| Guilford 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 788 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Mon., 8/28 | V Boys Soccer | Fairfield Warde (Scrim.) | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | ||
| Tue., 8/29 | V Field Hockey | Westbrook/Old Lyme Coop (Scrim.) | Home - Robert Swan-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Thu., 8/31 | V Boys Soccer | E.O. Smith (Scrim.) | Away - Farrell Field Park-Upper Field [Directions] | 3:45 p.m. | ||
| Thu., 8/31 | JV Boys Soccer | E.O. Smith (Scrim.) | Away - Farrell Field Park-Lower Field [Directions] | 3:45 p.m. | ||
| Thu., 8/31 | V Field Hockey | Fairfield Ludlowe (Scrim.) | Home - Robert Swan-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Thu., 8/31 | V Girls Soccer | East Lyme (Scrim.) | Away - East Lyme HS-Dick North Turf Field [Directions] | 6:00 p.m. | ||
| Fri., 9/1 | V Football | Bartlett (RI) (Scrim.) | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | ||
| Fri., 9/1 | V Girls Volleyball | North Haven, Branford, Foran (Scrim.) | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 9/2 | V Field Hockey | Daniel Hand, Branford, Conard, Sacred Heart Academy, Simsbury, Stonington | Away - Daniel Hand HS-Turf Field | 8:30 a.m. | ||
| Tue., 9/5 | V Girls Soccer | Morgan (Scrim.) | Home - Guilford HS-New Turf field at GHS [Directions] | 3:30 p.m. | ||
| Tue., 9/5 | V Girls Volleyball | North Branford (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 5:00 p.m. | ||
| Thu., 9/7 | V Football | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 7:30 p.m. | W 41-0 | |
| Thu., 9/7 | V Boys Soccer | Daniel Hand | Away - Madison Surf Club-Surf Club [Directions] | 4:00 p.m. | L 0-1 | |
| Thu., 9/7 | V Field Hockey | Stonington | Away - Stonington HS-Palmer Field (Turf Stadium) [Directions] | 6:30 p.m. | W 2-1 | |
| Thu., 9/7 | JV Field Hockey | Stonington | Away - Stonington HS-Palmer Field (Turf Stadium) [Directions] | 5:00 p.m. | W 6-0 | |
| Thu., 9/7 | V Girls Soccer | Daniel Hand | Away - Madison Surf Club-Surf Club [Directions] | 6:00 p.m. | L 2-3 | |
| Thu., 9/7 | V Girls Volleyball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | W 3-1 | |
| Thu., 9/7 | JV Girls Volleyball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | L 0-2 | |
| Fri., 9/8 | FR Field Hockey | Stonington | Home - Guilford HS-Maturo Field [Directions] | 4:30 p.m. | W 2-0 | |
| Fri., 9/8 | JV Girls Soccer | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 4:00 p.m. | L 0-2 | |
| Sat., 9/9 | V Boys Cross Country | Wilton | Away - Allen's Meadow-XC Course [Directions] | 9:00 a.m. | ||
| Sat., 9/9 | JV Football | Lyman Hall (Scrim.) | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:00 p.m. | W 14-8 | |
| Sat., 9/9 | V Boys Soccer | Morgan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:30 p.m. | W 4-1 | |
| Sat., 9/9 | JV Boys Soccer | Morgan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:30 a.m. | W 1-0 | |
| Sat., 9/9 | FR Boys Soccer | Notre Dame-West Haven | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 10:30 a.m. | Cancelled | |
| Sat., 9/9 | V Girls Cross Country | Wilton | Away - Allen's Meadow-XC Course [Directions] | 9:00 a.m. | ||
| Sat., 9/9 | FR Field Hockey | Sacred Heart Academy | Home - Guilford HS-New Turf field at GHS [Directions] | 11:00 a.m. | W 7-0 | |
| Sat., 9/9 | V Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 12:00 p.m. | L 0-3 | |
| Sat., 9/9 | JV Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 10:30 a.m. | L 0-2 | |
| Sat., 9/9 | FR Girls Volleyball | Sacred Heart Academy | Home - Guilford HS-Main gym at GHS [Directions] | 10:30 a.m. | W 3-0 | |
| Mon., 9/11 | V Girls Volleyball | Hamden | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | W 3-2 | |
| Mon., 9/11 | JV Girls Volleyball | Hamden | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | W 2-0 | |
| Tue., 9/12 | V Boys Cross Country | Cheshire, Notre Dame-West Haven, Wilbur Cross | Away - Cheshire Park-Field 1 [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Boys Soccer | Xavier | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 2-1 | |
| Tue., 9/12 | JV Boys Soccer | Xavier | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | L 0-3 | |
| Tue., 9/12 | V Girls Cross Country | Cheshire, Sacred Heart Academy, Wilbur Cross | Away - Cheshire Park-Field 1 [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Girls Soccer | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 3-2 | |
| Tue., 9/12 | V Girls Swimming and Diving | East Haven/Cross/Hillhouse/SHA | Home - Walsh Intermediate - Branford-Pool [Directions] | 4:00 p.m. | Guilford 100 East Haven 59 | |
| Wed., 9/13 | V Field Hockey | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | L 0-1 | |
| Wed., 9/13 | JV Field Hockey | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | L 0-1 | |
| Wed., 9/13 | FR Field Hockey | Daniel Hand | Away - Daniel Hand HS-Polson Front Field/ DHHS Campus [Directions] | 3:45 p.m. | L 0-1 | |
| Wed., 9/13 | JV Girls Soccer | Branford | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 3-0 | |
| Wed., 9/13 | V Girls Volleyball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | L 2-3 | |
| Wed., 9/13 | JV Girls Volleyball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | L 1-2 | |
| Wed., 9/13 | FR Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 3:45 p.m. | W 2-0 | |
| Thu., 9/14 | V Football | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | 7:00 p.m. | W 56-12 | |
| Thu., 9/14 | V Girls Soccer | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 9/15 | JV Football | Foran | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:30 p.m. | W 27-0 | |
| Fri., 9/15 | V Boys Soccer | North Haven | Away - North Haven MS-West Turf Field [Directions] | 3:30 p.m. | W 4-1 | |
| Fri., 9/15 | FR Boys Soccer | Shelton | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/15 | V Girls Soccer | Lauralton Hall | Away - Lauralton Hall-Soccer Field [Directions] | 3:45 p.m. | W 6-0 | |
| Fri., 9/15 | V Girls Volleyball | West Haven | Away - West Haven HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/15 | JV Girls Volleyball | West Haven | Away - West Haven HS-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Mon., 9/18 | JV Boys Soccer | North Haven | Away - North Haven MS-West Turf Field [Directions] | Postponed | W 3-1 | |
| Mon., 9/18 | V Girls Soccer | East Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 6-0 | |
| Mon., 9/18 | V Girls Swimming and Diving | Amity | Home - Walsh Intermediate - Branford-Pool [Directions] | 4:00 p.m. | Guilford 98 Amity 88 | |
| Mon., 9/18 | V Girls Volleyball | Career Magnet | Away - Career Magnet-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/18 | JV Girls Volleyball | Career Magnet | Away - Career Magnet-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Mon., 9/18 | FR Girls Volleyball | Shelton | Away - Shelton HS-Murray Gymnasium [Directions] | 4:00 p.m. | L 3-0 | |
| Tue., 9/19 | V Boys Cross Country | Amity, Fairfield Prep, North Haven | Home - Guilford HS-East River Preserve [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | FR Boys Soccer | Fairfield Prep | Away - Fairfield University-Grauert Field [Directions] | 3:45 p.m. | T 0-0 | |
| Tue., 9/19 | V Girls Cross Country | Lauralton Hall, Amity, North Haven | Home - Guilford HS-East River Preserve [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Field Hockey | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:00 p.m. | W 3-2 | |
| Tue., 9/19 | JV Field Hockey | Amity | Away - Amity Regional HS-Field Hockey Field [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 9/19 | JV Girls Soccer | East Haven | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 9/20 | FR Boys Soccer | Amity | Away - Amity Regional HS-AHS Grass Field # 3 [Directions] | 4:00 p.m. | T 2-2 | |
| Wed., 9/20 | FR Field Hockey | Cheshire | Home - Guilford HS-Maturo Field [Directions] | 5:15 p.m. | W 3-1 | |
| Wed., 9/20 | JV Girls Soccer | Amity | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 3-1 | |
| Wed., 9/20 | V Girls Volleyball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 9/20 | JV Girls Volleyball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 9/21 | V Boys Soccer | West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 1-0 | |
| Thu., 9/21 | V Field Hockey | Hamden | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | W 4-2 | |
| Thu., 9/21 | JV Field Hockey | Hamden | Home - Guilford HS-New Turf field at GHS [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 9/21 | FR Field Hockey | Shelton | Away - Shelton Intermediate School-Shelton Intermediate [Directions] | 4:00 p.m. | W 7-0 | |
| Fri., 9/22 | V Football | RHAM | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 50-19 | |
| Fri., 9/22 | JV Boys Soccer | West Haven | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 9/22 | V Girls Swimming and Diving | Sheehan | Home - Walsh Intermediate - Branford-Pool [Directions] | 4:00 p.m. | Guilford 96 Sheehan 85 | |
| Fri., 9/22 | V Girls Volleyball | Sacred Heart Academy | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | L 2-3 | |
| Fri., 9/22 | JV Girls Volleyball | Sacred Heart Academy | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | L 0-2 | |
| Sat., 9/23 | V Boys Cross Country | Ocean State Invitational | Away - Not Listed-Goddard State Park-Warwick | TBA | ||
| Sat., 9/23 | V Boys Soccer | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:30 p.m. | T 1-1 | |
| Sat., 9/23 | FR Boys Soccer | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:30 a.m. | W 1-0 | |
| Sat., 9/23 | FR Field Hockey | Amity | Home - Guilford HS-New Turf field at GHS [Directions] | 11:00 a.m. | T 4-4 | |
| Sat., 9/23 | FR Girls Volleyball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 10:30 a.m. | W 3-1 | |
| Tue., 9/26 | V Boys Soccer | Wilbur Cross | Away - Wilbur Cross HS-Wilbur Cross Athletic Complex [Directions] | 6:30 p.m. | W 2-0 | |
| Tue., 9/26 | V Girls Soccer | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 3-2 | |
| Tue., 9/26 | V Girls Swimming and Diving | Cheshire | Away - Cheshire Community Pool [Directions] | 7:00 p.m. | Cheshire 100 Guilford 77 | |
| Tue., 9/26 | V Girls Volleyball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | W 3-1 | |
| Tue., 9/26 | JV Girls Volleyball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | W 2-1 | |
| Wed., 9/27 | V Boys Cross Country | SCC Divisional Race | Home - Guilford HS-Guilford Fair grounds [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | JV Boys Soccer | Wilbur Cross | Away - Rice Field-Rice Field 1 [Directions] | 3:45 p.m. | L 1-2 | |
| Wed., 9/27 | FR Boys Soccer | Xavier | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 4:00 p.m. | L 1-3 | |
| Wed., 9/27 | V Girls Cross Country | SCC Divisional Race | Home - Guilford HS-Guilford Fair grounds [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | FR Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy-Field Hockey Field [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | JV Girls Soccer | Sheehan | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:30 p.m. | W 2-0 | |
| Wed., 9/27 | V Girls Volleyball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | W 3-0 | |
| Wed., 9/27 | JV Girls Volleyball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 9/27 | FR Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 4:00 p.m. | W 2-1 | |
| Thu., 9/28 | FR Football | Daniel Hand | Away - Daniel Hand HS-Turf Field [Directions] | 6:00 p.m. | L 14-24 | |
| Thu., 9/28 | V Field Hockey | Shelton | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:30 p.m. | W 6-0 | |
| Thu., 9/28 | JV Field Hockey | Shelton | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 9/29 | FR Field Hockey | Glastonbury | Away - Glastonbury HS-GHS Field #14 [Directions] | 4:00 p.m. | ||
| Sat., 9/30 | V Boys Soccer | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 11:00 a.m. | L 0-2 | |
| Sat., 9/30 | JV Boys Soccer | Fairfield Prep | Away - Fairfield University-Grauert Field [Directions] | 10:00 a.m. | L 0-2 | |
| Sat., 9/30 | V Field Hockey | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 4:30 p.m. | L 0-1 | |
| Sat., 9/30 | JV Field Hockey | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 3:00 p.m. | L 1-2 | |
| Sat., 9/30 | FR Field Hockey | Daniel Hand | Home - Guilford HS-Maturo Field [Directions] | 11:30 a.m. | L 1-3 | |
| Sat., 9/30 | FR Girls Volleyball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 10:30 a.m. | W 3-0 | |
| Mon., 10/2 | V Boys Soccer | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | T 2-2 | |
| Mon., 10/2 | JV Boys Soccer | Daniel Hand | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | ||
| Mon., 10/2 | V Girls Soccer | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 1-0 | |
| Mon., 10/2 | V Girls Swimming and Diving | North Haven | Away - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | Guilford 92 North Haven 81 | |
| Mon., 10/2 | V Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/2 | JV Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 5:00 p.m. | W 2-1 | |
| Mon., 10/2 | FR Girls Volleyball | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 3-0 | |
| Tue., 10/3 | V Field Hockey | Mercy | Away - Mercy HS-Field Hockey Field [Directions] | 4:00 p.m. | W 8-0 | |
| Tue., 10/3 | JV Field Hockey | Mercy | Away - Mercy HS-Field Hockey Field [Directions] | 5:30 p.m. | W 4-0 | |
| Tue., 10/3 | FR Field Hockey | Shelton | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 10-1 | |
| Tue., 10/3 | V Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy-Soccer Field [Directions] | 4:00 p.m. | L 4-2 | |
| Tue., 10/3 | JV Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy-Soccer Field [Directions] | 5:30 p.m. | T 1-1 | |
| Wed., 10/4 | V Girls Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 6:30 p.m. | L 1-3 | |
| Wed., 10/4 | JV Girls Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 5:00 p.m. | L 0-2 | |
| Wed., 10/4 | FR Girls Volleyball | Shelton | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | L 0-3 | |
| Thu., 10/5 | V Boys Soccer | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 7:00 p.m. | L 0-1 | |
| Thu., 10/5 | FR Boys Soccer | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 3:45 p.m. | L 0-2 | |
| Thu., 10/5 | V Field Hockey | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:30 p.m. | W 2-1 | |
| Thu., 10/5 | JV Field Hockey | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 2-1 | |
| Thu., 10/5 | V Girls Soccer | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 6:30 p.m. | W 2-1 | |
| Thu., 10/5 | V Girls Swimming and Diving | Daniel Hand | Home - Walsh Intermediate - Branford-Pool [Directions] | 4:00 p.m. | Guilford 96.5 Hand 86.5 | |
| Fri., 10/6 | V Football | Hillhouse | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 14-20 | |
| Fri., 10/6 | JV Girls Soccer | Branford | Away - Branford HS-Grass Field [Directions] | 3:45 p.m. | W 6-0 | |
| Fri., 10/6 | V Girls Volleyball | West Haven | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | W 3-0 | |
| Fri., 10/6 | JV Girls Volleyball | West Haven | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | W 2-1 | |
| Sat., 10/7 | JV Football | Hillhouse | Away - Bowen Field-Football Field [Directions] | 10:30 a.m. | L 14-21 | |
| Sat., 10/7 | JV Boys Soccer | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 1:00 p.m. | L 0-4 | |
| Sat., 10/7 | FR Boys Soccer | Wilbur Cross | Away - Wilbur Cross HS-Rice Field 1 [Directions] | 12:30 p.m. | T 3-3 | |
| Sat., 10/7 | V Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 2:00 p.m. | L 1-2 | |
| Sat., 10/7 | JV Field Hockey | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 3:30 p.m. | T 0-0 | |
| Sat., 10/7 | V Girls Soccer | Career/Hillhouse | Away - Bowen Field-Football Field [Directions] | 1:30 p.m. | W 7-0 | |
| Mon., 10/9 | V Boys Soccer | North Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | W 2-0 | |
| Mon., 10/9 | FR Field Hockey | Stonington | Away - Stonington HS-Palmer Field (Turf Stadium) [Directions] | 11:00 a.m. | W 5-2 | |
| Mon., 10/9 | V Girls Volleyball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 5:15 p.m. | W 3-1 | |
| Mon., 10/9 | JV Girls Volleyball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 4:00 p.m. | W 2-1 | |
| Tue., 10/10 | V Boys Cross Country | Hamden, Career Magnet, Sheehan | Away - Hamden MS-Back Field [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | JV Boys Soccer | North Haven | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | W 3-1 | |
| Tue., 10/10 | V Girls Cross Country | Hamden, Career Magnet, Sheehan | Away - Hamden MS-Back Field [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Field Hockey | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 6:30 p.m. | W 3-2 | |
| Tue., 10/10 | JV Field Hockey | Branford | Away - Branford HS-Grass Field [Directions] | 4:30 p.m. | T 2-2 | |
| Tue., 10/10 | V Girls Soccer | Lauralton Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 6-0 | |
| Tue., 10/10 | V Girls Swimming and Diving | Lyman Hall | Away - Sheehan HS-Sheehan HS Pool [Directions] | 6:00 p.m. | Guilford 100 Lyman Hall 83 | |
| Wed., 10/11 | V Boys Soccer | Old Lyme | Away - Lyme-Old Lyme HS-Turf Field [Directions] | 4:00 p.m. | W 3-1 | |
| Wed., 10/11 | JV Girls Soccer | Lauralton Hall | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | Cancelled | |
| Wed., 10/11 | V Girls Volleyball | Career Magnet | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | W 3-0 | |
| Wed., 10/11 | JV Girls Volleyball | Career Magnet | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | W 2-0 | |
| Wed., 10/11 | FR Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 3:45 p.m. | W 3-2 | |
| Thu., 10/12 | FR Football | Harding | Away - Warren Harding HS-Lewis Field [Directions] | Canceled | Cancelled | |
| Thu., 10/12 | JV Boys Soccer | Cheshire | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | L 0-3 | |
| Thu., 10/12 | V Field Hockey | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 6:30 p.m. | W 6-1 | |
| Thu., 10/12 | JV Field Hockey | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 5:00 p.m. | W 4-0 | |
| Thu., 10/12 | FR Field Hockey | Cheshire | Away - Cheshire HS-FIeld Hockey grass field [Directions] | 3:45 p.m. | W 4-0 | |
| Fri., 10/13 | V Football | Harding | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 56-6 | |
| Fri., 10/13 | FR Boys Soccer | Fairfield Prep | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 4:00 p.m. | W 1-0 | |
| Fri., 10/13 | V Girls Soccer | East Haven | Away - East Haven HS-EHHS Turf Field & Track [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 10/13 | V Girls Swimming and Diving | Old Lyme/Valley Reg/Old Saybrook | Home - Walsh Intermediate - Branford-Pool [Directions] | 4:00 p.m. | Guilford 70 Old Lyme 55 | |
| Fri., 10/13 | V Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 5:30 p.m. | W 3-2 | |
| Fri., 10/13 | JV Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 4:00 p.m. | L 0-2 | |
| Fri., 10/13 | FR Girls Volleyball | Waterford | Away - Waterford HS-Francis X. Sweeney Field House [Directions] | 4:00 p.m. | L 2-3 | |
| Sat., 10/14 | JV Football | Harding | Away - Warren Harding HS-Lewis Field [Directions] | 10:00 a.m. | W 40-6 | |
| Sat., 10/14 | FR Boys Soccer | Amity | Home - Guilford HS-New Turf field at GHS [Directions] | 10:30 a.m. | L 1-2 | |
| Sat., 10/14 | V Field Hockey | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | W 1-0 | |
| Sat., 10/14 | JV Field Hockey | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 2:30 p.m. | W 5-0 | |
| Sat., 10/14 | FR Field Hockey | Amity | Away - Amity Regional HS-Field Hockey Field [Directions] | 10:30 a.m. | W 1-0 | |
| Mon., 10/16 | V Boys Soccer | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | 7:30 p.m. | L 2-3 | |
| Mon., 10/16 | FR Field Hockey | Glastonbury | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 5-2 | |
| Mon., 10/16 | V Girls Soccer | Amity | Away - Amity Regional HS-AHS Grass Field # 3 [Directions] | 3:45 p.m. | T 1-1 | |
| Mon., 10/16 | V Girls Swimming and Diving | Jonathan Law | Home - Walsh Intermediate - Branford-Pool [Directions] | 4:00 p.m. | Guilford 99 Law 79 | |
| Mon., 10/16 | V Girls Volleyball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 6:00 p.m. | W 3-2 | |
| Mon., 10/16 | JV Girls Volleyball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 4:30 p.m. | L 0-2 | |
| Mon., 10/16 | FR Girls Volleyball | East Haven | Away - East Haven HS-Gym [Directions] | 4:00 p.m. | W 3-1 | |
| Tue., 10/17 | JV Boys Soccer | West Haven | Away - Veterans Memorial Park (West Haven, CT)-Field [Directions] | 3:45 p.m. | L 1-5 | |
| Tue., 10/17 | V Field Hockey | Lauralton Hall | Away - Lauralton Hall-Turf Field [Directions] | 4:00 p.m. | W 6-5 | |
| Tue., 10/17 | JV Field Hockey | Lauralton Hall | Away - Lauralton Hall-Turf Field [Directions] | 5:30 p.m. | T 1-1 | |
| Tue., 10/17 | JV Girls Soccer | Amity | Away - Amity Regional HS-AHS Grass Field # 3 [Directions] | 3:45 p.m. | T 2-2 | |
| Wed., 10/18 | V Boys Cross Country | SCC Conference Championship Race | Away - East Shore Athletic Complex-Trail | 1:00 p.m. | ||
| Wed., 10/18 | V Boys Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | L 1-2 | |
| Wed., 10/18 | FR Boys Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | L 0-2 | |
| Wed., 10/18 | V Girls Cross Country | SCC Conference Championship Race | Away - East Shore Athletic Complex-Trail | 1:00 p.m. | ||
| Wed., 10/18 | FR Field Hockey | North Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | W 4-1 | |
| Wed., 10/18 | V Girls Soccer | Career/Hillhouse | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 7-0 | |
| Thu., 10/19 | JV Boys Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 10/19 | FR Girls Volleyball | East Lyme | Away - East Lyme HS-South Gym [Directions] | 4:00 p.m. | L 1-3 | |
| Fri., 10/20 | V Football | Bassick | Away - Kennedy Stadium (Bridgeport) [Directions] | 6:00 p.m. | W 41-0 | |
| Fri., 10/20 | V Boys Soccer | Wilbur Cross | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | T 1-1 | |
| Fri., 10/20 | V Girls Soccer | Sheehan | Away - North Haven MS-West Turf Field [Directions] | 1:15 p.m. | L 2-1 | |
| Fri., 10/20 | V Girls Volleyball | Jonathan Law | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | W 3-0 | |
| Fri., 10/20 | JV Girls Volleyball | Jonathan Law | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | W 2-0 | |
| Sat., 10/21 | JV Football | Bullard/Kolbe | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:30 a.m. | W 38-0 | |
| Sat., 10/21 | JV Boys Soccer | Wilbur Cross | Home - Guilford HS-New Turf field at GHS [Directions] | 10:30 a.m. | L 0-1 | |
| Sat., 10/21 | FR Boys Soccer | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 3:00 p.m. | W 1-0 | |
| Sat., 10/21 | V Field Hockey | North Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:30 p.m. | W 5-0 | |
| Sat., 10/21 | JV Field Hockey | North Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:00 p.m. | W 6-0 | |
| Sat., 10/21 | JV Girls Soccer | Sheehan | Away - PRAGEMANN PARK [Directions] | Canceled | Cancelled | |
| Mon., 10/23 | V Boys Soccer | Fairfield Prep | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 2-4 | |
| Mon., 10/23 | JV Boys Soccer | Fairfield Prep | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | L 2-3 | |
| Mon., 10/23 | V Field Hockey | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 3:45 p.m. | W 6-0 | |
| Mon., 10/23 | JV Field Hockey | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 5:15 p.m. | W 3-0 | |
| Mon., 10/23 | V Girls Soccer | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 3-2 | |
| Mon., 10/23 | V Girls Swimming and Diving | Lauralton Hall | Away - Foran HS -Pool [Directions] | 7:30 p.m. | Guilford 94 Lauralton Hall 82 | |
| Mon., 10/23 | V Girls Volleyball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | L 1-3 | |
| Mon., 10/23 | JV Girls Volleyball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | L 0-2 | |
| Tue., 10/24 | V Boys Cross Country | Freshman/Sophomore Invitational @ Old Saybrook | Away - Not Listed-TBA | 4:00 p.m. | ||
| Tue., 10/24 | JV Girls Soccer | Sacred Heart Academy | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | L 0-2 | |
| Wed., 10/25 | FR Boys Soccer | Daniel Hand | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 4:00 p.m. | L 2-3 | |
| Wed., 10/25 | V Field Hockey | Sheehan | Away - Choate Rosemary Hall-Choate-Class of 76 Field [Directions] | 6:30 p.m. | W 4-0 | |
| Wed., 10/25 | FR Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 4:30 p.m. | W 4-0 | |
| Wed., 10/25 | V Girls Swimming and Diving | Fitch/Stonington/Wheeler/NL | Home - Walsh Intermediate - Branford-Pool [Directions] | 4:00 p.m. | Guilford 101 Fitch 79 | |
| Wed., 10/25 | V Girls Volleyball | Northwestern | Home - Guilford HS-Main gym at GHS [Directions] | 5:45 p.m. | L 2-3 | |
| Wed., 10/25 | JV Girls Volleyball | Northwestern | Home - Guilford HS-Main gym at GHS [Directions] | 4:30 p.m. | L 1-2 | |
| Thu., 10/26 | JV Boys Soccer | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 4:00 p.m. | W 2-1 | |
| Thu., 10/26 | JV Girls Soccer | Daniel Hand | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | T 2-2 | |
| Fri., 10/27 | V Football | East Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 56-7 | |
| Fri., 10/27 | V Girls Volleyball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 5:00 p.m. | W 3-0 | |
| Sat., 10/28 | V Boys Cross Country | CIAC Class MM Championship | Away - Wickham Park | 1:30 p.m. | ||
| Sat., 10/28 | JV Football | East Haven | Away - East Haven HS-EHHS Turf Field & Track [Directions] | 10:00 a.m. | Cancelled | |
| Sat., 10/28 | FR Boys Soccer | Wilbur Cross | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 10:00 a.m. | W 1-0 | |
| Sat., 10/28 | V Girls Cross Country | CIAC Class MM Championship | Away - Wickham Park | 12:55 p.m. | ||
| Sat., 10/28 | V Field Hockey | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 2:00 p.m. | OT-L 1-2 | |
| Sat., 10/28 | JV Field Hockey | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:00 a.m. | W 7-0 | |
| Sat., 10/28 | V Girls Soccer | Hamden | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | W 6-2 | |
| Sat., 10/28 | V Girls Swimming and Diving | SCC Girls Dive Trials/Finals | Away - Sheehan HS-Sheehan HS Pool | 10:00 a.m. | ||
| Mon., 10/30 | V Boys Cross Country | Shoreline Freshman Invitational @ John Winthrop MS, Deep River | Away - Not Listed-TBA | 4:00 p.m. | ||
| Mon., 10/30 | V Girls Soccer | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | L 1-2 (OT) | |
| Mon., 10/30 | V Girls Swimming and Diving | SCC Girls Swim Trials | Away - Cheshire Community Pool | 4:00 p.m. | ||
| Mon., 10/30 | V Girls Volleyball | Sacred Heart Academy | Home - Guilford HS-Main gym at GHS [Directions] | 5:00 p.m. | W 3-1 | |
| Wed., 11/1 | V Boys Soccer | Amity (Scrim.) | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | ||
| Wed., 11/1 | V Girls Swimming and Diving | Cheshire, Lauralton Hall, Amity, Branford, Daniel Hand, East Haven/Cross/Hillhouse/SHA, Hamden, Jonathan Law, Foran, Lyman Hall, Mercy, North Haven, Sacred Heart Academy, Sheehan, Shelton, West Haven | Away - Southern CT State University-pool | 6:00 p.m. | ||
| Wed., 11/1 | V Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 11/3 | V Football | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 54-14 | |
| Sat., 11/4 | JV Football | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 11:00 a.m. | W 27-7 | |
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Tue., 11/7 | V Boys Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 6:00 p.m. | L 0-1 | |
| Tue., 11/7 | V Field Hockey | E.O. Smith | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | W 5-1 | |
| Tue., 11/7 | V Girls Volleyball | Bethel | Home - Guilford HS-Main gym at GHS [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 11/8 | V Girls Soccer | Avon | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 2-0 | |
| Thu., 11/9 | V Field Hockey | Farmington | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 2-1 | |
| Thu., 11/9 | V Girls Swimming and Diving | CIAC Class M Diving Championship | Away - Middletown | 5:30 p.m. | ||
| Thu., 11/9 | V Girls Volleyball | Bristol Central | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 11/10 | V Girls Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:30 p.m. | L 1-4 | |
| Sat., 11/11 | V Girls Swimming and Diving | CIAC Class M Qualifying Meet | Away - East Lyme | 1:15 p.m. | ||
| Tue., 11/14 | V Field Hockey | New Canaan | Home - Amity Regional HS-Field Hockey Field [Directions] | 6:30 p.m. | L 2-6 | |
| Tue., 11/14 | V Girls Swimming and Diving | CIAC Class M Finals | Away - SCSU | 6:00 p.m. | ||
| Thu., 11/16 | V Girls Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Fri., 11/17 | V Football | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 6:00 p.m. | W 42-0 | |
| Sat., 11/18 | JV Football | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:30 a.m. | W 18-0 | |
| Sun., 11/19 | V Girls Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Wed., 11/22 | V Football | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 6:00 p.m. | L 20-36 | |
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Wed., 12/6 | V Boys Ice Hockey | Staples (Scrim.) | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 5:15 p.m. | ||
| Wed., 12/6 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 2-3 (OT) | |
| Thu., 12/7 | V Boys Basketball | Amity (Scrim.) | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/8 | V Girls Basketball | North Branford (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 3:30 p.m. | ||
| Sat., 12/9 | V Boys Basketball | Old Saybrook (Scrim.) | Away - Old Saybrook HS-OSHS Gymnasium [Directions] | 12:00 p.m. | ||
| Sat., 12/9 | JV Boys Basketball | Old Saybrook (Scrim.) | Away - Old Saybrook HS-OSHS Gymnasium [Directions] | 11:30 a.m. | Cancelled | |
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Sat., 12/9 | V Boys Ice Hockey | Northwest Catholic (Scrim.) | Away - Simsbury - ISCC-NHL [Directions] | 5:15 p.m. | ||
| Sat., 12/9 | V Girls Ice Hockey | Hall/Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | 1:30 p.m. | L 1-9 | |
| Mon., 12/11 | V Boys Basketball | Waterford (Scrim.) | Away - Waterford HS-Francis X. Sweeney Field House [Directions] | 6:15 p.m. | ||
| Mon., 12/11 | V Girls Basketball | Brien McMahon | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 37-35 | |
| Mon., 12/11 | JV Girls Basketball | Brien McMahon | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Wed., 12/13 | V Wrestling | New Haven Wrestling | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Guilford 76 New Haven 0 | |
| Thu., 12/14 | V Boys Basketball | Xavier | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | L 38-60 | |
| Thu., 12/14 | JV Boys Basketball | Xavier | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | L 44-68 | |
| Thu., 12/14 | FR Boys Basketball | Xavier | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | L 27-48 | |
| Fri., 12/15 | V Girls Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 6:00 p.m. | L 31-55 | |
| Sat., 12/16 | V Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 1:30 p.m. | W 65-52 | |
| Sat., 12/16 | JV Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 12:00 p.m. | W 75-35 | |
| Sat., 12/16 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks-Rink 2 [Directions] | 7:10 p.m. | W 3-2 (OT) | |
| Sat., 12/16 | V Wrestling | Guilford Wrestling Invitational | Home - Guilford HS-Main gym at GHS [Directions] | 9:00 a.m. | 6TH | |
| Sat., 12/16 | V Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | L 0-1 | |
| Tue., 12/19 | V Boys Swimming and Diving | Waterford/Ledyard | Away - Waterford HS-Pool - WHS [Directions] | 5:00 p.m. | GNH 104, Waterford 66 | |
| Tue., 12/19 | V Girls Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 5:15 p.m. | L 39-63 | |
| Tue., 12/19 | JV Girls Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | Canceled | Cancelled | |
| Tue., 12/19 | V Girls Ice Hockey | West Haven/SHA | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 6:45 p.m. | L 3-4 | |
| Wed., 12/20 | V Boys Indoor Track | SCC Boys Developmental | Home - Floyd Little Athletic Center-Field House [Directions] | 5:30 p.m. | ||
| Wed., 12/20 | V Wrestling | Xavier | Away - Xavier HS-Gym [Directions] | 7:00 p.m. | Xavier 66 Guilford 9 | |
| Wed., 12/20 | V Co-ed Fencing | North Branford | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Thu., 12/21 | JV Girls Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Thu., 12/21 | V Girls Indoor Track | SCC Girls Developmental | Home - Floyd Little Athletic Center-Field House [Directions] | 5:30 p.m. | ||
| Fri., 12/22 | V Boys Basketball | Branford | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | W 60-45 | |
| Fri., 12/22 | JV Boys Basketball | Branford | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 56-40 | |
| Fri., 12/22 | FR Boys Basketball | Branford | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | W 56-25 | |
| Sat., 12/23 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Away - Danbury Ice Arena-Patriot Rink [Directions] | 1:15 p.m. | L 1-5 | |
| Sat., 12/23 | V Wrestling | Ledyard, Foran, New Fairfield | Away - Ledyard HS-Judy Standish Gymnasium [Directions] | 9:00 a.m. | Guilford 37 Ledyard 42. Guilford 40 New Fairfield 36. Guilford 39 Foran 38. | |
| Thu., 12/28 | V Boys Ice Hockey | Yarmouth (ME) | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 12:00 p.m. | W 5-4 (OT) | |
| Thu., 12/28 | V Boys Indoor Track | Rust Buster Relays @ SCSU | Away - SCSU-Field House | TBA | ||
| Thu., 12/28 | V Wrestling | Notre Dame-West Haven | Away - Notre Dame HS-Gym [Directions] | 7:00 p.m. | Guilford 40 ND 36 | |
| Thu., 12/28 | V Girls Indoor Track | Rust Buster Relays @ SCSU | Away - SCSU-Field House | TBA | ||
| Fri., 12/29 | V Boys Ice Hockey | John Bapst (ME) | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 2:00 p.m. | W 6-3 | |
| Sat., 12/30 | V Wrestling | Whippet Duals | Away - Windham HS-Callahan Gymnasium | 10:00 a.m. | Guilford 66 East Lyme 22. Guilford 27 Windham 42. Guilford 60 Rockville 15. Guilford 58 Waterford 24 | |
| Tue., 1/2 | V Boys Basketball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 7:00 p.m. | L 63-52 | |
| Tue., 1/2 | JV Boys Basketball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 5:15 p.m. | L 40-42 | |
| Tue., 1/2 | FR Boys Basketball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 3:45 p.m. | W 65-49 | |
| Tue., 1/2 | V Co-ed Fencing | North Haven | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Tue., 1/2 | V Girls Basketball | Jonathan Law | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 50-49 | |
| Tue., 1/2 | JV Girls Basketball | Jonathan Law | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Tue., 1/2 | V Girls Indoor Track | SCC Girls Developmental | Home - Floyd Little Athletic Center-Field House [Directions] | 5:30 p.m. | ||
| Wed., 1/3 | V Boys Ice Hockey | Lyman Hall | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 6:00 p.m. | W 6-4 | |
| Wed., 1/3 | V Boys Indoor Track | SCC Boys Developmental | Home - Floyd Little Athletic Center-Field House [Directions] | 5:30 p.m. | ||
| Wed., 1/3 | V Boys Swimming and Diving | Sheehan/Lyman Hall | Away - Sheehan HS-Sheehan HS Pool [Directions] | 5:30 p.m. | GNH 90, Sheehan/Lyman Hall 90 | |
| Wed., 1/3 | V Wrestling | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Guilford 50 Hand 21 | |
| Wed., 1/3 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 1/4 | V Boys Indoor Track | Wintergreen Invite @ SCSU | Away - SCSU-Field House | TBA | ||
| Thu., 1/4 | JV Co-ed Fencing | Morgan | Away - Morgan School-Gym [Directions] | 6:30 p.m. | ||
| Thu., 1/4 | V Girls Basketball | Daniel Hand | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | L 31-43 | |
| Thu., 1/4 | V Girls Gymnastics | Foran | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 141.0 F 113.95 | |
| Thu., 1/4 | V Girls Indoor Track | Wintergreen Invite @ SCSU | Away - SCSU-Field House | TBA | ||
| Fri., 1/5 | V Boys Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | L 54-66 | |
| Fri., 1/5 | JV Boys Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | L 38-65 | |
| Fri., 1/5 | FR Boys Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | L 41-87 | |
| Fri., 1/5 | V Girls Basketball | Branford | Away - Branford HS-Gym [Directions] | 6:00 p.m. | L 44-53 | |
| Fri., 1/5 | JV Girls Basketball | Branford | Away - Branford HS-Gym [Directions] | Canceled | Cancelled | |
| Sat., 1/6 | V Boys Basketball | Daniel Hand | Away - Polson MS, Madison-Polson Big Gym/DHHS Campus [Directions] | 2:00 p.m. | L 35-68 | |
| Sat., 1/6 | JV Boys Basketball | Daniel Hand | Away - Polson MS, Madison-Polson Big Gym/DHHS Campus [Directions] | 12:30 p.m. | L 39-46 | |
| Sat., 1/6 | FR Boys Basketball | Daniel Hand | Away - Polson MS, Madison-Polson Big Gym/DHHS Campus [Directions] | 11:00 a.m. | L 40-42 | |
| Sat., 1/6 | V Wrestling | Bristol Central Invitational | Away - Bristol Central HS-Charles C. Marsh Gymnasium | 9:00 a.m. | 11TH | |
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Sat., 1/6 | JV Wrestling | Bristol Eastern, Avon, Berlin, Branford, Bristol Central, East Hartford, Enfield, Farmington, Ledyard, Middletown, New Fairfield, New Milford, Plainville, Pomperaug Coop, Ridgefield, Staples, Terryville-Thomaston, Wethersfield, Hall | Away - Bristol Eastern HS-Gym | 9:00 a.m. | ||
| Sat., 1/6 | V Co-ed Fencing | Morgan | Away - Morgan School-Gym [Directions] | 10:15 a.m. | ||
| Sat., 1/6 | JV Girls Basketball | Stonington | Away - Stonington HS-SHS Main Gym [Directions] | Canceled | Cancelled | |
| Sat., 1/6 | V Girls Gymnastics | Fairfield Ludlowe, Fairfield Warde, TBA | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 10:00 a.m. | DH 139.6 FL 127.9 FW 113.3 | |
| Mon., 1/8 | V Boys Ice Hockey | North Branford | Away - Northford-Red [Directions] | 7:20 p.m. | W 4-2 | |
| Mon., 1/8 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | W 2-1 | |
| Tue., 1/9 | V Boys Swimming and Diving | Xavier | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | GNH 94, Xavier 74 | |
| Tue., 1/9 | V Co-ed Fencing | Cheshire | Away - Cheshire HS [Directions] | 6:30 p.m. | ||
| Tue., 1/9 | V Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 6:00 p.m. | L 48-69 | |
| Tue., 1/9 | JV Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 1/9 | V Girls Ice Hockey | Hall/Conard | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 6:45 p.m. | L 2-6 | |
| Wed., 1/10 | V Boys Basketball | Wheeler | Away - Wheeler HS-Gym [Directions] | 7:00 p.m. | L 56-54 | |
| Wed., 1/10 | JV Boys Basketball | Wheeler | Away - Wheeler HS-Gym [Directions] | 5:30 p.m. | W 53-36 | |
| Wed., 1/10 | V Boys Ice Hockey | East Catholic | Away - Cromwell-Lower Rink [Directions] | 7:30 p.m. | W 4-1 | |
| Wed., 1/10 | V Boys Indoor Track | Barber Invitational @ SCSU | Away - SCSU-Field House | 4:00 p.m. | ||
| Wed., 1/10 | V Wrestling | Branford | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Guilford 42 Branford 33 | |
| Wed., 1/10 | V Girls Gymnastics | Jonathan Law, Hamden | Away - Jonathan Law HS-Old Gym [Directions] | 6:00 p.m. | DH 139.3, L 129.35, H 108.8 | |
| Wed., 1/10 | V Girls Indoor Track | Barber Invitational @ SCSU | Away - SCSU-Field House | 4:00 p.m. | ||
| Thu., 1/11 | JV Co-ed Fencing | North Haven | Away - North Haven HS-Auxiliary Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 1/12 | V Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 7:00 p.m. | W 67-59 | |
| Fri., 1/12 | JV Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 5:15 p.m. | L 43-45 | |
| Fri., 1/12 | FR Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 3:45 p.m. | W 47-37 | |
| Fri., 1/12 | V Boys Swimming and Diving | West Haven | Away - West Haven HS-Swimming Pool [Directions] | 4:00 p.m. | GNH 91, West Haven 76 | |
| Fri., 1/12 | V Girls Basketball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | 5:00 p.m. | W 55-53 | |
| Fri., 1/12 | JV Girls Basketball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | Canceled | Cancelled | |
| Sat., 1/13 | V Boys Ice Hockey | Amity | Away - West Haven HS-Bennett Rink [Directions] | 3:00 p.m. | L 4-5(OT) | |
| Sat., 1/13 | V Boys Indoor Track | Northeast Challenge @ SCSU | Away - SCSU-Field House | 12:00 p.m. | ||
| Sat., 1/13 | V Wrestling | Staples, Fairfield Prep, Foran, Maloney, Northwestern, Simsbury, Stratford, Westhill | Away - Staples HS-Staples Gym | 8:45 a.m. | Guilford 48 Maloney 30. Guilford 60 JV ALL Stars 17. Guilford 58 Stratford 20. Guilford 27 Foran 46. Guilford 36 Staples 40. | |
| Sat., 1/13 | JV Co-ed Fencing | JV State Tournament At North Haven High School | Away - Not Listed | 8:00 a.m. | ||
| Sat., 1/13 | V Girls Basketball | Fitch | Home - Guilford HS-Main gym at GHS [Directions] | 11:00 a.m. | L 35-59 | |
| Sat., 1/13 | JV Girls Basketball | Fitch | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Sat., 1/13 | V Girls Indoor Track | Northeast Challenge @ SCSU | Away - SCSU-Field House | 12:00 p.m. | ||
| Tue., 1/16 | JV Girls Basketball | Lyman Hall | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Wed., 1/17 | V Boys Ice Hockey | Eastern CT Eagles | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 4:30 p.m. | W 8-4 | |
| Wed., 1/17 | V Wrestling | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 7:00 p.m. | Guilford 50 North Haven 27 | |
| Wed., 1/17 | V Co-ed Fencing | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/17 | V Girls Gymnastics | Hamden | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 138.95, H 108.9 | |
| Thu., 1/18 | V Boys Basketball | Wilbur Cross | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | L 58-70 | |
| Thu., 1/18 | JV Boys Basketball | Wilbur Cross | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 45-52 | |
| Thu., 1/18 | FR Boys Basketball | Wilbur Cross | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | L 41-78 | |
| Thu., 1/18 | V Boys Indoor Track | SCC Boys Novice meet | Home - Floyd Little Athletic Center-Field House [Directions] | 4:00 p.m. | ||
| Thu., 1/18 | V Co-ed Alpine Skiing | Race #1 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 1/18 | V Girls Indoor Track | SCC Girls Novice meet | Home - Floyd Little Athletic Center-Field House [Directions] | 4:00 p.m. | ||
| Fri., 1/19 | V Boys Swimming and Diving | Amity | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | Amity 92, GNH 91 | |
| Fri., 1/19 | V Co-ed Fencing | Greenwich | Away - Central MS-Gym 1 [Directions] | 6:30 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Amity | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | L 40-55 | |
| Fri., 1/19 | JV Girls Basketball | Amity | Home - Guilford HS-Main Gym GHS [Directions] | Canceled | Cancelled | |
| Sat., 1/20 | V Boys Ice Hockey | West Haven Coop | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 8:00 p.m. | L 1-4 | |
| Sat., 1/20 | V Boys Indoor Track | SCC Coaches Invitational | Home - Floyd Little Athletic Center-Field House [Directions] | 9:00 a.m. | ||
| Sat., 1/20 | V Wrestling | Colter Abely Midseason Classic | Away - Mercy HS-Gym | 9:00 a.m. | 8th | |
| Sat., 1/20 | V Girls Gymnastics | Stonington, Fitch | Away - Stonington HS-Aux Gym [Directions] | 10:00 a.m. | DH 140.3, S 130.0 | |
| Sat., 1/20 | V Girls Indoor Track | SCC Coaches Invitational | Home - Floyd Little Athletic Center-Field House [Directions] | 9:00 a.m. | ||
| Mon., 1/22 | V Girls Basketball | Hamden | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 36-70 | |
| Mon., 1/22 | JV Girls Basketball | Hamden | Home - Guilford HS-Main Gym GHS [Directions] | Canceled | Cancelled | |
| Tue., 1/23 | V Boys Basketball | Daniel Hand | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | L 64-54 | |
| Tue., 1/23 | JV Boys Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 39-47 | |
| Tue., 1/23 | FR Boys Basketball | Daniel Hand | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | L 50-39 | |
| Tue., 1/23 | V Boys Swimming and Diving | Hamden | Away - Hamden HS-HHS Pool [Directions] | 4:00 p.m. | Hamden 79, GNH 64 | |
| Tue., 1/23 | JV Wrestling | Amity | Away - Amity Regional HS-Aux. Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/23 | V Co-ed Fencing | Fairfield Warde | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Tue., 1/23 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy, Valley Regional | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 139.25, VR 127.65, Coop 123.95, M 61.25 | |
| Tue., 1/23 | V Girls Ice Hockey | Daniel Hand Coop | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 6:45 p.m. | L 1-6 | |
| Wed., 1/24 | V Boys Ice Hockey | North Haven | Away - Northford-Red [Directions] | 8:30 p.m. | W 4-1 | |
| Thu., 1/25 | V Boys Indoor Track | SCC East Track Championship | Home - Floyd Little Athletic Center-Field House [Directions] | 4:30 p.m. | ||
| Thu., 1/25 | V Boys Swimming and Diving | Cheshire | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | GNH 71, Cheshire 54 | |
| Thu., 1/25 | V Co-ed Alpine Skiing | Race #2 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 1/25 | V Co-ed Fencing | Fencing at Simsbury High School | Away - Not Listed | 5:00 p.m. | ||
| Thu., 1/25 | V Girls Basketball | Daniel Hand | Away - Polson MS, Madison-Polson Big Gym/DHHS Campus [Directions] | 7:00 p.m. | L 31-55 | |
| Thu., 1/25 | JV Girls Basketball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | Canceled | Cancelled | |
| Thu., 1/25 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Cromwell-Lower Rink [Directions] | 4:40 p.m. | L 1-2 | |
| Thu., 1/25 | V Girls Indoor Track | SCC East Track Championship | Home - Floyd Little Athletic Center-Field House [Directions] | 5:00 p.m. | ||
| Fri., 1/26 | V Boys Basketball | Branford | Away - Branford HS-Gym [Directions] | 7:00 p.m. | L 61-57 | |
| Fri., 1/26 | JV Boys Basketball | Branford | Away - Branford HS-Gym [Directions] | 5:15 p.m. | W 42-28 | |
| Fri., 1/26 | FR Boys Basketball | Branford | Away - Branford HS-Gym [Directions] | 3:45 p.m. | W 60-53 | |
| Sat., 1/27 | V Wrestling | TFC Kevin Miller Tourney | Away - East Hartford HS | 9:30 a.m. | Guilford 27 NFA 45. Guilford 33 Staples 45. Guilford 22 East Hartford 57. Guilford 58 Granby 12 | |
| Sat., 1/27 | V Co-ed Fencing | Hopkins School | Away - Hopkins School-JV Gym | 10:00 a.m. | ||
| Sat., 1/27 | V Girls Basketball | Lyman Hall | Home - Guilford HS-Main Gym GHS [Directions] | 12:00 p.m. | W 36-35 | |
| Sat., 1/27 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Sacred Heart University-Martire Arena [Directions] | 9:00 a.m. | W 7-3 | |
| Mon., 1/29 | V Boys Basketball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 62-55 | |
| Mon., 1/29 | JV Boys Basketball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 52-30 | |
| Mon., 1/29 | FR Boys Basketball | Cheshire | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | W 55-44 | |
| Tue., 1/30 | V Boys Swimming and Diving | Daniel Hand/Branford/Old Saybrook | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | GNH 86, Daniel Hand 78 | |
| Tue., 1/30 | V Co-ed Fencing | Hopkins School | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Tue., 1/30 | V Girls Basketball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 6:00 p.m. | L 46-54 | |
| Tue., 1/30 | JV Girls Basketball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 1/30 | V Girls Gymnastics | Jonathan Law | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 133.6, JL 124.7 | |
| Tue., 1/30 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 6:45 p.m. | L 1-5 | |
| Wed., 1/31 | V Boys Ice Hockey | Daniel Hand | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 7:00 p.m. | W 5-1 | |
| Wed., 1/31 | V Wrestling | Fairfield Prep | Away - Fairfield University-Leo D. Mahoney Arena [Directions] | 5:30 p.m. | Guilford 51 Fairfield Prep 30 | |
| Wed., 1/31 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 2-3 (OT) | |
| Thu., 2/1 | V Co-ed Alpine Skiing | Race #3 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 2/1 | V Co-ed Fencing | Morgan | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Thu., 2/1 | V Girls Gymnastics | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 6:30 p.m. | DH 133.05, F 118 | |
| Fri., 2/2 | V Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 7:00 p.m. | L 92-55 | |
| Fri., 2/2 | JV Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 5:30 p.m. | L 59-77 | |
| Fri., 2/2 | FR Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 3:45 p.m. | L 36-77 | |
| Fri., 2/2 | V Girls Basketball | Branford | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 56-49 | |
| Fri., 2/2 | JV Girls Basketball | Branford | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Sat., 2/3 | V Boys Ice Hockey | Daniel Hand | Away - Northford-Red [Directions] | 2:20 p.m. | L 2-3 | |
| Sat., 2/3 | V Boys Indoor Track | SCC Championship | Home - Floyd Little Athletic Center-Field House [Directions] | 10:00 a.m. | ||
| Sat., 2/3 | V Wrestling | New Fairfield, Bethel, Branford, Haddam-Killingworth, Londonberry (NH), Nonnewaug, Ridgefield | Away - New Fairfield HS-Old High School Gym | 9:30 a.m. | Guilford 57 Londonderry 22. Guilford 58 New Fairfield 22. Guilford 57 Nonnewaug 13. Guilford 18 Ridgefield 59. | |
| Sat., 2/3 | JV Co-ed Fencing | Novice Fencing Tournament | Home - Guilford HS-Main Gym GHS [Directions] | 8:00 a.m. | ||
| Sat., 2/3 | V Girls Indoor Track | SCC Championship | Home - Floyd Little Athletic Center-Field House [Directions] | 10:00 a.m. | ||
| Mon., 2/5 | V Wrestling | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Guilford 41 Amity 33 | |
| Mon., 2/5 | V Co-ed Alpine Skiing | GS Shootouts | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Mon., 2/5 | V Girls Basketball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 6:00 p.m. | L 36-51 | |
| Mon., 2/5 | JV Girls Basketball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | Canceled | Cancelled | |
| Tue., 2/6 | V Boys Basketball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 7:00 p.m. | W 58-47 | |
| Tue., 2/6 | JV Boys Basketball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:15 p.m. | L 41-47 | |
| Tue., 2/6 | FR Boys Basketball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | W 47-41 | |
| Tue., 2/6 | V Girls Basketball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | 6:00 p.m. | L 36-59 | |
| Tue., 2/6 | JV Girls Basketball | North Haven | Home - Guilford HS-Main gym at GHS [Directions] | Canceled | Cancelled | |
| Tue., 2/6 | V Girls Ice Hockey | Hamden Coop | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 6:45 p.m. | L 0-3 | |
| Wed., 2/7 | V Boys Ice Hockey | East Haven Coop | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 6:00 p.m. | W Forfeit | |
| Wed., 2/7 | V Boys Swimming and Diving | Fairfield Prep | Away - Fairfield University-RecPlex Pool [Directions] | 6:00 p.m. | Fairfield Prep 93, GNH 80 | |
| Thu., 2/8 | V Boys Basketball | Sheehan | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 62-47 | |
| Thu., 2/8 | JV Boys Basketball | Sheehan | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | W 53-30 | |
| Thu., 2/8 | FR Boys Basketball | Sheehan | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | W 51-29 | |
| Thu., 2/8 | V Co-ed Alpine Skiing | Race #4 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 2/8 | V Co-ed Fencing | Morgan | Away - Morgan School-Gym [Directions] | 6:30 p.m. | ||
| Thu., 2/8 | V Girls Gymnastics | Jonathan Law, Hamden, Foran, Mercy | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:00 p.m. | 1st / 138.95 | |
| Fri., 2/9 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft School-Mays [Directions] | 7:30 p.m. | L 2-4 | |
| Fri., 2/9 | V Girls Basketball | Lauralton Hall | Home - Guilford HS-Main Gym GHS [Directions] | 4:30 p.m. | W 45-44 | |
| Fri., 2/9 | JV Girls Basketball | Lauralton Hall | Home - Guilford HS-Main Gym GHS [Directions] | Canceled | Cancelled | |
| Sat., 2/10 | V Boys Basketball | Jonathan Law | Home - Guilford HS-Main gym at GHS [Directions] | 2:00 p.m. | W 64-55 | |
| Sat., 2/10 | JV Boys Basketball | Jonathan Law | Home - Guilford HS-Main gym at GHS [Directions] | 12:30 p.m. | W 45-37 | |
| Sat., 2/10 | FR Boys Basketball | Jonathan Law | Home - Guilford HS-Main Gym GHS [Directions] | 11:00 a.m. | W 52-51 | |
| Sat., 2/10 | V Boys Indoor Track | CIAC L Divisional Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 2/10 | V Girls Basketball | Stonington | Away - Stonington HS-SHS Main Gym [Directions] | 11:00 a.m. | L 57-65 | |
| Sat., 2/10 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Blue [Directions] | 7:30 p.m. | L 1-5 | |
| Sat., 2/10 | V Girls Indoor Track | CIAC M Divisional Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Mon., 2/12 | V Boys Ice Hockey | JBWA | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 8:00 p.m. | W 5-1 | |
| Mon., 2/12 | V Girls Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 6:00 p.m. | W 56-46 | |
| Mon., 2/12 | JV Girls Basketball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 2/13 | V Boys Swimming and Diving | HK-Valley | Home - Walter Gawrych Community Pool [Directions] | Postponed | ||
| Tue., 2/13 | V Co-ed Fencing | Daniel Hand | Home - Guilford HS-Main Gym GHS [Directions] | Postponed | ||
| Wed., 2/14 | V Boys Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 7:00 p.m. | W 74-50 | |
| Wed., 2/14 | JV Boys Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 5:30 p.m. | W 61-41 | |
| Wed., 2/14 | FR Boys Basketball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 3:45 p.m. | W 67-52 | |
| Wed., 2/14 | V Boys Ice Hockey | Branford | Away - Northford-Red [Directions] | 3:45 p.m. | W 4-2 | |
| Wed., 2/14 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy, Valley Regional | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 137.55, VR 128.6, HK 127.6 | |
| Wed., 2/14 | V Girls Ice Hockey | Masuk Coop | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 3:30 p.m. | W 1-0 | |
| Wed., 2/14 | V Girls Ice Hockey | Masuk Coop | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 3:30 p.m. | W 1-0 | |
| Thu., 2/15 | V Co-ed Alpine Skiing | Race #5 | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 2/15 | V Girls Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 6:30 p.m. | L 36-53 | |
| Fri., 2/16 | V Boys Basketball | Wilbur Cross | Away - Wilbur Cross HS-Gym [Directions] | 7:00 p.m. | L 49-91 | |
| Fri., 2/16 | JV Boys Basketball | Wilbur Cross | Away - Wilbur Cross HS-Gym [Directions] | 5:30 p.m. | L 47-53 | |
| Fri., 2/16 | FR Boys Basketball | Wilbur Cross | Away - Wilbur Cross HS-Gym [Directions] | 3:45 p.m. | L 44-89 | |
| Fri., 2/16 | V Wrestling | CIAC M Divisional Championship | Away - Guilford | TBA | 4th | |
| Fri., 2/16 | V Co-ed Fencing | North Branford | Away - North Branford Intermediate School-gym [Directions] | 7:00 p.m. | ||
| Sat., 2/17 | V Boys Indoor Track | CIAC State Open Divisional Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/17 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 6:30 p.m. | L 3-5 | |
| Sat., 2/17 | V Girls Indoor Track | CIAC State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | Xavier | Away - Xavier HS-Aurthur M. Kohs Gymnasium [Directions] | 7:00 p.m. | L 66-31 | |
| Mon., 2/19 | JV Boys Basketball | Xavier | Away - Xavier HS-Aurthur M. Kohs Gymnasium [Directions] | 5:15 p.m. | L 45-59 | |
| Mon., 2/19 | FR Boys Basketball | Xavier | Away - Xavier HS-Aurthur M. Kohs Gymnasium [Directions] | 3:45 p.m. | L 29-68 | |
| Mon., 2/19 | V Boys Ice Hockey | Masuk | Home - Ralph Walker Ice Rink [Directions] | 3:30 p.m. | L 3-7 | |
| Mon., 2/19 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 12:00 p.m. | L 0-5 | |
| Tue., 2/20 | V Boys Basketball | Abbott Tech | Away - Abbott V-T School-Daniel A. Garamella Memorial Gymnasium [Directions] | 6:00 p.m. | W 58-50 | |
| Tue., 2/20 | JV Boys Basketball | Abbott Tech | Away - Abbott V-T School-Daniel A. Garamella Memorial Gymnasium [Directions] | 4:30 p.m. | W 55-39 | |
| Tue., 2/20 | V Boys Swimming and Diving | East Lyme NFA, HK-Valley | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | ||
| Wed., 2/21 | V Boys Ice Hockey | Cheshire | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 7:30 p.m. | L 3-9 | |
| Wed., 2/21 | V Co-ed Fencing | Cheshire | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Thu., 2/22 | V Boys Basketball | Wilbur Cross | Away - Wilbur Cross HS-Gym [Directions] | 6:30 p.m. | ||
| Fri., 2/23 | V Wrestling | CIAC State Open & Girls Championship | Away - Floyd Little Athletic Center | TBA | ||
| Fri., 2/23 | V Girls Basketball | Daniel Hand (Scrim.) | Home - Guilford HS-Main gym at GHS [Directions] | 3:00 p.m. | ||
| Sat., 2/24 | V Boys Ice Hockey | Hamden | Away - Hamden-Lou Astorino Ice Rink [Directions] | 12:00 p.m. | W 5-4(OT) | |
| Sat., 2/24 | V Co-ed Fencing | Central Connecticut Fencing Conference Championships | Home - Guilford HS-Main Gym GHS [Directions] | 8:00 a.m. | ||
| Sat., 2/24 | V Co-ed Fencing | Morgan | Home - Guilford HS-Aux gym at GHS [Directions] | 9:00 a.m. | ||
| Sat., 2/24 | V Girls Gymnastics | GYMNASTICS TO JONATHAN LAW | Away - Not Listed | 5:00 p.m. | ||
| Sat., 2/24 | V Girls Gymnastics | CIAC Class S Divisional Championship | Away - Jonathan Law | 5:00 p.m. | ||
| Tue., 2/27 | V Co-ed Alpine Skiing | S Shootouts | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Tue., 2/27 | V Girls Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 6:30 p.m. | L 41-62 | |
| Thu., 2/29 | V Boys Basketball | East Haven (Scrim.) | Away - East Haven HS-Gym [Directions] | 5:00 p.m. | ||
| Thu., 2/29 | V Co-ed Alpine Skiing | Boys State Open | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Fri., 3/1 | V Boys Basketball | Wilby (Scrim.) | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 4:15 p.m. | ||
| Sat., 3/2 | V Co-ed Fencing | Individual State Championships at JCC Woodbridge | Away - Not Listed | 8:00 a.m. | ||
| Sat., 3/2 | V Girls Gymnastics | CIAC State Open | Away - New Milford | 12:00 p.m. | ||
| Mon., 3/4 | V Boys Basketball | Farmington | Away - Farmington HS [Directions] | 6:00 p.m. | L 45-64 | |
| Tue., 3/5 | V Boys Ice Hockey | Wethersfield | Home - Patsy DiLungo Ice Rink (East Haven)-Patsy DiLungo Ice Rink [Directions] | 4:30 p.m. | W 3-0 | |
| Tue., 3/5 | V Boys Ice Hockey | CIAC Div II First Round | Away - Higher Seed | TBA | ||
| Thu., 3/7 | V Boys Swimming and Diving | CIAC Class LL Diving Championship | Away - Sheehan | 5:30 p.m. | ||
| Fri., 3/8 | V Boys Ice Hockey | East Haven Coop | Away - Wesleyan University-Snyder Rink [Directions] | 6:00 p.m. | L 2-5 | |
| Fri., 3/8 | V Boys Ice Hockey | CIAC Div II Quarterfinal | Away - Site TBA | TBA | ||
| Sat., 3/9 | V Boys Swimming and Diving | CIAC Class LL Qualifying Meet | Away - Cornerstone Pool | 4:30 p.m. | ||
| Sat., 3/9 | V Co-ed Fencing | Fencing Team State Championship at Morgan High School | Away - Not Listed | 8:00 a.m. | ||
| Sat., 3/9 | V Girls Gymnastics | GYMNASTICS CHAMPIONSHIP | Away - Not Listed | 12:00 p.m. | ||
| Tue., 3/12 | V Boys Ice Hockey | CIAC Div II Semifinal | Away - Site TBA | TBA | ||
| Tue., 3/12 | V Boys Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan | 6:00 p.m. | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/16 | V Boys Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Mon., 3/18 | V Boys Ice Hockey | CIAC Div II Final | Away - Site TBA | TBA | ||
| Wed., 3/20 | V Baseball | Branford (Scrim.) | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 3/21 | V Softball | Old Lyme (Scrim.) | Away - Lyme-Old Lyme HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Sat., 3/23 | V Boys Lacrosse | Hamden Hall (Scrim.) | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 11:00 a.m. | ||
| Sat., 3/23 | V Boys Lacrosse | West Haven (Scrim.) | Home - Guilford HS-Stadium [Directions] | 8:00 a.m. | ||
| Sat., 3/23 | V Boys Lacrosse | Wethersfield (Scrim.) | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 2:00 p.m. | ||
| Sat., 3/23 | V Boys Lacrosse | Xavier (Scrim.) | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:00 p.m. | ||
| Sat., 3/23 | V Boys Lacrosse | Conard (Scrim.) | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Sat., 3/23 | V Girls Lacrosse | Hamden (Scrim.) | Away - Hamden HS-HHS Turf #1 [Directions] | 10:30 a.m. | Cancelled | |
| Mon., 3/25 | V Softball | North Haven (Scrim.) | Away - North Haven MS-North Haven Middle School Softball Field [Directions] | 3:45 p.m. | ||
| Mon., 3/25 | V Girls Tennis | Westbrook (Scrim.) | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:30 p.m. | ||
| Tue., 3/26 | V Boys Tennis | Old Lyme (Scrim.) | Home - Guilford HS-GHS Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 3/26 | V Girls Tennis | Valley Regional (Scrim.) | Home - Guilford HS-Guilford racquet club [Directions] | 3:30 p.m. | ||
| Wed., 3/27 | V Baseball | Hamden (Scrim.) | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Boys Lacrosse | Brien McMahon (Scrim.) | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | ||
| Wed., 3/27 | V Co-ed Sailing | Daniel Hand, Staples, Xavier | Away - Pettipaug Yacht Club [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Softball | North Haven (Scrim.) | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | ||
| Thu., 3/28 | V Baseball | Coginchaug (Scrim.) | Home - Guilford HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 3/28 | V Girls Lacrosse | East Lyme (Scrim.) | Away - East Lyme HS-Dick North Turf Field [Directions] | 5:00 p.m. | ||
| Fri., 3/29 | V Girls Lacrosse | East Lyme (Scrim.) | Away - East Lyme HS-Dick North Turf Field [Directions] | 2:30 p.m. | ||
| Sat., 3/30 | V Boys Lacrosse | Glastonbury (Scrim.) | Away - Glastonbury HS-Field 1 [Directions] | 10:00 a.m. | ||
| Sat., 3/30 | JV Boys Lacrosse | Glastonbury (Scrim.) | Away - Glastonbury HS-Field 11 [Directions] | 10:00 a.m. | ||
| Sat., 3/30 | V Boys Tennis | Sheehan | Home - Guilford HS-GHS Tennis Courts [Directions] | 12:00 p.m. | W 7-0 | |
| Sat., 3/30 | V Co-ed Crew | East Lyme | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Sat., 3/30 | V Softball | St. Joseph | Home - Guilford HS-Varsity softball field [Directions] | 12:00 p.m. | L 3-8 | |
| Mon., 4/1 | V Baseball | Daniel Hand | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 6-2 | |
| Mon., 4/1 | FR Baseball | Daniel Hand | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | W 4-0 | |
| Mon., 4/1 | V Boys Tennis | Wilbur Cross | Away - Wilbur Cross HS-Wilbur Cross Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Mon., 4/1 | V Softball | Daniel Hand | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 8-2 | |
| Mon., 4/1 | V Girls Tennis | Hamden | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 4/2 | JV Baseball | Daniel Hand | Away - Town Campus - Madison-Baseball Field [Directions] | Postponed | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 5/17, Time to 4:00 p.m., Facility to Town Campus Madison-Baseball Field | ||||||
| Tue., 4/2 | V Boys Lacrosse | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 5:00 p.m. | W 17-3 | |
| Tue., 4/2 | JV Boys Lacrosse | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 6:30 p.m. | W 9-0 | |
| Tue., 4/2 | V Girls Lacrosse | Mercy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | W 10-6 | |
| Tue., 4/2 | JV Girls Lacrosse | Mercy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:15 p.m. | W 7-1 | |
| Thu., 4/4 | V Girls Lacrosse | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 5:00 p.m. | W 8-5 | |
| Fri., 4/5 | V Baseball | Middletown | Away - Palmer Field-Baseball Diamond [Directions] | 4:00 p.m. | W 3-1 | |
| Fri., 4/5 | FR Baseball | Notre Dame-West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | L 5-11 | |
| Fri., 4/5 | V Boys Lacrosse | Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 13-7 | |
| Fri., 4/5 | JV Boys Lacrosse | Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 9-3 | |
| Fri., 4/5 | V Softball | Norwich Free Academy | Away - Rec Fields-DePina 1 [Directions] | 4:00 p.m. | W 9-4 | |
| Fri., 4/5 | V Girls Tennis | Daniel Hand | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 4/6 | V Baseball | St. Joseph | Away - St. Joseph HS-Baseball Diamond [Directions] | 12:00 p.m. | L 7-10 | |
| Sat., 4/6 | JV Baseball | Notre Dame-West Haven | Away - Quigley Stadium [Directions] | 10:00 a.m. | L 0-16 | |
| Sat., 4/6 | FR Boys Lacrosse | Amity | Away - Amity Regional HS-AHS Grass Field # 3 [Directions] | Postponed | ||
| Sat., 4/6 | V Boys Outdoor Track | Hand Froshmore Invite | Away - Not Listed | 9:00 a.m. | ||
| Sat., 4/6 | V Girls Outdoor Track | Hand Freshman Invitational | Away - Daniel Hand HS-DHHS Track | 9:00 a.m. | ||
| Sat., 4/6 | V Girls Outdoor Track | HAMMONASSET INVITE | Away - Daniel Hand HS-DHHS Track | TBA | ||
| Sat., 4/6 | V Softball | Hamden | Away - Albertus Magnus-Shea Softball Complex [Directions] | 12:00 p.m. | W 24-6 | |
| Mon., 4/8 | V Boys Tennis | Cheshire | Away - Cheshire HS-Tennis Courts [Directions] | 11:00 a.m. | L 2-5 | |
| Mon., 4/8 | V Girls Lacrosse | Lauralton Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 11-8 | |
| Mon., 4/8 | JV Girls Lacrosse | Lauralton Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | W 9-6 | |
| Mon., 4/8 | V Softball | Lyman Hall | Away - Lyman Hall HS-Varsity Softball Field [Directions] | 10:00 a.m. | W 6-0 | |
| Mon., 4/8 | JV Softball | Lyman Hall | Away - Lyman Hall HS-JV Softball Field [Directions] | 11:45 a.m. | W 12-2 | |
| Mon., 4/8 | V Girls Tennis | Glastonbury | Home - Guilford HS-GHS Tennis Courts [Directions] | 10:00 a.m. | W 4-3 | |
| Tue., 4/9 | V Boys Lacrosse | Fairfield Prep | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | ||
| Tue., 4/9 | JV Boys Lacrosse | Fairfield Prep | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | L 1-13 | |
| Wed., 4/10 | V Baseball | Xavier | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | FR Baseball | Xavier | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Boys Outdoor Track | Lyman Hall, East Haven | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Boys Tennis | East Haven | Home - Guilford HS-GHS Tennis Courts [Directions] | 1:00 p.m. | ||
| Wed., 4/10 | V Boys Tennis | North Branford | Home - Guilford HS-GHS Tennis Courts [Directions] | 1:00 p.m. | ||
| Wed., 4/10 | V Girls Lacrosse | Sheehan | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 4:30 p.m. | ||
| Wed., 4/10 | JV Girls Lacrosse | Sheehan | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 6:00 p.m. | ||
| Wed., 4/10 | V Girls Outdoor Track | Lyman Hall, East Haven | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Softball | West Haven | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Girls Tennis | Mercy | Away - Wesleyan University-Tennis Courts [Directions] | 11:00 a.m. | ||
| Fri., 4/12 | V Baseball | Jonathan Law | Home - Jonathan Law HS-Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/12 | FR Baseball | Jonathan Law | Home - Long Hill Park-Guilford-Baseball Field [Directions] | Postponed | ||
| Fri., 4/12 | V Softball | Foran | Away - Foran HS -Danielle Kemp Memorial Field [Directions] | 4:00 p.m. | ||
| Sat., 4/13 | JV Baseball | Jonathan Law | Away - Jonathan Law HS-Baseball Field [Directions] | 11:00 a.m. | ||
| Sat., 4/13 | V Boys Lacrosse | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 11:00 a.m. | ||
| Sat., 4/13 | JV Boys Lacrosse | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 12:30 p.m. | ||
| Sat., 4/13 | V Boys Outdoor Track | Hillhouse Freshman / Sophomore Invitational | Away - Not Listed | 10:00 a.m. | ||
| Sat., 4/13 | V Girls Lacrosse | Fairfield Ludlowe | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | ||
| Sat., 4/13 | JV Girls Lacrosse | Fairfield Ludlowe | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 11:00 a.m. | ||
| Mon., 4/15 | V Baseball | Amity | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | FR Baseball | Amity | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | V Boys Golf | East Haven | Away - Alling Memorial Golf Course [Directions] | 2:30 p.m. | ||
| Mon., 4/15 | FR Boys Lacrosse | Cheshire | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | ||
| Mon., 4/15 | V Boys Tennis | Daniel Hand | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Mon., 4/15 | V Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy-Lacrosse Field [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | JV Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy-Lacrosse Field [Directions] | 5:30 p.m. | ||
| Mon., 4/15 | V Softball | Jonathan Law | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | V Girls Tennis | Cheshire | Away - Cheshire HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/16 | JV Baseball | Amity | Away - Amity Regional HS-John Janenda Field [Directions] | 3:45 p.m. | ||
| Tue., 4/16 | V Boys Lacrosse | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:30 p.m. | ||
| Tue., 4/16 | JV Boys Lacrosse | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 6:15 p.m. | ||
| Tue., 4/16 | V Boys Tennis | Weston | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/16 | V Girls Tennis | Branford | Away - Branford HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | V Baseball | Morgan | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 4/17 | V Boys Golf | Daniel Hand | Home - Madison Country Club [Directions] | 2:15 p.m. | ||
| Wed., 4/17 | FR Boys Lacrosse | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 4:00 p.m. | ||
| Wed., 4/17 | V Boys Outdoor Track | Sheehan, Shelton | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 4:00 p.m. | ||
| Wed., 4/17 | V Co-ed Crew | Crew at Old Lyme (Rogers Lake) | Away - Not Listed | 3:45 p.m. | ||
| Wed., 4/17 | V Girls Outdoor Track | Sheehan, Shelton | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 4:00 p.m. | ||
| Wed., 4/17 | V Softball | Cheshire | Home - Guilford HS-Varsity softball field [Directions] | 4:15 p.m. | ||
| Wed., 4/17 | V Girls Tennis | Lauralton Hall | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 4/18 | JV Baseball | Morgan | Home - Guilford HS-Baseball Diamond [Directions] | Postponed | ||
| Thu., 4/18 | V Boys Lacrosse | Notre Dame-West Haven | Away - Notre Dame HS-Veteran's Stadium [Directions] | 5:45 p.m. | ||
| Thu., 4/18 | JV Boys Lacrosse | Notre Dame-West Haven | Away - Notre Dame HS-Veteran's Stadium [Directions] | 3:45 p.m. | ||
| Thu., 4/18 | V Girls Lacrosse | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 7:00 p.m. | ||
| Thu., 4/18 | JV Girls Lacrosse | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 5:30 p.m. | ||
| Fri., 4/19 | V Baseball | Fairfield Prep | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | FR Baseball | Fairfield Prep | Home - Adams MS-Adams BB field [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | V Boys Tennis | Xavier | Away - Wesleyan University-Tennis Courts [Directions] | 3:45 p.m. | ||
| Fri., 4/19 | V Softball | Amity | Away - Amity Regional HS-Amity HS - Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | JV Softball | Amity | Away - Amity Regional HS-Amity HS - Softball Field [Directions] | Canceled | Cancelled | |
| Fri., 4/19 | V Girls Tennis | Waterford | Away - Waterford HS-Tennis Courts - WHS [Directions] | 3:45 p.m. | ||
| Sat., 4/20 | V Boys Lacrosse | Avon | Away - Avon HS-Turf Field [Directions] | 5:00 p.m. | ||
| Sat., 4/20 | V Boys Outdoor Track | Hillhouse Varsity Invitational | Away - Not Listed | 9:00 a.m. | ||
| Sat., 4/20 | V Co-ed Crew | Farmington | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Sat., 4/20 | V Girls Outdoor Track | Mongovan Invitational @ Bethel | Away - . | 9:00 a.m. | ||
| Sat., 4/20 | JV Softball | Cheshire | Home - Guilford HS-Varsity softball field [Directions] | 11:00 a.m. | ||
| Sat., 4/20 | JV Softball | Foran | Home - Guilford HS-Varsity softball field [Directions] | 12:30 p.m. | ||
| Mon., 4/22 | V Baseball | Cheshire | Away - Cheshire HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 4/22 | FR Baseball | Cheshire | Away - Bartlem Park [Directions] | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 5/10 | ||||||
| Mon., 4/22 | V Boys Golf | Amity | Away - Race Brook C.C. [Directions] | 3:00 p.m. | ||
| Mon., 4/22 | FR Boys Lacrosse | Notre Dame-West Haven | Away - Notre Dame HS-Veteran's Stadium [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Boys Tennis | Sheehan | Away - Sheehan HS-Sheehan HS Tennis Courts [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Girls Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | ||
| Mon., 4/22 | JV Girls Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Mon., 4/22 | V Softball | Daniel Hand | Away - Polson MS, Madison-DHHS SB Turf [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | JV Baseball | Cheshire | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Boys Golf | Branford | Away - Pine Orchard Country Club [Directions] | 3:00 p.m. | ||
| Tue., 4/23 | V Boys Lacrosse | Cheshire | Away - Cheshire HS-Cheshire High School Main Game field [Directions] | 6:30 p.m. | ||
| Tue., 4/23 | JV Boys Lacrosse | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:30 p.m. | ||
| Tue., 4/23 | V Boys Outdoor Track | Fairfield Prep, Wilbur Cross | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Lauralton Hall, Wilbur Cross | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Girls Tennis | Career Magnet | Away - Edgewood Park-Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Baseball | Daniel Hand | Away - Daniel Hand HS-Polson Baseball Field /DHHS Campus [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | FR Baseball | Daniel Hand | Away - Town Campus - Madison-Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Boys Golf | Cheshire | Home - Madison Country Club [Directions] | 2:15 p.m. | ||
| Wed., 4/24 | V Boys Tennis | Wilbur Cross | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Girls Lacrosse | Avon | Away - Avon HS-Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | JV Girls Lacrosse | Avon | Away - Avon HS-Turf Field [Directions] | 5:30 p.m. | ||
| Wed., 4/24 | V Softball | Hamden | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | V Girls Tennis | Hamden | Away - Hamden MS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | JV Baseball | Daniel Hand | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | FR Boys Lacrosse | Newtown | Away - Newtown HS-NHS Back Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | V Boys Tennis | Branford | Away - Foote Park Branford HS JV [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Softball | Lyman Hall | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | JV Softball | Lyman Hall | Home - Guilford HS-Varsity softball field [Directions] | 5:30 p.m. | ||
| Fri., 4/26 | FR Boys Lacrosse | East Lyme | Away - East Lyme HS-Back Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | V Girls Tennis | Career Magnet | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Sat., 4/27 | V Baseball | West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 4/27 | JV Baseball | West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 1:30 p.m. | ||
| Sat., 4/27 | V Boys Lacrosse | Waterford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | ||
| Sat., 4/27 | JV Boys Lacrosse | Waterford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 11:00 a.m. | ||
| Sun., 4/28 | V Co-ed Crew | E.O. Smith, Middletown | Home - Guilford HS-Lake Quonnipaug [Directions] | 12:00 p.m. | ||
| Mon., 4/29 | V Baseball | Notre Dame-West Haven | Away - Quigley Stadium [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | FR Baseball | Notre Dame-West Haven | Away - Painter Park-Harry Noyes Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Boys Golf | Xavier | Home - Madison Country Club [Directions] | 2:00 p.m. | ||
| Mon., 4/29 | V Girls Lacrosse | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:30 p.m. | ||
| Mon., 4/29 | JV Girls Lacrosse | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 6:15 p.m. | ||
| Mon., 4/29 | V Softball | West Haven | Away - West Haven HS-Frank Biondi Softball Field / TURF FIELD NO METAL SPIKES [Directions] | 7:00 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Daniel Hand | Away - Polson MS, Madison-Polson Tennis Courts/DHHS Campus [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | JV Baseball | Notre Dame-West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Boys Golf | Shelton | Away - Brownson Country Club [Directions] | 2:30 p.m. | ||
| Tue., 4/30 | V Boys Lacrosse | Xavier | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | ||
| Tue., 4/30 | JV Boys Lacrosse | Xavier | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | ||
| Tue., 4/30 | V Boys Tennis | Fitch | Away - Fitch HS-Main Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Amity | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Baseball | East Lyme | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | JV Baseball | East Lyme | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Boys Golf | Hamden | Home - Madison Country Club [Directions] | 2:00 p.m. | ||
| Wed., 5/1 | V Boys Outdoor Track | Cheshire, Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Boys Tennis | Cheshire | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Girls Outdoor Track | Cheshire, Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Softball | Foran | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Boys Lacrosse | Trumbull | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | ||
| Thu., 5/2 | JV Boys Lacrosse | Trumbull | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | ||
| Thu., 5/2 | V Boys Tennis | Branford | Home - Guilford HS-GHS Tennis Courts [Directions] | 5:45 p.m. | ||
| Thu., 5/2 | V Girls Lacrosse | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | JV Girls Lacrosse | St. Joseph | Away - St. Joseph HS-Lower Turf [Directions] | 5:30 p.m. | ||
| Thu., 5/2 | V Girls Tennis | Branford | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Baseball | Xavier | Away - Palmer Field-Baseball Diamond [Directions] | 7:00 p.m. | ||
| Fri., 5/3 | FR Baseball | Xavier | Away - Xavier HS-Richard Magner Field [Directions] | 4:00 p.m. | ||
| Fri., 5/3 | FR Boys Lacrosse | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:30 p.m. | ||
| Fri., 5/3 | V Boys Tennis | North Branford | Away - East Haven HS-Tennis Court [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Boys Tennis | East Haven | Away - East Haven HS-Tennis Court [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Girls Outdoor Track | Middletown Invitational | Away - Not Listed | 3:30 p.m. | ||
| Fri., 5/3 | V Girls Tennis | Mercy | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Sat., 5/4 | V Boys Lacrosse | Simsbury | Away - Holden Field-Turf [Directions] | 12:00 p.m. | ||
| Sat., 5/4 | JV Boys Lacrosse | Simsbury | Away - Simsbury HS-Simsbury Grass Field [Directions] | 10:00 a.m. | ||
| Sat., 5/4 | V Boys Outdoor Track | Org-Jake Spartan Invitational at Amity HS | Away - Not Listed | 9:00 a.m. | ||
| Sat., 5/4 | V Co-ed Crew | Avon, Stonington | Home - Guilford HS-Lake Quonnipaug [Directions] | TBA | ||
| Sat., 5/4 | V Girls Lacrosse | Simsbury | Away - Holden Field-Turf [Directions] | 10:00 a.m. | ||
| Sat., 5/4 | JV Girls Lacrosse | Simsbury | Away - Simsbury HS-Simsbury Grass Field [Directions] | 12:00 p.m. | ||
| Sat., 5/4 | V Girls Outdoor Track | Middletown Invitational | Away - Not Listed | 12:00 p.m. | ||
| Sat., 5/4 | JV Softball | North Haven | Home - Guilford HS-Varsity softball field [Directions] | 11:00 a.m. | ||
| Sat., 5/4 | JV Softball | Lyman Hall, Daniel Hand, North Haven | Home - Guilford HS-JV softball field [Directions] | 11:00 a.m. | ||
| Sat., 5/4 | JV Softball | Daniel Hand | Home - Guilford HS-Varsity softball field [Directions] | 12:30 p.m. | ||
| Sat., 5/4 | V Girls Tennis | Fitch | Home - Guilford HS-GHS Tennis Courts [Directions] | 11:00 a.m. | ||
| Mon., 5/6 | V Baseball | Jonathan Law | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | JV Baseball | Xavier | Away - Xavier HS-Richard Magner Field [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | V Girls Lacrosse | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | ||
| Mon., 5/6 | JV Girls Lacrosse | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | ||
| Mon., 5/6 | V Softball | Jonathan Law | Away - Jonathan Law HS-Softball Field [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | V Girls Tennis | Amity | Away - Amity Regional HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | JV Baseball | Jonathan Law | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Boys Lacrosse | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 6:30 p.m. | ||
| Tue., 5/7 | JV Boys Lacrosse | Southington | Away - Southington HS-8 SubVLacrosse/Soccer [Directions] | 4:30 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Amity | Away - Amity Regional HS-Amity HS Track [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | JV Boys Outdoor Track | Amity | Away - Amity Regional HS-Amity HS Track [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Amity | Away - Amity Regional HS-Amity HS Track [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | JV Girls Outdoor Track | Amity | Away - Amity Regional HS-Amity HS Track [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Baseball | Amity | Away - Amity Regional HS-John Janenda Field [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Boys Golf | Shelton | Home - Madison Country Club [Directions] | 2:00 p.m. | ||
| Wed., 5/8 | FR Boys Lacrosse | Amity | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | ||
| Wed., 5/8 | V Girls Lacrosse | North Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | ||
| Wed., 5/8 | JV Girls Lacrosse | North Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Wed., 5/8 | V Softball | Cheshire | Home - Cheshire HS-Softball Diamond [Directions] | 3:00 p.m. | ||
| Wed., 5/8 | V Softball | Cheshire | Away - Cheshire HS-Softball Diamond [Directions] | 4:45 p.m. | ||
| Wed., 5/8 | JV Softball | Cheshire | Away - Cheshire HS-Softball Diamond 2 [Directions] | 5:30 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Cheshire | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 5/9 | JV Baseball | Amity | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 5/9 | FR Baseball | Amity | Away - Amity Regional HS-John Janenda Field [Directions] | 3:45 p.m. | ||
| Thu., 5/9 | V Boys Golf | Cheshire | Away - Farms Country club [Directions] | 2:15 p.m. | ||
| Thu., 5/9 | V Boys Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | ||
| Thu., 5/9 | JV Boys Lacrosse | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | ||
| Thu., 5/9 | V Boys Tennis | Amity | Home - Guilford HS-GHS Tennis Courts [Directions] | 6:00 p.m. | ||
| Fri., 5/10 | FR Boys Lacrosse | Notre Dame-West Haven | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | V Boys Tennis | Daniel Hand | Away - Polson MS, Madison-Polson Tennis Courts/DHHS Campus [Directions] | 3:45 p.m. | ||
| Fri., 5/10 | V Girls Tennis | Lauralton Hall | Away - Eisenhower Park-Eisenhower [Directions] | 3:45 p.m. | ||
| Sat., 5/11 | V Baseball | West Haven | Away - West Haven HS-Whitey Piurek Field [Directions] | 12:00 p.m. | ||
| Sat., 5/11 | JV Baseball | West Haven | Away - West Haven HS-Whitey Piurek Field [Directions] | 9:00 a.m. | ||
| Sat., 5/11 | FR Boys Lacrosse | Daniel Hand | Home - Guilford HS-Maturo Field [Directions] | 11:00 a.m. | ||
| Sat., 5/11 | V Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | 10:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 12:00 p.m. | ||||||
| Sat., 5/11 | JV Girls Lacrosse | Wilton | Away - Wilton HS-Lilly Field [Directions] | 11:30 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Sat., 5/11 | V Girls Outdoor Track | Greater Hartford Invitational | Away - Not Listed | 9:00 a.m. | ||
| Sat., 5/11 | V Softball | East Lyme | Home - Guilford HS-Varsity softball field [Directions] | 10:00 a.m. | ||
| Mon., 5/13 | V Baseball | Fairfield Prep | Away - Fairfield University-Alumni Diamond [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | FR Baseball | Fairfield Prep | Away - Tunxis Hill Park [Directions] | 3:45 p.m. | ||
| Mon., 5/13 | V Boys Golf | Morgan | Away - Clinton Country Club [Directions] | 3:00 p.m. | ||
| Mon., 5/13 | V Boys Lacrosse | Lyman Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | ||
| Mon., 5/13 | JV Boys Lacrosse | Lyman Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | ||
| Mon., 5/13 | FR Boys Lacrosse | Darien | Home - Guilford HS-Maturo Field [Directions] | 5:00 p.m. | ||
| Mon., 5/13 | V Boys Tennis | Xavier | Home - Guilford HS-GHS Tennis Courts [Directions] | 5:30 p.m. | ||
| Mon., 5/13 | V Softball | Amity | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | JV Softball | Amity | Home - Guilford HS-JV softball field [Directions] | 5:30 p.m. | ||
| Tue., 5/14 | JV Baseball | Fairfield Prep | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Boys Golf | East Haven | Away - Alling Memorial Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 5/14 | FR Boys Lacrosse | Fairfield Prep | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Boys Outdoor Track | SCC East Sectional | Away - Not Listed | TBA | ||
| Tue., 5/14 | V Girls Lacrosse | Greenwich | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | ||
| Tue., 5/14 | JV Girls Lacrosse | Greenwich | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Wed., 5/15 | V Baseball | Cheshire | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 5/15 | FR Baseball | Cheshire | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/15 | V Boys Golf | Branford | Home - Madison Country Club [Directions] | 2:00 p.m. | ||
| Wed., 5/15 | FR Boys Lacrosse | Trumbull | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | ||
| Wed., 5/15 | V Girls Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 5/16 | V Boys Lacrosse | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | ||
| Thu., 5/16 | JV Boys Lacrosse | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | ||
| Thu., 5/16 | V Boys Outdoor Track | SCC BOYS NOVICE | Away - Daniel Hand HS-DHHS Track | 3:45 p.m. | ||
| Thu., 5/16 | V Boys Outdoor Track | SCC Boys Novice Meet | Away - Not Listed | TBA | ||
| Fri., 5/17 | V Baseball | Notre Dame-West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Fri., 5/17 | FR Boys Lacrosse | East Lyme | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | ||
| Fri., 5/17 | V Girls Outdoor Track | SCC Girls Novice Meet | Away - Hamden HS-HHS Turf #1 | 3:45 p.m. | ||
| Sat., 5/18 | JV Baseball | Xavier | Home - Guilford HS-Baseball Diamond [Directions] | 2:00 p.m. | ||
| Sat., 5/18 | V Softball | Waterford | Home - Guilford HS-Varsity softball field [Directions] | 12:00 p.m. | ||
| Sun., 5/19 | V Co-ed Crew | CPSRA Championship Regatta at Lake Waramaug New Preston | Away - Not Listed | 9:00 p.m. | ||
| Mon., 5/20 | V Boys Golf | Morgan | Home - Madison Country Club [Directions] | 2:00 p.m. | ||
| Tue., 5/21 | V Boys Golf | Notre Dame-West Haven | Away - Race Brook C.C. [Directions] | 2:45 p.m. | ||
| Tue., 5/21 | V Boys Outdoor Track | SCC Championship | Away - Guilford HS | 12:00 p.m. | ||
| Wed., 5/22 | V Boys Golf | Daniel Hand | Away - Madison Country Club [Directions] | 2:30 p.m. | ||
| Wed., 5/22 | FR Boys Lacrosse | Fairfield Prep | Away - Fairfield University - Barlow Field-Barlow Field Fairfield University [Directions] | 4:00 p.m. | ||
| Thu., 5/23 | FR Boys Lacrosse | Newtown | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | ||
| Tue., 5/28 | V Boys Outdoor Track | Class MM State Championships Willow Brook Park | Away - Not Listed | TBA | ||
| Mon., 6/3 | V Boys Outdoor Track | State Open Championship Willow Brook Park | Away - Not Listed | TBA | ||