L 1-8 | |
| Mon., 2/22 | V Boys Basketball | Coginchaug | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 61-51 | |
| Mon., 2/22 | JV Boys Basketball | Coginchaug | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Mon., 2/22 | V Girls Basketball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | 6:00 p.m. | L 55-27 | |
| Mon., 2/22 | JV Girls Basketball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | 4:30 p.m. | ||
| Wed., 2/24 | V Boys Basketball | Portland | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 65-42 | |
| Wed., 2/24 | JV Boys Basketball | Portland | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Wed., 2/24 | V Girls Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 5:30 p.m. | L 45-32 | |
| Wed., 2/24 | JV Girls Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/26 | V Boys Basketball | Valley Regional | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 53-39 | |
| Fri., 2/26 | JV Boys Basketball | Valley Regional | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Sat., 2/27 | V Girls Gymnastics | Old Lyme | Away - ABC Gymnastics [Directions] | 12:45 p.m. | 134.30 | |
| Sat., 2/27 | V Girls Ice Hockey | Guilford Coop | Away - Northford Ice Pavilion [Directions] | 6:15 p.m. | L 6-9 | |
| Sun., 2/28 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Northford Ice Pavilion-White [Directions] | 6:50 p.m. | L 2-5 | |
| Mon., 3/1 | V Boys Basketball | Cromwell | Away - Cromwell HS-Jake Salafia Gymnasium [Directions] | 5:30 p.m. | L 51-77 | |
| Mon., 3/1 | JV Boys Basketball | Cromwell | Away - Cromwell HS-Jake Salafia Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 3/1 | V Girls Basketball | Cromwell | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 63-23 | |
| Mon., 3/1 | JV Girls Basketball | Cromwell | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Thu., 3/4 | V Boys Basketball | East Hampton | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 37-63 | |
| Thu., 3/4 | JV Boys Basketball | East Hampton | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Thu., 3/4 | V Girls Basketball | East Hampton | Away - East Hampton [Directions] | 6:00 p.m. | L 55-24 | |
| Thu., 3/4 | JV Girls Basketball | East Hampton | Away - East Hampton [Directions] | 4:30 p.m. | ||
| Thu., 3/4 | V Girls Ice Hockey | West Haven/SHA | Home - Northford Ice Pavilion-Red [Directions] | 2:45 p.m. | L 0-5 | |
| Fri., 3/5 | V Girls Ice Hockey | Jonathan Law | Home - Northford Ice Pavilion-White [Directions] | 4:00 p.m. | Cancelled | |
| Sat., 3/6 | V Girls Basketball | Valley Regional | Away - Valley Regional HS-Valley Regional High School Gym [Directions] | 12:30 p.m. | L 72-35 | |
| Sat., 3/6 | V Girls Ice Hockey | Hamden Coop | Home - Northford Ice Pavilion-Blue [Directions] | 6:15 p.m. | L 1-3 | |
| Mon., 3/8 | V Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 5:30 p.m. | L 43-60 | |
| Mon., 3/8 | JV Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 4:00 p.m. | ||
| Mon., 3/8 | V Girls Basketball | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 50-25 | |
| Mon., 3/8 | JV Girls Basketball | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Wed., 3/10 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 3:45 p.m. | ||
| Thu., 3/11 | V Boys Basketball | Morgan | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 47-69 | |
| Thu., 3/11 | JV Boys Basketball | Morgan | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Thu., 3/11 | V Girls Basketball | Morgan | Away - Morgan School-Gym [Directions] | 6:00 p.m. | L 27-62 | |
| Thu., 3/11 | JV Girls Basketball | Morgan | Away - Morgan School-Gym [Directions] | 4:30 p.m. | ||
| Fri., 3/12 | V Boys Indoor Track | Purple & White Invite (Sr. Day) | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 4:00 p.m. | ||
| Fri., 3/12 | V Girls Indoor Track | Purple & White Invite (Sr. Day) | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 4:00 p.m. | ||
| Fri., 3/12 | Miscellaneous Events | No School - PD Day | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Sat., 3/13 | V Girls Gymnastics | Valley Regional, Morgan, Hale Ray | Away - Flip Flop Gymnastics [Directions] | 12:45 p.m. | 122.85 | |
| Mon., 3/15 | V Boys Basketball | North Branford | Away - North Branford HS-NBHS Gym [Directions] | 5:00 p.m. | W 58-55 | |
| Mon., 3/15 | JV Boys Basketball | North Branford | Away - North Branford HS-NBHS Gym [Directions] | Canceled | Cancelled | |
| Mon., 3/15 | V Girls Basketball | North Branford | Home - Westbrook HS-Westbrook HS Gym [Directions] | 5:00 p.m. | L 72-49 | |
| Mon., 3/15 | JV Girls Basketball | North Branford | Home - Westbrook HS-Westbrook HS Gym [Directions] | Canceled | Cancelled | |
| Mon., 3/15 | V Girls Ice Hockey | Jonathan Law | Away - Milford Ice Pavillion-Ice Rink [Directions] | 4:00 p.m. | Cancelled | |
| Thu., 3/18 | V Boys Basketball | Old Saybrook | Home - Westbrook HS-Westbrook HS Gym [Directions] | 6:00 p.m. | L 46-54 | |
| Thu., 3/18 | JV Boys Basketball | Old Saybrook | Home - Westbrook HS-Westbrook HS Gym [Directions] | 4:30 p.m. | ||
| Thu., 3/18 | V Girls Basketball | Old Saybrook | Away - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | L 55-41 | |
| Thu., 3/18 | JV Girls Basketball | Old Saybrook | Away - Old Saybrook HS-OSHS Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 3/18 | Miscellaneous Events | Early Dismissal - Parent/Teacher Conferences | Home - Westbrook HS [Directions] | 12:20 p.m. | ||
| Sat., 3/20 | V Boys Basketball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | 2:00 p.m. | L 50-57 | |
| Sat., 3/20 | FR Boys Basketball | East Hampton | Away - East Hampton-Gym [Directions] | 9:00 a.m. | ||
| Sat., 3/20 | V Boys Indoor Track | Valley Regional | Home - Lyme-Old Lyme HS-Track [Directions] | 9:00 a.m. | ||
| Sat., 3/20 | V Girls Basketball | Hale Ray | Away - Nathan Hale Ray HS-Gym [Directions] | 1:30 p.m. | W 48-35 | |
| Sat., 3/20 | V Girls Indoor Track | Valley Regional | Away - Lyme-Old Lyme HS-Old Saybrook HS [Directions] | 9:00 a.m. | ||
| Sun., 3/21 | V Girls Gymnastics | Coginchaug, Old Lyme | Away - Haddam Killingworth HS (HK)-Gymnastics [Directions] | 12:00 p.m. | 125.40 | |
| Mon., 3/22 | V Girls Basketball | Morgan | Away - Morgan School-Gym [Directions] | 5:00 p.m. | L 38-51 | |
| Thu., 4/1 | V Baseball | Haddam-Killingworth (Scrim.) | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/2 | Miscellaneous Events | Good Friday Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Tue., 4/6 | V Baseball | Old Lyme (Scrim.) | Home - Valley Regional HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 4/6 | V Boys Tennis | Old Saybrook (Scrim.) | Away - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 3:30 p.m. | ||
| Tue., 4/6 | V Girls Tennis | Old Saybrook (Scrim.) | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:30 p.m. | ||
| Thu., 4/8 | V Baseball | Old Saybrook (Scrim.) | Away - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Sat., 4/10 | V Baseball | Old Saybrook | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 11:00 a.m. | L 1-13 | |
| Sat., 4/10 | V Baseball | North Branford | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | L 2-4 | |
| Sat., 4/10 | V Boys Tennis | Cromwell | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 10:00 a.m. | W 7-0 [Detailed Results] | |
| Sat., 4/10 | V Girls Tennis | Cromwell | Away - Watrous park [Directions] | 10:00 a.m. | W 6-1 | |
| Mon., 4/12 | V Baseball | Morgan | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | W 9-1 | |
| Mon., 4/12 | V Baseball | Coginchaug | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | L 1-13 | |
| Mon., 4/12 | Miscellaneous Events | April Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Tue., 4/13 | JV Baseball | Morgan | Away - Morgan School-Baseball Field [Directions] | 10:30 a.m. | W 20-7 | |
| Tue., 4/13 | V Boys Tennis | Old Lyme | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 11:00 a.m. | W 5-2 [Detailed Results] | |
| Tue., 4/13 | V Girls Tennis | Portland | Away - Portland HS-Tennis Courts [Directions] | 12:00 p.m. | W 4-3 | |
| Tue., 4/13 | Miscellaneous Events | April Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Wed., 4/14 | V Baseball | Portland | Away - Portland HS-Portland HS [Directions] | 11:00 a.m. | L 2-6 | |
| Wed., 4/14 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | 4:00 p.m. | L 0-8 | |
| Wed., 4/14 | V Boys Tennis | Portland | Away - Portland HS-Tennis Courts [Directions] | 10:00 a.m. | W 7-0 [Detailed Results] | |
| Wed., 4/14 | V Girls Tennis | North Branford | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 10:00 a.m. | W 6-1 | |
| Wed., 4/14 | Miscellaneous Events | April Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Thu., 4/15 | Miscellaneous Events | April Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Fri., 4/16 | Miscellaneous Events | April Break - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Sat., 4/17 | V Baseball | Old Lyme | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 1:00 p.m. | L 3-4 | |
| Sat., 4/17 | JV Baseball | Old Lyme | Away - Lyme-Old Lyme HS-Baseball Diamond [Directions] | Postponed | ||
| Sat., 4/17 | V Boys Tennis | Portland | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 1:00 p.m. | W 7-0 [Detailed Results] | |
| Sat., 4/17 | V Girls Tennis | Old Lyme | Away - Lyme-Old Lyme HS-Tennis Courts [Directions] | 1:00 p.m. | L 0-7 | |
| Mon., 4/19 | V Baseball | Cromwell | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | W 5-4 | |
| Mon., 4/19 | V Baseball | Hale Ray | Away - Nathan Hale Ray HS-Baseball # 1 [Directions] | 4:00 p.m. | L 2-6 | |
| Mon., 4/19 | V Boys Tennis | East Hampton | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | B&G Tennis Double Header - Varsity Only |
| Mon., 4/19 | V Girls Tennis | East Hampton | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | B&G Tennis Double Header - Varsity Only |
| Tue., 4/20 | JV Baseball | Cromwell | Away - Cromwell HS-Baseball Diamond [Directions] | 4:00 p.m. | W 18-7 | |
| Tue., 4/20 | JV Baseball | Hale Ray | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 4:30 p.m. | ||
| Thu., 4/22 | V Baseball | Westbrook | Away - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | W 17-2 | |
| Thu., 4/22 | V Baseball | ValleyReg/Westbrook | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | L 2-17 | |
| Thu., 4/22 | V Boys Tennis | Coginchaug | Away - Coginchaug Regional HS-Tennis Courts @ CRHS [Directions] | 3:30 p.m. | W 7-0 [Detailed Results] | |
| Thu., 4/22 | V Girls Tennis | Coginchaug | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 4/23 | V Baseball | Portland | Away - Portland HS-Portland HS [Directions] | 3:45 p.m. | W 11-0 | |
| Fri., 4/23 | V Baseball | Cromwell | Away - Cromwell HS-Baseball Diamond [Directions] | 4:00 p.m. | L 2-9 | |
| Fri., 4/23 | V Boys Outdoor Track | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:30 p.m. | ||
| Fri., 4/23 | V Boys Tennis | Valley Regional | Away - Valley Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Fri., 4/23 | V Girls Outdoor Track | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:30 p.m. | ||
| Fri., 4/23 | V Softball | Cromwell | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | Forfeit | L Forfeit | |
| Fri., 4/23 | V Girls Tennis | Valley Regional | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 4/24 | JV Baseball | Westbrook | Away - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 11:00 a.m. | W 16-5 | |
| Sat., 4/24 | JV Baseball | ValleyReg/Westbrook | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 11:00 a.m. | ||
| Sat., 4/24 | V Softball | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 11:00 a.m. | L Forfeit | |
| Mon., 4/26 | V Baseball | Old Saybrook | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | W 8-7 | |
| Mon., 4/26 | V Baseball | East Hampton | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | L 0-14 | |
| Mon., 4/26 | V Boys Tennis | Old Saybrook | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Mon., 4/26 | V Softball | East Hampton | Away - East Hampton HS-Softball Field [Directions] | 3:45 p.m. | L Forfeit | |
| Mon., 4/26 | V Girls Tennis | Old Saybrook | Away - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 4/27 | JV Baseball | East Hampton | Away - East Hampton HS-Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/28 | V Baseball | Old Lyme | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | W 3-0 | |
| Wed., 4/28 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | 4:00 p.m. | L 2-17 | |
| Wed., 4/28 | V Boys Tennis | Morgan | Away - Morgan School-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Wed., 4/28 | V Softball | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 3:45 p.m. | L Forfeit | |
| Wed., 4/28 | V Girls Tennis | Morgan | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/29 | JV Baseball | Old Lyme | Away - Lyme-Old Lyme HS-Baseball Diamond [Directions] | 4:30 p.m. | ||
| Fri., 4/30 | V Baseball | Hale Ray | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | W 9-6 | |
| Fri., 4/30 | V Baseball | Morgan | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | L 0-21 | |
| Fri., 4/30 | V Boys Tennis | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Fri., 4/30 | V Softball | Morgan | Away - Morgan School-Softball Field [Directions] | 4:00 p.m. | L Forfeit | |
| Fri., 4/30 | V Girls Tennis | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 5/1 | JV Baseball | Morgan | Away - Morgan School-Baseball Field [Directions] | 10:30 a.m. | ||
| Sat., 5/1 | JV Baseball | Hale Ray | Away - Nathan Hale Ray HS-Baseball # 1 [Directions] | 11:00 a.m. | W 14-5 | |
| Sat., 5/1 | Miscellaneous Events | Jr/Sr Prom | Home - TBA [Directions] | 6:00 p.m. | ||
| Mon., 5/3 | V Baseball | North Branford | Away - North Branford HS-NBHS Baseball Field [Directions] | 4:00 p.m. | L 0-8 | |
| Mon., 5/3 | V Baseball | Coginchaug | Away - Coginchaug Regional HS-Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 4:00 p.m. | L 1-9 | |
| Mon., 5/3 | V Boys Tennis | Haddam-Killingworth | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Mon., 5/3 | V Softball | North Branford | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 3:45 p.m. | L Forfeit | |
| Tue., 5/4 | JV Baseball | North Branford | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | Postponed | ||
| Tue., 5/4 | JV Baseball | Haddam-Killingworth | Home - Valley Regional HS-Baseball Diamond [Directions] | 4:00 p.m. | L 5-0 | |
| Wed., 5/5 | V Softball | Old Saybrook | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 3:45 p.m. | L Forfeit | |
| Thu., 5/6 | V Baseball | Old Saybrook | Away - Old Saybrook HS [Directions] | 4:00 p.m. | L 6-16 | |
| Thu., 5/6 | V Baseball | North Branford | Away - North Branford HS-NBHS Baseball Field [Directions] | 4:00 p.m. | W 4-3 | |
| Thu., 5/6 | JV Baseball | North Branford | Home - Valley Regional HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 5/6 | V Boys Outdoor Track | Old Lyme | Away - Lyme-Old Lyme HS-Track Field [Directions] | 3:30 p.m. | ||
| Thu., 5/6 | V Girls Outdoor Track | Old Lyme | Away - Lyme-Old Lyme HS-Track Field [Directions] | 3:30 p.m. | ||
| Thu., 5/6 | V Softball | Coginchaug | Away - Coginchaug Regional HS-Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | 4:00 p.m. | L Forfeit | |
| Fri., 5/7 | V Baseball | Morgan | Away - Morgan School-Baseball Field [Directions] | 4:00 p.m. | W 6-5 | |
| Fri., 5/7 | V Baseball | Coginchaug | Away - Coginchaug Regional HS-Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 4:00 p.m. | L 0-10 | |
| Fri., 5/7 | V Boys Tennis | Portland | Away - Portland HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Fri., 5/7 | V Softball | Coginchaug | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 3:45 p.m. | L Forfeit | |
| Fri., 5/7 | V Girls Tennis | Portland | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 5/8 | JV Baseball | Coginchaug | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 10:00 a.m. | ||
| Sat., 5/8 | JV Baseball | Morgan | Home - Valley Regional HS-Baseball Diamond [Directions] | 10:00 a.m. | W 15-5 | |
| Sat., 5/8 | V Boys Tennis | Cromwell | Away - Watrous park [Directions] | 11:00 a.m. | W 6-1 [Detailed Results] | |
| Sat., 5/8 | V Girls Tennis | Cromwell | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 2:00 p.m. | W 6-1 | |
| Mon., 5/10 | V Baseball | Haddam-Killingworth | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | W 5-2 | |
| Mon., 5/10 | V Boys Tennis | Portland | Away - Portland HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Mon., 5/10 | V Girls Tennis | North Branford | Away - North Branford HS-NBHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 5/11 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | 3:45 p.m. | W 14-8 | |
| Tue., 5/11 | V Boys Outdoor Track | Morgan | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:30 p.m. | ||
| Tue., 5/11 | V Girls Outdoor Track | Morgan | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:30 p.m. | ||
| Tue., 5/11 | V Softball | Valley Regional | Away - Valley Regional HS-Joseph Camarota Memorial Field [Directions] | 3:45 p.m. | L Forfeit | |
| Wed., 5/12 | V Baseball | East Hampton | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | W 7-1 | |
| Wed., 5/12 | V Baseball | Old Lyme | Away - Lyme-Old Lyme HS-Baseball Diamond [Directions] | 4:00 p.m. | L 2-12 | |
| Wed., 5/12 | V Boys Tennis | Old Lyme | Away - Lyme-Old Lyme HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Wed., 5/12 | V Softball | Old Lyme | Away - Lyme-Old Lyme HS-Softball Diamond [Directions] | 3:30 p.m. | L Forfeit | |
| Wed., 5/12 | V Softball | Old Lyme | Away - Lyme-Old Lyme HS-Softball Diamond [Directions] | 5:15 p.m. | L Forfeit | |
| Wed., 5/12 | V Girls Tennis | Old Lyme | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 5/13 | V Baseball | Cromwell | Away - Cromwell HS-Baseball Diamond [Directions] | 4:00 p.m. | L 4-6 | |
| Thu., 5/13 | JV Baseball | East Hampton | Away - East Hampton HS-Baseball Field [Directions] | 4:00 p.m. | L 10-6 | |
| Fri., 5/14 | V Baseball | Hale Ray | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | L 1-11 | |
| Fri., 5/14 | JV Baseball | Cromwell | Home - Valley Regional HS-Baseball Diamond [Directions] | 4:00 p.m. | W 10-0 | |
| Fri., 5/14 | V Boys Outdoor Track | North Branford | Away - North Branford HS-NBHS Track [Directions] | 3:30 p.m. | ||
| Fri., 5/14 | V Boys Tennis | East Hampton | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Fri., 5/14 | V Girls Outdoor Track | North Branford | Away - North Branford HS-NBHS Track [Directions] | 3:30 p.m. | ||
| Fri., 5/14 | V Softball | Hale Ray | Away - Nathan Hale Ray HS-Lou Milardo Field [Directions] | 4:00 p.m. | L Forfeit | |
| Fri., 5/14 | V Girls Tennis | East Hampton | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 5/15 | JV Baseball | Hale Ray | Away - Nathan Hale Ray HS-Baseball # 1 [Directions] | 11:00 a.m. | ||
| Sat., 5/15 | V Softball | Hale Ray | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 11:00 a.m. | L Forfeit | |
| Mon., 5/17 | V Baseball | Coginchaug | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | L 4-8 | |
| Mon., 5/17 | V Baseball | North Branford | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 4:15 p.m. | L 1-7 | |
| Mon., 5/17 | V Boys Tennis | Coginchaug | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 6-0 [Detailed Results] | |
| Mon., 5/17 | V Softball | North Branford | Away - North Branford HS-NBHS Softball Field [Directions] | 4:00 p.m. | L Forfeit | |
| Mon., 5/17 | V Girls Tennis | Coginchaug | Away - Coginchaug Regional HS-Tennis Courts @ CRHS [Directions] | 3:30 p.m. | W 5-2 | |
| Tue., 5/18 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | 4:00 p.m. | Cancelled | |
| Tue., 5/18 | JV Baseball | North Branford | Away - North Branford HS-NBHS Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/18 | V Boys Outdoor Track | Portland | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:30 p.m. | ||
| Tue., 5/18 | V Girls Outdoor Track | Portland | Home - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:30 p.m. | ||
| Wed., 5/19 | V Baseball | Old Saybrook | Away - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | W 4-1 | |
| Wed., 5/19 | V Baseball | Morgan | Away - Morgan School-Baseball Field [Directions] | 4:00 p.m. | L 4-12 | |
| Wed., 5/19 | JV Baseball | Coginchaug | Away - Coginchaug Regional HS-Brookside Field [Directions] | 4:00 p.m. | L 8-5 | |
| Wed., 5/19 | V Boys Tennis | Valley Regional | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Wed., 5/19 | V Softball | Morgan | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 3:45 p.m. | L Forfeit | |
| Wed., 5/19 | V Girls Tennis | Valley Regional | Away - Valley Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 5/20 | V Baseball | East Hampton | Away - East Hampton HS-Baseball Field [Directions] | 3:45 p.m. | L 7-8 | |
| Fri., 5/21 | V Baseball | Portland | Home - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | W 8-7 | |
| Sat., 5/22 | V Baseball | Portland | Home - Valley Regional HS-Baseball Diamond [Directions] | 11:00 a.m. | W 13-0 | |
| Mon., 5/24 | V Baseball | Hale Ray | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:45 p.m. | W 3-2 | |
| Mon., 5/24 | V Boys Tennis | Shoreline Conference Boys Tennis Tournament Day 1: (Old Saybrook, Old Lyme) | Away - Lyme-Old Lyme HS | 9:00 a.m. | ||
| Mon., 5/24 | V Girls Tennis | Shoreline Conference Girls Tennis Tournament Day 1: (@ Morgan, @ Westbrook) | Away - Morgan HS | 9:00 a.m. | ||
| Tue., 5/25 | V Baseball | Morgan | Home - Valley Regional HS-Baseball Diamond [Directions] | 4:00 p.m. | W 9-0 | |
| Tue., 5/25 | V Boys Tennis | Shoreline Conference Boys Tennis Championship - Day 2 Finals (@ Old Saybrook) | Away - Old Saybrook HS | 12:00 p.m. | ||
| Tue., 5/25 | V Girls Tennis | Shoreline Conference Girls Tennis Championship - Day 2 Finals (@ Morgan) | Away - Morgan HS | 4:00 p.m. | ||
| Wed., 5/26 | V Boys Outdoor Track | Shoreline Conference Outdoor Track & Field Championship | Away - Lyme-Old Lyme HS | 1:30 p.m. | ||
| Wed., 5/26 | V Girls Outdoor Track | Shoreline Conference Outdoor Track & Field Championship | Away - Lyme-Old Lyme HS | 1:30 p.m. | ||
| Fri., 5/28 | V Girls Tennis | Immaculate | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 1:00 p.m. | W 6-1 | |
| Sat., 5/29 | V Baseball | Coginchaug | Away - Coginchaug Regional HS-Palmer Field, Middletown CT [Directions] | 7:00 p.m. | ||
| Sat., 5/29 | V Boys Tennis | Northwestern | Home - Old Saybrook Racquet Club [Directions] | 4:00 p.m. | W 6-1 | |
| Mon., 5/31 | Miscellaneous Events | Memorial Day Holiday - School Closed | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Tue., 6/1 | V Baseball | Northwest Catholic | Home - Valley Regional HS-Baseball Diamond [Directions] | 3:30 p.m. | L 2-5 | |
| Tue., 6/1 | V Boys Tennis | Shepaug Valley | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:30 p.m. | ||
| Tue., 6/1 | V Girls Tennis | Shepaug Valley | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 1:00 p.m. | ||
| Wed., 6/2 | V Boys Tennis | Valley Regional | Home - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 4:30 p.m. | ||
| Wed., 6/2 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:00 p.m. | Bus staying with the team, | |
| Thu., 6/3 | V Boys Outdoor Track | CIAC Class S Boys Outdoor Track Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Thu., 6/3 | V Boys Tennis | Granby Memorial | Home - Magic Lincer Tennis Academy [Directions] | 10:00 a.m. | ||
| Thu., 6/3 | V Girls Outdoor Track | CIAC Class S Girls Outdoor Track Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Thu., 6/3 | Miscellaneous Events | Finals - Tentative | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Fri., 6/4 | Miscellaneous Events | Finals - Tentative | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Mon., 6/7 | Miscellaneous Events | Finals - Tentative | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Tue., 6/8 | Miscellaneous Events | Finals - Tentative | Home - Westbrook HS [Directions] | 7:50 a.m. | ||
| Wed., 6/9 | V Boys Outdoor Track | CIAC Open Boys Outdoor Track Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Wed., 6/9 | V Girls Outdoor Track | CIAC Open Girls Outdoor Track Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Fri., 6/11 | Miscellaneous Events | Graduation | Home - Westbrook HS [Directions] | 5:00 p.m. | ||
| Mon., 6/14 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Manchester | 3:30 p.m. | ||
| Mon., 6/14 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Manchester | 3:30 p.m. | ||
| Tue., 6/15 | V Boys Outdoor Track | CIAC Boys Decathlon Championship Day 1 | Away - Manchester | 10:00 a.m. | ||
| Tue., 6/15 | V Girls Outdoor Track | CIAC Girls Heptathlon Championship Day 1 | Away - Manchester | 10:30 a.m. | ||
| Tue., 6/15 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Manchester | 3:30 p.m. | ||
| Wed., 6/16 | V Boys Outdoor Track | CIAC Boys Decathlon Championship Day 2 | Away - Manchester | 10:00 a.m. | ||
| Wed., 6/16 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Manchester | 3:30 p.m. | ||
| Wed., 6/16 | V Girls Outdoor Track | CIAC Girls Heptathlon Championship Day 2 | Away - Manchester | 10:00 a.m. | ||