Find hotels in Chester, CT from 1.617.262 ₫

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Go beyond your typical stay in Chester

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Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Chester hotels

A large, two-story house with a wrap-around porch and a conservatory.

1. Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (530 reviews)
"Nice stay. Quite,"
United States
Joseph
The price is 7.122.591 ₫
8.190.980 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Copper Beech Inn
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

2. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,009 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is 3.401.367 ₫
4.351.947 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

3. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,004 reviews)
"The staff gave us good recommendations for places to eat and things to do"
United States
Susan
The price is 2.480.640 ₫
2.852.736 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Old Saybrook - Westbrook
A glass enclosure with a view of a forest interior, including a bed and a small table with items.

4. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (222 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is 3.814.400 ₫
5.564.160 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

5. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (351 reviews)
"Loved this place. Perfect for a one night stay. What I loved most though, was how clean and fresh the linens were."
United States
Kalev
The price is 1.991.262 ₫
2.289.951 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Clinton Motel
A sign for Pier Blue Guesthouse with a landscaped garden featuring various shrubs and trees.

6. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,000 reviews)
"Staff was friendly. Grounds very well kept. But rooms are very dated."
United States
Kevin
The price is 1.980.197 ₫
2.277.227 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Pier Blue Inn Old Saybrook - Essex
A patio with Adirondack chairs, a fire pit, and a view of a lake.

7. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (206 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
The price is 5.296.757 ₫
5.879.400 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Westbrook Inn B&B
A hotel room with a bed, a desk, a chair, a TV, and a door.

8. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (235 reviews)
"This place was clean, and the staff were friendly and helpful. Breakfast was good and overall, we were comfortable and impressed."
United States
LAURETTA
The price is 2.328.320 ₫
2.677.568 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Spark by Hilton Guilford
A marina at sunset with boats docked, a fire feature on the deck, and a chair.

9. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,001 reviews)
"Location was amazing and restaurant was great"
United States
Jenny
The price is 6.886.400 ₫
8.815.360 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Saybrook Point Resort & Marina
A multi-story hotel with balconies and a beach view.

10. Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.6 out of 10, Exceptional, (399 reviews)
"Beautiful hotel ,wonderful staff Everyone so kind, great customer service and breathtaking views and delicious food!"
United States
Eileen
The price is 6.887.214 ₫
7.920.296 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Madison Beach Hotel
A living room with a stone fireplace, grey sofas, and a coffee table.

11. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (286 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
The price is 4.644.669 ₫
5.155.582 ₫ total
includes taxes & fees
19 Nov - 20 Nov
The Captain Stannard
A hotel room with a large bed, two bedside lamps, a wooden nightstand, a desk with a chair, and a view of the outdoors through a window.

12. Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (688 reviews)
"Nice place to stay."
United States
Maria Victoria
The price is 2.044.873 ₫
2.351.604 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Liberty Inn
A hotel lobby with a reception desk, a black sofa, and a glass coffee table.

13. Solano Inn

Solano Inn
2.5 star property
Portland
8.4 out of 10, Very good, (293 reviews)
"Good value, friendly service!"
United States
William
The price is 1.947.187 ₫
2.239.265 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Solano Inn
An outdoor patio area with seating, a fire pit, and umbrellas.

14. Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.6 out of 10, Excellent, (1,000 reviews)
"The hotel was very nice, a comfortable room, nice staff, good breakfast, very convenient location (a minute from the highway) and a reasonable price."
United States
Susie
The price is 2.826.060 ₫
3.249.969 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Fairfield by Marriott Inn & Suites Wallingford New Haven
A brick building with a sign that reads "Inn at Middletown."

15. Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
8.8 out of 10, Excellent, (682 reviews)
"We only stayed one night but were very happy with everything. Clean, great staff and very comfortable. Wish there might have been an option for continental breakfast included but the restaurant on the premises looked very nice too."
United States
Wendy
The price is 4.345.305 ₫
5.509.101 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Inn at Middletown
A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.

16. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.8 out of 10, Excellent, (797 reviews)
"Enjoyed my stay, I’ll be staying there again."
United States
David
The price is 3.931.466 ₫
4.521.186 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Hartford Cromwell
Interior

17. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.4 out of 10, Exceptional, (253 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
The price is 5.994.720 ₫
6.654.139 ₫ total
includes taxes & fees
12 Nov - 13 Nov
The Scranton Seahorse Inn
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

18. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (504 reviews)
"My stay was easy I was able to get a good nights sleep. The room was clean and the location gives good access to anything I may need"
United States
Robert
The price is 1.826.089 ₫
2.100.003 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.

19. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (114 reviews)
"Beautiful and unique inn with great staff."
United States
Anita C
The price is 5.376.407 ₫
5.967.914 ₫ total
includes taxes & fees
12 Nov - 13 Nov
The Homestead
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

20. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,000 reviews)
"Overall happy with this location"
Canada
Andrew
The price is 3.307.537 ₫
3.803.667 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Wallingford/Meriden
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.
View all properties

Compare top hotels in Chester

A large, two-story house with a wrap-around porch and a conservatory.

Copper Beech Inn

4.0 star property
Ivoryton
View
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
View
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
View
A glass enclosure with a view of a forest interior, including a bed and a small table with items.

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2.5 star property
East Haddam
View
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

Clinton Motel

2.5 star property
Clinton
View
8.6
Excellent
530 reviews
8.8
Excellent
1,009 reviews
7.8
Good
1,004 reviews
9.4
Exceptional
222 reviews
8.6
Excellent
351 reviews
The price is 7.122.591 ₫
8.190.980 ₫ total
includes taxes & fees
16 Nov - 17 Nov
The price is 3.401.367 ₫
4.351.947 ₫ total
includes taxes & fees
22 Nov - 23 Nov
The price is 2.480.640 ₫
2.852.736 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The price is 3.814.400 ₫
5.564.160 ₫ total
includes taxes & fees
30 Nov - 1 Dec
The price is 1.991.262 ₫
2.289.951 ₫ total
includes taxes & fees
16 Nov - 17 Nov
  • Yes, Breakfast included
  • No Pool
  • Yes, Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Where to stay in Chester

Find the best Chester areas for the activities you enjoy most.
A plate of food with three square pieces topped with greens and caviar.
Photo by Annette Babek
Open Photo by Annette Babek

Chester Center

If you're spending some time in Chester Center, Norma Terris Theater and Connecticut Valley Railroad State Park Trail are top sights worth seeing.

Stay near popular Chester attractions

Norma Terris Theater

The Norma Terris Theatre is Goodspeed Musicals' developmental space where innovative productions debut. In this intimate setting, audiences witness tomorrow's Broadway hits evolve before their eyes.
See properties

Learn more about Chester

Charming galleries and local shops line Main Street, where you'll find handcrafted jewellery and Connecticut River Valley artwork. Catch a performance at the Goodspeed Opera House in East Haddam or kayak Chester Creek when summer temperatures rise.

See all hotels in Chester
A calm lake surrounded by vibrant autumn foliage.

Top Chester Hotel Reviews

A living room with a stone fireplace, grey sofas, and a coffee table.
The Captain Stannard

The Captain Stannard

The Captain Stannard
Westbrook Center

10/10 Excellent

This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions.
United Kingdom
Jessica
Reviewed July 29, 2026
The Captain Stannard

Frequently Asked Questions

What's the weather like in Chester?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Chester is 1382 mm.