Woodstock

Travel Guide

Woodstock
Woodstock
Woodstock
Woodstock
Woodstock

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

West Woodstock

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
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is P19,697 per night from May 25 to May 26
P19,697
P24,383 total
May 25 - May 26
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. ...
9.4/10 Exceptional! (578 reviews)
"Everything was excellent"

Reviewed on May 5, 2026

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
The price is P8,511 per night from May 25 to May 26
P8,511
P10,111 total
May 25 - May 26
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. ...
8.8/10 Excellent! (930 reviews)
"Yes"

Reviewed on May 18, 2026

The Shire Woodstock
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
The price is P10,969 per night from Jun 10 to Jun 11
P10,969
P14,330 total
Jun 10 - Jun 11
includes taxes & fees
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,009 reviews)
"Lovely stay, nice pool, breakfast was amazing. Thank you to a wonderful staff."

Reviewed on May 18, 2026

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.
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
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9/10 Wonderful! (62 reviews)
"Very quiet location secluded and peaceful. Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later. It's a unique ..."

Reviewed on May 10, 2026

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 ...
7.2/10 Good! (24 reviews)
"This property is very dated, and it shows it, through flow around the three buildings to get to the amenities, parking areas, fixtures, appliances, dilapidated exteriors, bathroom, and common spaces. These buildings are 45 years old and they wear it. The room was a fine space to spend a weekend, ..."

Reviewed on Apr 20, 2026

Mountain Green
Okemo Mountain Lodging  by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
77 Okemo Ridge Rd Ludlow VT
Stay at this vacation home in Ludlow. Enjoy free parking, laundry facilities, and cable TV channels. Popular attractions Okemo Mountain Resort and Skywalker ...
7.8/10 Good! (28 reviews)
"Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband ..."

Reviewed on Jun 26, 2025

Okemo Mountain Lodging by Vail Resorts
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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