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 Happenings Website graphics

Join us for the 21st Annual Holiday Celebration and Tree Lighting on Thursday, December 1, 2022 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  November 25 and ready to accept your letters! 
Please include the following if you wish to receive a reply from Santa: 
-A letter signed with the child's name
-A self addressed and stamped return envelope
Letters must be received by December 15, 2022. 

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

Check out all the awesome homes that are participating in this year by clicking HERE!

Then please click this link to vote for your top 3 favorite! CLICK TO VOTE!


Charlie Brown Christmas Tree Grove

The 14th Annual Charlie Brown Christmas Tree Grove by People4Parks will be on display December 1 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. 

December Recreation Programs: 


For questions about the December Recreation Programs, please email 

Windsor Food and Toy

The Windsor Community Holiday Food & Toy Drive on December 17th from 10 am - 2 pm at Cali Calmécac school helps Windsor celebrate the holidays together! Businesses, organizations, schools and people of our town gather food and toys to bring joy to 300 families in need of our support. Donations of toys, food and cash contributions make this event a reality. And volunteers are needed to wrap gifts the week before and help out the day of the giveaway. See our website at for more information on how you can be involved.