Woodstock

Travel Guide

A red convertible car parked in front of a brick house with black shutters and a white picket fence.
A street with various shops, including 'The Prince & The Pauper' and 'Philox'.
A river with rocks, surrounded by trees with orange leaves, a grassy area, and a building in the background.
A wooden covered bridge with signs reading "Woodstock Middle Bridge 1969" and "Slippery When Wet."
A historic brick building with a sign reading "Woodstock Pharmacy" and various storefronts below.

In the seat of Windsor County, discover Vermont’s only national park, three covered bridges and dozens of shops and restaurants.

Travel back to a bygone time in Woodstock, Vermont. The picturesque town, located in the midst of the Green Mountains, remains remarkably similar in appearance to how it looked a century ago. Vermont is known for its stunning nature and charming villages in Woodstock, experience both in one place.

Discover the shopping, dining and lodging attractions of downtown Woodstock. From antiques to artwork, find something to please any shopper. Explore the beautifully preserved 19th-century brick buildings that line the streets.

Covered bridges were once common throughout New England, but now few survive. Woodstock is home to not one, but three spanning the Ottauquechee River. Try to find them all. Lincoln Bridge, a plain wooden structure, is the simplest of the three. Recognize Taftsville Bridge by its distinctive red paint. Get your camera ready at Middle Bridge, known for its intricate diamond windows.

Explore the Marsh-Billings-Rockefeller National Historical Park, dedicated to three individuals who had tremendous influence in fostering conservation and stewardship of America’s landscapes. Trek to the Pogue, a beautiful mountain pond, and learn about the area’s history and future on a guided ranger tour. Visit the stately brick George Perkins Marsh Boyhood Home. Check out the paintings and photographs inside and relax in its manicured gardens.

Discover Vermont’s rural heritage at Billings Farm and Museum. Explore the 1,000-acre (400-hectare) working dairy farm. Watch the afternoon milking and meet cows, sheep, horses, oxen and more through interactive programs. Check out historic exhibits in the 1890 Farm House and learn about life on a 19th-century farm.

Drive 10 minutes north from the town centre to Suicide Six. Go skiing or snowboarding down its snowy slopes in winter months. Have fun at your own pace on trails ranging from beginner to black diamond.

To experience Vermont’s scenery and small-town charm in one place, visit Woodstock. With the Green Mountains at its doorstep, go from browsing galleries in town to traversing wilderness trails in the forest in just a few minutes.

Where to stay in Woodstock

Find the best Woodstock areas and neighborhoods for the activities you enjoy most. Learn more about Woodstock
Learn more about Woodstock

West Woodstock

Visitors highly recommend West Woodstock for its abundant dining options, and you can make a stop by Union Arena Community Center while you're in town.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is CA $732 per night from Sep 14 to Sep 15
CA $732
CA $866 total
Sep 14 - Sep 15
includes taxes & fees
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Woodstock Inn & Resort
The Jackson

The Jackson

4 out of 5
43 Senior Lane Woodstock VT
The price is CA $370 per night from Sep 13 to Sep 14
CA $370
CA $407 total
Sep 13 - Sep 14
includes taxes & fees
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (315 reviews)
"It’s an overpriced hotel with zero staff. Also it’s about a mile outside town."

Reviewed on Sep 11, 2026

The Jackson
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
The price is CA $216 per night from Sep 13 to Sep 14
CA $216
CA $257 total
Sep 13 - Sep 14
includes taxes & fees
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Shire Woodstock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Woodstock Village Carriage House

Woodstock Village Carriage House

Woodstock VT
Stay at this cottage in Woodstock. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Dana House Museum and Billings Farm and Museum are ...
9.6/10 Exceptional! (116 reviews)
"Great location, the unit was simple, allowed us to walk to town and the grocery store.The only confusion was the outdoor space. Property is beautiful, we were unsure if we could sit by a pool on the property as that was not listed in the marketing material. As a result, we did not find any outdoor ..."

Reviewed on Aug 31, 2026

Woodstock Village Carriage House
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

Woodstock VT
Book a stay at this ski vacation home in Woodstock. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Billings Farm and Museum and Dana ...
10/10 Exceptional! (65 reviews)
"This house is the perfect size for a couple, but would also suit four people. It’s extremely clean and well equipped. The owner lives across the street and is a wonderful gracious host. Beautiful gardens. Her dog Alice is also very sweet and our dog enjoyed playing with her. We hope to come back ..."

Reviewed on Sep 9, 2026

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

Woodstock VT
Book a stay at this family-friendly vacation home in Woodstock. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Union Arena Community ...
9.8/10 Exceptional! (243 reviews)
"This house was perfect for my family. Spacious layout with separate areas for sleeping was very convenient since we had our 1.5 year old with us. The outdoor space was perfect with sizable yard, grill, and fire pit. The location was perfect as it felt like we were truly in the woods while also being ..."

Reviewed on Sep 11, 2026

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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