Woodstock Travel Guide

Tourist Guide

Woodstock featuring a house
Woodstock showing street scenes
Woodstock which includes a park and a river or creek
Woodstock showing a bridge
Woodstock featuring heritage architecture

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

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West Woodstock

Travellers come to West Woodstock for its abundant dining options, and you can see top attractions like Marsh-Billings-Rockefeller National Historical Park and Ottaquechee River while you're in town.

West Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is Rp6.687.559 per night from 1 Sept to 2 Sept
Rp6.687.559
Rp8.075.758 total
1 Sept - 2 Sept
includes taxes & fees
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. ...
9.2/10 Wonderful! (532 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."

Reviewed on 30 Jul 2025

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Stay at this 3-star 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 ...
8.6/10 Excellent! (807 reviews)
"Forth time at The Shire, everything was wonderful!!"

Reviewed on 21 Aug 2025

The Shire Woodstock
The Jackson

The Jackson

4 out of 5
43 Senior Lane, Woodstock, VT
Stay at this 4-star B&B in Woodstock. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast in their reviews. Popular attractions ...
9.8/10 Exceptional! (224 reviews)
Great stay but be careful of room choice
"All was good but if I booked again I’d ask for a quiet room that’s not attached to another room through a locked door."

Reviewed on 19 Aug 2025

The Jackson
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.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
3387 East Mountain Road, Killington, VT
Stay at this 3-star ski cabin in Killington. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
8.8/10 Excellent! (47 reviews)
"Great value, comfortable space, responsive host!"

Reviewed on 13 Aug 2025

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Mountain Green

Mountain Green

2 out of 5
133 E Mountain Rd Killington, Killington, VT
Stay at this condo in Killington. Enjoy free parking, a picnic area and an indoor pool. Popular attractions Killington Resort and Black Dog Sports are located ...
6.6/10 (10 reviews)
"The bad reviews must be old. The place was beautiful (bigger than it looked in the pictures too) and the amenities were on point!"

Reviewed on 6 May 2025

Mountain Green
Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
77 Okemo Ridge Rd, Ludlow, VT
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Okemo Mountain Resort and Snow Stars Carpet ...
8/10 Very Good! (26 reviews)
Condo in VT
"We definitely enjoyed our stay but the directions to check in were very hard to find as well as the location and address of the condo. The location to check in was not numbered so again very hard to find. The phone number to the contact of the condo was unlisted. The condo itself was perfect for ..."

Reviewed on 27 Jun 2025

Solitude Village at Okemo
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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