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Oct. 22, 2026
October 22, 2026

Winchester Explained: Board of Assessors has sole job to value all properties in community

Oct. 21, 2026
October 21, 2026

Winchester receives $425K state grant towards Forest Ridge acquisition

Oct. 21, 2026
October 21, 2026

Share your input on Winchester Public Schools budget priorities by Friday, Oct. 23

Oct. 21, 2026
October 21, 2026

Winchester Conservation Commission to hold annual invasives cleanup event on Oct. 24

Oct. 21, 2026
October 21, 2026

Winchester Halloween Bash takes place Oct. 24

Oct. 21, 2026
October 21, 2026

Winchester High School presents A Cappella Fest on Oct. 23

Oct. 21, 2026
October 21, 2026

Winchester field hockey seniors propel teammates to Top 10 Division 1 record statewide

Oct. 21, 2026
October 21, 2026

Winchester schools are seeing fallout from failed town override

Oct. 20, 2026
October 20, 2026

Winchester to hold hearing on fall Town Meeting warrant articles

Oct. 20, 2026
October 20, 2026

Winchester football snaps two-game losing streak with win over Arlington

Oct. 20, 2026
October 20, 2026

Crawford Memorial United Methodist Church to hold concert by The Spirituals

Oct. 20, 2026
October 20, 2026

Winchester officials come together for tri-board meeting with goal of long-term planning

Oct. 19, 2026
October 19, 2026

Acclaimed Beacon Brass Quintet to perform in Winchester

Oct. 19, 2026
October 19, 2026

Michael Day, Stephen Ternullo debate affordability, environment and government transparency

Oct. 18, 2026
October 18, 2026

Winchester provides information on Question 4, Election Day voter registration

Oct. 17, 2026
October 17, 2026

Winchester boys soccer rattles off three straight wins to secure 10th seed in Division 1 with four games left in regular season

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