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May. 16, 2026

May 16, 2026

16: Winchester High softball gets hot in May with three straight wins

May. 15, 2026

May 15, 2026

15: Winchester High boys volleyball closes in another postseason berth

May. 14, 2026

May 14, 2026

14: Winchester Artists Network to exhibit at Town Hall on Town Day

May. 14, 2026

May 14, 2026

14: Undefeated Winchester High girls tennis ranks second in the latest D-1 power rankings

May. 13, 2026

May 13, 2026

13: Winchester-based international film event invites neighbors to watch, vote, and win cash prizes

May. 13, 2026

May 13, 2026

13: Meet the Cheeses: The Essential Styles at Nouvelle Maison

May. 13, 2026

May 13, 2026

13: Winchester Historical Society presents ‘Daniel Leonard - A Loyalist's Agony’ with Michael LePage

May. 13, 2026

May 13, 2026

13: Winchester High School Girls Gotta Run club hosting self-defense fundraiser for Ethiopian girls

May. 13, 2026

May 13, 2026

13: 5th AANHPI Celebration to be held at Winchester High School on May 19

May. 13, 2026

May 13, 2026

13: OPINION: Winchester’s Sanborn Carriage House has a grand old heritage

May. 13, 2026

May 13, 2026

13: Sen. Jason Lewis, Senate pass PROTECT Act to defend residents from federal immigration overreach

May. 13, 2026

May 13, 2026

13: Sen. Jason Lewis announces virtual office hours for May

May. 13, 2026

May 13, 2026

13: Winchester resident Kathryn Zioto runs Boston Double

May. 13, 2026

May 13, 2026

13: Town of Winchester supports residents affected by substance use with Recovery Program

May. 12, 2026

May 12, 2026

12: Winchester Chamber of Commerce invites residents to Citizen of the Year, Business of the Year banquet

May. 12, 2026

May 12, 2026

12: Winchester Community Music School celebrates Music MAYnia