Bring in the Holidays together

The Town of Windsor is designed for good times and gatherings. Join us in the celebration of this special time of year! Your family and friends can participate in plenty of Windsor’s holiday activities.

Beginning in December, bring your holiday spirit to the Town Green for the annual Holiday Tree lighting. You can even create a special memory with your little ones by dropping Christmas lists off at Santa’s Mailbox. There are festivities for everyone and always room for more holiday spirit. Learn more via our event listing below!

Light up the Town GreenDecember 7, 2023, 5-8pm on the Town Green
The 22nd Annual Charlie Brown Christmas Tree GroveDecember 7 through January 1, on the Windsor Town Green
Santa's MailboxStarting: December 1, 2023

Deadline: December 17, 2023

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Thursday, December 7, 2023 | 5 - 8pm
Windsor Town Green

Join us for the 22nd Annual Holiday Celebration and Tree Lighting on Thursday, December 7, 2023 from 5-8pm on the Town Green!

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December 7, 2023 - January 1, 2024 | Windsor Town Green

The 14th Annual Charlie Brown Christmas Tree Grove by People4Parks will be on display December 7 through January 1 on the Windsor Town Green, with snowfall twice nightly beginning on December 8, at 5:30pm and 7:30pm.

Visit the Town Green and experience the magic of over 200 individually decorated trees. For more information, please visit

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Starting: December 1, 2023
Deadline: December 17, 2023

Santa's Mailbox will be back on the Town Green on December 1 and ready to accept your letters!

Please include the following if you wish to receive a reply from Santa:

  • A letter with the child's name.
  • A self-addressed and stamped envelope.
  • Letters must be received by December 17, 2023.