Windham Eagles boys basketball travels to Westbrook on Tuesday, Dec. 15, 2026. Varsity tip-off is at 7:00 PM, with junior varsity at 5:30 PM and the first team game at 4:00 PM. Since 2005-06, Windham has a 12-15 record against Westbrook. The teams last met on Dec. 16, 2025, when Windham won 66-53 at home, extending a two-game winning streak in the series. Last season, Windham defeated Westbrook 66-53 at home. The two programs also met in the playoffs, where Westbrook won 58-42 in 2008-09. Fans in Windham can watch the Eagles play Westbrook as the schedule moves into mid-December.
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Windham at Westbrook
Tue Dec 15 Away

Windham at Westbrook
- First Team 4:00 PM
- Junior Varsity 5:30 PM
- Varsity 7:00 PM
Westbrook HS
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Recent meetings
Each game links to its source. Records from 2005–06 on (MaxPreps and the program’s own results).