Woodstock Travel Guide

Tourist 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. 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

West Woodstock

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 ฿12,771 per night from 7 May to 8 May
฿12,771
฿15,456 total
7 May - 8 May
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! (572 reviews)
Wonderful historic property with warm and thoughtful staff. Even though some areas in the lobby were being refurbished, we still enjoyed the experience. Look forward to returning when the huge fireplace in the lobby is back up and operational.

Reviewed on 10 Apr 2026

Woodstock Inn & Resort
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
The price is ฿5,156 per night from 7 May to 8 May
฿5,156
฿6,846 total
7 May - 8 May
includes taxes & fees
Stay at this family-friendly hotel in Woodstock. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the breakfast and the helpful staff in ...
9.4/10 Exceptional! (1,003 reviews)
nice and well equipped for a family weekend. game room, pool, smores at the firepit were all great. rooms are simple but pleasant. breakfast is ok.

Reviewed on 20 Apr 2026

On The River Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
The price is ฿3,661 per night from 6 May to 7 May
฿3,661
฿4,349 total
6 May - 7 May
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! (919 reviews)
The Shire is in a wonderful location and I would recommend for a short stay. They are in the midst of a renovation and the rooms and exterior are nice and well kept. My only issue was that the coffee bars were not well stocked all the time with the same variety and the ice machine was not well stocked ...

Reviewed on 19 Apr 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.
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 20 Apr 2026

Mountain Green
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 ski cabin in Killington. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I ...
9/10 Wonderful! (59 reviews)
Great location and very nice place. Check in was smooth and communication was quick and efficient. Thank you.

Reviewed on 20 Apr 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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 holiday home in Ludlow. Enjoy free parking, laundry facilities and cable TV channels. Popular attractions Okemo Mountain Resort and Skywalker Carpet ...
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 26 Jun 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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