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

Find hotels in Chester, CT from 1.976.439 ₫

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Check prices for these dates

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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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.
A spacious room with a large bed, a staircase, and a door leading to another room.
A bar area with a long counter, multiple stools, and a well-stocked bar.
A large, two-story house with a wrap-around porch and a conservatory.

1. Copper Beech Inn

Copper Beech Inn
Ivoryton
United States
Gregg
7.218.567 ₫
8.301.352 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Copper Beech Inn
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.

2. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Laurie
4.616.261 ₫
5.754.932 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.

3. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Amy
2.507.094 ₫
2.883.158 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Quality Inn Old Saybrook - Westbrook
A cabin with a dining table set for two, a bicycle, and a small porch area.
A bedroom with a wooden headboard, a bed with white linens, a bedside table with a tray of breakfast items, and a window overlooking greenery.
A compact kitchen with wooden walls, a window with a view of greenery, a built-in dishwasher, and a sink.
A wooden interior with a table, chair, and a hanging lantern.

4. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
East Haddam
United States
Stephanie
3.492.855 ₫
5.206.941 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A parking lot with a building in the background.
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.
A motel with a large parking lot and multiple rooms.

5. Clinton Motel

Clinton Motel
Clinton
United States
Selena
2.018.094 ₫
2.320.808 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Clinton Motel
A sign for Pier Blue Guesthouse with a logo and name.
Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.
A train traveling along a river with autumn foliage in the background.
A guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.

6. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Celina
1.992.997 ₫
2.291.830 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Pier Blue Inn Old Saybrook - Essex
A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.
A house with a porch, a stone foundation, and a lawn.
A sandy beach with footprints and a wooden structure extending into the water.
A purple door with a welcome sign, a white staircase with a patterned rug, and a view of a building through the window.

7. Westbrook Inn B&B

Westbrook Inn B&B
Westbrook Center
United States
Diane
7.668.757 ₫
8.512.320 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Westbrook Inn B&B
A marina with boats docked, a fire pit table, and outdoor seating.
A two-story Victorian-style house with a balcony, a porch, and a small tower.
Dining
An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.

8. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
United States
Jenny
7.218.567 ₫
9.206.907 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Saybrook Point Resort & Marina
A breakfast bar with various food items and a coffee machine.
A modern living room with a flat-screen TV, a small table, a yellow armchair, a rocking chair, and a mini-fridge stocked with snacks.
A hotel with a 'spark by Hilton' sign, a parking lot, and a covered entrance.
A hotel room with a bed, a desk, a chair, a TV, and a door.

9. Spark by Hilton Guilford

Spark by Hilton Guilford
Guilford
United States
LAURETTA
2.353.408 ₫
2.706.420 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Spark by Hilton Guilford
A multi-story hotel with balconies and a beach view.
A large hotel with multiple balconies and a beach area with sun loungers and umbrellas.
A grand staircase with a chandelier, a reception desk, and a fireplace.
A grand staircase with a chandelier, a seating area with chairs and a table, and a sign indicating the location.

10. Madison Beach Hotel

Madison Beach Hotel
Madison Center
United States
Eileen
7.107.313 ₫
8.173.410 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Madison Beach Hotel
A living room with a stone fireplace, grey sofas, and a coffee table.
A large, two-story house with a wrap-around porch, multiple windows, and a chimney.
A bedroom with a large bed, a nightstand, a dresser, and a robe rack.
A dining room with a wooden table, six chairs, and a large window with curtains.

11. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Siegfried
6.052.186 ₫
6.717.926 ₫ total
includes taxes & fees
18 Oct - 19 Oct
The Captain Stannard
A garden with a fountain, various shrubs, and flower beds.
A reception area with a wooden counter, a bulletin board with various notices, a potted plant, and a door leading to another room.
A kitchen with wooden cabinets, a refrigerator, a coffee maker, and a fruit bowl.
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
Old Saybrook
United States
Grace
2.305.284 ₫
2.651.077 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Liberty Inn
Room
Balcony
A room with a leather sofa, a television mounted on the wall, and a window with a decorative frame.
Front of property

13. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
Old Saybrook
United States
David
2.043.967 ₫
2.421.195 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Motel 6 Old Saybrook, CT
A sunset over a body of water with a boat and a tree silhouetted against the sky.
A hotel lobby with a reception desk, a black sofa, and a glass coffee table.
A bedroom with a large bed, a desk with chairs, and a dining area.
Living area

14. Solano Inn

Solano Inn
Portland
United States
Douglas
2.342.735 ₫
2.694.145 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Solano Inn
An outdoor patio area with seating, a fire pit, and umbrellas.
A hotel room with a bed, a desk with a computer, a microwave, a small fridge, a chair, and a large window with curtains.
A spacious dining area with high tables and chairs, a patterned carpet, and pendant lighting.
A modern room with white leather sofas, a small round table, a stone fireplace, and large windows.

15. Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
Wallingford
United States
Carol
3.236.712 ₫
3.722.219 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Fairfield by Marriott Inn & Suites Wallingford New Haven
A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.
An indoor swimming pool with clear water, a metal ladder, and a tiled floor.
A grand spiral staircase with a chandelier, marble flooring, and blue armchairs in a spacious lobby area.
A brick building with a sign that reads "Inn at Middletown."

16. Inn at Middletown

Inn at Middletown
Washington Street Historic District
United States
Dorothy
4.481.426 ₫
5.671.100 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Inn at Middletown
An outdoor kitchen with a grill and a built-in stove, white chairs, and a red door.
A multi-story hotel with a central entrance, a parking lot, and landscaped areas with shrubs and flowers.
A hotel lobby with a stone fireplace, multiple seating areas including a sofa and chairs, and a television mounted on the wall.
A hotel room with a bed, a desk, a television, a sofa, and a window with a view of trees.

17. Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
Wallingford
United States
Tammy
3.936.577 ₫
4.527.063 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Homewood Suites by Hilton Wallingford-Meriden
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.
A two-story white house with black shutters, a covered porch, and a red umbrella.
A teal bicycle with a wicker basket parked in front of a white building with green shutters.
A cozy kitchen with a coffee machine, a fruit bowl, and a 'NO SELF-SERVICE' sign.

18. The Homestead

The Homestead
Madison Center
United States
Sherry
6.263.853 ₫
6.952.851 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Homestead
A modern bar area with a wooden bar counter, multiple stools, and a variety of liquor bottles.
A modern living room with a large flat-screen TV, comfortable seating, and a patterned carpet.
A modern hotel lobby with a fireplace, comfortable seating, and a large window offering a view.
A modern hotel entrance with a sign reading "Courtyard by Marriott."

19. Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
Wallingford
United States
Tanisha
3.702.426 ₫
4.257.790 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Courtyard New Haven Wallingford
A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.
A modern hotel lobby with a central seating area, a bar, and a large TV screen.
A reception desk with a blue top and wooden base, a wall with geometric patterns, and a sign that reads "BONVY".
An outdoor seating area with a fire pit, chairs, and a building with large windows and a flat roof.

20. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
Cromwell
United States
David
3.416.530 ₫
3.929.009 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Springhill Suites by Marriott Hartford Cromwell
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Where to stay in Chester

Find the best Chester areas for the activities you enjoy most.Learn more about Chester
Learn more about Chester
A plate of food with three square pieces topped with greens and caviar.
Photo by Annette Babek
A cocktail in a martini glass on a bar counter.
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

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Wonderful hotel. Clean, great breakfast that was open late, huge room."
John 2-night trip
Posted 1 hour ago
Hyatt Place Uncasville - Casino Area
Inn at Middletown

Inn at Middletown

8/10 Good
"We stayed for one night. The location is very convenient and within walking distance to quite a lot in the area. We had valet parking which was very nice since parking for the hotel is down the street. We had dinner and breakfast at the hotel restaurant. It was very good and the waitstaff very attentive. However, when we sat down for dinner the water glasses were filthy. Mine had old lipstick marks all around the edges and his was just plain dirty. Needless to say we asked for clean glassware. We had drinks in the bar. We were disappointed that they had a "Girl's Fun Night Out" thing going on in the bar they had psychic's there. We were not aware of it when we booked and it was very crowded in the bar. It took awhile to get drinks because they only had one barmaid working there. The drinks are too high! $20 for a tequila sunrise. We had 2 drinks and a beer and it cost us $45.00 not including the tip. Just be aware before you order to ask the price first! The room was large and clean. It was a handicap accessible room, however the sliding bathroom door is very heavy and hard to slide. The curtains in the room.... were actually dry rotted and had several holes. Room 117 if the hotel is reviewing this. I think for a high end hotel they can do better. We were not horribly disappointed but would not stay there again."
Pamela 1-night trip
Posted 4 hours ago
Inn at Middletown
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

8/10 Good
"Good stay there in Connecticut"
Peter 1-night trip
Posted 1 day ago
Regency Inn & Suites New London, Mystic
The Spa at Norwich Inn

The Spa at Norwich Inn

10/10 Excellent
"Everything"
Theresa 2-night trip
Posted 1 day ago
The Spa at Norwich Inn

More cheap stays in Chester

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
1.696.234 ₫
1.976.439 ₫ total
1 Nov - 2 Nov
includes taxes & fees
Motel 6 New Haven - Branford, CT
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

1954 Norwich New London Tpke Montville CT
1.957.292 ₫
2.250.885 ₫ total
27 Oct - 28 Oct
includes taxes & fees
8.6/10 Excellent! (2,072 reviews)
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
1.992.997 ₫
2.291.830 ₫ total
19 Oct - 20 Oct
includes taxes & fees
8/10 Very good! (1,003 reviews)
Pier Blue Inn Old Saybrook - Essex
Red Roof Inn Meriden

Red Roof Inn Meriden

10 Bee St Meriden CT
2.095.713 ₫
2.410.070 ₫ total
1 Nov - 2 Nov
includes taxes & fees
Red Roof Inn Meriden
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

269 North Frontage Road New London CT
2.420.419 ₫
2.783.417 ₫ total
1 Nov - 2 Nov
includes taxes & fees
6/10 (1,001 reviews)
Regency Inn & Suites New London, Mystic
Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell

76 Berlin Road Cromwell CT
3.416.530 ₫
3.929.009 ₫ total
1 Nov - 2 Nov
includes taxes & fees
Springhill Suites by Marriott Hartford Cromwell

Hotels in Chester with star rating

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.

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