Woodstock

Travel Guide

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

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West Woodstock

West Woodstock is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Marsh-Billings-Rockefeller National Historical Park or Ottaquechee River.

West Woodstock
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 WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (839 reviews)
"We arrived later in the evening so we did not actually interact with staff in person, however, the communication with staff through text worked great. We stayed in the River House and the room was very nice, clean and comfortable. We enjoyed the adirondack chairs outside of our room overlooking the ..."

Reviewed on Oct 4, 2025

The Shire Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is P23,669 per night from Nov 2 to Nov 3
P23,669
P28,582 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (534 reviews)
"Clean room. Staff very polite and helpful"

Reviewed on Sep 24, 2025

Woodstock Inn & Resort
The Jackson

The Jackson

4 out of 5
43 Senior Lane, Woodstock, VT
Stay at this 4-star 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! (233 reviews)
"Nice property, I loved the fact that they have a socializing hour around 530 where they give you wine, cheeses, cookies and other snacks. The owner is super nice. On the negative the mattress sloped towards your feel but didn’t affect sleep. Rooms are small but charming. Perhaps a bit more expensive ..."

Reviewed on Oct 1, 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 WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9/10 Wonderful! (49 reviews)
"Great value, comfortable space, responsive host!"

Reviewed on Aug 13, 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 ...
6.4/10 (13 reviews)
"Great communication from Jeff."

Reviewed on Sep 25, 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 WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Snow Stars Carpet ...
8/10 Very Good! (30 reviews)
Very peaceful!!!
"Nice and quiet. Self contained in the building. Pool and hottub were great"

Reviewed on Sep 1, 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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