Woodstock, VT

Travel 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.

Where to stay in Woodstock

Find the best Woodstock areas and neighborhoods 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 AED 1,208 per night from Nov 30 to Dec 1
AED 1,208
AED 1,491 total
30 Nov - 1 Dec
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! (628 reviews)
"Absolutely beautiful hotel and property, which is a destination just in and of itself. Very comfortable, great dining options, gorgeous spa, and very walkable, if you decide to wander; Woodstock is a town right out of a Hallmark movie, after all."

Reviewed on 28 October 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 AED 599 per night from Nov 23 to Nov 24
AED 599
AED 733 total
23 Nov - 24 Nov
includes taxes & fees
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,004 reviews)
"Cosy and lovely. Couldnt have been nicer. The breakfast muffins were homemade and the bestbive ever had"

Reviewed on 3 November 2026

On The River Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
The price is AED 440 per night from Nov 17 to Nov 18
AED 440
AED 522 total
17 Nov - 18 Nov
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! (1,002 reviews)
"The manager and owners do not help with any situation. My room was not clean. Pubic hairs in the shower. Hairs all over the floor, spiders, crumbs all over the valet. Baseboards were covered in filth. No one would return my calls, emails or text messages."

Reviewed on 30 October 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 WiFi, 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 October 2026

Woodstock Village Carriage House
Scenic Ridge Cabin with Sweeping Vermont Views

Scenic Ridge Cabin with Sweeping Vermont Views

Woodstock VT
Stay at this vacation home in Woodstock. Enjoy a garden, laundry facilities, and balconies. Popular attractions Saskadena Six Ski Area and Marsh-Billings-Rockefeller ...
9.4/10 Exceptional! (13 reviews)
"Great stay"

Reviewed on 26 October 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 coffeemaker. 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 October 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