Woodstock, VT

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 center 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 ¥107,373 per night from Sep 20 to Sep 21
¥107,373
¥124,870 total
Sep 20 - Sep 21
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 ¥40,860 per night from Sep 16 to Sep 17
¥40,860
¥44,946 total
Sep 16 - Sep 17
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
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
The price is ¥42,438 per night from Sep 15 to Sep 16
¥42,438
¥50,060 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
On The River Inn
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
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! (244 reviews)
"Charming place to stay, close to Woodstock center and if you are a skier, 25 minutes to Killingron.."

Reviewed on Sep 13, 2026

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