Photo by Annette Babek

Find Historic Hotels in Chester, CT

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Check availability on Chester Historic Hotels

Compare Chester Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Stunning Artisan Waterfall Escape [Walk to Downtown]
A few steps away in the backyard you will find a waterfall (& two chairs now).

Stunning Artisan Waterfall Escape [Walk to Downtown]

10.0 out of 10, Exceptional, (42)
"It doesn’t get any better than this if you want to truly enjoy nature and the sweet town of Chester. The location, the accommodations, the thoughtfulness, and the ease of this home area unmatched. We cannot WAIT to return! "
Stunning Artisan Waterfall Escape [Walk to Downtown]
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 Chester?
Significant historical sites in Chester are probably at the top of your travel itinerary. You can also discover all there is to see and do such as the waterfront and parks
How many historical hotels will I find in Chester?
In Chester, you’ll find 9 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the must-see historical places and other sights in Chester?
Chester is notable for landmarks like Connecticut Valley Railroad State Park Trail. The picturesque setting of Cockaponset State Forest and Connecticut River exemplify the area’s natural beauty. A couple of additional sights to add to your agenda are Norma Terris Theater and Chester Creek Marina.
What is a historic hotel like in Chester?
By choosing a historic hotel, you can enjoy a vacation in a place that has an official historic designation. A castle, a palace or even a pub or an old police station can be transformed into a historic hotel provided that it’s a place of special interest. Traditional architecture and period features can be admired in the communal spaces and guestrooms of such hotels in Chester, giving a historical feel.
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. though overall the terms are quite similar. The physical building and architecture of a historic hotel is generally the most significant aspect. For a heritage hotel, often it’s the cultural value as well as how it shaped the community.
Do historic hotels in Chester have modern facilities?
Hotels have the safety features and modern conveniences you might expect, though efforts have been made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found at a contemporary hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Chester, you won’t be staying at a place that’s uncomfortable for guests or simply rundown.