The Best Things to Do in Woodstock, VT, in the Fall

By: Leah Shoup

Admire the covered bridges around town.

There are four main covered bridges nearby: Middle Covered Bridge, Taftsville Covered Bridge, Lincoln Covered Bridge, and Quechee Covered Bridge.

Hike the Quechee Gorge Trail.

This hike in Quechee State Park features views of the Ottauquechee River and the Quechee Gorge Bridge. The gorge is nicknamed “Vermont’s Little Grand Canyon”!

Explore downtown Woodstock on foot.

Walk along the main road and see some of this New England village’s highlights: the 1883 Norman Williams Public Library and the historic hotel Woodstock Inn.

Shop ’til you drop in Woodstock Village.

Here are three businesses to visit: The Yankee Bookshop, Clover Gift Shop, and the Vermont Flannel Co.

Experience a dairy farm at Billings Farm & Museum.

If you’re traveling to Vermont with kids, Billings Farm & Museum is a must-do activity in Woodstock. Make sure to try the Vermont ice cream!

Try Vermont maple syrup and cheese at Sugarbush Farm.

This family-owned farm produces 15 kinds of waxed cheese and four grades of pure maple syrup. Spend some time on the nature trail, too!

Take a photo at Sleepy Hollow Farm.

If you’re traveling to Vermont in the fall, you’ve most likely seen photos of Sleepy Hollow Farm. It's one of the most photographed properties in the state!

Shop local at Woodstock Farmers’ Market.

This gourmet grocery store offers baked goods and other Vermont-made food items. Grab a snack before continuing your New England road trip!