Find Historic Hotels in Woodbury, CT

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Pick from 3 Woodbury Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Milestone Inn
Room
The Milestone Inn
2.5 star property
8.8 out of 10, Excellent, (190)
"The Milestone Inn is a comfortable, clean and well appointed motel room. The motel uses a contactless checkin with no staff on site which was a new experience for us. There was a local phone problem which rendered contacting the inn difficult prior to the stay. Rinal from the motel contacted us the day prior to the stay and walked us through the check in process and took care of any final questions including providing us with and alternate contact number. "
The Milestone 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 buff expect from a stay in Woodbury?
Significant historical sites in Woodbury are probably at the top of your sightseeing list. Why not absorb the local color with a visit to the restaurants?
How many historical hotels will I find in Woodbury?
In Woodbury, there are 10 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the most important historical places and other sights to visit in Woodbury?
Woodbury is notable for landmarks like Glebe House Museum and The Gertrude Jekyll Garden. Natural beauty is on display at Hollow Park, Lake Quassapaug, and Flanders Nature Center. A couple of additional sights to add to your agenda are Pilgrim Mall Shopping Center and Woodbury Ski Area.
What is a historic hotel like in Woodbury?
By booking a historic hotel, guests can enjoy a vacation in a building that has an official 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 has special significance. Traditional architecture and period features can be admired within the guestrooms or public spaces of these historic hotels in Woodbury, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is more common in Asia and Europe, while “historic hotel” is more common in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels are generally the most important aspect. For a heritage hotel, mainly, it’s cultural value and how it shaped the community.
Do historic hotels in Woodbury have modern facilities?
Hotel interiors feature the modern conveniences and safety features you’ve come to expect, while every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the amenities found in any hotel should be available at a historic hotel. Rest assured that when you select a historic hotel in Woodbury, you won’t find a place that is rundown or uncomfortable.