Historic Downtown

Woodstock

A Victorian-era home sits adjacent to a covered bridge.
An antique car drives down a road.

Woodstock, Vermont 

In Vermont’s Upper Connecticut River Valley region, Woodstock is a year-round destination. The Middle covered bridge traverses a branch of the Ottauquechee River downtown and mounts Tom and Peg score the downtown’s skyline. Winter brings plenty of opportunities for recreation, from fat biking and Nordic skiing to downhill skiing at Saskadena Six, one of the oldest ski areas in the country with a well-known ski school and a fun après scene nearby. In the summer, trails open up surrounding Quechee Gorge, Vermont’s “Little Grand Canyon,” formed by glacial activity 13,000 years ago.

Seen from above, a boardwalk with trails in the winter.
A small owl perched on a gloved hand.

Vermont Institute of Natural Science

See species of raptors from all over the U.S. at VINS, which focuses on wild bird conservation and rehabilitation. The fully accessible Forest Canopy Walk takes people of all ages and ability levels on a slowly rising boardwalk tour of the forest. Take in incredible views of the Ottauquechee River from the height of a bald eagle’s nest. The on-site songbird aviary offers a place for peace and calm. 

A large black horse pulls a carriage on a street with people crowded around.

Woodstock Wassail Weekend

Annually in December

An old-fashioned winter holiday celebration in the heart of downtown Woodstock, featuring chestnuts roasting on open fires, a visit from Santa Claus, a Victorian horse and carriage parade, and caroling 

Start Planning

The Vermont Vacation Directory

See the Vermont Vacation Directory to search by category, services, and resources for more of what Woodstock offers visitors. Here’s a sampling:

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Eat, Shop, and Stay in Woodstock

Dining

Dining

Shopping

Shopping

Lodging

Lodging
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Discover More

Find local guides and trip planning resources from Woodstock’s downtown organization.

Visit Woodstock VT about Discover More
The Woodstock Inn and Resort Signage.
The Woodstock Inn and Resort from afar in summer.
The Cabot Block in Woodstock, Vermont.
Woodstock, Vermont's Historic Marker sign up close.
FH Gillingham & Sons Vermont General Store interior showcases a variety of Vermont Maple Products.
A chair with decorative pillow, presenting the work Vermont over the silhouette of the state.
The busy downtown street of Woodstock, Vermont, donning street food, and families.
A child feeds a cow hay at the Billings Farm and Museum.
Marsh-Billings-Rockefeller Mansion at Marsh - Billings - Rockefeller National Historical Park.
Famous Woodstock Covered Bridge on a sunny summer day.
The exterior storefront of Woody's Mercantile.
Interior of the Deli Butcher.
Tiny birdhouse arrangement along a covered bridge.
Woodstock, Vermont Historic Marker for First Ski Tow in the United States.
The Upper Connecticut River Valley Map highlight.

The Upper Connecticut River Valley Region

Explore the villages and vistas of this area.

Vermont Tourism
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