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.

Our guide on where to stay in Woodstock

Find the best Woodstock areas for the activities you enjoy most.

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 AU$642 per night from 16 Nov to 17 Nov
AU$642
16 Nov - 17 Nov
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! (624 reviews)
"Amazing venue for our wedding!"

Reviewed on 25 Oct 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 AU$284 per night from 17 Nov to 18 Nov
AU$284
17 Nov - 18 Nov
includes taxes & fees
Stay at this family-friendly hotel in Woodstock. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,005 reviews)
"Great place would stay again"

Reviewed on 25 Oct 2026

On The River Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
The price is AU$195 per night from 23 Nov to 24 Nov
AU$195
23 Nov - 24 Nov
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! (1,000 reviews)
"We enjoyed our stay at The Shire. We chose a room with a river view, so we were located in a nicely restored house located right next to the main Inn. Our room was very spacious, clean and comfortable. The location was perfect for walking into town, and a quick drive to the Marsh-Billings-Rockefeller ..."

Reviewed on 27 Oct 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.
Woodstock Village Carriage House

Woodstock Village Carriage House

Woodstock VT
Stay at this cottage in Woodstock. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Quechee Gorge Bridge and Dana House Museum are located ...
9.6/10 Exceptional! (120 reviews)
"Apt was clean with large living room. Perfect location!! Nice,quiet and safe neighborhood. Short walk to town, next door to Billings farm and across the street from mansion and trails. Had to change dates last minute and Rachel was kind enough to do it for us. Would stay here again"

Reviewed on 22 Oct 2026

Woodstock Village Carriage House
Scenic Ridge Cabin with Sweeping Vermont Views

Scenic Ridge Cabin with Sweeping Vermont Views

Woodstock VT
Stay at this holiday home in Woodstock. Enjoy a garden, laundry facilities and balconies. Popular attractions Saskadena Six Ski Area and Marsh-Billings-Rockefeller ...
9.4/10 Exceptional! (11 reviews)
"To clarify, communication was excellent until we had a problem and then it was terrible. The water to the property was out for over 19 hours, yes you read that correctly. It took nine emails, calls and texts to finally get someone. After all of this, they offered a late checkout. Ultimately, the ..."

Reviewed on 31 Aug 2026

Scenic Ridge Cabin with Sweeping Vermont Views
Woodstock Hillside Hideaway | Green Mountain Views

Woodstock Hillside Hideaway | Green Mountain Views

Woodstock VT
Stay at this cabin in Woodstock. Enjoy a garden, balconies and an in-room coffee maker. Popular attractions Easy Grade to TFW link and Skinny Dip are located ...
10/10 Exceptional! (3 reviews)
"The property is in a beautiful setting only a few miles from Woodstock. It was clean, comfy and as shown in the pictures. The hot tub was wonderful!"

Reviewed on 17 Oct 2026

Woodstock Hillside Hideaway | Green Mountain Views
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

Cities near Woodstock