Holiday Happenings

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This page is your guide to Town of Windsor's Holiday Happenings in the month of December. We hope you join us in celebrating the season by participating in some of the holiday fun! 

Holiday Celebration Image

Join us for the 20th Annual Holiday Celebration and Tree Lighting on Thursday, December 2, 2021 from 5-8pm on the Town Green! 

For more information- CLICK HERE! 

Letters to Santa Image

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 15, 2021. 

Need some inspiration? Check out these letter templates: 
Santa Letter Template 1 
Santa Letter Template 2 
Santa Letter Template 3 
Santa Letter Template 4 

Holiday Home Decoration Contest Image

Do you love decorating your house and yard for the holidays? Submit your information by Thursday, December 9. Houses will be judged the week of December 13. How to submit: 
-Email Erin Stroud at


Charlie Brown Christmas Tree Grove

The 13th Annual Charlie Brown Christmas Tree Grove by People4Parks will be on display December 2 through 31 on the Windsor Town Green. Visit the Town Green and experience the magic of over 200 individually decorated trees. For more information please go to 

Parks and Rec Classes IMage

Parks & Recreation Programs are open for registration now! Pre-registration is required for any Town of Windsor Recreation Program. Space is limited. All programs will follow all current county health orders. 

December Recreation Programs: 



More information coming soon! 

For questions about the December Recreation Programs, please email