Windham Eagles boys basketball hosts Portland on Friday, December 18, 2026, at Windham High School. Varsity tips off at 7:00 PM, with junior varsity at 5:30 PM and the first team game at 4:00 PM. Since 2005-06, Windham is 9-22 against Portland in the all-time series. Windham won the last meeting 57-50 on the road on December 19, 2025, part of a current four-game win streak in the series. The two programs have also met in the playoffs, with Windham winning 55-53 in 2017-18, Portland winning 49-46 in 2022-23, and Windham winning 43-34 in 2023-24 and 65-56 in 2024-25.
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Windham vs. Portland
Fri Dec 18 Home

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