| Guilford 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 866 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/25 | V Football | Hamden, Stamford (Scrim.) | Away - Hamden HS-HHS Turf Field #1 [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Wed., 8/25 | V Football | Hamden (Scrim.) | Away - Hamden HS-HHS Turf Field #1 [Directions] | 6:00 p.m. | ||
| Sun., 8/29 | V Field Hockey | TBA | Away - TBA-Grandville HS | 10:00 a.m. | ||
| Sun., 8/29 | V Field Hockey | Amy Romano Field Hockey Scrimmage | Away - Enfield HS-EHS TURF | TBA | ||
| Tue., 8/31 | V Field Hockey | TBA | Away - TBA | 3:45 p.m. | Cancelled | |
| Thu., 9/2 | V Football | Ledyard (Scrim.) | Away - Ledyard HS-Bill Mignault Field [Directions] | 6:00 p.m. | ||
| Thu., 9/2 | V Girls Soccer | Branford (Scrim.) | Away - Branford HS-Athletic Turf Field [Directions] | 3:30 p.m. | ||
| Fri., 9/3 | V Boys Soccer | E.O. Smith (Scrim.) | Away - E.O. Smith HS-Turf Field [Directions] | 4:30 p.m. | ||
| Fri., 9/3 | V Girls Volleyball | TBA | Away - TBA-Grandville HS | 2:00 p.m. | ||
| Fri., 9/3 | V Girls Volleyball | North Haven, Foran, West Haven (Scrim.) | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 9/4 | V Field Hockey | Play Day Scrimmages | Away - Daniel Hand HS-Turf Field | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 9/4 | V Girls Soccer | East Lyme (Scrim.) | Home - Guilford HS-Turf [Directions] | 12:00 p.m. | ||
| Wed., 9/8 | V Boys Soccer | Fairfield Warde (Scrim.) | Home - Bittner Park-Bittner Park Soccer [Directions] | 4:15 p.m. | ||
| Thu., 9/9 | V Boys Cross Country | Amity, Notre Dame-West Haven, Wilbur Cross | Home - Guilford HS-East River Preserve [Directions] | 4:00 p.m. | ||
| Thu., 9/9 | V Girls Cross Country | Amity, Sacred Heart Academy, Wilbur Cross | Home - Guilford HS-East River Preserve [Directions] | 4:00 p.m. | ||
| Thu., 9/9 | V Girls Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | L 0-2 | |
| Thu., 9/9 | V Girls Volleyball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | L 1-3 | |
| Thu., 9/9 | JV Girls Volleyball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | W 2-1 | |
| Thu., 9/9 | FR Girls Volleyball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/10 | V Football | Jonathan Law | Home - North Branford HS-NBHS Colafati Field [Directions] | 7:00 p.m. | L 7-34 | |
| Fri., 9/10 | V Field Hockey | Stonington | Away - Stonington HS-Palmer Field-turf [Directions] | 6:30 p.m. | W 3-2 | |
| Fri., 9/10 | JV Field Hockey | Stonington | Away - Stonington HS-Palmer Field-turf [Directions] | 5:00 p.m. | W 2-0 | |
| Fri., 9/10 | JV Girls Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 9/11 | JV Football | Jonathan Law | Away - Jonathan Law HS-Lawmen Stadium [Directions] | 10:30 a.m. | W 23-6 | |
| Sat., 9/11 | V Boys Soccer | Stratford | Home - Bittner Park-Bittner Park Soccer [Directions] | 1:00 p.m. | W 3-1 | |
| Sat., 9/11 | JV Boys Soccer | Stratford | Home - Bittner Park-Bittner Park Soccer [Directions] | 11:00 a.m. | W 5-0 | |
| Sat., 9/11 | FR Boys Soccer | Notre Dame-West Haven | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 12:30 p.m. | L 2-4 | |
| Sat., 9/11 | FR Girls Soccer | Cheshire | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 10:30 a.m. | W 3-1 | |
| Mon., 9/13 | FR Boys Soccer | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 4:00 p.m. | T 1-1 | |
| Mon., 9/13 | FR Field Hockey | Daniel Hand | Away - Daniel Hand HS-Polson Front Field/ DHHS Campus [Directions] | 3:45 p.m. | L 0-5 | |
| Mon., 9/13 | V Girls Swimming and Diving | Lauralton Hall | Home - Guilford HS-Branford YMCA [Directions] | 3:30 p.m. | Lauralton Hall 104 Guilford 66 | |
| Mon., 9/13 | V Girls Volleyball | East Lyme | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | L 1-3 | |
| Mon., 9/13 | JV Girls Volleyball | East Lyme | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | L 1-2 | |
| Mon., 9/13 | FR Girls Volleyball | East Lyme | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 9/14 | V Boys Soccer | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 4:00 p.m. | L 0-1 | |
| Tue., 9/14 | V Girls Soccer | Daniel Hand | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | T 0-0 | |
| Tue., 9/14 | FR Girls Soccer | Mercy | Away - Mercy HS-Soccer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Wed., 9/15 | V Boys Cross Country | Xavier, Cheshire, North Haven | Away - Mercy HS-Cross Country Course [Directions] | 3:45 p.m. | ||
| Wed., 9/15 | JV Boys Soccer | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 4:30 p.m. | L 3-4 | |
| Wed., 9/15 | V Girls Cross Country | Mercy, Cheshire, North Haven | Away - Mercy HS-Cross Country Course [Directions] | 3:45 p.m. | ||
| Wed., 9/15 | JV Girls Soccer | Daniel Hand | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 6-0 | |
| Wed., 9/15 | V Girls Volleyball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | L 1-3 | |
| Wed., 9/15 | JV Girls Volleyball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | L 0-2 | |
| Wed., 9/15 | FR Girls Volleyball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-1 | |
| Fri., 9/17 | V Football | New London | Away - New London HS- Pat Cannamela Field [Directions] | 6:00 p.m. | L 6-13 | |
| Fri., 9/17 | V Field Hockey | Cheshire | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 9/17 | JV Field Hockey | Cheshire | Home - Guilford HS-New Turf field at GHS [Directions] | 5:15 p.m. | L 1-2 | |
| Fri., 9/17 | V Girls Swimming and Diving | Old Lyme/Valley Reg/Old Saybrook | Home - Guilford HS-Branford YMCA [Directions] | 3:30 p.m. | Guilford 91 Old lyme 73 | |
| Sat., 9/18 | V Boys Cross Country | Wilton | Away - Allen's Meadow-XC Course [Directions] | 9:00 a.m. | ||
| Sat., 9/18 | JV Football | New London | Home - Guilford HS-New Turf field at GHS [Directions] | 11:00 a.m. | L 12-20 | |
| Sat., 9/18 | V Boys Soccer | North Haven | Away - North Haven MS-West Turf Field [Directions] | 6:00 p.m. | W 3-1 | |
| Sat., 9/18 | JV Boys Soccer | North Haven | Away - North Haven MS-West Turf Field [Directions] | 10:30 a.m. | W 7-0 | |
| Sat., 9/18 | FR Boys Soccer | Shelton | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 10:30 a.m. | L 0-3 | |
| Sat., 9/18 | V Girls Cross Country | Wilton | Away - Allen's Meadow-XC Course [Directions] | 9:00 a.m. | ||
| Sat., 9/18 | FR Field Hockey | Amity | Home - Guilford HS-Maturo Field [Directions] | 11:00 a.m. | W 5-1 | |
| Sat., 9/18 | V Girls Soccer | East Haven | Home - Guilford HS-New Turf field at GHS [Directions] | 2:00 p.m. | W 2-1 | |
| Sat., 9/18 | JV Girls Soccer | East Haven | Home - Bittner Park-Bittner Park Soccer [Directions] | 10:30 a.m. | ||
| Sat., 9/18 | FR Girls Soccer | Amity | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 12:30 p.m. | W 5-0 | |
| Mon., 9/20 | V Boys Soccer | Lyman Hall | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 9/20 | JV Boys Soccer | Lyman Hall | Home - Bittner Park-Bittner Park Soccer [Directions] | 4:00 p.m. | W 6-0 | |
| Mon., 9/20 | V Girls Swimming and Diving | Jonathan Law | Away - Foran HS -Pool [Directions] | 6:00 p.m. | Guilford 100 Law 84 | |
| Mon., 9/20 | V Girls Volleyball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/20 | JV Girls Volleyball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 9/21 | V Boys Cross Country | East Haven, Fairfield Prep, Shelton | Home - Guilford HS-East River Preserve [Directions] | 4:00 p.m. | ||
| Tue., 9/21 | V Girls Cross Country | Lauralton Hall, East Haven, Shelton | Home - Guilford HS-East River Preserve [Directions] | 4:00 p.m. | ||
| Tue., 9/21 | V Field Hockey | Lauralton Hall | Away - Lauralton Hall-Turf Field [Directions] | 4:00 p.m. | W 7-2 | |
| Tue., 9/21 | JV Field Hockey | Lauralton Hall | Away - Lauralton Hall-Turf Field [Directions] | 5:30 p.m. | W 7-0 | |
| Tue., 9/21 | V Girls Soccer | West Haven | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 9/21 | FR Girls Volleyball | Mercy | Away - Mercy HS-Gym [Directions] | 5:15 p.m. | W 3-1 | |
| Wed., 9/22 | FR Field Hockey | Stonington | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 2-0 | |
| Wed., 9/22 | JV Girls Soccer | West Haven | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | W 3-1 | |
| Wed., 9/22 | V Girls Volleyball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | 5:15 p.m. | W 3-1 | |
| Wed., 9/22 | JV Girls Volleyball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 9/23 | V Boys Soccer | Branford | Home - Guilford HS-New Turf field at GHS [Directions] | 3:30 p.m. | W 1-0 | |
| Thu., 9/23 | V Field Hockey | Daniel Hand | Away - Daniel Hand HS-Turf Field [Directions] | 7:00 p.m. | W 3-1 | |
| Thu., 9/23 | JV Field Hockey | Daniel Hand | Away - Daniel Hand HS-Polson Front Field/ DHHS Campus [Directions] | 5:15 p.m. | T 1-1 | |
| Thu., 9/23 | V Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy-Soccer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Fri., 9/24 | V Football | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | W 21-0 | |
| Fri., 9/24 | JV Boys Soccer | Branford | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 9/24 | JV Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy-Soccer Field [Directions] | Postponed | W 5-0 | |
| Fri., 9/24 | FR Girls Soccer | Mercy | Away - Mercy HS-Soccer Field [Directions] | 4:15 p.m. | L 1-4 | |
| Fri., 9/24 | V Girls Swimming and Diving | Mercy | Home - Guilford HS-Branford YMCA [Directions] | 5:00 p.m. | Guilford 98 Mercy 72 | |
| Fri., 9/24 | V Girls Volleyball | West Haven | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/24 | JV Girls Volleyball | West Haven | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 9/25 | V Boys Cross Country | Ocean State XC Invitational | Away - Not Listed | TBA | ||
| Sat., 9/25 | JV Football | Pomperaug | Home - Guilford HS-New Turf field at GHS [Directions] | Postponed | ||
| Sat., 9/25 | V Boys Soccer | East Haven | Home - Guilford HS-New Turf field at GHS [Directions] | 2:00 p.m. | W 8-0 | |
| Sat., 9/25 | FR Boys Soccer | Amity | Away - Amity Regional HS-Amity High School - Field # 2 [Directions] | 10:00 a.m. | W 5-1 | |
| Sat., 9/25 | V Girls Soccer | Wilbur Cross | Away - Bowen Field-Football Field [Directions] | 10:30 a.m. | W 4-1 | |
| Sat., 9/25 | JV Girls Soccer | Wilbur Cross | Away - Bowen Field-Football Field [Directions] | 12:00 p.m. | W 10-0 | |
| Sat., 9/25 | FR Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 10:00 a.m. | W 3-0 | |
| Mon., 9/27 | V Girls Swimming and Diving | Hamden | Away - Hamden HS-HHS Pool [Directions] | 4:00 p.m. | Guilford 100 Hamden 78 | |
| Mon., 9/27 | V Girls Volleyball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | L 1-3 | |
| Mon., 9/27 | JV Girls Volleyball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 9/28 | V Boys Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | W 2-1 | |
| Tue., 9/28 | V Field Hockey | Lyman Hall | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 9/28 | JV Field Hockey | Lyman Hall | Home - Guilford HS-New Turf field at GHS [Directions] | 5:15 p.m. | ||
| Wed., 9/29 | JV Boys Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 5:00 p.m. | W 2-0 | |
| Wed., 9/29 | FR Boys Soccer | Cheshire | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | W 3-0 | |
| Wed., 9/29 | FR Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy-Field Hockey Field [Directions] | 4:45 p.m. | T 0-0 | |
| Wed., 9/29 | V Girls Soccer | Mercy | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 9/29 | JV Girls Soccer | Mercy | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | L 2-3 | |
| Wed., 9/29 | FR Girls Soccer | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 4:30 p.m. | W 2-1 | |
| Wed., 9/29 | V Girls Volleyball | East Haven | Away - East Haven HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 9/29 | JV Girls Volleyball | East Haven | Away - East Haven HS-Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Thu., 9/30 | V Field Hockey | Mercy | Away - Mercy HS-Field Hockey Field [Directions] | 3:45 p.m. | W 2-0 | |
| Thu., 9/30 | JV Field Hockey | Mercy | Away - Mercy HS-Field Hockey Field [Directions] | 5:15 p.m. | W 4-0 | |
| Thu., 9/30 | V Girls Swimming and Diving | Sheehan | Away - Sheehan HS-Sheehan HS Pool [Directions] | 5:00 p.m. | Guilford 104 Sheehan 73 | |
| Fri., 10/1 | V Boys Soccer | Hamden | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/1 | FR Field Hockey | Cheshire | Away - Cheshire HS-FIeld Hockey grass field [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 10/1 | V Girls Soccer | Lauralton Hall | Away - Lauralton Hall-Soccer Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 10/1 | V Girls Volleyball | Shelton | Away - Shelton Intermediate School-Gym [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 10/1 | JV Girls Volleyball | Shelton | Away - Shelton Intermediate School-Gym [Directions] | 4:30 p.m. | L 0-2 | |
| Sat., 10/2 | V Boys Cross Country | SCC Divisional Meet Boys Quinnipiac | Home - Guilford HS-Guilford Fair grounds [Directions] | 2:40 p.m. | ||
| Sat., 10/2 | V Boys Cross Country | SCC Divisional Meet Boys Housatonic | Home - Guilford HS-Guilford Fair grounds [Directions] | 3:50 p.m. | ||
| Sat., 10/2 | V Boys Cross Country | SCC Divisional Meet Boys Oronoque | Home - Guilford HS-Guilford Fair grounds [Directions] | 5:00 p.m. | ||
| Sat., 10/2 | V Boys Cross Country | Daniel Hand, Hillhouse, Jonathan Law, Foran | Home - Guilford HS-Guilford Fair grounds [Directions] | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:30 p.m. | ||||||
| Sat., 10/2 | JV Boys Soccer | Hamden | Home - Bittner Park-Bittner Park Soccer [Directions] | 10:30 a.m. | T 0-0 | |
| Sat., 10/2 | FR Boys Soccer | Xavier | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 10:30 a.m. | L 0-3 | |
| Sat., 10/2 | V Girls Cross Country | SCC Divisional Meet Girls Quinnipiac | Home - Guilford HS-Guilford Fair grounds [Directions] | 3:15 p.m. | ||
| Sat., 10/2 | V Girls Cross Country | SCC Divisional Meet Girls Housatonic | Home - Guilford HS-Guilford Fair grounds [Directions] | 4:25 p.m. | ||
| Sat., 10/2 | V Girls Cross Country | SCC Divisional Meet Girls Oronoque | Home - Guilford HS-Guilford Fair grounds [Directions] | 5:35 p.m. | ||
| Sat., 10/2 | V Girls Cross Country | Daniel Hand, Hillhouse, Jonathan Law, Foran | Home - Guilford HS-Guilford Fair grounds [Directions] | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 2:05 p.m. | ||||||
| Sat., 10/2 | V Field Hockey | Glastonbury | Home - Guilford HS-New Turf field at GHS [Directions] | 1:00 p.m. | W 4-0 | |
| Sat., 10/2 | JV Field Hockey | Glastonbury | Home - Guilford HS-New Turf field at GHS [Directions] | 2:30 p.m. | W 2-0 | |
| Sat., 10/2 | JV Girls Soccer | Lauralton Hall | Away - Lauralton Hall-Soccer Field [Directions] | 11:00 a.m. | W 6-0 | |
| Sat., 10/2 | FR Girls Soccer | Cheshire | Away - Cheshire HS-Cheshire High School soccer field [Directions] | 10:00 a.m. | W 3-0 | |
| Mon., 10/4 | V Girls Swimming and Diving | Foran | Away - Foran HS -Pool [Directions] | 3:45 p.m. | Guilford 94.5 Foran 85.5 | |
| Mon., 10/4 | V Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 6:45 p.m. | L 0-3 | |
| Mon., 10/4 | JV Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 5:15 p.m. | W 2-1 | |
| Mon., 10/4 | FR Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 3:30 p.m. | W 2-0 | |
| Tue., 10/5 | V Field Hockey | Hamden | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 10/5 | JV Field Hockey | Hamden | Home - Guilford HS-New Turf field at GHS [Directions] | Postponed | W 8-0 | |
| Tue., 10/5 | V Girls Soccer | Cheshire | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | T 2-2 | |
| Tue., 10/5 | JV Girls Soccer | Cheshire | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | T 0-0 | |
| Tue., 10/5 | FR Girls Soccer | Amity | Away - Amity Regional HS-Amity High School - Field # 2 [Directions] | 3:45 p.m. | T 0-0 | |
| Wed., 10/6 | V Boys Soccer | Daniel Hand | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | T 0-0 | |
| Wed., 10/6 | FR Boys Soccer | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 3:45 p.m. | L 1-3 | |
| Wed., 10/6 | V Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 10/6 | JV Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 10/6 | FR Girls Volleyball | Amity | Away - Amity Regional HS-Middle Practice Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/7 | JV Boys Soccer | Daniel Hand | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/7 | V Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy-Field Hockey Field [Directions] | 3:45 p.m. | W 2-0 | |
| Thu., 10/7 | JV Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy-Field Hockey Field [Directions] | 5:15 p.m. | L 0-1 | |
| Thu., 10/7 | FR Field Hockey | Amity | Away - Amity Regional HS-Field Hockey Field [Directions] | 3:45 p.m. | T 1-1 | |
| Thu., 10/7 | V Girls Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 6:00 p.m. | W 2-1 | |
| Thu., 10/7 | JV Girls Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 4:00 p.m. | W 1-0 | |
| Thu., 10/7 | V Girls Swimming and Diving | East Haven/Cross/Hillhouse/SHA | Home - Guilford HS-Branford YMCA [Directions] | 5:00 p.m. | Guilford 80 EH/Cross/HH 56 | |
| Fri., 10/8 | V Football | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 6:30 p.m. | W 34-12 | |
| Fri., 10/8 | V Boys Soccer | Fairfield Prep | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | L 1-2 | |
| Fri., 10/8 | FR Boys Soccer | Notre Dame-West Haven | Away - Veterans Field [Directions] | 5:45 p.m. | T 5-5 | |
| Fri., 10/8 | FR Field Hockey | Cheshire | Home - Guilford HS-Maturo Field [Directions] | 5:00 p.m. | W 5-0 | |
| Fri., 10/8 | V Girls Volleyball | Lauralton Hall | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 10/8 | JV Girls Volleyball | Lauralton Hall | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 10/9 | V Boys Cross Country | Wickham Park Invitational | Away - Not Listed | 9:00 a.m. | ||
| Sat., 10/9 | JV Football | East Lyme | Home - Guilford HS-New Turf field at GHS [Directions] | 11:00 a.m. | ||
| Sat., 10/9 | JV Boys Soccer | Fairfield Prep | Home - Bittner Park-Bittner Park Soccer [Directions] | 10:30 a.m. | W 3-0 | |
| Sat., 10/9 | V Field Hockey | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 10:30 a.m. | L 0-6 | |
| Sat., 10/9 | JV Field Hockey | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 12:00 p.m. | L 0-8 | |
| Mon., 10/11 | V Girls Swimming and Diving | West Haven | Home - Guilford HS-Branford YMCA [Directions] | 3:30 p.m. | Guilford 84 West Haven 72 | |
| Mon., 10/11 | V Girls Volleyball | Foran | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 7:15 p.m. | W 3-2 | |
| Mon., 10/11 | JV Girls Volleyball | Foran | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 6:00 p.m. | W 2-0 | |
| Tue., 10/12 | V Boys Soccer | North Haven | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | W 5-0 | |
| Tue., 10/12 | V Field Hockey | Sheehan | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 4:30 p.m. | W 5-0 | |
| Tue., 10/12 | JV Field Hockey | Sheehan | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/12 | V Girls Soccer | East Haven | Away - East Haven HS-Turf Field [Directions] | 6:00 p.m. | W 1-0 | |
| Tue., 10/12 | FR Girls Soccer | Mercy | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | W 2-1 | |
| Wed., 10/13 | JV Boys Soccer | North Haven | Home - Bittner Park-Bittner Park Soccer [Directions] | 5:00 p.m. | W 5-0 | |
| Wed., 10/13 | FR Boys Soccer | Shelton | Away - Shelton HS-Lower Field [Directions] | 3:45 p.m. | L 3-5 | |
| Wed., 10/13 | JV Girls Soccer | East Haven | Away - East Haven HS-Grass Soccer FIeld [Directions] | 3:45 p.m. | Cancelled | |
| Thu., 10/14 | V Girls Swimming and Diving | Shelton | Away - Shelton Community Center Pool [Directions] | 3:45 p.m. | Guilford 93 Shelton 69 | |
| Thu., 10/14 | FR Girls Volleyball | Sacred Heart Academy | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | W 3-0 | |
| Fri., 10/15 | V Football | Hillhouse | Away - Bowen Field-Football Field [Directions] | 6:00 p.m. | L 18-27 | |
| Fri., 10/15 | V Boys Soccer | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 10/15 | V Field Hockey | North Haven | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | W 10-1 | |
| Fri., 10/15 | JV Field Hockey | North Haven | Home - Guilford HS-New Turf field at GHS [Directions] | 5:15 p.m. | W 4-0 | |
| Fri., 10/15 | FR Girls Soccer | Daniel Hand | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | ||
| Sat., 10/16 | JV Football | Hillhouse | Home - Guilford HS-New Turf field at GHS [Directions] | 11:00 a.m. | L 0-20 | |
| Sat., 10/16 | JV Boys Soccer | Lyman Hall | Away - Lyman Hall HS-Lyman Hall Field #1 [Directions] | 10:00 a.m. | W 6-0 | |
| Sat., 10/16 | FR Boys Soccer | Fairfield Prep | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 12:30 p.m. | T 1-1 | |
| Sat., 10/16 | FR Field Hockey | Daniel Hand | Home - Guilford HS-Maturo Field [Directions] | 2:00 p.m. | L 0-5 | |
| Sat., 10/16 | V Girls Soccer | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | 2:00 p.m. | L 3-4 | |
| Sat., 10/16 | JV Girls Soccer | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | 9:30 a.m. | W 6-0 | |
| Sat., 10/16 | V Girls Volleyball | West Haven | Away - West Haven HS-Gym [Directions] | 1:30 p.m. | W 3-1 | |
| Sat., 10/16 | JV Girls Volleyball | West Haven | Away - West Haven HS-Gym [Directions] | 12:00 p.m. | W 2-0 | |
| Sat., 10/16 | FR Girls Volleyball | Mercy | Home - Guilford HS-Main gym at GHS [Directions] | 11:00 a.m. | W 3-0 | |
| Mon., 10/18 | V Boys Soccer | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 6:00 p.m. | W 5-1 | |
| Mon., 10/18 | FR Field Hockey | Branford | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | W 3-0 | |
| Mon., 10/18 | V Girls Soccer | Sacred Heart Academy | Home - Bittner Park-Bittner Park Soccer [Directions] | 4:00 p.m. | L 1-3 | |
| Mon., 10/18 | V Girls Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 6:30 p.m. | L 0-3 | |
| Mon., 10/18 | JV Girls Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 5:00 p.m. | L 0-2 | |
| Tue., 10/19 | JV Boys Soccer | Branford | Away - Branford HS-Flax Mill [Directions] | 3:45 p.m. | W 4-1 | |
| Tue., 10/19 | V Field Hockey | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 7:15 p.m. | W 8-0 | |
| Tue., 10/19 | JV Field Hockey | Shelton | Away - Shelton HS-Finn Stadium [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 10/19 | JV Girls Soccer | Sacred Heart Academy | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | ||
| Wed., 10/20 | V Boys Cross Country | SCC Championship Meet | Home - Guilford HS-East Shore Park, New Haven [Directions] | 3:00 p.m. | ||
| Wed., 10/20 | V Boys Soccer | East Haven | Away - East Haven HS-Grass Soccer FIeld [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 10/20 | FR Boys Soccer | Amity | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | W 6-0 | |
| Wed., 10/20 | V Girls Cross Country | SCC Championship Meet | Home - Guilford HS-East Shore Park, New Haven [Directions] | 1:40 p.m. | ||
| Wed., 10/20 | FR Field Hockey | Sacred Heart Academy | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | W 1-0 | |
| Wed., 10/20 | V Girls Volleyball | East Lyme | Away - East Lyme HS-North Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 10/20 | JV Girls Volleyball | East Lyme | Away - East Lyme HS-North Gym [Directions] | 4:00 p.m. | L 0-2 | |
| Wed., 10/20 | FR Girls Volleyball | East Lyme | Away - East Lyme HS-South Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 10/21 | V Girls Soccer | Mercy | Away - Xavier HS-Larry McHugh Field [Directions] | 7:00 p.m. | L 0-1 | |
| Thu., 10/21 | JV Girls Soccer | Wilbur Cross | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | ||
| Thu., 10/21 | V Girls Swimming and Diving | Branford | Home - Guilford HS-Branford YMCA [Directions] | 4:00 p.m. | Guilford 82 Branford 68 | |
| Fri., 10/22 | JV Boys Soccer | Cheshire | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | T 0-0 | |
| Fri., 10/22 | V Field Hockey | Branford | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | W 4-2 | |
| Fri., 10/22 | JV Field Hockey | Branford | Home - Guilford HS-New Turf field at GHS [Directions] | 5:15 p.m. | W 2-0 | |
| Fri., 10/22 | V Girls Volleyball | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/22 | JV Girls Volleyball | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 10/23 | V Boys Soccer | Cheshire | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | L 0-1 | |
| Sat., 10/23 | FR Boys Soccer | Cheshire | Away - Cheshire HS-Cheshire High School soccer field [Directions] | 10:00 a.m. | W 1-0 | |
| Sat., 10/23 | FR Girls Soccer | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 2:00 p.m. | T 2-2 | |
| Sat., 10/23 | FR Girls Volleyball | Shelton | Away - Shelton Intermediate School-Gym [Directions] | 10:00 a.m. | L 2-3 | |
| Mon., 10/25 | V Boys Soccer | Hamden | Away - Hamden HS-HHS Turf Field #2 [Directions] | 5:00 p.m. | W 4-1 | |
| Mon., 10/25 | JV Boys Soccer | Hamden | Away - Hamden HS-HHS Turf Field #2 [Directions] | 6:30 p.m. | T 1-1 | |
| Mon., 10/25 | V Girls Soccer | Lauralton Hall | Home - Bittner Park-Bittner Park Soccer [Directions] | 6:00 p.m. | W 7-0 | |
| Mon., 10/25 | V Girls Swimming and Diving | Lyman Hall | Away - Sheehan HS-Sheehan HS Pool [Directions] | 3:45 p.m. | Guilford 93 Lyman Hall 93 | |
| Mon., 10/25 | V Girls Volleyball | Shelton | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | W 3-2 | |
| Mon., 10/25 | JV Girls Volleyball | Shelton | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | L 1-2 | |
| Mon., 10/25 | FR Girls Volleyball | Shelton | Home - Guilford HS-Aux gym at GHS [Directions] | 5:30 p.m. | W 2-0 | |
| Tue., 10/26 | JV Girls Soccer | Lauralton Hall | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | ||
| Wed., 10/27 | V Boys Cross Country | Freshman/Sophomore Invitational at Old Saybrook | Away - Not Listed-TBA | 3:45 p.m. | ||
| Wed., 10/27 | FR Boys Soccer | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 3:45 p.m. | T 1-1 | |
| Wed., 10/27 | V Field Hockey | Amity | Home - Guilford HS-New Turf field at GHS [Directions] | 4:15 p.m. | W 5-0 | |
| Wed., 10/27 | JV Field Hockey | Amity | Home - Guilford HS-New Turf field at GHS [Directions] | 5:30 p.m. | W 3-1 | |
| Thu., 10/28 | V Football | Brookfield | Home - Madison Surf Club-Surf Club [Directions] | 6:00 p.m. | W 43-6 | |
| Thu., 10/28 | JV Boys Soccer | Morgan | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 3-0 | |
| Thu., 10/28 | V Field Hockey | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 6:30 p.m. | W 7-0 | |
| Thu., 10/28 | JV Field Hockey | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 5:00 p.m. | W 7-0 | |
| Thu., 10/28 | V Girls Soccer | Wilbur Cross | Home - Guilford HS-New Turf field at GHS [Directions] | 3:30 p.m. | W 6-0 | |
| Thu., 10/28 | JV Girls Soccer | Mercy | Away - Mercy HS-Soccer Field [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/28 | V Girls Swimming and Diving | Sacred Heart Academy | Away - Albertus Magnus-Cosgrove Marcus Messer Athletic Center [Directions] | 3:30 p.m. | ||
| Fri., 10/29 | V Girls Volleyball | Sheehan | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | W 3-1 | |
| Sat., 10/30 | JV Football | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 11:30 a.m. | L 0-35 | |
| Sat., 10/30 | V Boys Soccer | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 1:00 p.m. | L 1-2 | |
| Sat., 10/30 | FR Boys Soccer | Daniel Hand | Home - Guilford HS-New Turf field at GHS [Directions] | 10:30 a.m. | T 1-1 | |
| Sat., 10/30 | V Field Hockey | Mercy | Home - Guilford HS-New Turf field at GHS [Directions] | 1:00 p.m. | W 10-0 | |
| Sat., 10/30 | FR Field Hockey | Stonington | Away - Stonington HS-Palmer Field-turf [Directions] | 2:00 p.m. | W 3-2 | |
| Sat., 10/30 | V Girls Soccer | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 12:00 p.m. | L 1-2 | |
| Sat., 10/30 | V Girls Swimming and Diving | SCC Dive championship | Away - Sheehan HS-Sheehan HS Pool | 9:30 a.m. | ||
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class L Championship | Away - Wickham Park | 11:25 a.m. | ||
| Mon., 11/1 | V Boys Cross Country | Shoreline Freshman Invitational at John Winthrop MS | Away - Not Listed-TBA | 3:45 p.m. | ||
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class MM Championship | Away - Wickham Park | 10:50 a.m. | ||
| Mon., 11/1 | V Field Hockey | Branford | Home - Guilford HS-New Turf field at GHS [Directions] | 3:30 p.m. | W 4-1 | |
| Mon., 11/1 | V Girls Swimming and Diving | SCC swim Qualifying championship | Away - Cheshire Community Pool | 4:00 p.m. | ||
| Tue., 11/2 | V Girls Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 6:00 p.m. | L 0-3 | |
| Wed., 11/3 | V Field Hockey | Cheshire | Home - Amity Regional HS-William Johnson Stadium Field [Directions] | 6:30 p.m. | W 3-0 | |
| Wed., 11/3 | V Girls Swimming and Diving | SCC swim championship | Away - Southern CT State University-pool | 5:00 p.m. | ||
| Fri., 11/5 | V Boys Cross Country | CIAC Boys Cross Country Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/5 | V Football | Bassick | Away - Kennedy Stadium (Bridgeport) [Directions] | 6:00 p.m. | W 46-0 | |
| Fri., 11/5 | V Girls Cross Country | CIAC Girls Cross Country Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Sat., 11/6 | JV Football | Bassick | Home - Guilford HS-New Turf field at GHS [Directions] | 11:00 a.m. | Cancelled | |
| Mon., 11/8 | V Girls Soccer | Berlin | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 2-1(PK4-2) | |
| Mon., 11/8 | V Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Tue., 11/9 | V Boys Soccer | Rockville | Home - Guilford HS-Turf [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 11/9 | V Field Hockey | New Milford | Home - Guilford HS-New Turf field at GHS [Directions] | 2:00 p.m. | W 7-0 | |
| Wed., 11/10 | V Girls Soccer | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 2:00 p.m. | L 0-7 | |
| Thu., 11/11 | V Boys Soccer | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 6:00 p.m. | W 1-0 | |
| Thu., 11/11 | V Field Hockey | Avon | Home - Guilford HS-New Turf field at GHS [Directions] | 2:00 p.m. | W 6-0 | |
| Thu., 11/11 | V Girls Swimming and Diving | CIAC Class M Diving Championships | Away - Sheehan | 5:30 p.m. | ||
| Fri., 11/12 | V Football | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 31-0 | |
| Sat., 11/13 | JV Football | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 10:30 a.m. | W 20-8 | |
| Sat., 11/13 | V Boys Soccer | Masuk | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 2-0 | |
| Sat., 11/13 | V Girls Swimming and Diving | CIAC Class M Qualifying Meet | Away - East Hartford | 4:00 p.m. | ||
| Tue., 11/16 | V Field Hockey | Pomperaug | Home - Amity Regional HS-Field Hockey Field [Directions] | 6:00 p.m. | W 6-0 | |
| Tue., 11/16 | V Girls Swimming and Diving | CIAC Class M Swimming Championships | Away - Cornerstone Pool | 6:00 p.m. | ||
| Wed., 11/17 | V Boys Soccer | Wethersfield | Home - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | L 0-1 | |
| Thu., 11/18 | V Football | East Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 48-0 | |
| Thu., 11/18 | V Girls Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 11/20 | JV Football | East Haven | Away - East Haven HS-EHHS Turf Field & Track [Directions] | Canceled | Cancelled | |
| Sat., 11/20 | V Field Hockey | Wethersfield | Home - Wethersfield HS-Cottone Field [Directions] | 10:00 a.m. | W 4-0 | |
| Sun., 11/21 | V Girls Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 2:00 p.m. | ||
| Wed., 11/24 | V Football | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 6:00 p.m. | L 18-43 | |
| Fri., 12/3 | V Girls Basketball | Windsor (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | ||
| Sat., 12/4 | V Boys Ice Hockey | Brien McMahon/Norwalk (Scrim.) | Home - Blake Field - New Haven-Walker Rink [Directions] | 5:15 p.m. | ||
| Sat., 12/4 | V Girls Ice Hockey | Trumbull/St. Joseph (Scrim.) | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:15 p.m. | ||
| Mon., 12/6 | V Boys Basketball | Cheshire (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | ||
| Tue., 12/7 | V Girls Basketball | North Branford (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | ||
| Wed., 12/8 | V Boys Basketball | Waterford (Scrim.) | Away - Waterford HS - official -Francis X. Sweeney Field House [Directions] | 5:00 p.m. | ||
| Wed., 12/8 | V Girls Ice Hockey | Hamden Coop (Scrim.) | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | ||
| Thu., 12/9 | V Girls Basketball | East Hampton (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 3:30 p.m. | ||
| Fri., 12/10 | V Girls Basketball | East Windsor (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | ||
| Sat., 12/11 | V Boys Basketball | Amity (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 12:00 p.m. | ||
| Sat., 12/11 | V Boys Ice Hockey | Milford Coop (Scrim.) | Away - Milford Ice Pavillion-Ice Rink [Directions] | 7:15 p.m. | ||
| Sat., 12/11 | V Wrestling | Branford, Daniel Hand, Morgan (Scrim.) | Home - Guilford HS-Aux gym at GHS [Directions] | 9:00 a.m. | ||
| Sat., 12/11 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | L 2-3 | |
| Tue., 12/14 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 5:15 p.m. | W 3-2 | |
| Wed., 12/15 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 8:30 p.m. | W 6-1 | |
| Wed., 12/15 | V Wrestling | Morgan | Away - Morgan School-Gym [Directions] | 7:00 p.m. | GHS 54 Morgan 12 | |
| Wed., 12/15 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | W 9-1 | |
| Thu., 12/16 | V Boys Basketball | Lyman Hall | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 59-46 | |
| Thu., 12/16 | JV Boys Basketball | Lyman Hall | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 66-22 | |
| Thu., 12/16 | FR Boys Basketball | Lyman Hall | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | W 74-20 | |
| Thu., 12/16 | V Boys Indoor Track | SCC Boys Developmental 1 | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 12/22 | ||||||
| Thu., 12/16 | V Co-ed Fencing | Old Lyme | Away - Old Lyme MS-Lyme-Old Lyme Middle School Gym [Directions] | 6:30 p.m. | ||
| Fri., 12/17 | V Girls Basketball | Branford | Away - Branford HS-Gym [Directions] | 7:00 p.m. | W 51-28 | |
| Fri., 12/17 | JV Girls Basketball | Branford | Away - Branford HS-Gym [Directions] | 5:15 p.m. | W 45-13 | |
| Fri., 12/17 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion-White [Directions] | 8:30 p.m. | W 6-3 | |
| Sat., 12/18 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:40 p.m. | W 5-1 | |
| Sat., 12/18 | V Wrestling | Guilford Invitational | Home - Guilford HS-Main gym at GHS [Directions] | 9:00 a.m. | ||
| Mon., 12/20 | V Boys Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 7:00 p.m. | W 73-22 | |
| Mon., 12/20 | JV Boys Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 5:30 p.m. | W 56-19 | |
| Mon., 12/20 | FR Boys Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 3:45 p.m. | W 52-21 | |
| Mon., 12/20 | V Boys Swimming and Diving | Milford Boys Swimming & Diving Team | Away - Foran HS -Pool [Directions] | 6:00 p.m. | 88-79 W | |
| Mon., 12/20 | V Girls Indoor Track | SCC Girls Developmental 1 | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:30 p.m. | ||||||
| Tue., 12/21 | JV Boys Basketball | East Haven | Away - East Haven HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/21 | FR Boys Basketball | East Haven | Away - East Haven HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 12/21 | JV Girls Basketball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 5:15 p.m. | L 9-53 | |
| Wed., 12/22 | V Boys Ice Hockey | Trumbull | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 6:30 p.m. | L 1-5 | |
| Wed., 12/22 | V Wrestling | New Haven Wrestling | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Guilford 72 New Haven 0 | |
| Wed., 12/22 | V Co-ed Fencing | Morgan | Away - Morgan HS-Gym 1 [Directions] | Canceled | Cancelled | |
| Tue., 12/28 | V Girls Basketball | Tolland | Home - Simsbury Holiday Tournament [Directions] | 4:00 p.m. | Cancelled | |
| Wed., 12/29 | V Boys Ice Hockey | Lyman Hall | Home - Blake Field - New Haven-Walker Rink [Directions] | 12:00 p.m. | L 2-3 | |
| Wed., 12/29 | V Wrestling | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 11:00 a.m. | GHS 60 E Haven 21 | |
| Thu., 12/30 | JV Boys Ice Hockey | Staples | Home - Blake Field - New Haven-Walker Rink [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:45 p.m. | ||||||
| Thu., 12/30 | V Wrestling | Windham, Bacon Academy, East Lyme/Norwich Tech, TBA, Rockville | Away - Windham HS-Callahan Gymnasium | 10:00 a.m. | GHS 48 East Lyme/Norwich 33 GHS 48 Windham 33 GHS 64 Rockville 12 GHS 66 Bacon 12 | |
| Thu., 12/30 | V Wrestling | Fitch, Rockville, Waterford | Away - Fitch HS-Big Gym [Directions] | 10:00 a.m. | Cancelled | |
| Sun., 1/2 | V Boys Indoor Track | Will Wright Invitational | Home - SCSU-Field House [Directions] | 1:00 p.m. | ||
| Sun., 1/2 | V Girls Indoor Track | Will Wright Invitational | Home - SCSU-Field House [Directions] | 1:00 p.m. | ||
| Mon., 1/3 | V Girls Indoor Track | SCC Girls Developmental 2 | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:30 p.m. | ||||||
| Tue., 1/4 | V Boys Basketball | Hillhouse | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 49-48 | |
| Tue., 1/4 | JV Boys Basketball | Hillhouse | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 40-48 | |
| Tue., 1/4 | FR Boys Basketball | Hillhouse | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | L 45-63 | |
| Tue., 1/4 | V Boys Indoor Track | SCC Boys Developmental 2 | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Tue., 1/4 | V Boys Swimming and Diving | Notre Dame-West Haven | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 101-67 W [Detailed Results] | |
| Tue., 1/4 | JV Girls Basketball | Mercy | Away - Mercy HS-Gym [Directions] | Postponed | ||
| Wed., 1/5 | V Boys Indoor Track | Wintergreen Invitational | Home - SCSU-Field House [Directions] | 5:00 p.m. | ||
| Wed., 1/5 | V Wrestling | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 5:45 p.m. | Foran 40 GHS 39 | |
| Wed., 1/5 | V Co-ed Fencing | North Branford | Away - North Branford HS-NBHS Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/5 | V Girls Basketball | Mercy | Away - Mercy HS-Gym [Directions] | 7:00 p.m. | L 24-49 | |
| Wed., 1/5 | V Girls Indoor Track | Wintergreen Invitational | Home - SCSU-Field House [Directions] | 5:00 p.m. | ||
| Thu., 1/6 | V Boys Basketball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Gym [Directions] | 6:00 p.m. | W 66-39 | |
| Thu., 1/6 | JV Boys Basketball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Gym [Directions] | 4:30 p.m. | W 58-26 | |
| Thu., 1/6 | V Girls Basketball | Morgan | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 33-20 | |
| Thu., 1/6 | JV Girls Basketball | Morgan | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 37-18 | |
| Sat., 1/8 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion-Red [Directions] | 5:00 p.m. | L 1-2 | |
| Sat., 1/8 | V Wrestling | Ledyard, Middletown, Trumbull | Home - Guilford HS-Main gym at GHS [Directions] | 10:00 a.m. | GHS 36 Ledyard 45 GHS 58 Middletown 14 GHS 42 Trumbull 37 | |
| Sat., 1/8 | V Co-ed Fencing | Morgan | Away - Morgan HS-Gym 1 [Directions] | 10:15 a.m. | ||
| Mon., 1/10 | V Boys Indoor Track | Jim Barber Invitational | Home - SCSU-Field House [Directions] | 5:00 p.m. | ||
| Mon., 1/10 | V Girls Basketball | Sheehan | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | W 46-38 | |
| Mon., 1/10 | JV Girls Basketball | Sheehan | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | ||
| Mon., 1/10 | V Girls Indoor Track | Jim Barber Invitational | Home - SCSU-Field House [Directions] | 5:00 p.m. | ||
| Tue., 1/11 | V Boys Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 7:00 p.m. | W 44-30 | |
| Tue., 1/11 | JV Boys Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 5:15 p.m. | W 42-39 | |
| Tue., 1/11 | FR Boys Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 3:30 p.m. | W 44-41 | |
| Tue., 1/11 | V Boys Indoor Track | SCC Novice Meet | Away - TBA | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Tue., 1/11 | V Boys Swimming and Diving | West Haven | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 93-72 W | |
| Tue., 1/11 | V Co-ed Fencing | Daniel Hand | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Tue., 1/11 | V Girls Indoor Track | SCC Novice Meet | Away - TBA | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Wed., 1/12 | V Boys Ice Hockey | SCW Knights | Home - Blake Field - New Haven-Walker Rink [Directions] | 5:30 p.m. | W 10-1 | |
| Wed., 1/12 | V Co-ed Fencing | Daniel Hand | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Wed., 1/12 | V Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 7:00 p.m. | W 48-38 | |
| Wed., 1/12 | JV Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 5:15 p.m. | L 22-42 | |
| Thu., 1/13 | V Boys Basketball | Platt Tech | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 63-23 | |
| Thu., 1/13 | JV Boys Basketball | Platt Tech | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 45-12 | |
| Thu., 1/13 | FR Boys Basketball | Platt Tech | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | W 66-21 | |
| Thu., 1/13 | V Boys Swimming and Diving | Lyman Hall | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 98-80 W | |
| Thu., 1/13 | V Co-ed Alpine Skiing | Race #2 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 1/13 | V Co-ed Fencing | North Haven | Away - North Haven HS-Auxiliary Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 1/13 | V Girls Gymnastics | H-K/Morgan/Westbrook | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 3:30 p.m. | ||
| Thu., 1/13 | V Girls Gymnastics | Mercy, Morgan, TBA, Valley Regional, Westbrook | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:30 p.m. | No Team Scores | |
| Fri., 1/14 | V Boys Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 7:00 p.m. | W 49-40 | |
| Fri., 1/14 | JV Boys Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 5:15 p.m. | W 53-38 | |
| Fri., 1/14 | FR Boys Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 3:45 p.m. | W 60-40 | |
| Fri., 1/14 | V Boys Ice Hockey | Daniel Hand | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:30 p.m. | L 3-4 | |
| Fri., 1/14 | V Girls Basketball | Branford | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | W 46-22 | |
| Fri., 1/14 | JV Girls Basketball | Branford | Home - Guilford HS-Main gym at GHS [Directions] | 4:15 p.m. | W 60-19 | |
| Sat., 1/15 | V Boys Ice Hockey | Masuk | Home - West Haven HS-Bennett Rink [Directions] | 5:00 p.m. | L 2-4 | |
| Sat., 1/15 | JV Wrestling | Sachem JV Tournament @ RHAM HS | Away - TBA | 9:00 a.m. | ||
| Sat., 1/15 | V Girls Gymnastics | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 10:00 a.m. | DH 136.35 F 109.85 | |
| Mon., 1/17 | V Boys Basketball | East Haven | Away - East Haven HS-Gym [Directions] | 2:00 p.m. | W 57-42 | |
| Mon., 1/17 | V Girls Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 12:45 p.m. | W 48-34 | |
| Mon., 1/17 | JV Girls Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 11:00 a.m. | W 45-35 | |
| Tue., 1/18 | V Boys Basketball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 60-30 | |
| Tue., 1/18 | JV Boys Basketball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 62-47 | |
| Tue., 1/18 | FR Boys Basketball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | ||
| Tue., 1/18 | V Girls Basketball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 6:00 p.m. | W 41-24 | |
| Tue., 1/18 | JV Girls Basketball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 4:30 p.m. | L 23-54 | |
| Tue., 1/18 | FR Girls Basketball | Cheshire | Away - Cheshire HS-Gym West [Directions] | Canceled | Cancelled | |
| Wed., 1/19 | V Boys Ice Hockey | Amity | Away - West Haven HS-Bennett Rink [Directions] | 8:00 p.m. | W 6-3 | |
| Wed., 1/19 | V Wrestling | Haddam-Killingworth | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | HK 36 GHS 31 | |
| Wed., 1/19 | V Girls Ice Hockey | Daniel Hand Coop | Home - Northford Ice Pavilion-Blue [Directions] | 3:15 p.m. | W 4-3 | |
| Fri., 1/21 | V Boys Swimming and Diving | Xavier | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 97-81 L | |
| Fri., 1/21 | V Girls Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | L 24-60 | |
| Fri., 1/21 | JV Girls Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 15-49 | |
| Sat., 1/22 | V Boys Basketball | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 2:30 p.m. | L 60-69 | |
| Sat., 1/22 | JV Boys Basketball | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 12:45 p.m. | W 57-47 | |
| Sat., 1/22 | FR Boys Basketball | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 11:00 a.m. | W 54-35 | |
| Sat., 1/22 | V Boys Indoor Track | SCC Coaches Invite | Away - TBA-Floyd Little Athletic Center | 9:00 a.m. | ||
| Sat., 1/22 | V Wrestling | Xavier, Bristol Central, Bristol Eastern, Burlington (MA), Cheshire, Fitch, Joel Barlow, TBA, Pomperaug, Ridgefield, Simsbury, Trumbull, Hall, Xaverian Brothers (MA) | Away - Xavier HS-Gym | 9:00 a.m. | ||
| Sat., 1/22 | V Girls Gymnastics | TBA, Nonnewaug | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 10:00 a.m. | DH 138.1 N 108.05 | |
| Sat., 1/22 | V Girls Ice Hockey | Simsbury | Home - Milford Ice Pavillion-Ice Rink [Directions] | 7:00 p.m. | L 2-5 | |
| Sat., 1/22 | V Girls Indoor Track | SCC Coaches Invite | Away - TBA-Floyd Little Athletic Center | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 2:30 p.m. | ||||||
| Mon., 1/24 | V Boys Ice Hockey | Eastern CT Eagles | Home - Blake Field - New Haven-Walker Rink [Directions] | 7:45 p.m. | T 3-3 | |
| Mon., 1/24 | V Wrestling | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | GHS 63 Amity 18 | |
| Mon., 1/24 | V Co-ed Fencing | Morgan | Away - Morgan HS-Gym 1 [Directions] | 7:00 p.m. | ||
| Mon., 1/24 | V Girls Basketball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 7:00 p.m. | L 18-36 | |
| Mon., 1/24 | JV Girls Basketball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 5:15 p.m. | L 9-53 | |
| Tue., 1/25 | V Boys Basketball | Xavier | Away - Xavier HS-Aurthur M. Kohs Gymnasium [Directions] | 7:00 p.m. | L 34-32 | |
| Tue., 1/25 | JV Boys Basketball | Xavier | Away - Xavier HS-Aurthur M. Kohs Gymnasium [Directions] | 5:15 p.m. | W 47-33 | |
| Tue., 1/25 | FR Boys Basketball | Xavier | Away - Xavier HS-Aurthur M. Kohs Gymnasium [Directions] | 3:45 p.m. | L 43-48 | |
| Tue., 1/25 | V Co-ed Alpine Skiing | Race #1 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Tue., 1/25 | V Co-ed Fencing | Fairfield Warde | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Tue., 1/25 | V Girls Basketball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 39-28 | |
| Tue., 1/25 | JV Girls Basketball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 17-35 | |
| Tue., 1/25 | V Girls Gymnastics | Jonathan Law | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 138.25 JL 129.5 | |
| Wed., 1/26 | V Boys Ice Hockey | Hamden | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | L 2-6 | |
| Wed., 1/26 | V Boys Indoor Track | SCC Sectional East Championships | Away - TBA-Floyd Little Athletic Center | 5:00 p.m. | ||
| Wed., 1/26 | V Wrestling | Daniel Hand | Away - Polson MS, Madison-Polson Big Gym/DHHS Campus [Directions] | 7:00 p.m. | ||
| Wed., 1/26 | V Co-ed Fencing | Cheshire | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Wed., 1/26 | V Girls Indoor Track | SCC Sectional East Championships | Away - TBA-connell memorial rink | 5:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to New Haven Athletic Center/Hillhouse HS | ||||||
| Thu., 1/27 | V Boys Basketball | Daniel Hand | Away - Daniel Hand HS-Polson Gym/DHHS Campus [Directions] | 7:00 p.m. | L 56-62 | |
| Thu., 1/27 | JV Boys Basketball | Daniel Hand | Away - Daniel Hand HS-Polson Gym/DHHS Campus [Directions] | 5:15 p.m. | W 55-36 | |
| Thu., 1/27 | FR Boys Basketball | Daniel Hand | Away - Daniel Hand HS-Polson Gym/DHHS Campus [Directions] | 3:45 p.m. | W 53-32 | |
| Thu., 1/27 | V Co-ed Alpine Skiing | Race #4 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 1/27 | V Girls Gymnastics | Hamden | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 133.85 H 106.85 | |
| Fri., 1/28 | V Boys Swimming and Diving | Amity | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 96-85 W | |
| Fri., 1/28 | V Girls Basketball | Mercy | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | L 34-46 | |
| Fri., 1/28 | JV Girls Basketball | Mercy | Home - Guilford HS-Main gym at GHS [Directions] | 4:15 p.m. | L 22-28 | |
| Fri., 1/28 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | W 6-1 | |
| Sat., 1/29 | V Wrestling | Ellis Tech, Killingly, Lyman Memorial/Windham Tech | Away - Ellis R V Tech School-Gym [Directions] | 9:00 a.m. | Cancelled | |
| Sun., 1/30 | JV Boys Ice Hockey | Staples | Away - Milford Ice Pavillion-Ice Rink [Directions] | Postponed | ||
| Sun., 1/30 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 7:50 p.m. | L 2-6 | |
| Mon., 1/31 | V Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 7:00 p.m. | W 65-36 | |
| Mon., 1/31 | JV Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 5:15 p.m. | W 48-40 | |
| Mon., 1/31 | FR Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 3:45 p.m. | W 51-34 | |
| Mon., 1/31 | V Girls Basketball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | L 35-38 | |
| Mon., 1/31 | JV Girls Basketball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 28-29 | |
| Mon., 1/31 | FR Girls Basketball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Tue., 2/1 | V Wrestling | Xavier | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Xavier 58 GHS 21 | |
| Tue., 2/1 | V Co-ed Alpine Skiing | Race #3 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Tue., 2/1 | V Girls Gymnastics | Jonathan Law, Hamden | Away - Jonathan Law HS-Old Gym [Directions] | 6:00 p.m. | DH 141.35, JL 132.85, H 106.75 | |
| Tue., 2/1 | Unified Sports Basketball | Unified Basketball at DHHS | Away - Not Listed-TBA | 2:45 p.m. | ||
| Wed., 2/2 | V Girls Basketball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | W 43-30 | |
| Wed., 2/2 | JV Girls Basketball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | 4:15 p.m. | L 27-44 | |
| Thu., 2/3 | V Boys Basketball | Abbott Tech | Away - Abbott V-T School-Daniel A. Garamella Memorial Gymnasium [Directions] | 7:00 p.m. | W 53-51 | |
| Thu., 2/3 | JV Boys Basketball | Abbott Tech | Away - Abbott V-T School-Daniel A. Garamella Memorial Gymnasium [Directions] | 5:30 p.m. | L 45-48 | |
| Thu., 2/3 | V Co-ed Fencing | Old Lyme | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Thu., 2/3 | V Girls Gymnastics | Stonington | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 136.2; S 122.55 | |
| Thu., 2/3 | V Girls Ice Hockey | Hamden Coop | Home - Milford Ice Pavillion-Ice Rink [Directions] | 6:10 p.m. | W 7-1 | |
| Fri., 2/4 | V Boys Indoor Track | SCC Championship Meet | Away - TBA-Floyd Little Athletic Center | 4:00 p.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 2/6, Time to 10:00 a.m. | ||||||
| Fri., 2/4 | V Girls Indoor Track | SCC Championships | Away - TBA | 4:00 p.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 2/6, Time to 10:00 a.m. | ||||||
| Sat., 2/5 | V Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 4:30 p.m. | L 89-46 | |
| Sat., 2/5 | JV Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 2:45 p.m. | L 38-65 | |
| Sat., 2/5 | FR Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 1:00 p.m. | L 49-67 | |
| Sat., 2/5 | V Boys Ice Hockey | Brien McMahon/Norwalk | Away - Sono Ice House-Main Rink [Directions] | 7:50 p.m. | W 5-1 | |
| Sat., 2/5 | V Boys Swimming and Diving | Cheshire | Home - Walter Gawrych Community Pool [Directions] | 5:00 p.m. | 101-76 W | |
| Sat., 2/5 | V Wrestling | Berlin, Glastonbury, Platt | Away - Berlin HS-Jim Day Gymnasium [Directions] | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 2/5 | V Co-ed Fencing | GHS Novice Tournament | Home - Guilford HS-Aux gym at GHS [Directions] | 10:00 a.m. | ||
| Sat., 2/5 | V Girls Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 3:00 p.m. | L 38-40 | |
| Sat., 2/5 | JV Girls Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 1:15 p.m. | L 30-40 | |
| Sat., 2/5 | V Girls Ice Hockey | Suffield Coop | Home - Northford Ice Pavilion-Blue [Directions] | 7:40 p.m. | W 4-2 | |
| Mon., 2/7 | V Wrestling | Branford | Away - Branford HS-Gym [Directions] | 7:30 p.m. | ||
| Mon., 2/7 | V Co-ed Fencing | North Branford | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Mon., 2/7 | V Girls Basketball | Tolland | Away - Tolland HS-Gym [Directions] | 6:00 p.m. | W 46-24 | |
| Tue., 2/8 | V Boys Basketball | Hamden | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | L 64-73 | |
| Tue., 2/8 | JV Boys Basketball | Hamden | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 49-50 | |
| Tue., 2/8 | FR Boys Basketball | Hamden | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | W 74-57 | |
| Tue., 2/8 | V Boys Swimming and Diving | Lyman Hall | Away - Sheehan HS-Sheehan HS Pool [Directions] | 5:00 p.m. | 97-77 W | |
| Tue., 2/8 | V Co-ed Alpine Skiing | Race #5 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Tue., 2/8 | V Girls Ice Hockey | Darien | Home - Milford Ice Pavillion-Ice Rink [Directions] | 5:00 p.m. | L 4-5 | |
| Wed., 2/9 | V Boys Basketball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | L 38-40 | |
| Wed., 2/9 | JV Boys Basketball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 53-29 | |
| Wed., 2/9 | FR Boys Basketball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | W 43-36 | |
| Wed., 2/9 | V Boys Ice Hockey | East Haven Coop | Home - Blake Field - New Haven-Walker Rink [Directions] | 8:15 p.m. | W 3-1 | |
| Wed., 2/9 | V Girls Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 7:00 p.m. | W 41-23 | |
| Wed., 2/9 | JV Girls Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:15 p.m. | W 36-30 | |
| Thu., 2/10 | V Co-ed Fencing | Morgan | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Thu., 2/10 | V Girls Gymnastics | Jonathan Law, Hamden, Foran, Mercy | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:00 p.m. | 1st / 141.3 | |
| Thu., 2/10 | V Girls Gymnastics | SCC Championships | Away - TBA | 5:00 p.m. | ||
| Thu., 2/10 | V Girls Ice Hockey | Masuk Coop | Home - Milford Ice Pavillion-Ice Rink [Directions] | 6:10 p.m. | W 9-2 | |
| Fri., 2/11 | V Boys Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 7:00 p.m. | W 50-39 | |
| Fri., 2/11 | JV Boys Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 5:00 p.m. | L 32-33 | |
| Fri., 2/11 | FR Boys Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 3:30 p.m. | L 54-60 | |
| Fri., 2/11 | V Boys Swimming and Diving | Daniel Hand/Branford/Old Saybrook | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 95-78 W | |
| Fri., 2/11 | V Co-ed Fencing | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 6:30 p.m. | ||
| Fri., 2/11 | V Girls Basketball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 53-40 | |
| Fri., 2/11 | JV Girls Basketball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 30-34 | |
| Fri., 2/11 | FR Girls Basketball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Sat., 2/12 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft School-Mays [Directions] | 8:00 p.m. | T 4-4(OT) | |
| Sat., 2/12 | V Boys Indoor Track | Class L Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 2/12 | V Girls Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:00 p.m. | W 52-49 | |
| Sat., 2/12 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Milford Ice Pavillion-Ice Rink [Directions] | 6:40 p.m. | W 9-3 | |
| Sat., 2/12 | V Girls Indoor Track | Class L Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/14 | V Girls Basketball | East Lyme | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | L 38-39 | |
| Mon., 2/14 | JV Girls Basketball | East Lyme | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 36-30 | |
| Mon., 2/14 | FR Girls Basketball | East Lyme | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Tue., 2/15 | V Boys Basketball | Xavier | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | L 49-63 | |
| Tue., 2/15 | JV Boys Basketball | Xavier | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 44-30 | |
| Tue., 2/15 | FR Boys Basketball | Xavier | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | W 44-43 | |
| Tue., 2/15 | V Boys Swimming and Diving | Fairfield Prep | Away - Fairfield University-Rec Plex [Directions] | 7:00 p.m. | 93-93 tie | |
| Tue., 2/15 | V Girls Gymnastics | Foran | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 138.2 F 118.35 | |
| Wed., 2/16 | V Boys Ice Hockey | Branford | Away - Northford Ice Pavilion-Red [Directions] | 3:50 p.m. | L 4-6 | |
| Wed., 2/16 | V Co-ed Fencing | North Haven | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Wed., 2/16 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Milford Ice Pavillion-Ice Rink [Directions] | 8:15 p.m. | L 0-7 | |
| Thu., 2/17 | V Boys Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | L 53-63 | |
| Thu., 2/17 | JV Boys Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 49-63 | |
| Thu., 2/17 | FR Boys Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | L 39-43 | |
| Thu., 2/17 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy, Morgan, Valley Regional, Westbrook | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:30 p.m. | DH 139.3, Coop 134.05, VR 124.05, M 120.45 | |
| Fri., 2/18 | V Wrestling | Class L Championship - Day 1 | Away - Wilton | 3:00 p.m. | ||
| Fri., 2/18 | V Girls Basketball | Cheshire | Home - Guilford HS-Aux gym at GHS [Directions] | 5:00 p.m. | W 53-39 | |
| Fri., 2/18 | V Girls Ice Hockey | Avon | Away - Newington Ice Arena-Red Rink [Directions] | 7:20 p.m. | L 3-7 | |
| Sat., 2/19 | V Boys Ice Hockey | SCW Knights | Away - Newington Ice Arena-Blue Rink [Directions] | 7:00 p.m. | W 8-3 | |
| Sat., 2/19 | V Boys Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Wrestling | Class L Championship - Day 2 | Away - Wilton | 9:00 a.m. | ||
| Sat., 2/19 | V Girls Basketball | Mercy | Away - Mercy HS-Gym [Directions] | 12:00 p.m. | L 38-47 | |
| Sat., 2/19 | V Girls Ice Hockey | West Haven/SHA | Home - Milford Ice Pavillion-Ice Rink [Directions] | 6:30 p.m. | W 7-2 | |
| Sat., 2/19 | V Girls Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sun., 2/20 | V Boys Ice Hockey | Sheehan | Home - West Haven HS-Bennett Rink [Directions] | 5:00 p.m. | L 6-8 | |
| Mon., 2/21 | JV Boys Ice Hockey | East Haven Coop (Scrim.) | Home - [CIAC] People's United Center-Quinnipiac [Directions] | 3:45 p.m. | ||
| Mon., 2/21 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Northford Ice Pavilion-Red [Directions] | 12:00 p.m. | W 8-4 | |
| Wed., 2/23 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion-Red [Directions] | 8:30 p.m. | L 0-3 | |
| Wed., 2/23 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Milford Ice Pavillion-Ice Rink [Directions] | 6:30 p.m. | W 8-3 | |
| Thu., 2/24 | V Boys Basketball | Wilbur Cross | Away - Wilbur Cross HS-Gym [Directions] | 6:25 p.m. | ||
| Thu., 2/24 | V Co-ed Fencing | Co-Ed Fencing vs CGS of Norwalk | Home - Guilford HS-Aux gym at GHS [Directions] | 4:15 p.m. | ||
| Fri., 2/25 | V Girls Ice Hockey | West Haven/SHA | Home - West Haven HS-Bennett Rink [Directions] | 7:00 p.m. | W 4-3 | |
| Sat., 2/26 | V Boys Ice Hockey | Cheshire | Home - West Haven HS-Bennett Rink [Directions] | 3:30 p.m. | W 4-2 | |
| Sat., 2/26 | V Boys Swimming and Diving | SCC Dive Championship | Away - Sheehan HS-Sheehan HS Pool | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 12:00 p.m. | ||||||
| Sat., 2/26 | V Wrestling | State Open - Day 1 | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Sat., 2/26 | V Girls Gymnastics | CIAC Class S Divisional Championship | Away - Richetelli Gymnasium @Jonathan Law | 6:00 p.m. | ||
| Sun., 2/27 | V Wrestling | State Open - Day 2 | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/28 | V Boys Swimming and Diving | Cheshire, Amity, Daniel Hand, Fairfield Prep, H-K/Morgan/Valley, Hamden, Foran/Law, Lyman Hall/Coginchaug, Notre Dame-West Haven, Sheehan, Shelton, West Haven, Xavier | Away - Cheshire Community Pool | 4:00 p.m. | ||
| Mon., 2/28 | V Girls Basketball | Northwest Catholic | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | W 45-29 | |
| Tue., 3/1 | V Boys Basketball | Hamden, Sheehan (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | ||
| Tue., 3/1 | V Boys Ice Hockey | Daniel Hand | Home - West Haven HS-Bennett Rink [Directions] | 6:45 p.m. | L 4-6 | |
| Tue., 3/1 | V Girls Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | 4:00 p.m. | W 8-6 | |
| Tue., 3/1 | Unified Sports Basketball | Unified Basketball game vs DHHS | Home - Guilford HS-Aux gym at GHS [Directions] | 4:00 p.m. | ||
| Wed., 3/2 | V Boys Swimming and Diving | SCC Championship Meet | Away - Southern CT State University-pool | 4:30 p.m. | ||
| Wed., 3/2 | V Co-ed Fencing | Fairfield Warde | Away - Holy Family Church [Directions] | 6:30 p.m. | ||
| Thu., 3/3 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 5:30 p.m. | L 3-6 | |
| Fri., 3/4 | V Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 6:30 p.m. | W 42-37 | |
| Sat., 3/5 | V Boys Indoor Track | 2022 New England Indoor Track & Field Championship Meet | Away - Not Listed-Reggie Lewis Center (Boston, MA) | 10:30 a.m. | ||
| Sat., 3/5 | V Co-ed Fencing | Co-Ed Fencing Individual States at JCC | Away - Not Listed-Jewish Community Center- Woodbridge CT | 9:00 a.m. | ||
| Sat., 3/5 | V Girls Gymnastics | State Open | Away - New Milford | 10:00 a.m. | ||
| Mon., 3/7 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavilion-Red [Directions] | 3:45 p.m. | L 4-10 | |
| Tue., 3/8 | V Boys Basketball | East Haven | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | W 64-38 | |
| Tue., 3/8 | V Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 7:00 p.m. | L 45-54 | |
| Thu., 3/10 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:30 p.m. | L 61-72 | |
| Sat., 3/12 | V Girls Gymnastics | Fairfield Warde | Away - Fairfield Warde HS [Directions] | 2:00 p.m. | ||
| Sun., 3/13 | V Boys Swimming and Diving | CIAC Class LL Qualifying Meet | Away - Cornerstone Pool | 5:30 p.m. | ||
| Sun., 3/13 | V Co-ed Fencing | Co-Ed Fencing Team States at North Haven | Away - Not Listed-North Haven HS | 9:00 a.m. | ||
| Mon., 3/14 | V Boys Swimming and Diving | CIAC Class LL Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Mon., 3/14 | Unified Sports Basketball | Unified Basketball-CIAC Tournament at EHHS | Away - Not Listed-TBA | 3:15 p.m. | ||
| Wed., 3/16 | V Boys Swimming and Diving | CIAC Class LL Swimming Championships | Away - Cornerstone Pool | 1:30 p.m. | ||
| Thu., 3/17 | V Boys Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/19 | V Boys Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 3:15 p.m. | ||
| Wed., 3/23 | V Softball | Daniel Hand (Scrim.) | Away - Daniel Hand HS-Green Hill Softball Turf Field [Directions] | 3:45 p.m. | ||
| Sat., 3/26 | V Baseball | Coventry (Scrim.) | Home - East Lyme HS-Vets Field [Directions] | 11:00 a.m. | ||
| Sat., 3/26 | V Baseball | Wethersfield (Scrim.) | Home - East Lyme HS-Veteran Memorial Field [Directions] | 1:30 p.m. | ||
| Sat., 3/26 | V Boys Lacrosse | Bacon Academy, Conard, Haddam-Killingworth, Foran, Old Lyme, Notre Dame-West Haven, Southington, Xavier | Home - Guilford HS-Stadium [Directions] | 9:00 a.m. | ||
| Sat., 3/26 | V Boys Tennis | Westbrook (Scrim.) | Away - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 1:00 p.m. | ||
| Sat., 3/26 | V Girls Lacrosse | Staples, Bishop Guertin (NH), Fairfield Ludlowe, Greenwich Academy, Greenwich, TBA, New Canaan, Sacred Heart of Greenwich, St. Joseph, Weston | Away - Staples HS-Staples Stadium | 9:00 a.m. | ||
| Sat., 3/26 | V Softball | Glastonbury (Scrim.) | Away - Glastonbury HS-Field 10 [Directions] | 12:00 p.m. | ||
| Sat., 3/26 | V Girls Tennis | Westbrook (Scrim.) | Home - Guilford Racquet & Swim Club [Directions] | 12:00 p.m. | ||
| Sun., 3/27 | V Girls Lacrosse | Amity, Branford, Daniel Hand, North Haven, Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | ||
| Wed., 3/30 | V Baseball | Old Saybrook (Scrim.) | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | V Boys Lacrosse | Glastonbury (Scrim.) | Away - Glastonbury HS-Field 1 [Directions] | 4:30 p.m. | ||
| Wed., 3/30 | JV Boys Lacrosse | Glastonbury (Scrim.) | Away - Glastonbury HS-Field 11 [Directions] | 4:30 p.m. | ||
| Thu., 3/31 | V Girls Lacrosse | East Lyme (Scrim.) | Away - East Lyme HS-Dick North Turf Field [Directions] | 5:00 p.m. | ||
| Sat., 4/2 | V Baseball | Branford | Away - Branford HS-Baseball Diamond [Directions] | 11:00 a.m. | L 7-10 | |
| Sat., 4/2 | JV Baseball | Branford | Home - Guilford HS-Baseball Diamond [Directions] | 2:00 p.m. | L 4-5 | |
| Sat., 4/2 | V Boys Lacrosse | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:00 p.m. | L Forfeit | |
| Sat., 4/2 | JV Boys Lacrosse | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | L 3-4 | |
| Sat., 4/2 | FR Boys Lacrosse | Daniel Hand | Home - Guilford HS-Maturo Field [Directions] | 11:00 a.m. | L 3-12 | |
| Sat., 4/2 | V Co-ed Crew | Middletown | Home - Guilford HS-Lake Quonnipaug [Directions] | 8:30 a.m. | ||
| Sat., 4/2 | V Girls Tennis | Waterford | Away - Waterford HS-Tennis Courts - WHS [Directions] | 1:00 p.m. | W 6-1 | |
| Mon., 4/4 | V Baseball | Daniel Hand | Away - Daniel Hand HS-Polson Baseball Field /DHHS Campus [Directions] | 3:45 p.m. | L 9-10 | |
| Mon., 4/4 | FR Baseball | Daniel Hand | Away - Town Campus - Madison-Baseball Field [Directions] | 3:45 p.m. | W 13-9 | |
| Mon., 4/4 | V Boys Golf | Xavier | Away - Portland Golf Course [Directions] | 2:30 p.m. | Xavier- 171 Guilford- 175 | |
| Mon., 4/4 | FR Boys Lacrosse | Notre Dame-West Haven | Away - Notre Dame HS-Veteran's Stadium [Directions] | 4:00 p.m. | L 6-9 | |
| Mon., 4/4 | V Boys Tennis | Cheshire | Away - Cheshire HS-Park and Rec Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Mon., 4/4 | V Softball | Daniel Hand | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | L 6-8 | |
| Mon., 4/4 | JV Softball | Daniel Hand | Home - Guilford HS-Varsity softball field [Directions] | 5:30 p.m. | L 2-3 | |
| Mon., 4/4 | V Girls Tennis | North Haven | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 4/5 | JV Baseball | Daniel Hand | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | L 4-9 | |
| Tue., 4/5 | V Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | 6:00 p.m. | L 11-20 | |
| Tue., 4/5 | V Girls Tennis | Daniel Hand | Away - Polson MS, Madison-Polson Tennis Courts/DHHS Campus [Directions] | 3:45 p.m. | L 3-4 | |
| Wed., 4/6 | FR Boys Lacrosse | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | L 2-12 | |
| Wed., 4/6 | V Boys Outdoor Track | Cheshire, Foran | Away - Cheshire High Main Game field [Directions] | 3:45 p.m. | ||
| Wed., 4/6 | FR Girls Lacrosse | Daniel Hand | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | L 1-15 | |
| Wed., 4/6 | V Girls Outdoor Track | Cheshire, Foran | Away - Cheshire High Main Game field [Directions] | 3:45 p.m. | ||
| Wed., 4/6 | V Softball | Hamden | Away - Hamden HS-HHS Turf Field #2 [Directions] | 4:00 p.m. | W 6-2 | |
| Thu., 4/7 | V Boys Lacrosse | Jonathan Law | Away - Jonathan Law HS-Lawmen Stadium [Directions] | 4:30 p.m. | W 18-2 | |
| Thu., 4/7 | V Girls Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 13-7 | |
| Thu., 4/7 | JV Girls Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | L 5-11 | |
| Fri., 4/8 | V Baseball | Wilbur Cross | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 10-0 | |
| Fri., 4/8 | FR Boys Lacrosse | East Lyme | Home - Guilford HS-New Turf field at GHS [Directions] | 4:00 p.m. | L 4-10 | |
| Fri., 4/8 | V Boys Tennis | Amity | Away - Amity Regional HS-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Fri., 4/8 | V Softball | Wilbur Cross | Away - East Shore Athletic Complex-Softball Field [Directions] | 5:00 p.m. | W 19-2 | |
| Fri., 4/8 | JV Softball | Wilbur Cross | Away - Blake Field - New Haven-Blake Field 2 [Directions] | 5:15 p.m. | Cancelled | |
| Fri., 4/8 | V Girls Tennis | Lauralton Hall | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 4/9 | V Baseball | East Lyme | Home - Guilford HS-Baseball Diamond [Directions] | 12:00 p.m. | W 7-0 | |
| Sat., 4/9 | JV Baseball | Wilbur Cross | Away - Rice Field-Rice Field 1 [Directions] | 10:30 a.m. | ||
| Sat., 4/9 | FR Baseball | East Lyme | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 2:30 p.m. | L 2-8 | |
| Sat., 4/9 | V Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 12:00 p.m. | W 6-3 | |
| Sat., 4/9 | JV Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 2:00 p.m. | W 3-2 | |
| Sat., 4/9 | V Boys Outdoor Track | Freshmen Invitational | Away - Daniel Hand HS-DHHS Track | 7:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Sat., 4/9 | V Boys Outdoor Track | Hand Freshman Invitational @ DHHS | Away - Not Listed-Daniel Hand HS | 9:00 a.m. | ||
| Sat., 4/9 | V Co-ed Crew | East Lyme | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Sat., 4/9 | V Girls Lacrosse | Fairfield Ludlowe | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:00 p.m. | W 12-11 OT | |
| Sat., 4/9 | JV Girls Lacrosse | Fairfield Ludlowe | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:30 p.m. | L 4-10 | |
| Sat., 4/9 | V Girls Outdoor Track | Hand Freshman Invitational @ DHHS | Away - Not Listed-TBA | 9:00 a.m. | ||
| Mon., 4/11 | V Baseball | Fairfield Ludlowe | Home - Guilford HS-Baseball Diamond [Directions] | 4:15 p.m. | L 0-2 | |
| Mon., 4/11 | JV Baseball | Fairfield Ludlowe | Home - Guilford HS-@ Long Hill Road [Directions] | 4:00 p.m. | L 1-6 | |
| Mon., 4/11 | V Boys Lacrosse | Notre Dame-West Haven | Away - Notre Dame HS-Veteran's Stadium [Directions] | 6:00 p.m. | L 6-14 | |
| Mon., 4/11 | JV Boys Lacrosse | Notre Dame-West Haven | Away - Notre Dame HS-Veteran's Stadium [Directions] | 4:00 p.m. | L 5-6 | |
| Mon., 4/11 | V Boys Tennis | Xavier | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Mon., 4/11 | FR Girls Lacrosse | East Lyme | Home - Guilford HS-@ Long Hill Road [Directions] | 4:00 p.m. | L 6-9 | |
| Mon., 4/11 | FR Girls Lacrosse | East Lyme | Home - Guilford HS-@ Long Hill Road [Directions] | 4:00 p.m. | W 8-6 | |
| Mon., 4/11 | V Softball | Cheshire | Away - Cheshire HS-Softball Diamond [Directions] | 4:15 p.m. | L 1-5 | |
| Mon., 4/11 | JV Softball | Cheshire | Away - Cheshire HS-Softball Diamond 2 [Directions] | 5:45 p.m. | L 4-6 | |
| Tue., 4/12 | JV Baseball | East Lyme | Away - East Lyme HS-Vets Field [Directions] | 4:00 p.m. | W 11-10 | |
| Tue., 4/12 | V Boys Golf | Hamden | Away - Laurel View Golf Course [Directions] | 2:30 p.m. | Hamden- 190 Guilford- 174 | |
| Tue., 4/12 | V Boys Outdoor Track | Shelton, Lyman Hall | Away - Shelton HS-Track [Directions] | 3:45 p.m. | ||
| Tue., 4/12 | V Girls Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | 3:45 p.m. | W 16-5 | |
| Tue., 4/12 | JV Girls Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | 5:30 p.m. | W 8-5 | |
| Tue., 4/12 | V Girls Outdoor Track | Shelton, Lyman Hall | Away - Shelton HS-Track [Directions] | 3:45 p.m. | ||
| Wed., 4/13 | V Baseball | Hillhouse/Career | Away - West Rock Park - Amhryn Field [Directions] | 4:00 p.m. | W 16-5 | |
| Wed., 4/13 | FR Boys Lacrosse | St. Joseph | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | L 3-7 | |
| Wed., 4/13 | V Boys Tennis | Fairfield Prep | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 4/13 | V Co-ed Crew | Race vs Old Lyme | Away - Not Listed-ROgers Lake | 3:30 p.m. | ||
| Wed., 4/13 | FR Girls Lacrosse | North Haven | Home - Guilford HS-@ Long Hill Road [Directions] | 3:45 p.m. | W 8-6 | |
| Wed., 4/13 | V Softball | Mercy | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 4/13 | JV Softball | Mercy | Home - Guilford HS-Varsity softball field [Directions] | 5:30 p.m. | W 3-3 | |
| Wed., 4/13 | V Girls Tennis | Cheshire | Away - Cheshire HS-Park and Rec Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 4/14 | V Baseball | Cheshire | Away - Cheshire HS-Baseball Diamond [Directions] | 3:00 p.m. | L 4-5 | |
| Thu., 4/14 | FR Baseball | Cheshire | Away - Bartlem Park [Directions] | 3:00 p.m. | L 3-13 | |
| Thu., 4/14 | V Boys Lacrosse | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 13-11 | |
| Thu., 4/14 | JV Boys Lacrosse | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 11-1 | |
| Thu., 4/14 | V Boys Tennis | Daniel Hand | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 4/14 | JV Girls Lacrosse | Simsbury | Away - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Sat., 4/16 | JV Baseball | Cheshire | Home - Guilford HS-Baseball Diamond [Directions] | 10:30 a.m. | W 7-6 | |
| Sat., 4/16 | V Girls Lacrosse | Simsbury | Away - Holden Field-Turf [Directions] | 3:30 p.m. | W 12-5 | |
| Mon., 4/18 | V Softball | Lauralton Hall | Away - Lauralton Hall-Softball Varsity Diamond [Directions] | 3:45 p.m. | W 6-4 | |
| Mon., 4/18 | V Girls Tennis | Amity | Away - Amity Regional HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/19 | V Girls Lacrosse | Cheshire | Away - Cheshire HS-Cheshire High School Main Game field [Directions] | 6:00 p.m. | W 14-12 | |
| Tue., 4/19 | JV Girls Lacrosse | Cheshire | Away - Cheshire HS-Cheshire High School Main Game field [Directions] | 4:30 p.m. | L 1-18 | |
| Tue., 4/19 | V Girls Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:00 p.m. | W 4-3 | |
| Wed., 4/20 | V Baseball | Hamden | Home - Guilford HS-Baseball Diamond [Directions] | 1:00 p.m. | L 8-9 | |
| Wed., 4/20 | FR Baseball | Hamden | Home - Adams MS-Adams BB field [Directions] | 1:00 p.m. | W 16-6 | |
| Wed., 4/20 | V Boys Tennis | Jonathan Law | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/20 | V Softball | East Lyme | Home - Guilford HS-Varsity softball field [Directions] | 11:00 a.m. | W 12-2 | |
| Wed., 4/20 | V Girls Tennis | Foran | Away - Foran HS -Richard A. Herman Memorial Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/21 | JV Baseball | Hamden | Away - Legion Field - Hamden-Legion Baseball Field [Directions] | 3:45 p.m. | L 5-6 | |
| Fri., 4/22 | V Baseball | Foran | Home - Guilford HS-Baseball Diamond [Directions] | 1:00 p.m. | W 11-4 | |
| Fri., 4/22 | FR Baseball | Foran | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 1:00 p.m. | L 1-11 | |
| Fri., 4/22 | V Boys Outdoor Track | CT Distance Festival @ Hall HS | Away - Not Listed-TBA | 5:00 p.m. | ||
| Fri., 4/22 | V Boys Tennis | Sheehan | Away - Sheehan HS-Sheehan HS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 4/22 | V Girls Lacrosse | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 19-5 | |
| Fri., 4/22 | JV Girls Lacrosse | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | W 13-7 | |
| Fri., 4/22 | V Softball | Lyman Hall | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 4-2 | |
| Fri., 4/22 | JV Softball | Lyman Hall | Home - Guilford HS-Varsity softball field [Directions] | 5:30 p.m. | W 13-1 | |
| Sat., 4/23 | V Baseball | Cheshire | Home - Guilford HS-Baseball Diamond [Directions] | 10:30 a.m. | W 3-1 | |
| Sat., 4/23 | JV Baseball | Foran | Home - Guilford HS-@ Long Hill Road [Directions] | 12:30 p.m. | W 11-9 | |
| Sat., 4/23 | FR Baseball | Cheshire | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 10:30 a.m. | L 2-7 | |
| Sat., 4/23 | V Boys Lacrosse | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 7:00 p.m. | L 3-19 | |
| Sat., 4/23 | JV Boys Lacrosse | Fairfield Prep | Away - Fairfield University-Barlow Field [Directions] | 5:00 p.m. | L 2-9 | |
| Sat., 4/23 | V Girls Outdoor Track | Patriots Games Invitational @ Coventry | Away - Not Listed-TBA | 9:30 a.m. | ||
| Mon., 4/25 | V Baseball | Branford | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 12-1 | |
| Mon., 4/25 | V Boys Golf | Shelton | Home - Madison Country Club [Directions] | 2:15 p.m. | Guilford- 169 Shelton- 177 | |
| Mon., 4/25 | JV Boys Lacrosse | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 4:00 p.m. | W 3-3 | |
| Mon., 4/25 | V Boys Tennis | Notre Dame-West Haven | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Mon., 4/25 | V Softball | Branford | Away - Branford HS-Softball Field [Directions] | 4:15 p.m. | W 13-0 | |
| Mon., 4/25 | V Girls Tennis | Sheehan | Home - Guilford HS-GHS Tennis Courts [Directions] | 6:00 p.m. | W 7-0 | |
| Tue., 4/26 | JV Baseball | Branford | Away - Branford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 16-0 | |
| Tue., 4/26 | FR Boys Lacrosse | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 4:00 p.m. | L 3-4 | |
| Tue., 4/26 | V Girls Lacrosse | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 18-4 | |
| Tue., 4/26 | JV Girls Lacrosse | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | Cancelled | |
| Wed., 4/27 | V Baseball | Amity | Away - Amity Regional HS-John Janenda Field [Directions] | 3:45 p.m. | L 3-8 | |
| Wed., 4/27 | JV Baseball | Amity | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | L 4-6 | |
| Wed., 4/27 | V Boys Golf | Notre Dame-West Haven | Away - Race Brook C.C. [Directions] | 3:00 p.m. | Guilford- 169 Notre Dame- 175 | |
| Wed., 4/27 | V Boys Tennis | Branford | Away - Branford HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/27 | V Co-ed Crew | Race vs Farmington @ Tunxis Mead Park, Farmington | Away - Not Listed-TBA | 3:30 p.m. | ||
| Wed., 4/27 | FR Girls Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | 3:45 p.m. | W 7-1 | |
| Wed., 4/27 | V Softball | East Lyme | Away - Veterans Memorial Field,Niantic [Directions] | 4:00 p.m. | W 8-7 | |
| Wed., 4/27 | V Girls Tennis | Shelton | Away - Shelton HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/28 | FR Baseball | Amity | Away - Amity Regional HS-John Janenda Field [Directions] | 3:45 p.m. | L 3-13 | |
| Thu., 4/28 | V Boys Lacrosse | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 6:00 p.m. | W 4-2 | |
| Thu., 4/28 | JV Boys Lacrosse | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 4:00 p.m. | W 11-3 | |
| Thu., 4/28 | V Boys Outdoor Track | Hillhouse, West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Girls Lacrosse | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 7:00 p.m. | W 15-5 | |
| Thu., 4/28 | JV Girls Lacrosse | East Lyme | Away - East Lyme HS-Back Field Hockey Field [Directions] | 5:30 p.m. | T 9-9 | |
| Thu., 4/28 | V Girls Outdoor Track | Hillhouse, West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Softball | Cheshire | Home - Guilford HS-Varsity softball field [Directions] | 4:15 p.m. | W 6-5 | |
| Thu., 4/28 | JV Softball | Cheshire | Home - Guilford HS-Varsity softball field [Directions] | 5:30 p.m. | L 1-8 | |
| Thu., 4/28 | V Girls Tennis | Sacred Heart Academy | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 4/29 | V Baseball | Notre Dame-West Haven | Away - Quigley Stadium [Directions] | 3:45 p.m. | L 12-14 | |
| Fri., 4/29 | FR Baseball | Notre Dame-West Haven | Away - Painter Park-Harry Noyes Baseball Field [Directions] | 3:45 p.m. | L 0-13 | |
| Fri., 4/29 | FR Boys Lacrosse | Cheshire | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | ||
| Fri., 4/29 | V Boys Tennis | Shelton | Away - Shelton HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 4/30 | V Boys Lacrosse | Simsbury | Away - Holden Field-Turf [Directions] | 1:00 p.m. | L 8-12 | |
| Sat., 4/30 | JV Boys Lacrosse | Simsbury | Away - Simsbury HS-Simsbury Grass Field [Directions] | 11:00 a.m. | W 5-1 | |
| Sat., 4/30 | V Co-ed Crew | Stonington | Away - Stonington HS-Mystic Seaport [Directions] | 9:00 a.m. | ||
| Sat., 4/30 | V Girls Lacrosse | Fitch | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:00 p.m. | W 15-4 | |
| Sat., 4/30 | JV Girls Lacrosse | Fitch | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:30 p.m. | W 11-5 | |
| Mon., 5/2 | FR Baseball | Daniel Hand | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | W 2-2 | |
| Mon., 5/2 | V Softball | Mercy | Away - Mercy HS-Softball Diamond [Directions] | 3:45 p.m. | W 14-2 | |
| Mon., 5/2 | JV Softball | Mercy | Away - Mercy HS-Softball Diamond [Directions] | 5:15 p.m. | W 5-3 | |
| Tue., 5/3 | V Baseball | Daniel Hand | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | L 3-4 | |
| Tue., 5/3 | JV Baseball | Daniel Hand | Away - Daniel Hand HS-Polson Baseball Field /DHHS Campus [Directions] | 4:00 p.m. | L 0-9 | |
| Tue., 5/3 | V Boys Golf | Branford | Away - Pine Orchard Country Club [Directions] | 3:00 p.m. | Branford- 167 Guilford- 169 | |
| Tue., 5/3 | V Boys Lacrosse | Brien McMahon | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 2-6 | |
| Tue., 5/3 | JV Boys Lacrosse | Brien McMahon | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 8-0 | |
| Tue., 5/3 | V Girls Lacrosse | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 5:45 p.m. | W 15-14 | |
| Tue., 5/3 | JV Girls Lacrosse | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 4:00 p.m. | L 5-15 | |
| Wed., 5/4 | V Baseball | Hamden | Away - Hamden HS-HHS Baseball Field [Directions] | 4:00 p.m. | L 3-4 | |
| Wed., 5/4 | V Boys Golf | Daniel Hand | Home - Madison Country Club [Directions] | 2:00 p.m. | Hand- 162 Guilford- 172 | |
| Wed., 5/4 | FR Boys Lacrosse | Amity | Home - Guilford HS-New Turf field at GHS [Directions] | 4:00 p.m. | L 4-6 | |
| Wed., 5/4 | V Boys Outdoor Track | Career Magnet, North Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Wed., 5/4 | V Girls Outdoor Track | Career Magnet | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Thu., 5/5 | V Boys Golf | Cheshire | Home - Madison Country Club [Directions] | 2:00 p.m. | Cheshire- 153 Guilford- 168 | |
| Thu., 5/5 | V Boys Lacrosse | Shelton | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 12-1 | |
| Thu., 5/5 | JV Boys Lacrosse | Shelton | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 13-1 | |
| Thu., 5/5 | FR Girls Lacrosse | Cheshire | Away - Bartlem Park [Directions] | 4:00 p.m. | L 6-13 | |
| Thu., 5/5 | V Softball | Lyman Hall | Away - Lyman Hall HS-Varsity Softball Field [Directions] | 3:45 p.m. | W 16-8 | |
| Thu., 5/5 | JV Softball | Lyman Hall | Away - Lyman Hall HS-JV Softball Field [Directions] | 5:15 p.m. | W 3-1 | |
| Thu., 5/5 | V Girls Tennis | Branford | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 5/6 | V Boys Outdoor Track | Middletown Invitational @ Middletown HS | Away - Not Listed-TBA | 3:30 p.m. | ||
| Fri., 5/6 | V Girls Lacrosse | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 16-6 | |
| Fri., 5/6 | JV Girls Lacrosse | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | W 9-3 | |
| Fri., 5/6 | V Girls Outdoor Track | Middletown Invitational @ Middletown HS | Away - Not Listed-TBA | 3:30 p.m. | ||
| Sat., 5/7 | V Boys Lacrosse | Waterford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:00 p.m. | W 4-3 | |
| Sat., 5/7 | JV Boys Lacrosse | Waterford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | W 12-1 | |
| Sat., 5/7 | V Boys Outdoor Track | Middletown Invitational @ Middletown HS | Away - Not Listed-TBA | 12:00 p.m. | ||
| Sat., 5/7 | V Girls Outdoor Track | Middletown Invitational @ Middletown HS | Away - Not Listed-TBA | 12:00 p.m. | ||
| Sat., 5/7 | JV Softball | North Branford | Away - North Branford HS-NBHS Softball Field [Directions] | Canceled | Cancelled | |
| Sun., 5/8 | V Co-ed Crew | Avon | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Mon., 5/9 | V Baseball | Hillhouse/Career | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 11-1 | |
| Mon., 5/9 | V Boys Golf | Amity | Home - Madison Country Club [Directions] | 2:00 p.m. | Guilford- 165 Amity- 176 | |
| Mon., 5/9 | V Boys Lacrosse | Cheshire | Away - Cheshire HS-Cheshire High School Main Game field [Directions] | 6:00 p.m. | L 7-18 | |
| Mon., 5/9 | JV Boys Lacrosse | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | L 4-7 | |
| Mon., 5/9 | V Boys Tennis | Daniel Hand | Away - Polson MS, Madison-Polson Tennis Courts/DHHS Campus [Directions] | 3:45 p.m. | L 0-7 | |
| Mon., 5/9 | V Softball | Branford | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 5/9 | V Girls Tennis | Daniel Hand | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/10 | V Baseball | Wilbur Cross | Away - Rice Field-Rice Field 1 [Directions] | 3:45 p.m. | W 12-0 | |
| Tue., 5/10 | JV Baseball | Hillhouse/Career | Away - West Rock Park - Amhryn Field [Directions] | 4:00 p.m. | W 17-4 | |
| Tue., 5/10 | V Boys Outdoor Track | Hamden, Jonathan Law | Away - Hamden HS-HHS Turf Field #1 [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | V Boys Tennis | North Haven | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 5/10 | V Girls Lacrosse | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 18-9 | |
| Tue., 5/10 | JV Girls Lacrosse | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | L 1-13 | |
| Tue., 5/10 | V Girls Outdoor Track | Hamden, Jonathan Law | Away - Hamden HS-HHS Turf Field #1 [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | V Girls Tennis | North Haven | Away - North Haven Athletic Complex-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 | |
| Wed., 5/11 | V Boys Golf | Xavier | Home - Madison Country Club [Directions] | 2:00 p.m. | Xavier- 171 Guilford- 172 | |
| Wed., 5/11 | V Boys Lacrosse | Jonathan Law | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 19-3 | |
| Wed., 5/11 | JV Boys Lacrosse | Jonathan Law | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 18-1 | |
| Wed., 5/11 | FR Boys Lacrosse | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 3:45 p.m. | L 2-12 | |
| Wed., 5/11 | V Boys Tennis | Amity | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 5/11 | FR Girls Lacrosse | Daniel Hand | Away - Polson MS, Madison-Polson Front Field/DHHS Campus [Directions] | 3:45 p.m. | L 1-18 | |
| Wed., 5/11 | V Softball | Morgan | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 15-0 | |
| Wed., 5/11 | V Girls Tennis | Lauralton Hall | Away - Eisenhower Park-Eisenhower [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/12 | V Boys Golf | Amity | Away - The Tradition Golf Club at Oak Lane [Directions] | 2:40 p.m. | Guilford- 171 Amity- 172 | |
| Thu., 5/12 | V Girls Lacrosse | Staples | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 19-8 | |
| Thu., 5/12 | JV Girls Lacrosse | Staples | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | L 1-18 | |
| Fri., 5/13 | FR Baseball | Hamden | Away - Legion Field - Hamden-Legion Baseball Field [Directions] | 4:00 p.m. | L 4-5 | |
| Fri., 5/13 | FR Boys Lacrosse | East Lyme | Away - East Lyme HS-Back Soccer Field [Directions] | 4:00 p.m. | L 5-10 | |
| Fri., 5/13 | V Boys Tennis | Xavier | Away - Wesleyan University-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 5/13 | V Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy-Lacrosse Field [Directions] | 3:45 p.m. | W 21-10 | |
| Fri., 5/13 | JV Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy-Lacrosse Field [Directions] | 5:15 p.m. | T 6-6 | |
| Fri., 5/13 | V Softball | Daniel Hand | Away - Daniel Hand HS-Green Hill Softball Turf Field [Directions] | 3:45 p.m. | W 6-0 | |
| Fri., 5/13 | JV Softball | Daniel Hand | Away - Daniel Hand HS-Turf Field [Directions] | 5:15 p.m. | L 3-5 | |
| Fri., 5/13 | V Girls Tennis | Mercy | Away - Wesleyan University-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 5/14 | JV Baseball | Hamden | Home - Guilford HS-Baseball Diamond [Directions] | 10:30 a.m. | L 5-7 | |
| Sat., 5/14 | V Boys Lacrosse | Avon | Away - Avon HS-Turf Field [Directions] | 11:00 a.m. | W 7-6 | |
| Sat., 5/14 | FR Boys Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | 11:00 a.m. | Cancelled | |
| Sat., 5/14 | V Boys Tennis | Stonington | Home - Guilford HS-GHS Tennis Courts [Directions] | 11:00 a.m. | W 4-3 | |
| Sat., 5/14 | FR Girls Lacrosse | North Haven | Away - North Haven MS-East Turf Field [Directions] | 10:00 a.m. | L 6-8 | |
| Sat., 5/14 | V Girls Outdoor Track | Greater Hartford Invite @ East Hartford HS | Away - Not Listed-TBA | 9:00 a.m. | ||
| Sun., 5/15 | V Co-ed Crew | Novice Regatta @ Harbor Park, Middletown | Away - Not Listed-TBA | 7:00 a.m. | ||
| Sun., 5/15 | V Girls Tennis | Jonathan Law | Away - Jonathan Law HS-Tennis Courts [Directions] | 12:30 p.m. | W 4-3 | |
| Mon., 5/16 | V Boys Golf | Hamden | Home - Madison Country Club [Directions] | 2:00 p.m. | Guilford- 172 Hamden- 194 | |
| Mon., 5/16 | V Girls Tennis | Cheshire | Home - Guilford HS-GHS Tennis Courts [Directions] | 1:45 p.m. | W 4-3 | |
| Tue., 5/17 | V Baseball | Foran | Away - Foran HS -Ken Walker FIeld [Directions] | 3:45 p.m. | W 7-1 | |
| Tue., 5/17 | JV Baseball | Foran | Home - Guilford HS-Baseball Diamond [Directions] | Postponed | ||
| Tue., 5/17 | FR Baseball | Foran | Away - Wasson Field - Milford-Baseball Field [Directions] | 3:45 p.m. | L 2-10 | |
| Tue., 5/17 | V Boys Lacrosse | North Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 15-7 | |
| Tue., 5/17 | JV Boys Lacrosse | North Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 16-0 | |
| Tue., 5/17 | FR Boys Lacrosse | Notre Dame-West Haven | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | L 0-8 | |
| Tue., 5/17 | V Boys Tennis | Cheshire | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Tue., 5/17 | V Softball | Hamden | Home - Guilford HS-Varsity softball field [Directions] | 4:30 p.m. | W 7-5 | |
| Wed., 5/18 | V Baseball | Amity | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 4-3 | |
| Wed., 5/18 | FR Baseball | Amity | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | L 2-18 | |
| Wed., 5/18 | V Boys Golf | East Haven | Home - Madison Country Club [Directions] | 2:00 p.m. | Guilford- 168 East Haven- 191 | |
| Wed., 5/18 | V Boys Outdoor Track | SCC West Sectional Meet @ Bowen Field | Away - Not Listed-Bowen Field - New Haven | 12:30 p.m. | ||
| Wed., 5/18 | V Boys Tennis | Fairfield Prep | Away - Fairfield University-Walsh Athletic Center - Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/18 | FR Girls Lacrosse | East Lyme | Away - East Lyme HS-Back Field Hockey Field [Directions] | 4:30 p.m. | L 10-11 | |
| Wed., 5/18 | V Girls Outdoor Track | SCC West Sectional Meet @ Bowen Field | Away - Not Listed-Bowen Field - New Haven | 12:30 p.m. | ||
| Wed., 5/18 | V Softball | Wilbur Cross | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 16-4 | |
| Wed., 5/18 | V Girls Tennis | Stonington | Away - Stonington HS-SHS Tennis Courts [Directions] | 4:00 p.m. | L 1-6 | |
| Thu., 5/19 | JV Baseball | Amity | Away - Amity Regional HS-John Janenda Field [Directions] | Postponed | ||
| Thu., 5/19 | V Boys Golf | Jonathan Law | Home - Madison Country Club [Directions] | 2:00 p.m. | Guilford- 156 J Law- 186 | |
| Thu., 5/19 | V Boys Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 7-13 | |
| Thu., 5/19 | JV Boys Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | L 5-8 | |
| Thu., 5/19 | V Boys Outdoor Track | SCC Boys Novice Meet | Away - Daniel Hand HS-DHHS Track | 3:30 p.m. | ||
| Thu., 5/19 | V Boys Outdoor Track | SCC Boys Novice @ Hand | Away - Not Listed-Daniel Hand HS | 3:45 p.m. | ||
| Thu., 5/19 | V Girls Tennis | Amity | Home - Guilford HS-GHS Tennis Courts [Directions] | 4:00 p.m. | L 0-7 | |
| Fri., 5/20 | V Baseball | Notre Dame-West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 2-1 | |
| Fri., 5/20 | FR Baseball | Notre Dame-West Haven | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | W 6-4 | |
| Fri., 5/20 | FR Boys Lacrosse | Xavier | Home - Guilford HS-Maturo Field [Directions] | 6:00 p.m. | L 4-11 | |
| Fri., 5/20 | V Girls Lacrosse | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 5:30 p.m. | W 15-1 | |
| Fri., 5/20 | JV Girls Lacrosse | Branford | Away - Branford HS-Turf Field [Directions] | 4:30 p.m. | Cancelled | |
| Fri., 5/20 | FR Girls Lacrosse | Cheshire | Home - Guilford HS-@ Long Hill Road [Directions] | 4:00 p.m. | W 7-5 | |
| Fri., 5/20 | V Girls Outdoor Track | SCC Girls Novice @ Sheehan HS | Away - Not Listed-TBA | 3:45 p.m. | ||
| Fri., 5/20 | V Softball | Lauralton Hall | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 1-0 | |
| Sat., 5/21 | JV Baseball | Notre Dame-West Haven | Away - Quigley Stadium [Directions] | Postponed | ||
| Sat., 5/21 | V Boys Lacrosse | Notre Dame-West Haven | Away - Notre Dame HS-Veteran's Stadium [Directions] | 6:00 p.m. | L 7-11 | |
| Sat., 5/21 | FR Boys Lacrosse | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 12:00 p.m. | L 5-8 | |
| Sat., 5/21 | V Boys Tennis | Notre Dame-West Haven | Away - U New Haven-UNH Tennis Courts [Directions] | 10:30 a.m. | W 4-3 | |
| Sat., 5/21 | FR Girls Lacrosse | Amity | Home - Guilford HS-@ Long Hill Road [Directions] | 11:00 a.m. | ||
| Sat., 5/21 | V Softball | Morgan | Home - Bittner Park-Bittner Park Softball [Directions] | 10:00 a.m. | W 9-0 | |
| Sat., 5/21 | V Girls Tennis | Sacred Heart Academy | Home - Guilford HS-GHS Tennis Courts [Directions] | 1:00 p.m. | W 6-1 | |
| Sun., 5/22 | V Co-ed Crew | CPSRA Regatta @ Lake Waramaug, New Preston | Away - Not Listed-TBA | 9:00 a.m. | ||
| Mon., 5/23 | V Baseball | Fairfield Prep | Away - Fairfield University-Alumni Diamond [Directions] | 4:00 p.m. | L 1-6 | |
| Mon., 5/23 | V Boys Golf | Fairfield Prep | Home - Madison Country Club [Directions] | 2:00 p.m. | Prep-161 Guilford- 162 | |
| Mon., 5/23 | V Boys Tennis | Daniel Hand | Away - Polson MS, Madison-Polson Tennis Courts/DHHS Campus [Directions] | 3:45 p.m. | L 0-7 | |
| Mon., 5/23 | FR Girls Lacrosse | North Branford | Away - North Branford HS-NBHS Front Field [Directions] | 4:00 p.m. | W 10-9 | |
| Mon., 5/23 | V Softball | Daniel Hand | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 3-2 | |
| Mon., 5/23 | V Girls Tennis | North Haven | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:30 p.m. | W 5-2 | |
| Tue., 5/24 | V Boys Golf | Cheshire | Away - Farms Country club [Directions] | 2:30 p.m. | Cheshire- 159 Guilford- 161 | |
| Tue., 5/24 | V Boys Outdoor Track | SCC Championship Meet @ Bowen Field | Away - Not Listed-Bowen Field - New Haven | 12:00 p.m. | ||
| Tue., 5/24 | V Girls Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 17-5 | |
| Tue., 5/24 | V Girls Outdoor Track | SCC Championship Meet @ Bowen Field | Away - Not Listed-Bowen Field - New Haven | 12:00 p.m. | ||
| Tue., 5/24 | V Softball | Jonathan Law | Away - Jonathan Law HS-Softball Field [Directions] | 4:00 p.m. | L 0-1 | |
| Tue., 5/24 | V Girls Tennis | Amity | Away - Amity Regional HS-Tennis Courts [Directions] | 1:30 p.m. | L 0-7 | |
| Wed., 5/25 | V Boys Golf | Morgan | Away - Clinton Country Club [Directions] | 3:00 p.m. | Guilford- 163 Morgan- 174 | |
| Wed., 5/25 | FR Girls Lacrosse | North Branford | Home - Guilford HS-@ Long Hill Road [Directions] | 3:30 p.m. | W 11-7 | |
| Thu., 5/26 | V Girls Lacrosse | Cheshire | Home - West Haven HS-Frank Biondi Field [Directions] | 5:30 p.m. | W 12-6 | |
| Sat., 5/28 | V Boys Lacrosse | Lyman Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:00 p.m. | W 18-5 | |
| Sat., 5/28 | V Co-ed Crew | NEIRA Regatta @ Lake Quinsigamond, Worcester, MA | Away - Not Listed-TBA | Canceled | Cancelled | |
| Tue., 5/31 | V Baseball | Masuk | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 4-1 | |
| Tue., 5/31 | V Boys Tennis | Daniel Hand | Away - Polson MS, Madison-Polson Tennis Courts/DHHS Campus [Directions] | 3:30 p.m. | ||
| Tue., 5/31 | V Girls Lacrosse | Bethel | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 18-7 | |
| Tue., 5/31 | V Girls Tennis | Brookfield | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:30 p.m. | W 7-0 | |
| Wed., 6/1 | V Baseball | Windsor | Away - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | L 2-5 | |
| Wed., 6/1 | V Boys Lacrosse | East Catholic | Away - East Catholic HS-Lower Field [Directions] | 2:30 p.m. | L 5-10 | |
| Wed., 6/1 | V Boys Outdoor Track | CIAC Class MM Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Wed., 6/1 | V Girls Outdoor Track | CIAC Class MM Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Wed., 6/1 | V Softball | Fitch | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | L 0-1 | |
| Wed., 6/1 | V Girls Tennis | Bethel | Away - Bethel HS-BHS Tennis Courts [Directions] | 3:00 p.m. | W 6-1 | |
| Fri., 6/3 | V Girls Lacrosse | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:00 p.m. | W 19-8 | |
| Fri., 6/3 | V Girls Tennis | Avon | Away - Avon MS [Directions] | 3:30 p.m. | W 4-3 | |
| Mon., 6/6 | V Boys Golf | CIAC Division I Spring Championship | Away - Stanley GC | 8:00 a.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Boys Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Girls Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Tue., 6/7 | V Boys Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Tue., 6/7 | V Girls Lacrosse | Masuk | Home - Cheshire HS-Cheshire High School Main Game field [Directions] | 7:00 p.m. | W 16-9 | |
| Tue., 6/7 | V Girls Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Wed., 6/8 | V Boys Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Wed., 6/8 | V Girls Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Boys Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Girls Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Boys Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Girls Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Sat., 6/11 | V Boys Golf | CIAC State Open | Away - Black Hall Club | 1:00 p.m. | ||
| Sat., 6/11 | V Girls Lacrosse | St. Joseph | Home - Sacred Heart University-Turf Field [Directions] | 12:00 p.m. | ||
| Mon., 6/13 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Mon., 6/13 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Tue., 6/14 | V Boys Outdoor Track | CIAC Decathlon Championship Day 1 | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 1 | Away - Willow Brook Park | 10:30 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Decathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||