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Holiday Enchantment Comes to Woodstock During Wassail Weekend

Ready for a winter weekend that captures the magic of the holiday season in Vermont?

Wassail Weekend in Woodstock, Vermont.
A horse-drawn carriage at Wassail Weekend. Photo credit: Woodstock, Vermont

Imagine snow-dusted streets, horse-drawn carriages with delighted passengers, twinkling lights, and beautiful holiday decor throughout the village. Sounds like a scene from a storybook, right?

It’s not make-believe. It’s Wassail Weekend in Woodstock, Vermont, happening December 13–15, 2024.

What makes Wassail Weekend so Magical?

This signature event in Woodstock brings a unique blend of history, tradition, and pure holiday spirit to life. Visitors are invited to explore every corner of this charming New England town, which comes alive with festive activities, from the beloved Wassail Parade to traditional carol singing.

Every event is a nod to Woodstock’s rich history and the community’s passion for holiday cheer.

Here’s a taste of what’s in store:

  • The Wassail Parade: Feel like you’ve stepped back in time as you watch horses, riders, and drivers in full Victorian attire make their way through town in a breathtaking parade. The parade alone is worth the trip, but there’s so much more.
  • Yule Log & Bonfire: Warm up with a cherished local tradition that brings family and friends around the fire for a cozy moment of storytelling and connection.
  • Caroling on the Green: Join locals and visitors alike for an evening of timeless holiday tunes. It’s a heartwarming experience bound to get you in the festive spirit.

But there’s even more…

Boutique holiday shopping, artisan displays, special dining menus, and Christmas decor that rivals the best holiday movies — Wassail Weekend is more than just an event; it’s an experience that touches the heart of everyone who attends.


Also Read: 14 Spectacular Events to Celebrate December in Vermont


Why should you go to Wassail Weekend this December?

Because there’s no other place like Woodstock in the winter. The town’s natural beauty, combined with historic architecture, boutique shopping, and great restaurants, makes for an unforgettable holiday escape.

Whether you’re here for the sights, the sounds, or the timeless holiday spirit, Wassail Weekend 2024 will make you feel like a kid again!

Mark Your Calendar for Wassail Weekend!

Don’t miss the chance to experience the season at its finest. Visit Woodstock between December 13 and 15 for the holiday event of the season.

Tara Schatz is a freelance writer and the founder and editor-in-chief of Vermont Explored and Back Road Ramblers, an American road trip blog. She is also the co-author of the 3rd edition of AMC’s Best Day Hikes in Vermont, released in May 2023, and the author of 100+ Wonderful Ways to Experience Vermont.