| All Schools |
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| Baseball |
10 am 4.11.2026 – Bonny Eagle at Westbrook |
4 pm 4.15.2026 – Scarborough at Westbrook |
12 pm 4.18.2026 – Westbrook at Massabesic |
1 pm 4.22.2026 – Westbrook at Windham |
| 4.24.2026 – Bonny Eagle 7, Westbrook 3 |
| 4.30.2026 – Cheverus 37, Westbrook 1 |
11 am 5.02.2026 – Westbrook at South Portland |
| 5.05.2026 – Westbrook 5, Portland 2 |
| 5.07.2026 – Kennebunk 10, Westbrook 0 |
| 5.09.2026 – Westbrook 11, Biddeford 1 |
11 am 5.09.2026 – Biddeford at Westbrook |
| 5.12.2026 – Deering 6, Westbrook 0 |
| 5.13.2026 – Massabesic 13, Westbrook 1 |
4:30 pm 5.14.2026 – Massabesic at Westbrook |
10 am 5.16.2026 – Westbrook at Thornton Academy |
| 5.19.2026 – Marshwood 11, Westbrook 1 |
4:30 pm 5.21.2026 – Noble at Westbrook |
| 5.22.2026 – Thornton Academy 12, Westbrook 1 |
| 5.23.2026 – Windham 5, Westbrook 1 |
| 5.26.2026 – Gorham 14, Westbrook 0 |
7 pm 5.28.2026 – Westbrook at Sanford |
11 am 5.30.2026 – Falmouth at Westbrook |
5 pm 6.01.2026 – Westbrook at Scarborough |
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| Basketball - Boys |
12 pm 11.29.2025 – Kennebunk at Westbrook |
7 pm 12.03.2025 – Westbrook at Mt. Ararat |
| 12.09.2025 – Westbrook 59, Falmouth 42 |
7 pm 12.12.2025 – Westbrook at Deering |
| 12.16.2025 – Windham 63, Westbrook 53 |
| 12.19.2025 – Westbrook 57, Gorham 35 |
7 pm 12.23.2025 – Westbrook at South Portland |
| 12.23.2025 – South Portland 54, Westbrook 44 |
| 12.30.2025 – Westbrook 52, Bonny Eagle 44 |
| 1.03.2026 – Cheverus 59, Westbrook 48 |
| 1.06.2026 – Sanford 87, Westbrook 59 |
| 1.08.2026 – Westbrook 54, Kennebunk 45 |
1 pm 1.10.2026 – Westbrook at Marshwood |
| 1.13.2026 – Westbrook 68, Biddeford 20 |
| 1.15.2026 – Thornton Academy 60, Westbrook 40 |
| 1.23.2026 – Westbrook 74, Noble 52 |
| 1.27.2026 – Westbrook 74, Deering 52 |
| 1.29.2026 – Westbrook 69, Marshwood 20 |
| 1.31.2026 – Westbrook 60, Scarborough 53 |
| 2.03.2026 – Westbrook 54, Falmouth 33 |
| 2.05.2026 – Westbrook 65, Massabesic 34 |
| 2.11.2026 – Bonny Eagle 47, Westbrook 36 |
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| Basketball - Girls |
6 pm 11.29.2025 – Gray-New Gloucester at Westbrook |
| 12.09.2025 – Westbrook 57, Falmouth 20 |
| 12.12.2025 – Westbrook 46, Deering 44 |
| 12.16.2025 – Westbrook 41, Windham 35 |
| 12.19.2025 – Westbrook 51, Gorham 41 |
6:30 pm 12.23.2025 – South Portland at Westbrook |
| 12.23.2025 – South Portland 46, Westbrook 20 |
| 12.30.2025 – Westbrook 47, Bonny Eagle 29 |
| 1.02.2026 – Cheverus 60, Westbrook 43 |
| 1.06.2026 – Sanford 49, Westbrook 37 |
| 1.08.2026 – Westbrook 53, Kennebunk 28 |
| 1.13.2026 – Biddeford 56, Westbrook 41 |
| 1.15.2026 – Thornton Academy 51, Westbrook 48 |
| 1.20.2026 – Windham 53, Westbrook 33 |
| 1.23.2026 – Westbrook 48, Noble 14 |
| 1.27.2026 – Westbrook 56, Deering 49 |
| 1.29.2026 – Marshwood 62, Westbrook 58 |
| 1.31.2026 – Westbrook 45, Scarborough 38 |
| 2.03.2026 – Westbrook 68, Falmouth 19 |
| 2.05.2026 – Westbrook 40, Massabesic 31 |
5 pm 2.05.2026 – Westbrook at Massabesic |
| 2.12.2026 – Westbrook 50, Massabesic 24 |
| 2.17.2026 – South Portland 43, Westbrook 31 |
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| Field Hockey |
5:30 pm 10.21.2025 – Westbrook at Biddeford |
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| Football |
11 am 8.23.2025 – Fryeburg Academy at Westbrook |
6 pm 8.29.2025 – Freeport at Westbrook |
| 9.05.2025 – Westbrook 27, Marshwood 16 |
| 9.12.2025 – Falmouth 25, Westbrook 7 |
| 9.18.2025 – Westbrook 55, Biddeford 21 |
| 9.26.2025 – Westbrook 41, Edward Little 15 |
| 10.03.2025 – Westbrook 41, Poland Regional 8 |
| 10.11.2025 – Westbrook 20, Kennebunk 0 |
| 10.18.2025 – Westbrook 27, Cheverus/Waynflete 21 |
| 10.24.2025 – Westbrook 12, Gorham 10 |
| 11.07.2025 – Westbrook 15, Marshwood 12 |
| 11.14.2025 – Westbrook 34, Kennebunk 24 |
| 11.22.2025 – Westbrook 40, Cony 20 |
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| Ice Hockey - Boys |
4:30 pm 12.10.2025 – Westbrook at Edward Little |
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| Soccer - Boys |
5:30 pm 8.26.2025 – Cheverus at Westbrook |
5:30 pm 8.27.2025 – Fryeburg Academy at Westbrook |
4 pm 8.28.2025 – Wells at Westbrook |
| 9.04.2025 – Gorham 4, Westbrook 1 |
| 9.11.2025 – Westbrook 6, Sanford 0 |
| 9.16.2025 – Westbrook 3, Biddeford 2 |
| 9.19.2025 – Westbrook 3, Kennebunk 2 |
| 9.23.2025 – Marshwood 3, Westbrook 2 |
6 pm 9.25.2025 – Massabesic at Westbrook |
| 9.26.2025 – Westbrook 9, Massabesic 0 |
| 9.30.2025 – Westbrook 1, Thornton Academy 0 |
| 10.02.2025 – Windham 5, Westbrook 2 |
| 10.07.2025 – Scarborough 5, Westbrook 2 |
| 10.09.2025 – Falmouth 4, Westbrook 0 |
| 10.13.2025 – Westbrook 4, Bonny Eagle 1 |
| 10.16.2025 – South Portland 4, Westbrook 0 |
| 10.18.2025 – Westbrook 7, Noble 2 |
| 10.21.2025 – Deering 2, Westbrook 1 |
| 10.25.2025 – Windham 1, Westbrook 0 |
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| Soccer - Girls |
4 pm 8.25.2025 – Westbrook at Old Orchard Beach |
5:45 pm 8.28.2025 – Westbrook at South Portland |
4 pm 9.02.2025 – Westbrook at North Yarmouth Academy |
| 9.04.2025 – Westbrook 2, Portland 0 |
| 9.13.2025 – Westbrook 2, Deering 1 |
| 9.17.2025 – Westbrook 4, Biddeford 0 |
| 9.19.2025 – Falmouth 1, Westbrook 0 |
| 9.24.2025 – Thornton Academy 2, Westbrook 0 |
| 9.26.2025 – Westbrook 1, Marshwood 1 |
| 10.01.2025 – Sanford 3, Westbrook 0 |
| 10.04.2025 – Gorham 2, Westbrook 1 |
| 10.08.2025 – Kennebunk 1, Westbrook 0 |
| 10.10.2025 – Westbrook 2, Cheverus 0 |
| 10.13.2025 – Scarborough 3, Westbrook 1 |
| 10.15.2025 – Westbrook 4, Massabesic 0 |
| 10.17.2025 – Windham 3, Westbrook 1 |
| 10.21.2025 – Westbrook 2, Portland 0 |
| 10.24.2025 – Westbrook 2, Thornton Academy 1 |
| 10.28.2025 – Falmouth 6, Westbrook 0 |
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| Softball |
4 pm 4.10.2026 – Westbrook at Greely |
4:30 pm 4.13.2026 – Westbrook at Lewiston |
8:30 am 4.18.2026 – Westbrook at Brunswick |
4 pm 4.22.2026 – Scarborough at Westbrook |
| 4.24.2026 – Westbrook 5, Bonny Eagle 4 |
| 4.27.2026 – Cheverus 8, Westbrook 1 |
| 4.29.2026 – Westbrook 19, Portland/Deering 1 |
| 5.04.2026 – Gorham 1, Westbrook 0 |
4:30 pm 5.06.2026 – Kennebunk at Westbrook |
4 pm 5.07.2026 – Westbrook at MBAT |
| 5.11.2026 – Westbrook 7, Massabesic 6 |
| 5.12.2026 – Westbrook 10, Kennebunk 1 |
| 5.13.2026 – Westbrook 19, Noble 4 |
| 5.18.2026 – Westbrook 19, Scarborough 3 |
| 5.20.2026 – Westbrook 12, South Portland 8 |
4 pm 5.21.2026 – Sanford at Westbrook |
| 5.22.2026 – Westbrook 13, Thornton Academy 7 |
| 5.26.2026 – Windham 12, Westbrook 1 |
| 5.28.2026 – Westbrook 12, Biddeford 7 |
4 pm 6.01.2026 – Bonny Eagle at Westbrook |
