Prideful Purchases
On the Town Green 
Join us all day on June 9th, 2026

It’s no secret that being a small business owner is especially challenging in today’s economic climate. Rather than simply asking the businesses that bring so much charm and character to our downtown to write a check, we wanted to create something that supports all of us together.

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That idea became Prideful Purchase Day. By shopping, dining, and supporting participating local businesses, our community can help keep inclusive events and programs alive in Windsor while also supporting the small businesses that help make our town special. Participating businesses will be donating a portion of the day’s proceeds back to our event, turning everyday purchases into meaningful community support.

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After June 1st you will find our participating businesses below, along with a condensed list at the bottom of the page for quick reference.