The Community Calendar is to publicize events located in Winchester where the pubic is invited to attend. For profit businesses are allowed to post on this calendar up to 3 days per month. All submissions are subject to approval.

No holidays, events outside of Winchester or personal events are to be posted.

Community Calendar

  1. Turkey Trot

    November 24, 2022, 8:00 AM - 11:00 AM
    109 Skillings Road

    The En Ka Society of Winchester will host its 3rd Annual 5k/3.1 m “Turkey Trot” on Thanksgiving morning at 8AM, beginning at the Jenks Center 109 Skillings Road in Winchester. Start a new Thanksgiving tradition for the whole family. You can walk, trot or run the race before you stuff your face! Register now at Registration includes a t-shirt, while supplies last. See you there! For more information, please visit

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    November 24, 2022, 10:30 AM - 12:30 PM

    Knowlton Stadium

    The annual Winchester vs Woburn Thanksgiving Day football game! Tickets sold online at (search for Winchester High School)

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