Photo by Annette Babek

Find Historic Hotels in Chester, CT

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chester Historic Hotels

Check prices for these dates

Next weekend
In two weeks

Top Chester Historic Hotels

The Spa at Norwich Inn

3.5 star property
8.8 out of 10, Excellent, (998)
"Everything about the stay was perfect."
$212 nightly
The price is $244
Sep 14 - Sep 15
Total with taxes and fees
The Spa at Norwich Inn

All New Private and Cozy in great location

8.8 out of 10, Excellent, (6)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
$266 nightly
The price is $283
Sep 10 - Sep 11
Total with taxes and fees
All New Private and Cozy in great location

Classic Cottage in Best Private Community in Old Lyme CT.

10.0 out of 10, Exceptional, (30)
"Great location, clean and updated cottage."
Classic Cottage in Best Private Community in Old Lyme CT.

1930s Waterfront Cottage on Tuttle's Point

9.6 out of 10, Exceptional, (29)
"We had a wonderful stay! The kitchen was well outfitted and the beach was perfect for our little grandson. Great kayaking, biking, hiking and of course, eating! Backyard and porch were awesome."
$833 nightly
The price is $943
Sep 15 - Sep 16
Total with taxes and fees
1930s Waterfront Cottage on Tuttle's Point

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

9.6 out of 10, Exceptional, (133)
"Very much enjoyed our trip! "
$552 nightly
The price is $624
Aug 25 - Aug 26
Total with taxes and fees
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (97)
"We loved our time at White Gate. Very peaceful!"
$1,713 nightly
The price is $1,938
Sep 11 - Sep 12
Total with taxes and fees
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Historic New England home ,Reunions Beach pass

9.2 out of 10, Wonderful, (88)
"House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining."
$567 nightly
The price is $642
Sep 2 - Sep 3
Total with taxes and fees
Historic New England home ,Reunions Beach pass

Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space

6.6 out of 10, (4)
"Was a great time ."
$276 nightly
The price is $313
Sep 2 - Sep 3
Total with taxes and fees
Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space
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.

Top Chester Hotel Reviews

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 7 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. A couple of additional sights to add to your agenda are Connecticut River and Norma Terris Theater.
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.