Proudly Part of Travel Like Jess
Wassail Weekend in Woodstock

Wassail Weekend in Woodstock

Woodstock, Vermont, The Grn, Woodstock, VT 05091, USA

About

Wassail Weekend is Woodstock’s signature holiday celebration, filling the village with old-fashioned charm from December 12–14, 2025.  The weekend includes a horse-drawn parade with riders in 1800s attire, live music, craft fairs, and a tree lighting on the Green that feels straight out of a movie.  You can visit the Billings Farm for holiday activities, stroll candlelit streets, and warm up with cider while local shops host special events. It’s one of Vermont’s most festive small-town weekends... and worth the trip.