Historic Hotels & Resorts in Chester from AU$132

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Check availability on Chester Historic Hotels

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Chester historic hotels

Exterior
Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG
3.0 star property
New London
8.4 out of 10, Very good, (1003)
"Convenient hotel if you need to be in downtown New London"
United States
Alyssa
The price is AU$132
includes taxes & fees
30 Dec - 31 Dec
Holiday Inn New London - Mystic Area by IHG
Property grounds
The Spa at Norwich Inn

The Spa at Norwich Inn

The Spa at Norwich Inn
3.5 star property
Norwich
8.8 out of 10, Excellent, (1000)
"Great place!"
United States
Jill
The Spa at Norwich Inn
Fridge, microwave, oven, stovetop
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.4 out of 10, Exceptional, (40)
"Great property, would stay here again."
United States
charles b.
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Fridge, microwave, oven, stovetop
Cozy Coastal Cottage New London

Cozy Coastal Cottage New London

Cozy Coastal Cottage New London
New London
9.4 out of 10, Exceptional, (10)
"Very clean, well taken care of property with everything we needed. Very conveniently located. Excellent communication with property manager!"
United States
John J.
The price is AU$661
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Coastal Cottage New London
Property grounds
Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space

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

Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space
New London
6.6 out of 10, (4)
"Was a great time ."
United States
Linda L.
The price is AU$337
includes taxes & fees
26 Jan - 27 Jan 2026
Cozy Upper 2 bedroom apartment >Free Wi-Fi and parking - 2nd floor-private space
Terrace/patio
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Saybrook Manor
9.6 out of 10, Exceptional, (133)
"We loved our stay!"
United States
Deana L.
The price is AU$870
includes taxes & fees
12 Jan - 13 Jan 2026
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Fridge, microwave, oven, stovetop
Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (90)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
The price is AU$808
includes taxes & fees
1 Jan - 2 Jan 2026
Historic New England home ,Reunions Beach pass
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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Top Chester Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Amazing stay. Staff made it feel welcoming and cozy. Room was comfortable and charming. Looking forward to going back in the spring or summer to enjoy more of the outdoor amenities. "
Claudia 1-night trip
Posted 19 hours ago
Saybrook Point Resort & Marina

Frequently asked questions

What should a history enthusiast expect from a trip to Chester?
Significant historical sites in Chester are probably at the top of your sightseeing list. Also discover all there is to see and do including the waterfront and parks.
How many historical hotels are located in Chester?
In Chester, you'll find 7 hotels and other lodging options bookable on Expedia though you won't find many designated 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 itinerary are Connecticut River and Norma Terris Theater.
What is a historic hotel like in Chester?
By booking a historic hotel, guests can stay in a place that has an officially recognised historic designation. A palace, castle, stately home or even a lodge, pub or skyscraper can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features can be admired in the public spaces and guestrooms of these historic 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 historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value as well as how it influenced the community.
Do historic hotels in Chester have modern facilities?
Hotel interiors feature the modern conveniences and safety features you've come to expect, while every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities and the usual amenities found in a hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Chester, you won't find a place that is rundown or uncomfortable.

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