Photo by Annette Babek

Find Historic Hotels in Chester, CT

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chester Historic Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Top Chester Historic Hotels

Our top choices for Chester historic hotels

The Spa at Norwich Inn
Property grounds

The Spa at Norwich Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Quiet and relaxing stay. Staff was pleasant and super helpful. "
The Spa at Norwich Inn
All New Private and Cozy in great location
TV

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"
The price is SAR 432
SAR 1,063 total
includes taxes & fees
10 Sep - 11 Sep
All New Private and Cozy in great location
Cozy Coastal Cottage.
Fridge, microwave, oven, stovetop

Cozy Coastal Cottage.

9.6 out of 10, Exceptional, (7)
"It was the perfect little place for a night away from the kids. "
The price is SAR 851
SAR 1,834 total
includes taxes & fees
5 Sep - 6 Sep
Cozy Coastal Cottage.
1930s Waterfront Cottage on Tuttle's Point
Interior

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."
1930s Waterfront Cottage on Tuttle's Point
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Fridge, microwave, oven, stovetop

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

9.6 out of 10, Exceptional, (38)
"We had such a nice stay, the house was clean and had everything we needed."
The price is SAR 1,153
SAR 2,206 total
includes taxes & fees
25 Sep - 26 Sep
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Historic New England home ,Reunions Beach pass
Fridge, microwave, oven, stovetop

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."
The price is SAR 1,126
SAR 2,409 total
includes taxes & fees
29 Sep - 30 Sep
Historic New England home ,Reunions Beach pass
Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space
Property grounds

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

6.6 out of 10, (4)
"Was a great time ."
Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Terrace/patio

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

9.6 out of 10, Exceptional, (133)
"Very much enjoyed our trip! "
The price is SAR 1,610
SAR 2,810 total
includes taxes & fees
29 Sep - 30 Sep
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Outdoor pool

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

10.0 out of 10, Exceptional, (98)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
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

Explore a world of travel with Expedia

Explore a world of travel with Expedia