Woodstock Travel Guide

Tourist 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. Recognise 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 programmes. 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 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 £626 per night from 25 Oct to 26 Oct
£626
25 Oct - 26 Oct
includes taxes & fees
Stay at this luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (609 reviews)
"Wonderful inn! Everything was wonderful: rooms, food, etc!!"

Reviewed on 22 Sept 2026

Woodstock Inn & Resort
The Jackson

The Jackson

4 out of 5
43 Senior Lane Woodstock VT
The price is £214 per night from 25 Oct to 26 Oct
£214
25 Oct - 26 Oct
includes taxes & fees
Stay at this B&B in Woodstock. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast in their reviews. Popular attractions ...
9.6/10 Exceptional! (322 reviews)
"The Hostess at the wine and cheese hour was very kind and helpful. That was the only time we saw anyone! The house is divided into separate areas and we were in the oldest part. The bed was comfortable, bathroom nice, amenities nice but wouldn’t book again because of the very narrow and steep stairs. ..."

Reviewed on 21 Sept 2026

The Jackson
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
The price is £270 per night from 25 Oct to 26 Oct
£270
25 Oct - 26 Oct
includes taxes & fees
Stay at this hotel in Woodstock. Enjoy free Wi-Fi, free parking and free bicycles on-site. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.8/10 Excellent! (994 reviews)
"Na"

Reviewed on 15 Sept 2026

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

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

Woodstock VT
Stay at this family-friendly holiday home in Woodstock. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Union Arena Community Center and ...
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 13 Sept 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
Stay at this ski holiday home in Woodstock. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Billings Farm and Museum and Dana House Museum ...
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 9 Sept 2026

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
Charming King Loft in Downtown Woodstock

Charming King Loft in Downtown Woodstock

Woodstock VT
Stay at this apartment in Woodstock. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Red Wagon Toy Company and Dana House ...
10/10 Exceptional! (16 reviews)
"This was the perfect location, and a cozy place to stay for my husband and I.It was exactly what we wanted for our time in Woodstock. Highly recommend!And the host was so sweet!!"

Reviewed on 21 Sept 2026

Charming King Loft in Downtown 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.

Stay near popular Woodstock attractions

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