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

Chester hotels from RM297

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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Chester hotels

A conservatory with a glass ceiling, wooden furniture, and large windows offering a view of the garden.

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 RM1,136
RM1,307 total
includes taxes & fees
5 Nov - 6 Nov
Copper Beech Inn
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

2. 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 RM395
RM454 total
includes taxes & fees
29 Nov - 30 Nov
Quality Inn Old Saybrook - Westbrook
A cabin with a dining table set for two, a bicycle, and a small porch area.

3. 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, (215 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is RM518
RM783 total
includes taxes & fees
3 Dec - 4 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

4. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (205 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 RM1,207
RM1,340 total
includes taxes & fees
9 Nov - 10 Nov
Westbrook Inn B&B
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

5. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,005 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is RM662
RM832 total
includes taxes & fees
11 Nov - 12 Nov
Water's Edge Resort & Spa
A parking lot with a building in the background.

6. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (346 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 RM318
RM365 total
includes taxes & fees
5 Nov - 6 Nov
Clinton Motel
A sign for Pier Blue Guesthouse with a logo and name.

7. 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, (1,001 reviews)
"Staff was friendly. Grounds very well kept. But rooms are very dated."
United States
Kevin
The price is RM273
RM314 total
includes taxes & fees
5 Nov - 6 Nov
Pier Blue Inn Old Saybrook - Essex
A breakfast bar with various food items and a coffee machine.

8. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (228 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 RM370
RM426 total
includes taxes & fees
29 Nov - 30 Nov
Spark by Hilton Guilford
Interior

9. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.4 out of 10, Exceptional, (252 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
The price is RM957
RM1,062 total
includes taxes & fees
5 Nov - 6 Nov
The Scranton Seahorse Inn
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, (397 reviews)
"Beautiful hotel ,wonderful staff Everyone so kind, great customer service and breathtaking views and delicious food!"
United States
Eileen
The price is RM1,165
RM1,340 total
includes taxes & fees
11 Nov - 12 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, (285 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
The price is RM953
RM1,057 total
includes taxes & fees
5 Nov - 6 Nov
The Captain Stannard
A garden with a fountain, various shrubs, and flower beds.

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 RM326
RM375 total
includes taxes & fees
8 Nov - 9 Nov
Liberty Inn
A marina with boats docked, a fire pit table, and outdoor seating.

13. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,003 reviews)
"Location was amazing and restaurant was great"
United States
Jenny
The price is RM1,097
RM1,404 total
includes taxes & fees
18 Nov - 19 Nov
Saybrook Point Resort & Marina
Room

14. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
2.0 star property
Old Saybrook
7.0 out of 10, Good, (954 reviews)
"If you want a third world experience next to the railroad this is your place!"
United States
David
The price is RM258
RM297 total
includes taxes & fees
8 Nov - 9 Nov
Motel 6 Old Saybrook, CT
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.

15. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (112 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is RM898
RM997 total
includes taxes & fees
9 Nov - 10 Nov
The Homestead
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

16. 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, (503 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 RM291
RM335 total
includes taxes & fees
10 Nov - 11 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.

17. Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
8.8 out of 10, Excellent, (676 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 RM649
RM828 total
includes taxes & fees
8 Nov - 9 Nov
Inn at Middletown
A sunset over a body of water with a boat and a tree silhouetted against the sky.

18. Solano Inn

Solano Inn
2.5 star property
Portland
8.4 out of 10, Very good, (289 reviews)
"Very nice place to stay."
United States
Douglas
The price is RM406
RM467 total
includes taxes & fees
8 Nov - 9 Nov
Solano Inn
A two-story motel with a symmetrical facade, multiple windows, and a parking lot in front.

19. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (263 reviews)
"Rooms were clean and bed very comfortable. For a one nite stay , it was the perfect motel with a reasonable cost. I would stay there again"
United States
John
The price is RM281
RM323 total
includes taxes & fees
5 Nov - 6 Nov
Lamplighter Motel - Clinton, Connecticut
A hotel room with a bed, bedside tables, a desk, a chair, a lamp, and a window.

20. Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.4 out of 10, Exceptional, (134 reviews)
"The location is great. Next to plenty of stores and restaurants The breakfast was great and a variety."
United States
TRINA
The price is RM481
RM553 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites By Hilton North Haven
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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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

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Everything was perfect!!"
Rosa 1-night trip
Posted 11 hours ago
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

More cheap stays in Chester

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
The price is RM261 per night from 1 Dec to 2 Dec
RM261
RM304 total
1 Dec - 2 Dec
includes taxes & fees
7.6/10 Good! (1,105 reviews)

Frequently asked questions

What's the best place for a stay in Chester?
Regency Inn & Suites New London, Mystic, located 19.1 mi (30.8 km) from the heart of Chester, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Hyatt Place Uncasville - Casino Area. See all available top hotels, or vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! Most hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What are some accommodation options with pools in Chester?
Regency Inn & Suites New London, Mystic: Features a snack bar/deli, an indoor pool and buffet. Hyatt Place Uncasville - Casino Area and Water's Edge Resort & Spa are a couple of other choices with an on-site pool. View all hotels with pools in Chester.
What's it like to stay in Chester?
Visitors can enjoy all that Chester has to offer, including the waterfront, parks and theatres. In Chester, there are 5 hotels and other accommodation options to choose from. Find out more about Chester.
What should I see while I'm in Chester?
Favourite places to visit include Connecticut River, Chester Creek Marina and Norma Terris Theater. Additionally, you might want to add Connecticut Valley Railroad State Park Trail to your itinerary. Take a look at what more there is to see and do in Expedia's Chester guide.
What's the weather like in Chester?
The hottest months are usually July and August, with an average temperature of 21Ā°C, while the coldest months are January and February, with an average of 2Ā°C. Average annual precipitation for Chester is 1382 mm.

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