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This Calendar is to publicize any event, located in Winchester, sponsored by a non-profit or for-profit organization running a fundraiser, where the public is invited to attend. No holidays, events outside Winchester or personal events are to be posted. View All Calendars is the default. Choose Select a Calendar to view a specific calendar. Subscribe to calendar notifications by clicking on the Notify Me button, and you will automatically be alerted about the latest events in our community.

Winchester's MultiCultural Network has prepared a calendar of key holidays of various religious and ethnic observances. To view it, please visit

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Community Calendar

  1. Winton Club Holiday Gift Fair at Winchester Hospital

    November 15, 2017, 10:00 AM - November 17, 2017, 2:00 PM @ Winchester Hospital Lobby

    Attention all shoppers! Avoid the malls! The Winton Club of Winchester will hold its annual Winton Club Holiday Gift Fair in the Winchester Hospital First Floor Lobby, 41 Highland Ave., Winchester, November15-17, with “Holiday Happenings” on Wednesday, November 15th from 10AM-9PM. The fair continues on Thursday, November 16th, from 9AM-8PM, and Friday, November 17th, from 9:00 A.M. TO 2:00 P.M. Free valet parking is available at the Emergency Room entrance, and there is a Starbucks right inside our shop. Beat the holiday rush and help support Winchester Hospital all at the same time. Our friendly Winton Club volunteers will help you find the perfect gifts, toys, accessories, hostess gifts, fabulous costume jewelry and more for everyone on your list. The Winton Club is a non-profit women's service organization exclusively supporting Winchester Hospital in service and fundraising activities. For more information visit

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  2. An Evening with Guitarist Lyle Brewer

    November 16, 2017, 7:00 PM - 9:00 PM

    The WCMS guitar department welcomes Boston guitarist Lyle Brewer to Nichols Hall to share his passion and talent with anyone who loves guitar — whether you play the guitar, want to learn to play guitar, or just love guitar music. Brewer attended New England Conservatory, teaches at Berklee College of Music, and has been praised for his mastery of almost any style of music and his innovative genius. His album Juno made the Boston Globe’s list of Best Local Albums of 2015. The program will include demonstrations of various styles and techniques, songs played with WCMS students, and a question and answer session. Free admission; all are welcome. For more information, call 781-721-2950 or visit 407 Highland Avenue, Winchester.

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