Ugly Sweater Wine Walk

It’s back! Join us for the Ugly Sweater Wine Walk in Downtown Windsor!
The Ugly Sweater Wine Walk, presented by the Windsor Area Chamber of Commerce, is one of Downtown Windsor’s most beloved traditions — and for good reason! This festive event sells out every year as guests enjoy an unforgettable evening exploring 15+ participating businesses, each offering unique wine tastings while you shop and celebrate the holiday season.
Throw on your coziest (or craziest!) sweater and join us for a night filled with laughter, holiday cheer, and local charm. From discovering new favorite wines to finding one-of-a-kind gifts, this event is the perfect way to kick off the season while supporting downtown businesses. Don’t wait — secure your tickets early and be part of the celebration everyone looks forward to each year!
Event Details:

• Date: Saturday, November 21^st
• Time: 5:00 PM – 8:00 PM
• Cost: $35 per person
• Includes: 10 wine tastings, custom printed wine glass, branded shopping bag, and a Downtown Windsor map
• Check-In Location: High Desert Chocolates – 430 Main Street, Windsor Co