Hotels in Chester

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Top 5 hotels in Chester at a glance

Copper Beech Inn — 4-star hotel in Ivoryton. Guest rating: 8.6/10 — Excellent.
Quality Inn Old Saybrook - Westbrook — 2.5-star hotel in Old Saybrook. Guest rating: 7.8/10 — Good.
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy — 2.5-star hotel in East Haddam. Guest rating: 9.4/10 — Exceptional.
Water's Edge Resort & Spa — 3.5-star hotel in Westbrook Center. Guest rating: 8.8/10 — Excellent.
Springhill Suites by Marriott Hartford Cromwell — 2.5-star hotel in Cromwell. Guest rating: 8.8/10 — Excellent.

Where to stay in Chester?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chester on Hotels.com. These Chester hotels consistently deliver on comfort, location and traveler experience. Last updated on August 25, 2026.

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 hallway with a mirrored closet door, a wooden chair, and a vanity with a mirror and shelves.

A bar area with a long counter, multiple stools, and a well-stocked bar.

Copper Beech Inn

Ivoryton

CNY1,876

CNY2,157 total

includes taxes & fees

Aug 31 - Sep 1

A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

A hotel lobby with a reception desk, two sofas, a coffee table, and a carpeted floor.

A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.

An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

Quality Inn Old Saybrook - Westbrook

Old Saybrook

CNY680

CNY782 total

includes taxes & fees

Sep 20 - Sep 21

A cabin with a large window, surrounded by trees.

A wooden cabin room with a bed, a window, and a small table with a lantern.

A wooden interior with a table, chair, and a hanging lantern.

A compact kitchen with wooden walls, a window with a view of greenery, a built-in dishwasher, and a sink.

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

CNY934

CNY1,693 total

includes taxes & fees

Aug 30 - Aug 31

A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.

A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.

A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.

Water's Edge Resort & Spa

Westbrook Center

CNY1,567

CNY1,918 total

includes taxes & fees

Sep 14 - Sep 15

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.

An outdoor seating area with a fire pit, chairs, and a building with large windows and a flat roof.

A hotel room with a bed, a desk, a sofa, and a large abstract painting on the wall.

Springhill Suites by Marriott Hartford Cromwell

Cromwell

CNY800

CNY920 total

includes taxes & fees

Aug 30 - Aug 31

A hotel room with two beds, a wooden bench, a desk, a mirror, and a patterned carpet.

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.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

CNY586

CNY674 total

includes taxes & fees

Aug 26 - Aug 27

A bedroom with a bed, two rugs, a nightstand, a lamp, and a wall clock.

The Scranton Seahorse Inn

Madison Center

CNY2,521

CNY2,799 total

includes taxes & fees

Aug 26 - Aug 27

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 rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.

A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.

Clinton Motel

Clinton

CNY531

CNY611 total

includes taxes & fees

Sep 2 - Sep 3

A modern kitchen area with a long counter, various appliances, and a sign that reads "Delight in the day".

A hotel room with a bed, a desk, a chair, a TV, and a door.

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 reception area with a wooden reception desk, a green rug, and a wall-mounted abstract art piece.

Spark by Hilton Guilford

Guilford

CNY711

CNY818 total

includes taxes & fees

Sep 13 - Sep 14

A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

A sandy beach with footprints and a wooden structure extending into the water.

A house with a porch, a stone foundation, and a lawn.

A purple door with a welcome sign, a white staircase with a patterned rug, and a view of a building through the window.

Westbrook Inn B&B

Westbrook Center

CNY1,993

CNY2,212 total

includes taxes & fees

Sep 23 - Sep 24

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

A bedroom with a large bed, a nightstand, a dresser, and a robe rack.

A large, two-story house with a wrap-around porch, multiple windows, and a chimney.

A modern lobby with a round gold table, a large framed floral painting, and a wooden desk.

The Captain Stannard

Westbrook Center

CNY1,573

CNY1,746 total

includes taxes & fees

Aug 26 - Aug 27

A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

A rustic outdoor setting with hay bales, a wooden fire pit, and outdoor seating.

A large, blue Victorian-style house with a prominent fountain in the front yard.

A classic interior with a marble coffee table, two upholstered armchairs, a sofa, and a vintage radio.

The Bevin House Bed & Breakfast

East Hampton

CNY1,627

CNY1,806 total

includes taxes & fees

Aug 26 - Aug 27

An outdoor patio area with seating, a fire pit, and umbrellas.

A modern room with white leather sofas, a small round table, a stone fireplace, and large windows.

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 living area with a fireplace, a reception desk, and a large window.

Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

CNY841

CNY967 total

includes taxes & fees

Sep 13 - Sep 14

A marina with boats docked, a fire pit table, and outdoor seating.

An aerial view of a marina with boats docked, a parking lot, and buildings with a waterfront view.

An indoor swimming pool with clear blue water, wooden beams, and lounge chairs.

Saybrook Point Resort & Marina

Old Saybrook Center

CNY2,481

CNY3,088 total

includes taxes & fees

Sep 3 - Sep 4

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 living room with a fireplace, a television mounted above it, and two armchairs.

A cozy kitchen with a coffee machine, a fruit bowl, and a 'NO SELF-SERVICE' sign.

The Homestead

Madison Center

CNY1,706

CNY1,894 total

includes taxes & fees

Sep 2 - Sep 3

A sunset over a body of water with a boat and a tree silhouetted against the sky.

A white building with a sign that reads "Solano Inn".

A hotel lobby with a reception desk, a black sofa, and a glass coffee table.

Solano Inn

Portland

CNY547

CNY629 total

includes taxes & fees

Aug 26 - Aug 27

A hotel room with two beds, a wooden headboard, a framed picture on the wall, and a door in the background.

A Holiday Inn Express building with a modern design, featuring a covered entrance and a landscaped front yard.

Holiday Inn Express Branford-New Haven by IHG

Branford

CNY881

CNY1,013 total

includes taxes & fees

Aug 31 - Sep 1

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

A modern hotel lobby with a central bar area, refrigerated beverage dispensers, and a seating area with tables and chairs.

A modern living room with a flat-screen TV, a red armchair, a grey sofa, a wooden entertainment unit, and a large window with curtains.

A hotel corridor with round tables, large windows, and a modern console table.

Hilton Garden Inn Wallingford/Meriden

Wallingford

CNY931

CNY1,071 total

includes taxes & fees

Sep 6 - Sep 7

A modern bar area with a wooden bar counter, multiple stools, and a variety of liquor bottles.

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."

A modern hotel lobby with a large flat-screen TV, comfortable seating, a Starbucks coffee station, and a patterned carpet.

Courtyard New Haven Wallingford

Wallingford

CNY982

CNY1,129 total

includes taxes & fees

Sep 13 - Sep 14

A garden with a fountain, various shrubs, and flower beds.

A motel with a two-story structure, a covered parking area, and a landscaped front yard with various plants.

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.

A reception area with a wooden counter, a bulletin board with various notices, a potted plant, and a door leading to another room.

Liberty Inn

Old Saybrook

CNY599

CNY689 total

includes taxes & fees

Sep 10 - Sep 11

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Go beyond your typical stay in Chester

Pet friendly

Apartment

Pool

Cottage

Spa

Family friendly

Hot tub

Top neighborhoods in Chester

Chester Center

A plate of food with three square pieces topped with greens and caviar.

A cocktail in a martini glass on a bar counter.

Chester Center

The Chester Center neighborhood has lots to see including Norma Terris Theater and Connecticut Valley Railroad State Park Trail.

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Top landmarks in Chester

Chester Creek Marina

Imagine strolling along Chester Creek Marina for some great waterfront pics. It's located 2.8 mi (4.5 km) from central Chester.

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Norma Terris Theater

If you want to see a show while you're in town, try and grab some tickets at Norma Terris Theater in Chester Center. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy the show and want to see another, Goodspeed Opera House and Ivoryton Playhouse are both not far.

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Learn more about Chester

Chester is well-known for its attractions such as Connecticut River and Chester Creek Marina.

See all hotels in Chester

A historic waterfront estate with a large white building featuring a balcony and a flagpole.

Check out reviews of Chester hotels guests love

Hampton Inn Norwich

10/10 Excellent

"Shuttle to casino. Nice pool. Breakfast not great expected more at this price point. Liked noon check out. Liked coffee tea and chocolate in lobby."

Hyatt Place Uncasville - Casino Area

10/10 Excellent

"Everything was good wishing the food stayed open later."

Marina Bay Cottages

10/10 Excellent

"It was the perfect little get away spot, plenty of things to do in the area. The cottage offered a living space separate from the bedroom and also had a little dining area. The place was spotless and if we needed anything, just call the number and it was taken care of. Highly suggest this property."

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Absolute gem really cool giant picnic table in the middle of the room, which is great for kids are just getting work done. The staff is absolutely wonderful. The view is gorgeous. If you stay on the backside of the hotel cannot recommend this place enough. What a surprise incredible bargain."

The Spa at Norwich Inn

8/10 Good

"V"

Frequently asked questions

How much does a hotel room cost in Chester?

You can find top hotels in Chester from CNY534 with options to suit your budget and needs. If you're looking for an affordable hotel in Chester that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Chester hotels?

Discover great deals on Chester hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. And make sure to check out our last-minute deals on Chester hotels.

Can I book Chester hotels with free cancellation?

It's easy to book a refundable Chester hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What hotels do travelers like in Chester?

Guests like Pier Blue Inn Old Saybrook - Essex, Water's Edge Resort & Spa and Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy.

Can I book refundable accommodations in Chester?

If you need the flexibility to change your plans to Chester, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Chester be like during my vacation?

July and August are typically the warmest months in Chester when the average temp is 70°F. January and February are the coldest months when the average temperature is 35°F. October and December are the months with the most rain.

Why should I book my Chester accommodation with Hotels.com?

There are plenty of reasons to book your Chester travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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