A calm river with boats, wooden docks, and buildings along the shore.

Historic Hotels & Resorts in Chester from AU$292

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Historic Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Chester historic hotels

A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.
A porch with a blue door, white columns, and a stone floor.
A bedroom with a large bed, wooden flooring, a dresser, a mirror, and a clock on the wall.
A stone-paved entrance with steps leading to a white door, surrounded by potted plants and a small garden.

1. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
United States
Alexis L.
AU$810
includes taxes & fees
28 Sept - 29 Sept
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A person sitting by a pool with tiled walls and windows.
A brick building with a white entrance, a small porch, and a garden with flowers.
A spacious lobby with a grand piano, elegant chairs, and chandeliers.
A white building with a porch, two white Adirondack chairs, and a garden with various plants and flowers.

2. The Spa at Norwich Inn

The Spa at Norwich Inn
Norwich
United States
Amy
AU$292
includes taxes & fees
30 Sept - 1 Oct
The Spa at Norwich Inn
A living room with a sofa, a coffee table, and a kitchen area with a brick wall and white appliances.
A living room with a sofa, a coffee table, and a kitchen in the background.
A spacious kitchen with wooden floors, a brick accent wall, and a dining area with a small round table.
A kitchen with white appliances, a coffee maker, and a sink.

3. All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
United States
ROBERT P.
AU$403
includes taxes & fees
18 Oct - 19 Oct
All New Private and Cozy in great location
A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.
A kitchen with a wooden table, chairs, a microwave, and a sink.
A living room with a red sofa, a glass coffee table with a vase, a wooden floor, and a door leading to another room.
A cozy living room with a fireplace, a bookshelf, a red sofa, and a dining area.

4. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
United States
Liz H.
AU$938
includes taxes & fees
30 Sept - 1 Oct
Historic New England home ,Reunions Beach pass
A spacious room with a large window offering a view of the water, a sofa, a dining table with chairs, and a bed.
A hotel room with a large sliding glass door leading to a balcony with a view of the sea.
A dining area with a table set for four, large windows offering a view of the sea, and a casual outdoor seating area visible through the windows.

5. Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!

Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
Groton
United States
Stormy
AU$424
includes taxes & fees
28 Sept - 29 Sept
Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
A beach with waves gently lapping onto the shore, a clear sky, and the sun setting in the distance.
A modern kitchen with a central island, bar stools, a dining table, and a seating area with a sofa and chairs.
A beach with houses in the background.
A modern kitchen with wooden cabinets, a central island with bar stools, stainless steel appliances, and pendant lighting.

6. Charming Carriage House - Beach - Ocean Views - Fireplace

Charming Carriage House - Beach - Ocean Views - Fireplace
New London
United States
Heather
AU$647
includes taxes & fees
16 Oct - 17 Oct
Charming Carriage House - Beach - Ocean Views - Fireplace
View all properties

Top Chester Hotel Reviews

Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"This hotel is a good bargain. Although worn down in general, it suited our needs for one night. Very comfortable bed, quiet, and good buffet breakfast. Near shopping and the highway so convenient too."
Gail 1-night trip
Posted 5 hours ago
Regency Inn & Suites New London, Mystic
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

10/10 Excellent
"Great experience again enjoy the location and quiet"
Herbert 2-night trip
Posted 12 hours ago
Motel 6 New Haven - Branford, CT
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent
"People very helpful. Good breakfast. Close to a lot of activity"
Carl 1-night trip
Posted 19 hours ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

10/10 Excellent
"The hotel staff was friendly and helpful. The room was nice appointed and decorated nicely as well. It was comfortable and clean, and in a very convenient location for my stay. I would definitely book this hotel again in the future."
Deliris 1-night trip
Posted 2 days ago
Sleep Inn & Suites Niantic North
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"The staff at the Bistro Bar weren't very good. Also the drinks sub par. I ordered a gin and tonic, they served me soda water twice."
Linda 3-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Beautiful and clean room and property with a gorgeous marina view. Friendly and helpful staff. I thoroughly enjoyed my stay, and intend to return."
Joseph 1-night trip
Posted 3 days ago
Saybrook Point Resort & Marina
Inn at Middletown

Inn at Middletown

10/10 Excellent
"Very clean. Great location. Walkable to restaurants. Friendly staff. Busy place!"
David 1-night trip
Posted 5 days ago
Inn at Middletown

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 5 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.

Explore a world of travel with Expedia