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Craft sale

Signature Events

Here in Woodstock, we love to celebrate our Vermont heritage and local traditions. We invite you to join in on some of our favorite events of the year.

Craft sale

47th Annual Woodstock Apples and Crafts Fair and food truck festival
October 12-13, 2019

Leaf season gets its own celebration during the Woodstock Apples and Crafts Artisans Fair. Shop with over 100 vendors and purveyors of Vermont crafts and food.

Get crafty


Wassail Weekend in Woodstock Vermont
Billings Farm & Museum

35th Annual Wassail Weekend
December 13-15, 2019

Woodstock gets into the holiday season during Wassail Weekend, a celebration of the sights, sounds, and spirit of winter. Take in the magic of twinkling light displays, decorated historic homes, breakfast with Santa, and the sounds of sleigh bells during the iconic Wassail Parade.

Get in the spirit


Maple Madness in Woodstock Vermont
Vermont Standard

Maple Madness
March 2020

A celebration of all things maple sugared, come taste your way around Vermont’s sweetest season during Maple Madness.  Try Sugar on Snow, Maple Buttered popcorn; visit a live raptor exhibit on the Green. After that stroll through the Village and taste some maple inspired treats or cruise to a local sugar house and watch sap get turned into Maple Syrup!

Cover Bridge Half Marathon Pasta Dinner

29th Annual Covered Bridges Half Marathon and Pasta Supper
June 6-7, 2020

Load up on a community pasta dinner before running (or cheering) through some of Vermont’s most beloved covered bridges during the Covered Bridges Half Marathon. Billed as the best 13.1 miles in New England, the community race has raised more than $2 million for local non-profits since 1994. 

Run for fun.

Sign Up for the Pasta Dinner

4th of July Festivities at Billings Farm & Museum

4th of July
July 4, 2020

As summer heats up, revel in patriotic events throughout Woodstock. From traditional fireworks shows and BBQs to historic activities and games, come see how Woodstock celebrates Independence Day.

Embrace your patriot


Bookstock 2018

12th Annual Bookstock Literary Festival
July 2020

Logophiles, bibliophiles, and bookworms of all genres gather during Bookstock Literary Festival to celebrate authors and poets throughout New England. Enjoy three days of public readings, poetry slams, art exhibits, live music, creative workshops, and an enormous book sale.

Read on


Elm Street during Taste of Woodstock

11th Annual Taste of Woodstock
Summer 2020

Packed with local flavor, Taste of Woodstock is a sample of everything the Woodstock community is known for. In partnership with Artistree and Purple Crayon Productions, over 50 vendors will fill the center of Woodstock Village with favorite Vermont provisions, wine, beer, spirits, music, entertainment, arts, crafts, and a kids’ activity tent.

Sample Woodstock


Fall Jumper Show at GMHA
Green Mountain Horse Association

Fall Hunter Jumper Show
September 2020

Join the Green Mountain Horse Association for a weekend of hunter jumper competitions set among Vermont’s stunning fall foliage. Watch or compete in one of the most exciting disciplines of horseback riding.

Head to the races