Find Historic Hotels in Woodstock, VT

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Pick from 4 Woodstock Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

506 On the River Inn
Aerial view
506 On the River Inn
4.0 star property
9.4 out of 10, Exceptional, (927)
"My review would have been excellent if they had a convenient way to have cofffee availble early in the morning. My wife and I are early risers. We had to wait for two hours for the breakfast buffet to open at 7:00 am. A Keurig in the room would have been nice."
The price is AED 731
AED 804 total
includes taxes & fees
24 Nov - 25 Nov
506 On the River Inn
The Jackson House Inn
Exterior
The Jackson House Inn
4.0 star property
10.0 out of 10, Exceptional, (180)
"Such a beautiful inn! Breakfast was amazing. "
The price is AED 729
AED 802 total
includes taxes & fees
24 Nov - 25 Nov
The Jackson House 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.
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Frequently asked questions

What should a history enthusiast expect from a trip to Woodstock?
You’re already probably planning a visit to historically relevant sites while on vacation in Woodstock. While you’re here, you can visit the shops and riverfront. And also relish a stop at the top-notch restaurants in this quaint area.
How many historically relevant hotels will I find in Woodstock?
In Woodstock, there are 51 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the top historical sites and other places to visit in Woodstock?
Woodstock is notable for landmarks like Marsh-Billings-Rockefeller National Historical Park, Dana House Museum, and Taftsville Covered Bridge. Cultural venues include Woodstock Town Hall Theatre, Billings Farm and Museum, and Five Elm Arches. Additionally, you’ll find Okemo Mountain Resort in the area.
What is a historic hotel like in Woodstock?
Guests who choose a historic hotel can enjoy a vacation in a building that has an officially recognized national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it’s of special interest. Traditional architecture and period features can be admired in the public spaces and guestrooms of historic hotels in Woodstock, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is a term often used in Asia and Europe, while “historic hotel” is a term often used in the U.S. but overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be what’s most significant. For a heritage hotel, it’s often the cultural value and how it inspired the community.
Do historic hotels in Woodstock have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Woodstock, you won’t find yourself staying at a place that’s uncomfortable for guests or simply rundown.