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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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  1. Calendar Overlay Community Calendar (13)

Community Calendar

  1. Nutrition with Jessy McNeil - The Pumpkin

    November 21, 2018, 2:30 PM - 3:30 PM @ The Jenks Center

    The pumpkin is a superfood. Join us for this informative demonstration that includes pumpkin cobbler. Limited to 25 patrons. RSVP required.

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  2. Charity Hockey Game - Support our Veterans

    November 23, 2018, 2:00 PM @ Flynn Rink

    Winchester Youth Hockey is sponsoring a charity hockey game with a team of U.S. Veterans. The game is to raise awareness for the veterans' organization Skate for the 22 raises awareness to the fact that each day 22 U.S. Military Veterans take their own lives. Please come and support our Veterans

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  3. Sunday Drop Off for Leaves Only

    November 25, 2018, 12:00 PM - 4:00 PM @ Transfer Station

    Drop off bags of leaves at the Transfer Station on Sunday November 25, 2018 from Noon-4:00 PM. Winchester permitted residents only, no commercial customers.

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  4. Winton Club Shopping Day At Mahoney's

    November 26, 2018, 9:00 AM - 6:00 PM @ Mahoney's Garden Center

    Winton Club Shopping Day at Mahoney’s Celebrate the Holidays at Mahoney's Garden Center, 242 Cambridge St., Winchester, on Wednesday, November 28th, from 9AM-6PM and support the Winton Club of Winchester and Winchester Hospital! A portion of your total purchases will go directly to the Winton Club, which will support the 2019 Winton Club Cabaret, “Heavenly”. All purchases, including Gift Card purchases - either on site or phoned in to 781-729-5900, will be applied to the Winton Club shopping day profit. The Winton Club is a non-profit women's volunteer organization exclusively supporting Winchester Hospital in service and fundraising activities.

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  5. Midnight Madness

    November 26, 2018, 6:00 PM - November 27, 2018, 12:00 AM @ Join us on the Monday Evening after Thanksgiving in Winchester Town Center as the shops open up for a fabulous night of Shopping, Dining and Savings!

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  6. Podiatry Clinic

    November 27, 2018, 9:30 AM @ Jenks Center

    Appointments required. Podiatrist Dr. Gregorian travels to senior centers and brings her own equipment.

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  7. Art of the Great American West

    November 27, 2018, 10:30 AM - 11:30 AM @ The Jenks Center

    Please join Ms. Blair owner of Art Matters for a look at a very brief but special time in our nations history through the eyes of artists who tried to capture the flavor of a lost era.

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  8. Memory Cafe-Alzheimer Research

    November 27, 2018, 10:30 AM - 11:30 AM @ The Jenks Center

    Dr. Jonathan Jackson, Instructor of Neurology at MGH will speak on Alzheimer, Dementia and Healthy Aging and the brain.

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  9. Lunch and Learn

    November 27, 2018, 12:00 PM - 2:00 PM @ Waterfield Room

    Join us for a lively discussion with our experts. Bring your questions and your appetite! RSVP by emailing

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  10. Tax Seminar, What You Need to Know

    November 27, 2018, 1:00 PM - 2:00 PM @ The Jenks Center

    Harry Rothman will review the tax law changes for 2018. He will also outline any new pending tax updates for 2019.

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  11. Coffee & Books - The Spy by P. Coelho

    November 28, 2018, 11:00 AM - 12:00 PM @ The Jenks Center

    Join Ann Wirtanen, Director of Winchester Public Library to discuss this story of Mata Hari.

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  12. An Evening with Rachel Simmons

    November 28, 2018, 7:00 PM @ Winchester High School Auditorium

    Girls have never been more successful, yet they've also never struggled more with anxiety, stress and depression. In this talk, Rachel translates the toxic messages about achievement that girls have internalized, and teaches parents the tools to help girls practice self-compassion, redefine success, pursue purpose, and-most importantly-let them know they are enough as they are. Click on the website link for more information,

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  13. Faculty Concert: “Night at the Movies”

    November 30, 2018, 7:30 PM - 9:00 PM

    Love popular movie music? Love jazz? Either way, this family-friendly concert promises to be a fun evening for everyone! Please join WCMS piano faculty member Jonathan Fagan for a concert of jazz interpretations of favorite movie music, including pieces from The Greatest Showman, Pirates of the Caribbean, Harry Potter, Beauty and the Beast, Titanic, and more. In days past, jazz audiences were familiar with many popular jazz standards because the music came from Broadway musicals. Jonathan seeks to bring jazz improvisation to a new generation with modern show music. You’ll know the tunes and love the jazz! Jonathan will be joined by special guests Erik van Dam on saxophone; Keala Kaumeheiwa on bass; and Austin McMahon on drums. Free admission. Pre-concert reception at 7:00 pm. For more information, call 781-721-2950 or visit 407 Highland Avenue, Winchester.

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