Wassail Weekend in Woodstock 2025: A Vermont Holiday Tradition

This time of the year is finally here! And we aren’t talking about Christmas. The Woodstock community is getting ready for Wassail Weekend. The celebration will take place on December 12–14. It’s the perfect opportunity to dive into the local tradition and stay warm during the famously cold Vermont winter.

At Sunday Drive, we can’t wait to become a part of this tradition and help our customers streamline the experience. Let’s see what the festival is all about this year.

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What is Wassail? Understanding Woodstock’s Cherished Winter Festival

Wassail Weekend is one of the most magical times to visit Woodstock. The festival celebrates old English winter traditions mixed with local Vermont charm.

“Wassail” comes from an old word meaning “to be in good health.” A long time ago, it referred to the name of a spiced alcoholic beverage and the process of sharing it with friends. Today, it has grown into a joyful community celebration.

Throughout the weekend, visitors can enjoy a variety of activities, including horse-drawn carriage rides, holiday markets, and the famous Wassail Parade. During the parade, people dress in Victorian costumes and march through the historic streets.

Local shops and restaurants join in with special treats and cozy drinks. Sunday Drive isn’t an exception. Our daily specials make the celebration even more exciting.

Wassail Weekend 2025: What to Experience

When it comes to Wassail events, we recommend experiencing as much as you possibly can. But the cold weather often makes it somewhat difficult to spend the entire day outdoors. So here are the highlights to consider this year:

Friday, December 12:

• Visit Billings Farm & Museum: Step back in time and see the history of conservation stewardship in America and on the farm over the past 3 centuries
• Shop Local: Stop by the Artisan Market on the Village Green and check out handmade gifts, art, and treats from Vermont makers.

Saturday, December 13

• Enjoy the Wassail Parade: Watch horses, carriages, and people in old-fashioned costumes fill the streets with holiday cheer. It’s the heart of the festival!
• Join the Evening Fun: Stick around for the tree lighting, bonfire, and carol singing on the Green.

 Sunday, December 14

• Skate with Santa: Head to Union Arena for ice skating and holiday fun with Santa himself.
• Holiday Treats and Crafts: Visit the craft fair or enjoy cookies and cupcakes with the kids before saying goodbye to another magical Wassail Weekend.

If you feel up to more activities and festivities, check out the full event schedule.

Complete Your Wassail Weekend at Sunday Drive Dispensary

If you are a cannabis enthusiast, you can make the Wassail Weekend even more exciting by stopping by our dispensary. We are here to offer you a wide variety of products before and after the festivities.

Talk to our friendly budtenders about your plans for the weekend, and they’ll suggest something suitable for each day of the festival.

If you want to wind down after all the excitement, we are open daily at 442 Woodstock Road. Stop by any time!

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