Hotels in Chester

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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 quality, location and traveler experience. Last updated on September 15, 2026.

1. Copper Beech Inn

Ivoryton

CNY1,872

CNY2,152 total

includes taxes & fees

Sep 16 - Sep 17

2. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

CNY932

CNY1,381 total

includes taxes & fees

Sep 16 - Sep 17

Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

3. Quality Inn Old Saybrook - Westbrook

Old Saybrook

CNY679

CNY780 total

includes taxes & fees

Oct 5 - Oct 6

4. Water's Edge Resort & Spa

Westbrook Center

CNY1,202

CNY1,499 total

includes taxes & fees

Oct 7 - Oct 8

Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets

5. Clinton Motel

Clinton

CNY523

CNY602 total

includes taxes & fees

Sep 16 - Sep 17

37-inch flat-screen TV with cable channels, TV

6. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

CNY1,135

CNY1,305 total

includes taxes & fees

Sep 21 - Sep 22

Desk, iron/ironing board, WiFi (free), bed sheets

7. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

CNY547

CNY630 total

includes taxes & fees

Sep 20 - Sep 21

Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

Breakfast, lunch, dinner and brunch served

8. Saybrook Point Resort & Marina

Old Saybrook Center

CNY2,341

CNY2,927 total

includes taxes & fees

Oct 4 - Oct 5

In-room safe, desk, blackout drapes, soundproofing

9. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

CNY839

CNY965 total

includes taxes & fees

Sep 27 - Sep 28

10. The Bevin House Bed & Breakfast

East Hampton

CNY1,704

CNY1,892 total

includes taxes & fees

Sep 21 - Sep 22

Standard Room, 1 Bedroom, Private Bathroom | Premium bedding, WiFi (free), individually decorated

11. The Captain Stannard

Westbrook Center

CNY1,569

CNY1,742 total

includes taxes & fees

Sep 16 - Sep 17

12. Westbrook Inn B&B

Westbrook Center

CNY1,988

CNY2,207 total

includes taxes & fees

Oct 5 - Oct 6

Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

13. The Homestead

Madison Center

CNY1,594

CNY1,769 total

includes taxes & fees

Sep 23 - Sep 24

The Seahorse (Pet Friendly) | Premium bedding, WiFi (free), bed sheets

14. The Scranton Seahorse Inn

Madison Center

CNY2,516

CNY2,792 total

includes taxes & fees

Sep 23 - Sep 24

Suite, 1 King Bed | Living area | 42-inch LCD TV with satellite channels, TV

15. Hilton Garden Inn Wallingford/Meriden

Wallingford

CNY1,040

CNY1,196 total

includes taxes & fees

Sep 21 - Sep 22

Desk, iron/ironing board, WiFi (free), alarm clocks

16. Spark by Hilton Guilford

Guilford

CNY776

CNY892 total

includes taxes & fees

Sep 21 - Sep 22

Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, in-room safe

17. Holiday Inn Express Branford-New Haven by IHG

Branford

CNY879

CNY1,011 total

includes taxes & fees

Sep 20 - Sep 21

18. Motel 6 Old Saybrook, CT

Old Saybrook

CNY530

CNY628 total

includes taxes & fees

Sep 16 - Sep 17

Standard Room, Accessible, Non Smoking | Blackout drapes, iron/ironing board, WiFi (free), individually decorated

19. Liberty Inn

Old Saybrook

CNY537

CNY618 total

includes taxes & fees

Sep 16 - Sep 17

Desk, laptop workspace, iron/ironing board, cribs (free)

20. Best Western Niantic - New London/Mystic Area

Niantic

CNY939

CNY1,079 total

includes taxes & fees

Sep 17 - Sep 18

View all properties

Go beyond your typical stay in Chester

Pet friendly

Apartment

Spa

Pool

Hot tub

Family friendly

Cottage

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.

See properties

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.

See properties

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.

See properties

Learn more about Chester

Chester is well-known for its attractions such as Connecticut River and Norma Terris Theater.

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

Red Roof Inn Meriden

8/10 Good

"The hotel and the rooms are basic. Ample parking. Nice staff. If you need a place to stay for an extended stay and need to budget, this is not a bad choice. We basically just needed a place to sleep and shower, and our rooms served that purpose. The room were clean, water pressure was good, and the location is great, right off the highway. Lots of food, gas, and shopping nearby. You have to ask the front desk each day you want your room cleaned."

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

10/10 Excellent

"We had a king suite. It was clean & nice to have a little area to watch tv that wasn’t on the bed. The only thing that wasn’t excellent was the lighting in the bathroom. It was hard to put mascara on without decent light. The shower was hot enough. There was plenty of storage and a safe in the room. Breakfast was the usual stuff scrambled eggs, waffles, bagels, yogurt, oatmeal, etc. good variety and everything was plentiful. The hours for breakfast are 6:30-9:30. That’s a little early to rise when you’ve been out late 😳. The shuttle was a wonderful perk. You just call And it takes you to Mohegan, when you’re done, you call and it comes back to get you. We went to see Brandon Lake and it was very convenient and free. If we ever go back to that area we will stay there again."

Holiday Inn Norwich by IHG

10/10 Excellent

"Great location. Friendly staff. Clean rooms"

The Spa at Norwich Inn

10/10 Excellent

"It is a beautiful and well maintained Hotel. Customer service is top-tier. The rooms are all comfortable right down to the robes and the mattresses. It’s my go to every time I’m in town."

Hampton Inn Norwich

10/10 Excellent

"I loved it. Would stay again."

Holiday Inn New London - Mystic Area by IHG

10/10 Excellent

"Was awesome"

Water's Edge Resort & Spa

10/10 Excellent

"Everything is perfect of what we need for short getaway to wind down labor day weekend. Short ride to New York . Thank you Waters edge resort and Spa . Westbrook Ct ."

Inn at Middletown

10/10 Excellent

"Great place to stay ,rooms facilities and surrounding are wonderful. The only downcheck was parking, around the corner and a block and behind the movie theater"

Clarion Inn North Haven - New Haven North

10/10 Excellent

"Tavern was nice with food . Under renovation so not as clean building supplies everywhere"

Frequently asked questions

How much does a hotel room cost in Chester?

You can find top hotels in Chester from CNY532 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.

Keep exploring

Book Hotels in Chester on Hotels.com