| Guilford 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 727 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Thu., 9/8 | V Boys Cross Country | Wilbur Cross, Shelton, Xavier | Away - East Rock Park [Directions] | 4:00 p.m. | ||
| Thu., 9/8 | V Girls Cross Country | Wilbur Cross, Mercy, Shelton | Away - East Rock Park [Directions] | 4:00 p.m. | ||
| Thu., 9/8 | V Girls Swimming and Diving | Lyman Hall | Home - Walsh Intermediate - Branford-Pool [Directions] | 3:45 p.m. | Guilford 92 Lyman Hall 89 | |
| Thu., 9/8 | V Girls Volleyball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 5:00 p.m. | W 2-0 | |
| Thu., 9/8 | JV Girls Volleyball | Lyman Hall | Away - Lyman Hall HS-Gymnasium [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 9/9 | V Football | Fitch | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 14-22 | |
| Fri., 9/9 | FR Field Hockey | Stonington | Home - Guilford HS-Maturo Field [Directions] | 4:30 p.m. | L 0-4 | |
| Sat., 9/10 | JV Football | Fitch | Away - Fitch HS-Dorr Field (Football Field on Campus) [Directions] | 11:00 a.m. | W 33-8 | |
| Sat., 9/10 | V Boys Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 7:30 p.m. | W 1-0 | |
| Sat., 9/10 | JV Boys Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 12:30 p.m. | L 1-3 | |
| Sat., 9/10 | FR Boys Soccer | Notre Dame-West Haven | Away - Notre Dame HS-Side Turf [Directions] | 2:00 p.m. | L 4-7 | |
| Sat., 9/10 | V Field Hockey | Stonington | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:00 p.m. | W 5-0 | |
| Sat., 9/10 | JV Field Hockey | Stonington | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:30 p.m. | W 3-0 | |
| Sat., 9/10 | FR Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy-Field Hockey Field [Directions] | 2:00 p.m. | T 0-0 | |
| Sat., 9/10 | V Girls Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 5:00 p.m. | T 2-2 | |
| Sat., 9/10 | JV Girls Soccer | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 2:45 p.m. | T 0-0 | |
| Sat., 9/10 | FR Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 11:00 a.m. | W 2-0 | |
| Mon., 9/12 | FR Field Hockey | Daniel Hand | Away - Daniel Hand HS-Polson Front Field/ DHHS Campus [Directions] | 3:45 p.m. | L 0-6 | |
| Mon., 9/12 | V Girls Swimming and Diving | Lauralton Hall | Away - Foran HS -Pool [Directions] | 7:30 p.m. | Guilford 96 Lauralton Hall 83 | |
| Tue., 9/13 | V Boys Soccer | West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 9/13 | V Girls Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | L 0-2 | |
| Tue., 9/13 | FR Girls Soccer | Daniel Hand | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | Postponed | ||
| Wed., 9/14 | JV Boys Soccer | West Haven | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 4-1 | |
| Wed., 9/14 | FR Boys Soccer | Shelton | Away - Shelton HS-Upper Field [Directions] | 3:45 p.m. | L 1-4 | |
| Wed., 9/14 | JV Girls Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | W 1-0 | |
| Wed., 9/14 | V Girls Swimming and Diving | Sacred Heart Academy | Away - Albertus Magnus-Cosgrove Marcus Messer Athletic Center [Directions] | 4:00 p.m. | Guilford 98 Sacred Heart Academy 65 | |
| Wed., 9/14 | V Girls Volleyball | Mercy | Away - Mercy HS-Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Wed., 9/14 | JV Girls Volleyball | Mercy | Away - Mercy HS-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 9/15 | V Boys Soccer | Hamden | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 2-0 | |
| Thu., 9/15 | FR Boys Soccer | East Lyme | Away - East Lyme HS-Back Soccer Field [Directions] | 4:15 p.m. | L 1-4 | |
| Thu., 9/15 | V Girls Volleyball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 9/15 | JV Girls Volleyball | Foran | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/16 | V Football | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 7:00 p.m. | W 28-7 | |
| Fri., 9/16 | JV Boys Soccer | Hamden | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 9/16 | V Field Hockey | Cheshire | Away - Cheshire High Main Game field [Directions] | 4:00 p.m. | OT-L 1-2 | |
| Fri., 9/16 | JV Field Hockey | Cheshire | Away - Cheshire HS-FIeld Hockey grass field [Directions] | 5:30 p.m. | W 6-2 | |
| Fri., 9/16 | V Girls Soccer | East Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | W 8-2 | |
| Sat., 9/17 | V Boys Cross Country | Wilton | Away - Allen's Meadow-XC Course [Directions] | 9:00 a.m. | ||
| Sat., 9/17 | JV Football | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:30 a.m. | W 40-7 | |
| Sat., 9/17 | V Boys Soccer | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | W 3-0 | |
| Sat., 9/17 | JV Boys Soccer | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | Canceled | Cancelled | |
| Sat., 9/17 | FR Boys Soccer | Fairfield Prep | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 11:00 a.m. | L 2-4 | |
| Sat., 9/17 | V Girls Cross Country | Wilton | Away - Allen's Meadow-XC Course [Directions] | 9:00 a.m. | ||
| Sat., 9/17 | JV Girls Soccer | East Haven | Home - Guilford HS-New Turf field at GHS [Directions] | 10:30 a.m. | W 7-0 | |
| Mon., 9/19 | V Girls Swimming and Diving | Jonathan Law | Away - Foran HS -Pool [Directions] | 5:00 p.m. | Guilford 90 Law 86 | |
| Mon., 9/19 | JV Girls Volleyball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | Postponed | W 2-0 | |
| Tue., 9/20 | V Boys Cross Country | Amity, North Haven, West Haven | Home - Guilford HS-East River Preserve [Directions] | 4:00 p.m. | ||
| Tue., 9/20 | V Boys Soccer | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 3:45 p.m. | W 2-1 | |
| Tue., 9/20 | V Girls Cross Country | Amity, North Haven, West Haven | Home - Guilford HS-East River Preserve [Directions] | 4:00 p.m. | ||
| Tue., 9/20 | V Field Hockey | Lauralton Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 5-2 | |
| Tue., 9/20 | JV Field Hockey | Lauralton Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | W 5-0 | |
| Tue., 9/20 | V Girls Soccer | Lauralton Hall | Away - Lauralton Hall-Turf Field [Directions] | 3:45 p.m. | W 6-0 | |
| Tue., 9/20 | FR Girls Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | W 3-2 | |
| Wed., 9/21 | V Boys Soccer | Notre Dame-West Haven | Away - Veterans Memorial Park (West Haven, CT)-Field [Directions] | 4:00 p.m. | W 1-0 | |
| Wed., 9/21 | JV Boys Soccer | Amity | Away - Amity Regional HS-AHS Grass Field # 3 [Directions] | 3:45 p.m. | W 1-0 | |
| Wed., 9/21 | FR Boys Soccer | Amity | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | W 4-0 | |
| Wed., 9/21 | FR Field Hockey | Cheshire | Away - Cheshire HS-FIeld Hockey grass field [Directions] | 4:00 p.m. | T 1-1 | |
| Wed., 9/21 | JV Girls Soccer | Lauralton Hall | Away - Lauralton Hall-Soccer Field [Directions] | 3:45 p.m. | Cancelled | |
| Wed., 9/21 | V Girls Volleyball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 5:15 p.m. | W 3-1 | |
| Wed., 9/21 | JV Girls Volleyball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 9/22 | V Field Hockey | Darien | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | L 2-6 | |
| Thu., 9/22 | JV Field Hockey | Darien | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:30 p.m. | L 0-6 | |
| Thu., 9/22 | FR Girls Soccer | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | Postponed | ||
| Thu., 9/22 | V Girls Swimming and Diving | Mercy | Home - Walsh Intermediate - Branford-Pool [Directions] | 3:45 p.m. | Guilford 101 Mercy 75 | |
| Fri., 9/23 | V Football | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | 7:00 p.m. | L 20-47 | |
| Fri., 9/23 | JV Boys Soccer | Notre Dame-West Haven | Away - Veterans Memorial Park (West Haven, CT)-Field [Directions] | 4:00 p.m. | W 5-1 | |
| Fri., 9/23 | V Girls Soccer | Foran | Away - Foran HS -Brewster Field [Directions] | 5:30 p.m. | L 1-3 | |
| Fri., 9/23 | JV Girls Soccer | Foran | Away - Foran HS -Brewster Field [Directions] | 7:15 p.m. | W 4-0 | |
| Fri., 9/23 | V Girls Swimming and Diving | Old Lyme/Valley Reg/Old Saybrook | Away - East Lyme HS-East Lyme Aquatics Center [Directions] | 4:00 p.m. | Guilford 102 Old Lyme Co-op 76 | |
| Fri., 9/23 | V Girls Volleyball | Jonathan Law | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 3-1 | |
| Fri., 9/23 | JV Girls Volleyball | Jonathan Law | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 9/24 | V Boys Cross Country | Ocean State Invitational | Away - Not Listed-Goddard State Park-Warwick | TBA | ||
| Sat., 9/24 | JV Football | West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:30 a.m. | W 26-24 | |
| Sat., 9/24 | V Field Hockey | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 2:30 p.m. | W 3-0 | |
| Sat., 9/24 | JV Field Hockey | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | W 3-1 | |
| Sat., 9/24 | FR Girls Soccer | Amity | Away - Amity Regional HS-AHS Grass Field # 2 [Directions] | 10:30 a.m. | W 4-1 | |
| Sat., 9/24 | FR Girls Volleyball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 10:30 a.m. | W 3-0 | |
| Tue., 9/27 | V Boys Soccer | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 6:30 p.m. | T 0-0 | |
| Tue., 9/27 | JV Girls Soccer | Morgan | Away - Indian River Complex-Turf Field [Directions] | 5:00 p.m. | L 1-3 | |
| Tue., 9/27 | V Girls Swimming and Diving | Hamden | Away - Hamden HS-HHS Pool [Directions] | 4:00 p.m. | Guilford 94 Hamden 84 | |
| Tue., 9/27 | V Girls Volleyball | West Haven | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 3-1 | |
| Tue., 9/27 | JV Girls Volleyball | West Haven | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 9/27 | FR Girls Volleyball | Sacred Heart Academy | Home - Guilford HS-Aux gym at GHS [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 9/27 | Unified Sports Soccer | Unified Soccer at DHHS | Away - Not Listed-Daniel Hand HS - Madison | 3:00 p.m. | ||
| Wed., 9/28 | JV Boys Soccer | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 3:45 p.m. | L 1-3 | |
| Wed., 9/28 | FR Boys Soccer | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 6:00 p.m. | L 1-2 | |
| Wed., 9/28 | V Field Hockey | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 3:45 p.m. | W 8-0 | |
| Wed., 9/28 | JV Field Hockey | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 5:15 p.m. | W 7-0 | |
| Wed., 9/28 | FR Field Hockey | Sacred Heart Academy | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | T 0-0 | |
| Wed., 9/28 | V Girls Soccer | Sheehan | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 3:45 p.m. | L 0-2 | |
| Wed., 9/28 | V Girls Swimming and Diving | Sheehan | Home - Walsh Intermediate - Branford-Pool [Directions] | 3:45 p.m. | Guilford 96 Sheehan 82 | |
| Wed., 9/28 | V Girls Volleyball | Branford | Away - Branford HS-Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 9/28 | JV Girls Volleyball | Branford | Away - Branford HS-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 9/29 | V Boys Cross Country | SCC Divisional Meet | Home - Guilford HS-Guilford Fair grounds [Directions] | 4:00 p.m. | ||
| Thu., 9/29 | V Boys Cross Country | SCC Divisional Championship Boys Hammonasset & Quinnipiac | Home - Guilford HS-Guilford Fair grounds [Directions] | 4:30 p.m. | ||
| Thu., 9/29 | V Boys Cross Country | SCC Divisional Championship Boys Housatonic & Oronoque | Home - Guilford HS-Guilford Fair grounds [Directions] | 5:30 p.m. | ||
| Thu., 9/29 | V Girls Cross Country | SCC Divisional Championship Girls Hammonasset & Quinnipiac | Home - Guilford HS-Guilford Fair grounds [Directions] | 4:00 p.m. | ||
| Thu., 9/29 | V Girls Cross Country | SCC Divisional Championship Girls Housatonic & Oronoque | Home - Guilford HS-Guilford Fair grounds [Directions] | 5:00 p.m. | ||
| Thu., 9/29 | V Girls Cross Country | SCC Divisional Meet | Home - Guilford HS-Guilford Fair grounds [Directions] | TBA | ||
| Thu., 9/29 | V Field Hockey | Mercy | Home - Guilford HS-New Turf field at GHS [Directions] | 3:45 p.m. | W 8-1 | |
| Thu., 9/29 | JV Field Hockey | Mercy | Home - Guilford HS-New Turf field at GHS [Directions] | 5:30 p.m. | W 8-0 | |
| Thu., 9/29 | V Girls Soccer | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/29 | JV Girls Soccer | Sheehan | Away - PRAGEMANN PARK [Directions] | 3:45 p.m. | W 3-0 | |
| Fri., 9/30 | V Football | Lyman Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 44-7 | |
| Fri., 9/30 | JV Boys Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/30 | JV Girls Soccer | Branford | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 3-2 | |
| Fri., 9/30 | V Girls Volleyball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 3-1 | |
| Fri., 9/30 | JV Girls Volleyball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/30 | FR Girls Volleyball | Daniel Hand | Home - Guilford HS-Aux gym at GHS [Directions] | 3:45 p.m. | W 2-0 | |
| Sat., 10/1 | JV Football | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 10:30 a.m. | W 35-0 | |
| Sat., 10/1 | V Boys Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 5:00 p.m. | L 1-2 | |
| Sat., 10/1 | V Field Hockey | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 2:00 p.m. | W 1-0 | |
| Sat., 10/1 | JV Field Hockey | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 3:15 p.m. | W 4-0 | |
| Sat., 10/1 | V Girls Swimming and Diving | Shoreline Invitational | Home - Walsh Intermediate - Branford-Pool [Directions] | 9:00 a.m. | ||
| Mon., 10/3 | V Boys Soccer | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 1-0 | |
| Mon., 10/3 | FR Boys Soccer | Daniel Hand | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | W 3-0 | |
| Mon., 10/3 | V Girls Cross Country | Wilton, Fairfield Warde, St. Joseph, Trumbull | Away - Allen's Meadow-XC Course [Directions] | 4:00 p.m. | ||
| Mon., 10/3 | FR Field Hockey | Daniel Hand | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | W 1-0 | |
| Mon., 10/3 | V Girls Soccer | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 0-1 | |
| Mon., 10/3 | JV Girls Soccer | Daniel Hand | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 3-2 | |
| Mon., 10/3 | V Girls Volleyball | Lyman Hall | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 0-3 | |
| Mon., 10/3 | JV Girls Volleyball | Lyman Hall | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Mon., 10/3 | FR Girls Volleyball | Shelton | Home - Guilford HS-Aux gym at GHS [Directions] | 4:00 p.m. | L 1-3 | |
| Tue., 10/4 | JV Boys Soccer | Daniel Hand | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | L 0-4 | |
| Tue., 10/4 | FR Field Hockey | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:00 p.m. | W 5-2 | |
| Tue., 10/4 | V Girls Swimming and Diving | Foran | Home - Walsh Intermediate - Branford-Pool [Directions] | 3:45 p.m. | Guilford 92 Foran 84 | |
| Tue., 10/4 | V Girls Volleyball | Mercy | Home - Guilford HS-Main gym at GHS [Directions] | 4:45 p.m. | W 3-1 | |
| Tue., 10/4 | JV Girls Volleyball | Mercy | Home - Guilford HS-Main gym at GHS [Directions] | 3:30 p.m. | W 2-0 | |
| Tue., 10/4 | Unified Sports Soccer | Unified Soccer at Coginchaug | Away - Not Listed-Coginchaug HS | 3:00 p.m. | ||
| Thu., 10/6 | FR Boys Soccer | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | W 6-1 | |
| Thu., 10/6 | V Field Hockey | Hamden | Away - Hamden HS-HHS Turf #1 [Directions] | 5:30 p.m. | W 4-0 | |
| Thu., 10/6 | JV Field Hockey | Hamden | Away - Hamden HS-HHS Turf #1 [Directions] | 6:45 p.m. | W 5-0 | |
| Thu., 10/6 | V Girls Swimming and Diving | East Haven/Cross/Hillhouse/SHA | Home - Walsh Intermediate - Branford-Pool [Directions] | 3:45 p.m. | Guilford 91 East Haven/cross/Hillhouse 60 | |
| Thu., 10/6 | V Girls Volleyball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Thu., 10/6 | JV Girls Volleyball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 10/7 | V Boys Soccer | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | 7:00 p.m. | T 1-1 | |
| Fri., 10/7 | JV Boys Soccer | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | 5:30 p.m. | W 1-0 | |
| Fri., 10/7 | V Girls Soccer | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 2-6 | |
| Fri., 10/7 | JV Girls Soccer | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 2-0 | |
| Sat., 10/8 | V Boys Cross Country | Ponaganset Invitational at North Scituate, RI | Away - Not Listed-TBA | 11:00 a.m. | ||
| Sat., 10/8 | FR Boys Soccer | Notre Dame-West Haven | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 11:00 a.m. | L 1-2 | |
| Sat., 10/8 | V Field Hockey | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:30 p.m. | W 6-0 | |
| Sat., 10/8 | JV Field Hockey | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:00 p.m. | W 8-1 | |
| Sat., 10/8 | FR Girls Volleyball | Shelton | Away - Shelton HS-Murray Gymnasium [Directions] | 10:00 a.m. | W 3-2 | |
| Mon., 10/10 | V Field Hockey | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:00 p.m. | W 4-0 | |
| Mon., 10/10 | JV Field Hockey | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:30 p.m. | W 9-0 | |
| Tue., 10/11 | V Boys Cross Country | Lyman Hall, Career Magnet, Fairfield Prep | Away - Wharton Brook State Park [Directions] | 4:00 p.m. | ||
| Tue., 10/11 | V Boys Soccer | Hamden | Away - Hamden HS-HHS Turf #2 [Directions] | 5:00 p.m. | W 2-0 | |
| Tue., 10/11 | JV Boys Soccer | Hamden | Away - Hamden HS-HHS Turf #2 [Directions] | 6:30 p.m. | T 0-0 | |
| Tue., 10/11 | V Girls Cross Country | Lyman Hall, Lauralton Hall, Career Magnet | Away - Wharton Brook State Park [Directions] | 4:00 p.m. | ||
| Tue., 10/11 | V Girls Soccer | East Haven | Away - East Haven HS-EHHS Turf Field & Track [Directions] | 5:30 p.m. | W 7-0 | |
| Tue., 10/11 | V Girls Swimming and Diving | West Haven | Away - West Haven HS-Swimming Pool [Directions] | 4:00 p.m. | Guilford 99 West Haven 69 | |
| Tue., 10/11 | V Girls Volleyball | Hillhouse | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 10/11 | JV Girls Volleyball | Hillhouse | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Wed., 10/12 | FR Boys Soccer | Shelton | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | L 2-4 | |
| Wed., 10/12 | V Field Hockey | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 5-0 | |
| Wed., 10/12 | JV Field Hockey | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | W 5-0 | |
| Wed., 10/12 | FR Field Hockey | Cheshire | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | L 0-4 | |
| Wed., 10/12 | V Girls Swimming and Diving | Shelton | Home - Walsh Intermediate - Branford-Pool [Directions] | 3:45 p.m. | Guilford 93 West Haven 80 | |
| Wed., 10/12 | V Girls Volleyball | Hamden | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 3-0 | |
| Wed., 10/12 | JV Girls Volleyball | Hamden | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 10/13 | V Field Hockey | North Haven | Away - North Haven MS-East Turf Field [Directions] | 4:00 p.m. | W 6-0 | |
| Thu., 10/13 | JV Field Hockey | North Haven | Away - North Haven MS-East Turf Field [Directions] | 5:30 p.m. | W 8-0 | |
| Thu., 10/13 | V Girls Soccer | Lauralton Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 2-1 | |
| Thu., 10/13 | FR Girls Soccer | Cheshire | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/14 | V Football | Bassick | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 60-0 | |
| Fri., 10/14 | JV Girls Soccer | Lauralton Hall | Home - Bittner Park-Bittner Park Soccer [Directions] | Postponed | ||
| Fri., 10/14 | V Girls Volleyball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 5:00 p.m. | W 3-2 | |
| Fri., 10/14 | JV Girls Volleyball | Jonathan Law | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 10/14 | FR Girls Volleyball | East Lyme | Home - Guilford HS-Main Gym GHS [Directions] | 4:30 p.m. | W 3-0 | |
| Sat., 10/15 | V Boys Soccer | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:15 p.m. | W 1-0 | |
| Sat., 10/15 | JV Boys Soccer | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:30 a.m. | W 2-1 | |
| Sat., 10/15 | FR Boys Soccer | Fairfield Prep | Away - Fairfield University-Barlow Field [Directions] | 10:00 a.m. | L 2-5 | |
| Sat., 10/15 | FR Field Hockey | Stonington | Away - Stonington HS-Palmer Field (Turf Stadium) [Directions] | 1:30 p.m. | L 1-2 | |
| Sat., 10/15 | V Girls Soccer | Career/Hillhouse | Home - Guilford HS-New Turf field at GHS [Directions] | 11:00 a.m. | W 8-0 | |
| Sat., 10/15 | FR Girls Soccer | Amity | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 11:00 a.m. | W 2-1 | |
| Sat., 10/15 | FR Girls Volleyball | Amity | Home - Guilford HS-Main gym at GHS [Directions] | 11:00 a.m. | W 3-0 | |
| Mon., 10/17 | V Boys Soccer | Notre Dame-West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 1-0 | |
| Mon., 10/17 | V Girls Soccer | Foran | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 4-0 | |
| Mon., 10/17 | V Girls Volleyball | West Haven | Away - West Haven HS-Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Mon., 10/17 | JV Girls Volleyball | West Haven | Away - West Haven HS-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 10/18 | V Field Hockey | Shelton | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 7-0 | |
| Tue., 10/18 | JV Field Hockey | Shelton | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:30 p.m. | W 6-0 | |
| Tue., 10/18 | JV Girls Soccer | Foran | Home - Bittner Park-Bittner Park Soccer [Directions] | Postponed | ||
| Wed., 10/19 | V Boys Cross Country | SCC Championship | Home - Guilford HS-East Shore Park, New Haven [Directions] | 4:00 p.m. | ||
| Wed., 10/19 | V Boys Soccer | Sheehan | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 4:30 p.m. | W 1-0 | |
| Wed., 10/19 | FR Boys Soccer | Amity | Away - Amity Regional HS-AHS Grass Field # 2 [Directions] | 3:45 p.m. | W 2-1 | |
| Wed., 10/19 | V Girls Cross Country | SCC Championship | Home - Guilford HS-East Shore Park, New Haven [Directions] | 1:00 p.m. | ||
| Wed., 10/19 | V Girls Soccer | Career/Hillhouse | Away - Boulevard Field-Soccer Field II [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 10/20 | V Field Hockey | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 6:30 p.m. | W 2-1 | |
| Thu., 10/20 | JV Field Hockey | Branford | Away - Branford HS-Grass Field [Directions] | 4:30 p.m. | T 1-1 | |
| Thu., 10/20 | V Girls Swimming and Diving | Branford | Away - Walsh Intermediate - Branford-Pool [Directions] | 4:00 p.m. | Guilford 89 Branford 65 | |
| Thu., 10/20 | V Girls Volleyball | Morgan | Away - Morgan School-Gym [Directions] | 5:30 p.m. | L 2-3 | |
| Thu., 10/20 | JV Girls Volleyball | Morgan | Away - Morgan School-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 10/21 | V Football | Jonathan Law | Away - Jonathan Law HS-Lawmen Stadium [Directions] | 7:00 p.m. | W 35-33 | |
| Fri., 10/21 | FR Field Hockey | Amity | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 10/21 | V Girls Soccer | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | W 3-2 | |
| Fri., 10/21 | V Girls Volleyball | Branford | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 3-1 | |
| Fri., 10/21 | JV Girls Volleyball | Branford | Home - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 10/22 | JV Football | Jonathan Law | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 10:30 a.m. | W 52-19 | |
| Sat., 10/22 | V Boys Soccer | Xavier | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 1-2 | |
| Sat., 10/22 | JV Boys Soccer | Xavier | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | T 1-1 | |
| Sat., 10/22 | FR Boys Soccer | Cheshire | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 11:00 a.m. | W 6-0 | |
| Sat., 10/22 | FR Field Hockey | Glastonbury | Home - Guilford HS-Maturo Field [Directions] | 11:00 a.m. | W 6-0 | |
| Sat., 10/22 | JV Girls Soccer | Sheehan | Home - Guilford HS-New Turf field at GHS [Directions] | Canceled | Cancelled | |
| Mon., 10/24 | V Boys Soccer | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 0-3 | |
| Mon., 10/24 | JV Boys Soccer | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:45 p.m. | T 0-0 | |
| Mon., 10/24 | V Girls Soccer | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 6:30 p.m. | W 3-2 | |
| Mon., 10/24 | V Girls Swimming and Diving | Fitch/Stonington/Wheeler/NL | Away - UCONN Avery Point-Pool [Directions] | 3:45 p.m. | Guilford 89 Fitch 81 | |
| Mon., 10/24 | V Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 6:30 p.m. | W 3-1 | |
| Mon., 10/24 | JV Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 5:15 p.m. | W 2-0 | |
| Mon., 10/24 | FR Girls Volleyball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 10/25 | V Boys Cross Country | Old Saybrook | Away - Old Saybrook HS-Old Saybrook Campus [Directions] | 4:00 p.m. | ||
| Tue., 10/25 | V Field Hockey | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:00 p.m. | W 4-1 | |
| Tue., 10/25 | JV Field Hockey | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 5:30 p.m. | W 2-1 | |
| Tue., 10/25 | JV Girls Soccer | Morgan | Home - Bittner Park-Bittner Park Soccer [Directions] | Postponed | ||
| Tue., 10/25 | FR Girls Volleyball | East Lyme | Away - East Lyme HS-South Gym [Directions] | 4:15 p.m. | W 3-0 | |
| Wed., 10/26 | JV Girls Soccer | Branford | Away - Branford HS-Grass Field [Directions] | Postponed | ||
| Thu., 10/27 | JV Boys Soccer | Notre Dame-West Haven | Home - Bittner Park-Bittner Park Soccer [Directions] | 3:45 p.m. | W 3-1 | |
| Thu., 10/27 | FR Field Hockey | Westbrook/Old Lyme Coop | Home - Guilford HS-Maturo Field [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/27 | V Girls Volleyball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 10/28 | FR Boys Soccer | Xavier | Home - Long Hill Park-Guilford-Soccer Field (Front) [Directions] | 3:45 p.m. | L 1-9 | |
| Fri., 10/28 | V Girls Volleyball | Hale Ray | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | L 0-3 | |
| Fri., 10/28 | JV Girls Volleyball | Hale Ray | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | W 2-0 | |
| Sat., 10/29 | V Football | Woodstock Academy | Away - The Woodstock Academy - Charles Bentley Athletic C-Bentley Turf [Directions] | 12:00 p.m. | W 46-29 | |
| Sat., 10/29 | FR Boys Soccer | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 10:00 a.m. | W 3-0 | |
| Fri., 11/4 | V Football | Foran | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 34-35 | |
| Sat., 11/5 | JV Football | Foran | Away - Foran HS -Foran High School - Turf Field [Directions] | 10:00 a.m. | W 18-16 | |
| Thu., 11/10 | V Girls Volleyball | Woodstock Academy | Home - Guilford HS-Main gym at GHS [Directions] | 5:00 p.m. | L 1-3 | |
| Sat., 11/12 | V Boys Soccer | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | W 1-0 (5-3 on PKs) | |
| Thu., 11/17 | V Football | East Haven | Away - East Haven HS-EHHS Turf Field & Track [Directions] | 7:00 p.m. | W 40-14 | |
| Wed., 11/23 | V Football | Daniel Hand | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 25-28 | |
| Tue., 11/29 | Unified Sports Basketball | Unified Basketball @ DHHS | Away - Not Listed-Daniel Hand HS - Madison | 3:00 p.m. | ||
| Wed., 12/7 | V Girls Ice Hockey | Greenwich | Home - East Haven HS-Veterans Rink [Directions] | 4:30 p.m. | W 2-1 | |
| Fri., 12/9 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | W 7-5 | |
| Mon., 12/12 | JV Boys Ice Hockey | New Milford | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 7:55 p.m. | ||
| Wed., 12/14 | V Wrestling | Branford | Away - Branford HS-Gym [Directions] | 7:00 p.m. | Branford 41 Guilford 39 | |
| Wed., 12/14 | V Girls Basketball | Sacred Heart Academy | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | L 37-66 | |
| Wed., 12/14 | JV Girls Basketball | Sacred Heart Academy | Home - Guilford HS-Main Gym GHS [Directions] | 4:15 p.m. | L 10-45 | |
| Thu., 12/15 | V Boys Basketball | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 62-30 | |
| Thu., 12/15 | JV Boys Basketball | East Haven | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | W 66-37 | |
| Thu., 12/15 | FR Boys Basketball | East Haven | Home - Guilford HS-Main gym at GHS [Directions] | 3:45 p.m. | W 58-22 | |
| Thu., 12/15 | V Girls Ice Hockey | West Haven/SHA | Home - East Haven HS-Veterans Rink [Directions] | 4:15 p.m. | L 4-3 (OT) | |
| Fri., 12/16 | V Co-ed Fencing | Co-ed Var Fencing vs Center for Global Studies (Norwalk) | Home - Guilford HS-Aux gym at GHS [Directions] | Postponed | ||
| Sat., 12/17 | V Boys Ice Hockey | West Haven Coop | Away - West Haven HS-Bennett Rink [Directions] | 1:00 p.m. | W 8-3 | |
| Sat., 12/17 | V Wrestling | Guilford Invitational | Home - Guilford HS-Main gym at GHS [Directions] | 9:00 a.m. | 6th/17 | |
| Sat., 12/17 | V Girls Basketball | Somers | Away - Somers HS-Somers High School Gymnasium [Directions] | 1:30 p.m. | L 39-41 | |
| Sat., 12/17 | JV Girls Basketball | Somers | Away - Somers HS-Somers High School Gymnasium [Directions] | 12:00 p.m. | W 47-25 | |
| Mon., 12/19 | V Boys Indoor Track | SCC Boys Developmental | Away - Floyd Little Athletic Center-Field House | 5:30 p.m. | ||
| Mon., 12/19 | V Boys Swimming and Diving | Notre Dame-West Haven | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 97-69 W | |
| Mon., 12/19 | V Girls Ice Hockey | Daniel Hand Coop | Home - East Haven HS-Veterans Rink [Directions] | 8:00 p.m. | L 3-4 | |
| Tue., 12/20 | V Boys Basketball | Amity | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | W 70-33 | |
| Tue., 12/20 | JV Boys Basketball | Amity | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | W 62-30 | |
| Tue., 12/20 | FR Boys Basketball | Amity | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | W 45-28 | |
| Tue., 12/20 | V Co-ed Fencing | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | Postponed | ||
| Tue., 12/20 | JV Co-ed Fencing | Co-ed JV Fencing @ Hand | Away - Not Listed-Daniel Hand HS | 6:30 p.m. | ||
| Tue., 12/20 | V Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 7:00 p.m. | L 57-72 | |
| Tue., 12/20 | JV Girls Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 5:15 p.m. | L 66-26 | |
| Tue., 12/20 | V Girls Indoor Track | SCC Girls Developmental | Away - Floyd Little Athletic Center-Field House | 5:30 p.m. | ||
| Wed., 12/21 | V Boys Ice Hockey | East Catholic | Home - East Haven HS-Veterans Rink [Directions] | 4:00 p.m. | W 5-0 | |
| Wed., 12/21 | V Wrestling | Morgan | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Guilford 55 Morgan 21 | |
| Wed., 12/21 | V Co-ed Fencing | Greenwich | Home - Guilford HS-Aux gym at GHS [Directions] | 6:00 p.m. | ||
| Wed., 12/21 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 3:15 p.m. | L 3-4 | |
| Thu., 12/22 | V Boys Indoor Track | Hillhouse Holiday Relays (JV) | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | ||
| Thu., 12/22 | V Girls Basketball | Ellington | Away - Ellington HS-Gym [Directions] | 6:15 p.m. | L 30-42 | |
| Thu., 12/22 | JV Girls Basketball | Ellington | Away - Ellington HS-Gym [Directions] | 4:30 p.m. | L 15-42 | |
| Thu., 12/22 | V Girls Indoor Track | Hillhouse Holiday Relays (JV) | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | ||
| Fri., 12/23 | V Wrestling | Ledyard, Foran, New Fairfield | Away - Ledyard HS-Judy Standish Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 12/27 | V Boys Ice Hockey | Yarmouth (ME) | Away - Yarmouth MS | 6:00 p.m. | W 5-4 | |
| Tue., 12/27 | V Girls Ice Hockey | Woodstock Academy Coop | Away - Pomfret School-Jahn Rink [Directions] | 12:00 p.m. | L 1-3 | |
| Wed., 12/28 | V Boys Ice Hockey | John Bapst (ME) | Away - John Bapst Memorial HS | 2:00 p.m. | W 7-2 | |
| Fri., 12/30 | V Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 6:00 p.m. | L 60-51 | |
| Fri., 12/30 | JV Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 4:15 p.m. | L 66-67 | |
| Fri., 12/30 | FR Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 2:45 p.m. | L 37-51 | |
| Fri., 12/30 | V Boys Indoor Track | Relay Rust Buster Invitational | Away - SCSU-Field House | 4:00 p.m. | ||
| Fri., 12/30 | V Wrestling | Whippet Duals | Away - Windham HS-Callahan Gymnasium | 10:00 a.m. | Guilford 54 Waterford 30 Guilford 51 East Lyme 29 Guilford 53 Fitch 25 Windham 58 Guilfrord 19 | |
| Fri., 12/30 | V Girls Indoor Track | Relay Rust Buster Invitational | Away - SCSU-Field House | 4:00 p.m. | ||
| Mon., 1/2 | V Boys Ice Hockey | Daniel Hand | Away - Northford-Red [Directions] | 3:00 p.m. | W 6-5 | |
| Tue., 1/3 | V Boys Indoor Track | SCC Boys Developmental | Away - Floyd Little Athletic Center-Field House | 5:30 p.m. | ||
| Tue., 1/3 | V Boys Swimming and Diving | Milford Boys Swimming & Diving Team | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 97-75 W | |
| Tue., 1/3 | V Girls Basketball | Branford | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | W 51-37 | |
| Tue., 1/3 | JV Girls Basketball | Branford | Home - Guilford HS-Main Gym GHS [Directions] | 4:15 p.m. | W 26-20 | |
| Wed., 1/4 | V Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 7:00 p.m. | W 56-36 | |
| Wed., 1/4 | JV Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 5:30 p.m. | W 50-37 | |
| Wed., 1/4 | FR Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 4:00 p.m. | W 52-33 | |
| Wed., 1/4 | V Boys Ice Hockey | Lyman Hall | Away - Northford-Red [Directions] | 3:45 p.m. | W 5-3 | |
| Wed., 1/4 | V Wrestling | Haddam-Killingworth | Away - Haddam Killingworth MS-Gym 1 [Directions] | 6:00 p.m. | HK 54 Guilford 24 | |
| Wed., 1/4 | V Girls Indoor Track | SCC Girls Developmental | Away - Floyd Little Athletic Center-Field House | 5:30 p.m. | ||
| Thu., 1/5 | V Boys Indoor Track | Wintergreen Invitational | Away - SCSU-Field House | 4:00 p.m. | ||
| Thu., 1/5 | JV Co-ed Fencing | Morgan | Away - Morgan School-Gym [Directions] | 6:30 p.m. | ||
| Thu., 1/5 | V Girls Gymnastics | Jonathan Law, Ellington/Tolland | Away - Jonathan Law HS-North Gymnasium [Directions] | 6:00 p.m. | DH 139.3, E/T 135.2, JL 126.1 | |
| Thu., 1/5 | V Girls Indoor Track | Wintergreen Invitational | Away - SCSU-Field House | 4:00 p.m. | ||
| Fri., 1/6 | V Boys Basketball | Hamden | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | L 57-62 | |
| Fri., 1/6 | JV Boys Basketball | Hamden | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | W 62-59 | |
| Fri., 1/6 | FR Boys Basketball | Hamden | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | W 49-35 | |
| Fri., 1/6 | V Girls Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 7:00 p.m. | L 36-50 | |
| Fri., 1/6 | JV Girls Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 5:15 p.m. | W 35-34 | |
| Sat., 1/7 | V Boys Ice Hockey | North Branford | Home - East Haven HS-Veterans Rink [Directions] | 3:15 p.m. | W 6-4 | |
| Sat., 1/7 | JV Wrestling | Bristol Eastern, Avon, Berlin, Branford, Bristol Central, East Hartford, Enfield, Farmington, Ledyard, Middletown, TBA, New Fairfield, New Milford, Pomperaug, Wethersfield, Hall | Away - Bristol Eastern HS-Gym | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Sat., 1/7 | V Co-ed Fencing | Morgan | Away - Morgan HS-Gym 1 [Directions] | 10:15 a.m. | ||
| Mon., 1/9 | V Boys Ice Hockey | Wethersfield | Away - Newington-Blue Rink [Directions] | 5:30 p.m. | L 3-10 | |
| Mon., 1/9 | V Boys Indoor Track | SCC Novice Meet | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | ||
| Mon., 1/9 | V Girls Indoor Track | SCC Novice Meet | Away - Floyd Little Athletic Center-Field House | 4:00 p.m. | ||
| Tue., 1/10 | V Boys Basketball | Fairfield Prep | Away - Fairfield University-Leo T. Mahoney Arena [Directions] | 7:00 p.m. | L 65-49 | |
| Tue., 1/10 | JV Boys Basketball | Fairfield Prep | Away - Fairfield University-Leo T. Mahoney Arena [Directions] | 5:15 p.m. | W 58-41 | |
| Tue., 1/10 | FR Boys Basketball | Fairfield Prep | Away - Fairfield University-Leo T. Mahoney Arena [Directions] | 3:45 p.m. | W 45-42 | |
| Tue., 1/10 | V Co-ed Fencing | Cheshire | Away - Cheshire HS [Directions] | 6:30 p.m. | ||
| Tue., 1/10 | V Girls Basketball | West Haven | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | L 47-79 | |
| Tue., 1/10 | JV Girls Basketball | West Haven | Home - Guilford HS-Main Gym GHS [Directions] | 4:15 p.m. | L 21-47 | |
| Tue., 1/10 | V Girls Gymnastics | Foran | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 134.85, F 119.45 | |
| Tue., 1/10 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | W 2-1 | |
| Wed., 1/11 | V Boys Indoor Track | Barber Invitational | Away - SCSU-Field House | 4:00 p.m. | ||
| Wed., 1/11 | V Wrestling | Notre Dame-West Haven | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Guilford 49 ND 26 | |
| Wed., 1/11 | V Co-ed Fencing | Hopkins School | Home - Guilford HS-Aux gym at GHS [Directions] | 6:00 p.m. | ||
| Wed., 1/11 | V Girls Indoor Track | Barber Invitational | Away - SCSU-Field House | 4:00 p.m. | ||
| Thu., 1/12 | V Co-ed Alpine Skiing | Coed Ski Race #1 @ Southington | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 1/12 | V Girls Gymnastics | South Windsor, Stonington | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 139.0, S 125.4, SW 82.0 | |
| Fri., 1/13 | V Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 7:00 p.m. | W 67-38 | |
| Fri., 1/13 | JV Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 5:15 p.m. | W 58-49 | |
| Fri., 1/13 | FR Boys Basketball | Sheehan | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 3:45 p.m. | W 61-50 | |
| Fri., 1/13 | V Girls Basketball | Shelton | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | W 54-21 | |
| Fri., 1/13 | JV Girls Basketball | Shelton | Home - Guilford HS-Main Gym GHS [Directions] | 4:15 p.m. | W 36-22 | |
| Fri., 1/13 | FR Girls Basketball | Shelton | Home - Guilford HS-Main Gym GHS [Directions] | Canceled | Cancelled | |
| Fri., 1/13 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Blue Rink [Directions] | 8:30 p.m. | L 3-5 | |
| Sat., 1/14 | V Boys Ice Hockey | Amity | Home - East Haven HS-Veterans Rink [Directions] | 3:15 p.m. | W 6-3 | |
| Sat., 1/14 | V Wrestling | John Chacho Dual Meet | Away - Staples HS-Staples Gym | 8:45 a.m. | Guilford 41 Fairfield Prep 27 Guilford 48 Ludlowe 30 Guilford 60 Stratford 18 Foran 39 Guilford 33 | |
| Sat., 1/14 | JV Co-ed Fencing | Co-ed JV Fencing Tournament @ North Haven | Away - Not Listed-North Haven HS | 8:00 a.m. | ||
| Mon., 1/16 | V Girls Gymnastics | Fairfield Ludlowe | Away - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 [Directions] | 10:00 a.m. | DH 139.9, FW 136.75, FL 128.2 | |
| Mon., 1/16 | V Girls Gymnastics | Fairfield Warde | Away - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 [Directions] | 10:00 a.m. | ||
| Mon., 1/16 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - East Haven HS-Veterans Rink [Directions] | 1:00 p.m. | W 7-1 | |
| Tue., 1/17 | V Boys Swimming and Diving | Cheshire | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 90-71 W | |
| Tue., 1/17 | V Wrestling | Fairfield Prep | Away - Fairfield University-Leo T. Mahoney Arena [Directions] | 6:00 p.m. | Fairfield Prep 37 Guilford 31 | |
| Tue., 1/17 | V Co-ed Fencing | Co-ed Var Fencing @ Ridgefield (Way of the Sword Fencing) | Away - Not Listed | 5:00 p.m. | ||
| Tue., 1/17 | V Girls Basketball | Daniel Hand | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | L 33-54 | |
| Tue., 1/17 | JV Girls Basketball | Daniel Hand | Home - Guilford HS-Main Gym GHS [Directions] | 4:15 p.m. | L 23-38 | |
| Tue., 1/17 | V Girls Gymnastics | Hamden | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 6:00 p.m. | DH 129.2-64.8 | |
| Wed., 1/18 | V Boys Ice Hockey | Sheehan | Away - Choate Rosemary Hall-Ice Rink [Directions] | 7:00 p.m. | T 3-3 | |
| Wed., 1/18 | V Co-ed Fencing | Morgan | Home - Guilford HS-Aux gym at GHS [Directions] | 6:00 p.m. | ||
| Thu., 1/19 | V Boys Basketball | Daniel Hand | Away - Daniel Hand HS-Polson Gym/DHHS Campus [Directions] | 7:00 p.m. | W 46-40 | |
| Thu., 1/19 | JV Boys Basketball | Daniel Hand | Away - Daniel Hand HS-Polson Gym/DHHS Campus [Directions] | 5:15 p.m. | W 52-41 | |
| Thu., 1/19 | FR Boys Basketball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 3:45 p.m. | L 36-57 | |
| Thu., 1/19 | V Boys Swimming and Diving | Lyman Hall | Away - Sheehan HS-Sheehan HS Pool [Directions] | 5:00 p.m. | 95-82 W | |
| Thu., 1/19 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 8:30 p.m. | L 1-2 | |
| Fri., 1/20 | V Co-ed Fencing | Fairfield Warde | Away - Holy Family Church [Directions] | Canceled | Cancelled | |
| Fri., 1/20 | V Girls Basketball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 7:00 p.m. | L 35-66 | |
| Fri., 1/20 | JV Girls Basketball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 5:15 p.m. | L 13-61 | |
| Sat., 1/21 | V Boys Indoor Track | SCC Coaches Invitational | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Sat., 1/21 | V Wrestling | Colter Abely Wrestling Tournament | Away - Mercy HS-Gym | 8:00 a.m. | 9th/19 | |
| Sat., 1/21 | V Co-ed Fencing | Hopkins School | Away - Hopkins School | 9:00 a.m. | ||
| Sat., 1/21 | V Girls Ice Hockey | Simsbury | Away - Simsbury Farms Ice Rink-Ice Rink [Directions] | 12:30 p.m. | L 0-2 | |
| Sat., 1/21 | V Girls Indoor Track | SCC Coaches Invitational | Away - Floyd Little Athletic Center-Field House | 9:00 a.m. | ||
| Mon., 1/23 | V Boys Basketball | Foran | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | W 54-37 | |
| Mon., 1/23 | JV Boys Basketball | Foran | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | W 43-30 | |
| Mon., 1/23 | FR Boys Basketball | Foran | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | W 58-53 | |
| Mon., 1/23 | V Boys Swimming and Diving | Amity | Away - High Plains Community Cn-Orange Community Center Pool [Directions] | 6:45 p.m. | 97-84 L | |
| Mon., 1/23 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 8:00 p.m. | W 4-2 | |
| Tue., 1/24 | V Boys Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 7:00 p.m. | W 57-30 | |
| Tue., 1/24 | JV Boys Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:15 p.m. | W 50-46 | |
| Tue., 1/24 | FR Boys Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 3:45 p.m. | W 51-34 | |
| Tue., 1/24 | V Co-ed Fencing | Daniel Hand | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Tue., 1/24 | V Girls Basketball | North Haven | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | L 41-60 | |
| Tue., 1/24 | JV Girls Basketball | North Haven | Home - Guilford HS-Main Gym GHS [Directions] | 4:15 p.m. | L 17-49 | |
| Tue., 1/24 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy, Valley Regional | Home - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 7:00 p.m. | DH 141.05, Co 127.4, VR 121.9, M 120.05 | |
| Wed., 1/25 | V Boys Ice Hockey | North Haven | Home - East Haven HS-Veterans Rink [Directions] | 8:00 p.m. | L 3-8 | |
| Thu., 1/26 | V Boys Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 7:00 p.m. | W 45-42 | |
| Thu., 1/26 | JV Boys Basketball | Daniel Hand | Home - Guilford HS-Main gym at GHS [Directions] | 5:15 p.m. | W 59-37 | |
| Thu., 1/26 | FR Boys Basketball | Daniel Hand | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | L 46-49 | |
| Thu., 1/26 | V Co-ed Alpine Skiing | Coed Ski Race #3 @ Southington | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 1/26 | V Co-ed Fencing | North Haven | Away - North Haven HS-Auxiliary Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 1/26 | V Girls Ice Hockey | Hamden Coop | Home - East Haven HS-Veterans Rink [Directions] | 4:00 p.m. | L 0-2 | |
| Fri., 1/27 | V Co-ed Fencing | Greenwich | Away - Central MS-Gym 1 [Directions] | 6:00 p.m. | ||
| Fri., 1/27 | V Girls Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | L 44-55 | |
| Fri., 1/27 | JV Girls Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | 4:15 p.m. | L 34-39 | |
| Fri., 1/27 | FR Girls Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | Canceled | Cancelled | |
| Sat., 1/28 | V Boys Indoor Track | SCC East Sectional Meet | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Sat., 1/28 | V Wrestling | TFC Kevin Miller Tourney | Away - East Hartford HS | 9:30 a.m. | Guilford 69 Granby 6 Guilford 39 New London 37 Newtown 46 Guilford 21 Branford 42 Guilford 40 | |
| Sat., 1/28 | V Girls Basketball | Ellington | Home - Guilford HS-Main gym at GHS [Directions] | 1:00 p.m. | L 29-39 | |
| Sat., 1/28 | JV Girls Basketball | Ellington | Home - Guilford HS-Main gym at GHS [Directions] | 11:30 a.m. | W 35-26 | |
| Sat., 1/28 | V Girls Ice Hockey | Avon | Home - East Haven HS-Veterans Rink [Directions] | 2:30 p.m. | L 7-0 | |
| Sat., 1/28 | V Girls Indoor Track | SCC East Sectional Meet | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Mon., 1/30 | V Girls Gymnastics | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 6:30 p.m. | DH 141.4; F 129.35 | |
| Tue., 1/31 | V Boys Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | L 45-59 | |
| Tue., 1/31 | JV Boys Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | L 46-86 | |
| Tue., 1/31 | FR Boys Basketball | Hillhouse | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | L 38-46 | |
| Tue., 1/31 | V Boys Swimming and Diving | Fairfield Prep | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 97-84 L | |
| Tue., 1/31 | V Co-ed Alpine Skiing | Coed Ski Race #2 @ Southington | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Tue., 1/31 | V Girls Basketball | Branford | Away - Branford HS-Gym [Directions] | 6:00 p.m. | W 38-27 | |
| Tue., 1/31 | JV Girls Basketball | Branford | Away - Branford HS-Gym [Directions] | 4:15 p.m. | W 42-27 | |
| Wed., 2/1 | V Boys Ice Hockey | Daniel Hand | Home - East Haven HS-Veterans Rink [Directions] | 4:00 p.m. | L 4-3 OT | |
| Wed., 2/1 | V Wrestling | Xavier | Home - Guilford HS-Main gym at GHS [Directions] | 6:30 p.m. | Xavier 70 Guilford 12 | |
| Wed., 2/1 | V Co-ed Fencing | Co-ed Var Fencing @ Cheshire Academy | Away - Not Listed | 6:30 p.m. | ||
| Thu., 2/2 | V Boys Swimming and Diving | Hamden | Away - Hamden HS-HHS Pool [Directions] | 4:00 p.m. | 99-87 L | |
| Thu., 2/2 | V Wrestling | Jonathan Law | Away - Jonathan Law HS-North Gymnasium [Directions] | 7:00 p.m. | Guilford 47 Law 31 | |
| Thu., 2/2 | V Co-ed Alpine Skiing | Coed Ski Race #4 @ Southington | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 2/2 | JV Co-ed Fencing | Daniel Hand | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Fri., 2/3 | V Boys Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 7:00 p.m. | W 63-58 | |
| Fri., 2/3 | JV Boys Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 5:15 p.m. | L 41-53 | |
| Fri., 2/3 | FR Boys Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 3:45 p.m. | W 37-36 | |
| Fri., 2/3 | V Girls Basketball | Sheehan | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | L 26-48 | |
| Fri., 2/3 | JV Girls Basketball | Sheehan | Home - Guilford HS-Main Gym GHS [Directions] | 4:15 p.m. | L 19-29 | |
| Sat., 2/4 | V Boys Indoor Track | SCC Championship Meet | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | ||
| Sat., 2/4 | V Wrestling | New Fairfield, Bethel, Branford, Haddam-Killingworth, Londonberry (NH), Masuk, Nonnewaug, Ridgefield | Away - New Fairfield HS-High School Gym | 9:30 a.m. | Guilford 48 Nonnewaug 36 New Fairfield 49 Guilford 30 Guilford 45 Londonderry 27 Ridgefield 48 Guilford 30 | |
| Sat., 2/4 | JV Co-ed Fencing | Novice Tournament | Home - Guilford HS-Aux gym at GHS [Directions] | 8:00 a.m. | ||
| Sat., 2/4 | V Girls Gymnastics | Woodstock Academy, East Lyme/Waterford/St Bernard, Killingly | Away - Deary's Gymnastics [Directions] | 4:30 p.m. | DH 139.2; WA 137.45; K 132.0 | |
| Sat., 2/4 | V Girls Ice Hockey | Masuk Coop | Home - East Haven HS-Veterans Rink [Directions] | 3:15 p.m. | W 3-2 | |
| Sat., 2/4 | V Girls Indoor Track | SCC Championship Meet | Away - Floyd Little Athletic Center-Field House | 10:00 a.m. | ||
| Mon., 2/6 | V Boys Basketball | Wolcott Tech | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | W 74-47 | |
| Mon., 2/6 | JV Boys Basketball | Wolcott Tech | Home - Guilford HS-Main Gym GHS [Directions] | 4:30 p.m. | W 83-32 | |
| Mon., 2/6 | V Boys Swimming and Diving | Daniel Hand/Branford/Old Saybrook | Home - Walter Gawrych Community Pool [Directions] | 4:00 p.m. | 91-80 W | |
| Mon., 2/6 | V Co-ed Alpine Skiing | Coed Ski Shoot Outs Southington | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Tue., 2/7 | V Boys Basketball | Fairfield Prep | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | L 64-67 (3OT) | |
| Tue., 2/7 | JV Boys Basketball | Fairfield Prep | Home - Guilford HS-Aux gym at GHS [Directions] | 5:15 p.m. | L 37-39 | |
| Tue., 2/7 | FR Boys Basketball | Fairfield Prep | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | W 67-55 | |
| Tue., 2/7 | V Co-ed Alpine Skiing | Coed Ski S Shoot Out Southington | Home - Mt Southington [Directions] | Canceled | Cancelled | |
| Tue., 2/7 | V Girls Basketball | West Haven | Away - West Haven HS-Gym [Directions] | 6:00 p.m. | L 42-68 | |
| Tue., 2/7 | JV Girls Basketball | West Haven | Away - West Haven HS-Gym [Directions] | 4:15 p.m. | L 25-26 | |
| Wed., 2/8 | V Boys Ice Hockey | East Haven Coop | Away - East Haven HS-Veterans Rink [Directions] | 6:00 p.m. | W 6-5(OT) | |
| Wed., 2/8 | V Co-ed Fencing | Cheshire | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Thu., 2/9 | V Co-ed Alpine Skiing | Coed Ski Race #5 @ Southington | Home - Mt Southington [Directions] | 4:00 p.m. | ||
| Thu., 2/9 | V Co-ed Fencing | Morgan | Away - Morgan HS-Gym 1 [Directions] | 6:30 p.m. | ||
| Fri., 2/10 | V Boys Basketball | Sheehan | Home - Guilford HS-Main Gym GHS [Directions] | 7:00 p.m. | W 78-32 | |
| Fri., 2/10 | JV Boys Basketball | Sheehan | Home - Guilford HS-Main Gym GHS [Directions] | 5:15 p.m. | W 54-31 | |
| Fri., 2/10 | FR Boys Basketball | Sheehan | Home - Guilford HS-Main Gym GHS [Directions] | 3:45 p.m. | W 40-31 | |
| Fri., 2/10 | V Co-ed Fencing | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 6:30 p.m. | ||
| Fri., 2/10 | V Girls Basketball | Shelton | Away - Shelton HS-Murray Gymnasium [Directions] | 7:00 p.m. | L 25-34 | |
| Fri., 2/10 | JV Girls Basketball | Shelton | Away - Shelton HS-Murray Gymnasium [Directions] | 5:15 p.m. | W 39-32 | |
| Fri., 2/10 | V Girls Ice Hockey | New Canaan | Home - East Haven HS-Veterans Rink [Directions] | 8:45 p.m. | L 0-3 | |
| Sat., 2/11 | V Boys Ice Hockey | Watertown-Pomperaug | Home - East Haven HS-Veterans Rink [Directions] | 1:00 p.m. | W 4-2 | |
| Sat., 2/11 | V Girls Basketball | Somers | Home - Guilford HS-Main Gym GHS [Directions] | 1:30 p.m. | L 36-46 | |
| Sat., 2/11 | JV Girls Basketball | Somers | Home - Guilford HS-Main Gym GHS [Directions] | 12:00 p.m. | W 38-13 | |
| Sat., 2/11 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 6:30 p.m. | W 3-2 | |
| Mon., 2/13 | V Boys Basketball | Canton | Away - Canton HS-Gym [Directions] | 7:00 p.m. | W 63-43 | |
| Mon., 2/13 | JV Boys Basketball | Canton | Away - Canton HS-Gym [Directions] | 5:30 p.m. | W 60-38 | |
| Mon., 2/13 | FR Boys Basketball | Canton | Away - Canton HS-Gym [Directions] | 4:00 p.m. | W 59-19 | |
| Mon., 2/13 | V Girls Basketball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 7:00 p.m. | L 37-69 | |
| Mon., 2/13 | JV Girls Basketball | Daniel Hand | Away - Daniel Hand HS-DHHS Gym [Directions] | 5:15 p.m. | L 28-38 | |
| Mon., 2/13 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - East Haven HS-Veterans Rink [Directions] | 6:45 p.m. | W 3-1 | |
| Tue., 2/14 | V Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 7:00 p.m. | W 46-31 | |
| Tue., 2/14 | JV Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 5:15 p.m. | W 37-32 | |
| Tue., 2/14 | FR Boys Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 3:45 p.m. | W 38-25 | |
| Tue., 2/14 | V Boys Swimming and Diving | Xavier | Away - CCSU-Swimming Pool [Directions] | 6:00 p.m. | 88-80 W | |
| Tue., 2/14 | V Co-ed Fencing | Fairfield Warde | Home - Guilford HS-Aux gym at GHS [Directions] | 6:30 p.m. | ||
| Tue., 2/14 | V Girls Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 6:00 p.m. | L 38-57 | |
| Tue., 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 141.7; VR 128.95; M 120.75; Co 97.95 | |
| Wed., 2/15 | V Boys Ice Hockey | Branford | Home - East Haven HS-Veterans Rink [Directions] | 4:30 p.m. | L 5-8 | |
| Wed., 2/15 | JV Girls Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | 4:15 p.m. | Cancelled | |
| Thu., 2/16 | V Co-ed Fencing | North Haven | Away - North Haven HS-Auxiliary Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 2/17 | V Boys Basketball | East Haven | Away - East Haven HS-Gym [Directions] | 7:00 p.m. | W 86-57 | |
| Fri., 2/17 | JV Boys Basketball | East Haven | Away - East Haven HS-Gym [Directions] | 5:15 p.m. | W 53-45 | |
| Fri., 2/17 | FR Boys Basketball | East Haven | Away - East Haven HS-Gym [Directions] | 3:45 p.m. | W 60-38 | |
| Fri., 2/17 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 2:00 p.m. | W 5-4 (OT) | |
| Sat., 2/18 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:30 p.m. | L 5-9 | |
| Mon., 2/20 | V Boys Basketball | Abbott Tech | Home - Guilford HS-Main Gym GHS [Directions] | 6:00 p.m. | W 51-30 | |
| Mon., 2/20 | JV Boys Basketball | Abbott Tech | Home - Guilford HS-Main Gym GHS [Directions] | 4:30 p.m. | W 65-27 | |
| Mon., 2/20 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Home - East Haven HS-Veterans Rink [Directions] | 4:30 p.m. | W 6-3 | |
| Mon., 2/20 | JV Wrestling | Simsbury, Amity, Avon, Berlin, Bloomfield, Bristol Central, Bristol Eastern, Conard, Danbury, East Hartford, Enfield, Fairfield Warde, Farmington, Glastonbury, Foran, Maloney, Manchester, Middletown, TBA, New Britain, New Fairfield, New Milford, Newtown, | Away - Simsbury HS-Gym 2 | 9:30 a.m. | ||
| Wed., 2/22 | V Boys Ice Hockey | Cheshire | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | L 5-7 | |
| Sat., 2/25 | V Boys Ice Hockey | Eastern CT Eagles | Away - Norwich - Rose Garden-RoseGarden Arena [Directions] | 5:15 p.m. | W 5-4 | |
| Sat., 2/25 | V Boys Swimming and Diving | SCC Dive Championship | Away - Sheehan HS-Sheehan HS Pool | 9:00 a.m. | ||
| Sat., 2/25 | V Co-ed Fencing | Co-ed Var Fencing Conference Championships | Away - Not Listed-North Haven HS | 9:00 a.m. | ||
| Mon., 2/27 | V Boys Ice Hockey | Hamden | Home - East Haven HS-Veterans Rink [Directions] | 4:30 p.m. | W 5-2 | |
| Mon., 2/27 | V Boys Swimming and Diving | SCC Qualifying Meet | Away - Cheshire Community Pool | 4:00 p.m. | ||
| Wed., 3/1 | V Boys Swimming and Diving | SCC Championship Meet | Away - SCSU-Field House | 4:30 p.m. | ||
| Sat., 3/4 | V Co-ed Fencing | Co-ed Var Fencing Individual States | Away - Not Listed-Jewish Community Center- Woodbridge CT | 9:00 a.m. | ||
| Sat., 3/11 | V Co-ed Fencing | Co-ed Var Fencing Team States | Away - Not Listed-St. Bernards | 10:00 a.m. | ||
| Tue., 3/14 | Unified Sports Basketball | Unified Basketball at DHHS | Away - Not Listed-Daniel Hand HS | 3:00 p.m. | ||
| Sat., 4/1 | V Co-ed Crew | East Lyme | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Mon., 4/3 | V Baseball | Middletown | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 4/3 | V Boys Golf | Notre Dame-West Haven | Home - Madison Country Club [Directions] | 2:00 p.m. | Guilford 179 ND 189 | |
| Mon., 4/3 | FR Boys Lacrosse | East Lyme | Away - East Lyme HS-Back Soccer Field [Directions] | 4:00 p.m. | W 6-2 | |
| Mon., 4/3 | V Boys Tennis | Hamden | Away - Tennis Courts- Hamden HS [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Mon., 4/3 | V Girls Lacrosse | Mercy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 17-2 | |
| Mon., 4/3 | JV Girls Lacrosse | Mercy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | W 16-1 | |
| Mon., 4/3 | V Softball | Daniel Hand | Away - Polson MS, Madison-DHHS SB Turf [Directions] | 4:00 p.m. | W 5-0 | |
| Mon., 4/3 | V Girls Tennis | Lauralton Hall | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 4/4 | V Boys Lacrosse | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 16-5 | |
| Tue., 4/4 | JV Boys Lacrosse | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 12-1 | |
| Tue., 4/4 | V Girls Tennis | North Haven | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Wed., 4/5 | V Baseball | Jonathan Law | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 3-2 | |
| Wed., 4/5 | FR Baseball | East Lyme | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 3:45 p.m. | W 11-10 | |
| Wed., 4/5 | V Boys Outdoor Track | Lyman Hall, Jonathan Law | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 3:45 p.m. | ||
| Wed., 4/5 | V Boys Tennis | Sheehan | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Wed., 4/5 | V Girls Outdoor Track | Lyman Hall, Jonathan Law | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 3:45 p.m. | ||
| Wed., 4/5 | V Softball | Sheehan | Home - Guilford HS-Varsity softball field [Directions] | 3:45 p.m. | W 9-3 | |
| Thu., 4/6 | JV Baseball | Jonathan Law | Away - Jonathan Law HS-Baseball Field [Directions] | 4:30 p.m. | W 18-8 | |
| Thu., 4/6 | FR Baseball | North Haven | Home - Guilford HS-Baseball Diamond [Directions] | 3:45 p.m. | L 2-4 | |
| Thu., 4/6 | V Boys Golf | Hamden | Away - Laurel View Golf Course [Directions] | 2:45 p.m. | Guilford 174 Hamden 187 | |
| Thu., 4/6 | FR Boys Lacrosse | Cheshire | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 11-5 | |
| Thu., 4/6 | V Girls Lacrosse | Branford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 17-4 | |
| Thu., 4/6 | V Softball | Branford | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 9-3 | |
| Thu., 4/6 | V Girls Tennis | Fitch | Away - Fitch HS-Main Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Sat., 4/8 | V Baseball | Morgan | Away - Indian River Complex-Baseball Field [Directions] | 11:00 a.m. | W 17-5 | |
| Sat., 4/8 | JV Baseball | Morgan | Away - Indian River Complex-Baseball Field [Directions] | 1:30 p.m. | W 13-3 | |
| Sat., 4/8 | V Boys Lacrosse | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 12:00 p.m. | W 15-11 | |
| Sat., 4/8 | JV Boys Lacrosse | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 2:30 p.m. | W 7-6 | |
| Sat., 4/8 | V Boys Outdoor Track | Hand Hammonassett Froshmore Invitational | Away - Not Listed | 9:00 a.m. | ||
| Sat., 4/8 | JV Boys Outdoor Track | Hammonasset Freshman Invite | Away - Daniel Hand HS-DHHS Track | 9:00 a.m. | ||
| Sat., 4/8 | V Girls Lacrosse | Fitch | Away - Groton MS-Groton Middle School-Turf Feld [Directions] | 2:00 p.m. | W 16-1 | |
| Sat., 4/8 | JV Girls Lacrosse | Fitch | Away - Groton MS-Groton Middle School-Turf Feld [Directions] | 3:30 p.m. | W 14-4 | |
| Sat., 4/8 | V Girls Outdoor Track | Hammonasset Freshman Invite | Away - Daniel Hand HS-DHHS Track | 9:00 a.m. | ||
| Sat., 4/8 | V Girls Outdoor Track | Hand Freshman Invitational | Away - Not Listed | 9:00 a.m. | ||
| Sat., 4/8 | V Softball | Darien | Home - Guilford HS-Varsity softball field [Directions] | 12:00 p.m. | W 10-0 | |
| Mon., 4/10 | V Baseball | Daniel Hand | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | L 0-2 | |
| Mon., 4/10 | FR Baseball | Daniel Hand | Home - Adams MS-Adams BB field [Directions] | 4:00 p.m. | L 2-18 | |
| Mon., 4/10 | V Boys Tennis | Jonathan Law | Away - Jonathan Law HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Mon., 4/10 | V Girls Lacrosse | Lauralton Hall | Away - Lauralton Hall-Turf Field [Directions] | 3:45 p.m. | W 17-7 | |
| Mon., 4/10 | JV Girls Lacrosse | Lauralton Hall | Away - Lauralton Hall-Turf Field [Directions] | 5:15 p.m. | Cancelled | |
| Mon., 4/10 | V Girls Tennis | Cheshire | Away - Cheshire HS-Tennis Courts [Directions] | 1:00 p.m. | W 5-2 [Detailed Results] | |
| Tue., 4/11 | V Baseball | Wilton | Away - Wilton HS-Varsity Baseball Field [Directions] | 2:00 p.m. | W 4-1 | |
| Tue., 4/11 | JV Baseball | Daniel Hand | Away - Town Campus - Madison-Baseball Field [Directions] | 4:00 p.m. | L 3-4 | |
| Tue., 4/11 | V Boys Lacrosse | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 6:00 p.m. | W 14-5 | |
| Tue., 4/11 | JV Boys Lacrosse | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 4:00 p.m. | W 6-5 | |
| Tue., 4/11 | V Boys Outdoor Track | Foran, North Haven | Away - Foran HS -Foran High School Track [Directions] | 11:00 a.m. | ||
| Tue., 4/11 | JV Girls Lacrosse | North Branford | Away - North Branford HS-NBHS Front Field [Directions] | 3:00 p.m. | W 10-6 | |
| Tue., 4/11 | V Girls Outdoor Track | Foran, North Haven | Away - Foran HS -Foran High School Track [Directions] | 11:00 a.m. | ||
| Tue., 4/11 | V Softball | Waterford | Away - Waterford HS-Lancer Softball Field Turf [Directions] | 12:00 p.m. | L 1-4 | |
| Tue., 4/11 | V Girls Tennis | Waterford | Home - Guilford HS-GHS Tennis Courts [Directions] | 1:30 p.m. | W 6-1 [Detailed Results] | |
| Wed., 4/12 | V Baseball | West Haven | Away - West Haven HS-Whitey Piurek Field [Directions] | 3:45 p.m. | L 5-11 | |
| Wed., 4/12 | V Girls Lacrosse | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 14-2 | |
| Wed., 4/12 | JV Girls Lacrosse | Sheehan | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | W 9-4 | |
| Wed., 4/12 | V Softball | West Haven | Home - Guilford HS-Varsity softball field [Directions] | 11:00 a.m. | W 10-5 | |
| Thu., 4/13 | JV Baseball | West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | L 0-1 | |
| Thu., 4/13 | V Boys Lacrosse | Simsbury | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:30 p.m. | L 6-11 | |
| Thu., 4/13 | JV Boys Lacrosse | Simsbury | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | Postponed | ||
| Thu., 4/13 | V Boys Tennis | Xavier | Away - Wesleyan University-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Thu., 4/13 | V Girls Lacrosse | Wilton | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 12:00 p.m. | L 3-18 | |
| Thu., 4/13 | JV Girls Lacrosse | Wilton | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:30 p.m. | L 1-18 | |
| Thu., 4/13 | V Girls Tennis | Amity | Away - Amity Regional HS-Tennis Courts [Directions] | 12:00 p.m. | L 1-6 | |
| Fri., 4/14 | V Baseball | Cheshire | Away - Dunkin Donuts Park [Directions] | 3:30 p.m. | W 7-3 | |
| Fri., 4/14 | FR Baseball | Cheshire | Away - Cheshire HS-Baseball Diamond [Directions] | 10:30 a.m. | L 2-8 | |
| Fri., 4/14 | V Softball | Sacred Heart Academy | Away - Sacred Heart Academy-Softball Diamond [Directions] | 4:00 p.m. | L 2-3 | |
| Sat., 4/15 | JV Baseball | Cheshire | Home - Guilford HS-Baseball Diamond [Directions] | 10:30 a.m. | W 4-1 | |
| Mon., 4/17 | V Baseball | Wilbur Cross | Away - Rice Field-Rice Field 1 [Directions] | 3:45 p.m. | W 10-4 | |
| Mon., 4/17 | V Boys Golf | Daniel Hand | Home - Madison Country Club [Directions] | 2:15 p.m. | Hand 150 Guilford 176 | |
| Mon., 4/17 | FR Boys Lacrosse | Fairfield Prep | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | L 3-12 | |
| Mon., 4/17 | V Girls Lacrosse | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 14-7 | |
| Mon., 4/17 | JV Girls Lacrosse | Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | W 11-1 | |
| Mon., 4/17 | V Softball | Career Magnet | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 23-0 | |
| Tue., 4/18 | V Boys Lacrosse | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 15-7 | |
| Tue., 4/18 | JV Boys Lacrosse | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 11-3 | |
| Tue., 4/18 | V Boys Tennis | Branford | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Tue., 4/18 | V Girls Tennis | Branford | Away - Branford HS-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Wed., 4/19 | V Baseball | Notre Dame-West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | L 9-11 | |
| Wed., 4/19 | FR Baseball | Notre Dame-West Haven | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | W 13-4 | |
| Wed., 4/19 | V Boys Golf | Amity | Home - Madison Country Club [Directions] | 2:00 p.m. | Guilford 180 Amity 163 | |
| Wed., 4/19 | FR Boys Lacrosse | Daniel Hand | Away - Daniel Hand HS-Janssen Field #2/DHHS Campus [Directions] | 3:45 p.m. | W 6-5 | |
| Wed., 4/19 | V Co-ed Crew | Crew Race vs Old Lyme at Rogers Lake, Old Lyme | Away - Not Listed-ROgers Lake | 3:45 p.m. | ||
| Wed., 4/19 | V Girls Lacrosse | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | L 9-10 | |
| Wed., 4/19 | JV Girls Lacrosse | East Lyme | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | L 3-8 | |
| Wed., 4/19 | V Softball | Shelton | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 22-2 | |
| Thu., 4/20 | JV Baseball | Notre Dame-West Haven | Away - Painter Park-Harry Noyes Baseball Field [Directions] | 4:00 p.m. | L 8-14 | |
| Thu., 4/20 | V Boys Lacrosse | Notre Dame-West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 8-12 | |
| Thu., 4/20 | JV Boys Lacrosse | Notre Dame-West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | L 2-6 | |
| Thu., 4/20 | V Softball | Jonathan Law | Away - Jonathan Law HS-Softball Field [Directions] | 3:45 p.m. | L 0-4 | |
| Thu., 4/20 | V Girls Tennis | Mercy | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Fri., 4/21 | V Baseball | Foran | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 10-6 | |
| Fri., 4/21 | FR Baseball | Foran | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | W 19-9 | |
| Fri., 4/21 | FR Boys Lacrosse | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 4:30 p.m. | W 6-5 | |
| Fri., 4/21 | V Boys Outdoor Track | Xavier CT Distance Festival | Away - Not Listed | 3:45 p.m. | ||
| Fri., 4/21 | V Boys Tennis | Fairfield Prep | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Fri., 4/21 | V Girls Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 4:00 p.m. | W 13-8 | |
| Fri., 4/21 | JV Girls Lacrosse | Fairfield Ludlowe | Away - Fairfield Ludlowe HS-Taft Field [Directions] | 5:30 p.m. | L 3-15 | |
| Sat., 4/22 | JV Baseball | Foran | Away - Foran HS -Ken Walker FIeld [Directions] | 10:00 a.m. | W 6-5 | |
| Sat., 4/22 | FR Baseball | North Haven | Away - North Haven MS-Bailey Road Baseball Field [Directions] | 2:00 p.m. | L 4-9 | |
| Sat., 4/22 | V Boys Lacrosse | Waterford | Away - Waterford HS-Alumni Turf Field/Track [Directions] | 11:00 a.m. | W 14-2 | |
| Sat., 4/22 | JV Boys Lacrosse | Waterford | Away - Waterford HS-Alumni Turf Field/Track [Directions] | 9:15 a.m. | W 11-2 | |
| Sat., 4/22 | V Boys Outdoor Track | Hillhouse Invitational | Away - Not Listed | 9:00 a.m. | ||
| Sat., 4/22 | V Co-ed Crew | Middletown | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Sat., 4/22 | FR Girls Lacrosse | North Haven | Away - North Haven MS-East Turf Field [Directions] | 11:00 a.m. | L 3-4 | |
| Sat., 4/22 | V Girls Outdoor Track | Mongovan Invitational | Away - Not Listed | 9:00 a.m. | ||
| Mon., 4/24 | V Baseball | East Haven | Away - East Haven HS-Baseball Field [Directions] | 3:45 p.m. | W 12-2 | |
| Mon., 4/24 | FR Baseball | East Haven | Away - Kennedy Field - The Pit-Kennedy Field the Pit [Directions] | 3:45 p.m. | W 11-1 | |
| Mon., 4/24 | V Boys Golf | Cheshire | Away - Farms Country club [Directions] | 2:30 p.m. | Guilford 179 Cheshire 168 | |
| Mon., 4/24 | FR Boys Lacrosse | Notre Dame-West Haven | Away - Notre Dame HS-Veteran's Stadium [Directions] | 3:45 p.m. | W 14-5 | |
| Mon., 4/24 | V Boys Tennis | Daniel Hand | Away - Daniel Hand HS-Polson Tennis Courts/DHHS Campus [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Mon., 4/24 | V Girls Lacrosse | Daniel Hand | Away - Madison Surf Club-Turf Field [Directions] | 6:00 p.m. | L 9-12 | |
| Mon., 4/24 | JV Girls Lacrosse | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 4:00 p.m. | L 0-13 | |
| Mon., 4/24 | V Girls Tennis | Sheehan | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Tue., 4/25 | JV Baseball | East Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | L 4-6 | |
| Tue., 4/25 | V Boys Lacrosse | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 4-14 | |
| Tue., 4/25 | JV Boys Lacrosse | Cheshire | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | L 2-6 | |
| Tue., 4/25 | V Boys Tennis | Amity | Away - Amity Regional HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Tue., 4/25 | V Girls Tennis | Shelton | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Wed., 4/26 | V Baseball | East Lyme | Away - East Lyme HS-Bride Brook Park Baseball Diamond (ELPR) [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 4/26 | JV Baseball | East Lyme | Away - East Lyme HS-Veterans Memorial Baseball Field (ELPR) [Directions] | 4:00 p.m. | L 3-13 | |
| Wed., 4/26 | V Boys Golf | Branford | Home - Madison Country Club [Directions] | 2:15 p.m. | Guilford 164 Branford 172 | |
| Wed., 4/26 | V Boys Outdoor Track | Hillhouse, Notre Dame-West Haven | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Wed., 4/26 | FR Girls Lacrosse | Amity | Home - Guilford HS-@ Long Hill Road [Directions] | 4:00 p.m. | W 7-3 | |
| Wed., 4/26 | V Girls Outdoor Track | Hillhouse, Sacred Heart Academy | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Wed., 4/26 | V Softball | Daniel Hand | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 1-0 | |
| Thu., 4/27 | FR Baseball | East Lyme | Away - East Lyme HS-Veterans Memorial Baseball Field (ELPR) [Directions] | 4:00 p.m. | L 3-7 | |
| Thu., 4/27 | V Boys Golf | Morgan | Home - Madison Country Club [Directions] | 2:15 p.m. | Morgan 191 Guilford 169 | |
| Thu., 4/27 | FR Boys Lacrosse | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 4:00 p.m. | W 7-6 | |
| Thu., 4/27 | V Boys Tennis | Cheshire | Home - Guilford HS-GHS Tennis Courts [Directions] | 5:00 p.m. | L 3-4 [Detailed Results] | |
| Thu., 4/27 | V Girls Lacrosse | Simsbury | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | L 8-10 | |
| Thu., 4/27 | JV Girls Lacrosse | Simsbury | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | ||
| Thu., 4/27 | FR Girls Lacrosse | East Lyme | Home - Guilford HS-@ Long Hill Road [Directions] | 4:00 p.m. | L 2-14 | |
| Thu., 4/27 | V Softball | East Lyme | Away - East Lyme HS-Veteran Memorial Softball Field (ELPR) [Directions] | 4:15 p.m. | L 0-1 | |
| Fri., 4/28 | V Baseball | Jonathan Law | Away - Jonathan Law HS-Baseball Field [Directions] | 3:45 p.m. | W 9-2 | |
| Fri., 4/28 | JV Boys Lacrosse | Old Saybrook | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 9-6 | |
| Fri., 4/28 | V Boys Tennis | North Haven | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Fri., 4/28 | V Softball | Sheehan | Away - Sheehan HS-Sheehan HS Softball Field [Directions] | 3:45 p.m. | W 3-1 | |
| Sat., 4/29 | JV Baseball | Jonathan Law | Home - Guilford HS-Baseball Diamond [Directions] | 10:30 a.m. | ||
| Sat., 4/29 | V Boys Lacrosse | Joel Barlow | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | L 7-11 | |
| Sat., 4/29 | JV Boys Lacrosse | Joel Barlow | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 11:00 a.m. | W 11-10 | |
| Sat., 4/29 | V Co-ed Crew | Crew vs. Farmington | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Sat., 4/29 | JV Softball | Shelton | Home - Guilford HS-Varsity softball field [Directions] | Canceled | Cancelled | |
| Sat., 4/29 | JV Softball | Sheehan | Home - Guilford HS-Varsity softball field [Directions] | Canceled | Cancelled | |
| Sat., 4/29 | JV Softball | Shelton | Home - Guilford HS-Varsity softball field [Directions] | Canceled | Cancelled | |
| Mon., 5/1 | V Baseball | Daniel Hand | Away - Daniel Hand HS-Polson Baseball Field /DHHS Campus [Directions] | 4:00 p.m. | W 5-3 | |
| Mon., 5/1 | FR Baseball | Daniel Hand | Away - Town Campus - Madison-Baseball Field [Directions] | 4:00 p.m. | L 1-2 | |
| Mon., 5/1 | V Boys Golf | Xavier | Away - Portland Golf Course [Directions] | 2:00 p.m. | Guilford 173 Xavier 172 | |
| Mon., 5/1 | V Boys Lacrosse | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 6:00 p.m. | L 13-15 | |
| Mon., 5/1 | JV Boys Lacrosse | Xavier | Away - Xavier HS-Larry McHugh Field [Directions] | 4:30 p.m. | L 4-8 | |
| Mon., 5/1 | FR Boys Lacrosse | Amity | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | L 5-6 | |
| Mon., 5/1 | V Boys Tennis | Notre Dame-West Haven | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Mon., 5/1 | V Girls Lacrosse | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 16-13 | |
| Mon., 5/1 | JV Girls Lacrosse | Amity | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 4:00 p.m. | W 12-2 | |
| Mon., 5/1 | V Girls Tennis | Lauralton Hall | Away - Eisenhower Park [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Tue., 5/2 | V Boys Outdoor Track | Fairfield Prep | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Tue., 5/2 | V Boys Tennis | Fitch | Away - Fitch HS-Main Tennis Courts [Directions] | 5:00 p.m. | L 3-4 [Detailed Results] | |
| Tue., 5/2 | V Girls Outdoor Track | Lauralton Hall | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 3:45 p.m. | ||
| Wed., 5/3 | V Baseball | West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 5-3 | |
| Wed., 5/3 | V Boys Golf | East Haven, Lyman Hall | Away - Alling Memorial Golf Course [Directions] | 2:30 p.m. | Guilford 178 East Haven 197 Lyman Hall 198 | |
| Wed., 5/3 | V Boys Lacrosse | New Milford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | W 14-7 | |
| Wed., 5/3 | JV Boys Lacrosse | New Milford | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | W 6-6 | |
| Wed., 5/3 | FR Boys Lacrosse | East Lyme | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 7-5 | |
| Wed., 5/3 | V Softball | West Haven | Away - West Haven HS-Frank Biondi Field [Directions] | 7:00 p.m. | W 3-1 | |
| Wed., 5/3 | V Girls Tennis | Sacred Heart Academy | Away - Hamden MS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Thu., 5/4 | JV Baseball | West Haven | Away - Painter Park-Painter Park Upper (Noyes Field) [Directions] | 3:45 p.m. | W 12-0 | |
| Thu., 5/4 | V Softball | Sacred Heart Academy | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | W 6-5 | |
| Thu., 5/4 | V Girls Tennis | North Haven | Away - North Haven Athletic Complex-Tennis Courts [Directions] | 3:45 p.m. | W 4-0 [Detailed Results] | |
| Fri., 5/5 | V Baseball | Cheshire | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 12-6 | |
| Fri., 5/5 | FR Baseball | Cheshire | Home - Adams MS-Adams BB field [Directions] | 4:00 p.m. | W 8-6 | |
| Fri., 5/5 | FR Boys Lacrosse | St. Joseph | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 8-4 | |
| Fri., 5/5 | V Boys Outdoor Track | Middletown FR/SO Invitational @ Middletown HS | Away - Not Listed | Canceled | Cancelled | |
| Fri., 5/5 | V Boys Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Fri., 5/5 | V Girls Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Fri., 5/5 | V Girls Outdoor Track | Middletown FR/SO Invitational @ Middletown HS | Away - Not Listed | Canceled | Cancelled | |
| Sat., 5/6 | JV Baseball | Cheshire | Away - Cheshire HS-Baseball Diamond [Directions] | 10:30 a.m. | L 6-10 | |
| Sat., 5/6 | V Boys Lacrosse | Avon | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 1:00 p.m. | L 5-7 | |
| Sat., 5/6 | JV Boys Lacrosse | Avon | Home - Guilford HS-Kavanaugh Turf Field and Track [Directions] | Canceled | Cancelled | |
| Sat., 5/6 | V Boys Outdoor Track | ORG-JAKE INVITATIONAL | Away - Amity Regional HS-Amity HS Track | 9:00 a.m. | ||
| Sat., 5/6 | V Boys Outdoor Track | Org-Jake Spartan Invitational @ Amity HS | Away - Not Listed | Canceled | Cancelled | |
| Sat., 5/6 | FR Girls Lacrosse | Glastonbury | Home - Guilford HS-@ Long Hill Road [Directions] | 11:00 a.m. | L 2-6 | |
| Sat., 5/6 | V Girls Outdoor Track | Middletown Invitational @ Middletown HS | Away - Not Listed | Canceled | Cancelled | |
| Sat., 5/6 | V Girls Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 12:00 p.m. | ||||||
| Sat., 5/6 | JV Softball | Lyman Hall | Home - Guilford HS-Varsity softball field [Directions] | 10:00 a.m. | ||
| Sat., 5/6 | JV Softball | Shelton | Home - Guilford HS-Varsity softball field [Directions] | 11:00 a.m. | ||
| Sat., 5/6 | JV Softball | Hamden | Home - Guilford HS-Varsity softball field [Directions] | 12:00 p.m. | ||
| Sat., 5/6 | V Girls Tennis | Jonathan Law | Home - Guilford HS-Guilford racquet club [Directions] | 12:00 p.m. | W 7-0 [Detailed Results] | |
| Sun., 5/7 | V Co-ed Crew | Avon | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Sun., 5/7 | V Co-ed Crew | Stonington | Home - Guilford HS-Lake Quonnipaug [Directions] | 9:00 a.m. | ||
| Mon., 5/8 | V Baseball | Wilbur Cross | Home - Guilford HS-Baseball Diamond [Directions] | 4:15 p.m. | W 15-5 | |
| Mon., 5/8 | V Boys Golf | Cheshire | Home - Madison Country Club [Directions] | 2:00 p.m. | Cheshire 156 Guilford 166 | |
| Mon., 5/8 | V Boys Tennis | Fairfield Prep | Away - Fairfield University-Walsh Athletic Center - Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Mon., 5/8 | V Softball | Career Magnet | Away - East Shore Athletic Complex-Softball Field 2 [Directions] | 3:45 p.m. | W 16-4 | |
| Mon., 5/8 | V Girls Tennis | Cheshire | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Tue., 5/9 | JV Baseball | Wilbur Cross | Away - Rice Field-Rice Field 1 [Directions] | 3:45 p.m. | W 12-0 | |
| Tue., 5/9 | V Boys Lacrosse | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 6:00 p.m. | L 2-17 | |
| Tue., 5/9 | JV Boys Lacrosse | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 4:00 p.m. | L 4-14 | |
| Tue., 5/9 | V Boys Tennis | Daniel Hand | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Tue., 5/9 | V Girls Lacrosse | Cheshire | Away - Cheshire HS-Cheshire High School Main Game field [Directions] | 6:00 p.m. | L 7-12 | |
| Tue., 5/9 | JV Girls Lacrosse | Cheshire | Away - Cheshire HS-Bartlem Park [Directions] | 4:30 p.m. | L 7-13 | |
| Tue., 5/9 | V Softball | Branford | Away - Branford HS-Softball Field [Directions] | 4:00 p.m. | W 5-4 | |
| Wed., 5/10 | V Baseball | Notre Dame-West Haven | Away - West Haven HS-Whitey Piurek Field [Directions] | 6:00 p.m. | W 7-4 | |
| Wed., 5/10 | FR Baseball | Notre Dame-West Haven | Away - Painter Park-Harry Noyes Baseball Field [Directions] | 3:45 p.m. | L 5-6 | |
| Wed., 5/10 | V Boys Golf | Shelton | Home - Madison Country Club [Directions] | 2:00 p.m. | Shelton 162 Guilford 165 | |
| Wed., 5/10 | FR Boys Lacrosse | Daniel Hand | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 7-5 | |
| Wed., 5/10 | V Boys Outdoor Track | Career Magnet, Amity | Away - Bowen Field-Track [Directions] | 4:00 p.m. | ||
| Wed., 5/10 | V Girls Outdoor Track | Career Magnet, Amity | Away - Bowen Field-Track [Directions] | 4:00 p.m. | ||
| Wed., 5/10 | V Softball | Shelton | Away - Shelton HS-Softball Diamond [Directions] | 4:00 p.m. | W 15-0 | |
| Wed., 5/10 | V Girls Tennis | Daniel Hand | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Thu., 5/11 | JV Baseball | Notre Dame-West Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 6-5 | |
| Thu., 5/11 | V Boys Lacrosse | Daniel Hand | Away - Madison Surf Club-Turf Field [Directions] | 6:30 p.m. | L 8-10 | |
| Thu., 5/11 | JV Boys Lacrosse | Daniel Hand | Away - Madison Surf Club-Strong Field [Directions] | 4:00 p.m. | W 8-4 | |
| Thu., 5/11 | V Boys Tennis | Amity | Home - Guilford HS-GHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Thu., 5/11 | V Girls Lacrosse | Glastonbury | Away - Glastonbury HS-Field 1 [Directions] | 5:00 p.m. | W 17-7 | |
| Thu., 5/11 | JV Girls Lacrosse | Glastonbury | Away - Glastonbury HS-Field 1 [Directions] | 6:15 p.m. | W 7-6 | |
| Thu., 5/11 | V Girls Tennis | Amity | Home - Guilford HS-Guilford racquet club [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 5/12 | V Baseball | Foran | Away - Foran HS -Ken Walker FIeld [Directions] | 3:45 p.m. | W 6-5 | |
| Fri., 5/12 | FR Baseball | Foran | Away - Wasson Field - Milford-Baseball Field [Directions] | 3:45 p.m. | L 8-9 | |
| Fri., 5/12 | FR Girls Lacrosse | Glastonbury | Away - Glastonbury HS-Field 13 [Directions] | 4:00 p.m. | L 4-9 | |
| Sat., 5/13 | JV Baseball | Foran | Home - Guilford HS-Baseball Diamond [Directions] | 10:30 a.m. | W 8-1 | |
| Sat., 5/13 | FR Boys Lacrosse | Amity | Away - Amity Regional HS-AHS Grass Field # 3 [Directions] | 10:30 a.m. | ||
| Sat., 5/13 | FR Girls Lacrosse | North Haven | Home - Guilford HS-@ Long Hill Road [Directions] | 11:00 a.m. | W 6-0 | |
| Sat., 5/13 | V Girls Outdoor Track | Greater Hartford Invitational | Away - Not Listed | 9:00 a.m. | ||
| Sat., 5/13 | JV Softball | Amity | Home - Guilford HS-Varsity softball field [Directions] | 10:00 a.m. | ||
| Sat., 5/13 | JV Softball | Daniel Hand | Home - Guilford HS-Varsity softball field [Directions] | 11:00 a.m. | ||
| Sat., 5/13 | JV Softball | North Branford | Home - Guilford HS-Varsity softball field [Directions] | 12:00 p.m. | ||
| Mon., 5/15 | V Baseball | East Haven | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 5-3 | |
| Mon., 5/15 | FR Baseball | East Haven | Home - Long Hill Park-Guilford-Baseball Field [Directions] | 4:00 p.m. | W 10-9 | |
| Mon., 5/15 | V Boys Golf | Branford | Away - Pine Orchard Country Club [Directions] | 3:00 p.m. | Branford 161 Guilford 176 | |
| Mon., 5/15 | FR Boys Lacrosse | Fairfield Prep | Away - Fairfield University - Barlow Field-Barlow Field Fairfield University [Directions] | 4:00 p.m. | L 2-12 | |
| Mon., 5/15 | V Boys Tennis | Cheshire | Away - Cheshire HS-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Mon., 5/15 | V Girls Lacrosse | North Haven | Away - North Haven MS-East Turf Field [Directions] | 5:00 p.m. | W 19-6 | |
| Mon., 5/15 | JV Girls Lacrosse | North Haven | Away - North Haven MS-East Turf Field [Directions] | 5:00 p.m. | ||
| Mon., 5/15 | FR Girls Lacrosse | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:00 p.m. | L 0-13 | |
| Mon., 5/15 | V Softball | Jonathan Law | Home - Guilford HS-Varsity softball field [Directions] | 4:30 p.m. | L 0-3 | |
| Mon., 5/15 | V Girls Tennis | Nonnewaug | Home - Guilford HS-GHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 [Detailed Results] | |
| Tue., 5/16 | V Boys Golf | Shelton | Away - Brownson Country Club [Directions] | 2:45 p.m. | Shelton 162 Guilford 165 | |
| Tue., 5/16 | V Boys Lacrosse | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 3:45 p.m. | W 18-3 | |
| Tue., 5/16 | JV Boys Lacrosse | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | 5:15 p.m. | W 10-1 | |
| Tue., 5/16 | V Boys Tennis | Notre Dame-West Haven | Away - U New Haven-UNH Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Tue., 5/16 | V Girls Lacrosse | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 5:30 p.m. | L 6-8 | |
| Tue., 5/16 | JV Girls Lacrosse | Staples | Away - Staples HS-Ginny Parker Field [Directions] | 4:00 p.m. | L 4-6 | |
| Tue., 5/16 | V Girls Tennis | Stonington | Home - Guilford HS-GHS Tennis Courts [Directions] | 4:00 p.m. | L 3-4 [Detailed Results] | |
| Wed., 5/17 | JV Baseball | Wilbur Cross | Home - Guilford HS-Baseball Diamond [Directions] | 4:00 p.m. | W 17-2 | |
| Wed., 5/17 | FR Boys Lacrosse | Xavier | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | L 5-8 | |
| Wed., 5/17 | V Boys Tennis | Stonington | Away - Stonington HS-SHS Tennis Courts [Directions] | 3:30 p.m. | L 0-7 [Detailed Results] | |
| Wed., 5/17 | FR Girls Lacrosse | East Lyme | Away - East Lyme HS-Back Field Hockey Field [Directions] | 4:30 p.m. | L 0-12 | |
| Thu., 5/18 | V Boys Golf | Daniel Hand, Notre Dame-West Haven | Away - Madison Country Club [Directions] | 2:30 p.m. | Hand 161 Guilford 166 ND 167 | |
| Thu., 5/18 | V Boys Lacrosse | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 6:00 p.m. | W 11-2 | |
| Thu., 5/18 | JV Boys Lacrosse | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 4:15 p.m. | W 4-3 | |
| Thu., 5/18 | FR Girls Lacrosse | Cheshire | Home - Guilford HS-@ Long Hill Road [Directions] | 4:00 p.m. | L 8-10 | |
| Thu., 5/18 | V Girls Tennis | Daniel Hand | Away - Polson MS, Madison-Polson Tennis Courts/DHHS Campus [Directions] | 3:00 p.m. | W 4-3 [Detailed Results] | |
| Fri., 5/19 | FR Boys Lacrosse | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 4:30 p.m. | W 8-3 | |
| Fri., 5/19 | V Softball | Norwich Free Academy | Home - Guilford HS-Varsity softball field [Directions] | 4:00 p.m. | L 3-4 | |
| Sat., 5/20 | JV Baseball | Daniel Hand | Home - Guilford HS-Baseball Diamond [Directions] | Postponed | ||
| Sat., 5/20 | FR Girls Lacrosse | Amity | Away - Amity Regional HS-Amity High School - Field # 3 [Directions] | 10:30 a.m. | W 16-1 | |
| Sat., 5/20 | JV Softball | East Haven | Away - East Haven HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Sun., 5/21 | V Co-ed Crew | Connecticut Public School Rowing Association Championships | Away - Not Listed | 8:00 a.m. | ||
| Mon., 5/22 | V Boys Golf | East Haven | Home - Madison Country Club [Directions] | 2:00 p.m. | Guilford 165 East Haven 188 | |
| Mon., 5/22 | FR Boys Lacrosse | Notre Dame-West Haven | Home - Guilford HS-Maturo Field [Directions] | 4:00 p.m. | W 7-4 | |
| Mon., 5/22 | FR Girls Lacrosse | Daniel Hand | Home - Guilford HS-@ Long Hill Road [Directions] | Postponed | ||
| Wed., 5/24 | V Boys Golf | Xavier | Home - Madison Country Club [Directions] | 2:00 p.m. | Xavier 157 Guilford 169 | |
| Sat., 5/27 | V Co-ed Crew | New Regional Interscholastic Rowing Association Championships | Away - Not Listed | Canceled | Cancelled | |