Find hotels in Chester, CT from 1.715.598 ₫

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22 Dec - 23 Dec
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23 Dec - 24 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Chester hotels

Terrace/patio
Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (900)
Discover comfort in Wallingford with spacious accommodation, an on-site fitness centre, and complimentary hot breakfast. Unwind at the bar after exploring nearby attractions like United House Wrecking and On Track Karting. Business travellers appreciate the free WiFi and parking.
"Staff was very friendly and helpful stay was overall very pleasant!"
United States
Angela
The price is 3.136.748 ₫
3.607.260 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Homewood Suites by Hilton Wallingford-Meriden
Lobby
Fairfield by Marriott Inn & Suites Wallingford New Haven

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, (1000)
Enjoy a quiet retreat at this Wallingford hotel, close to highways and dining options. Free Wi-Fi, parking, and daily continental breakfast add value while the 24-hour fitness centre keeps your routine intact. Guests consistently praise the helpful staff.
"Loved the lady in the breakfast area, a real good person!"
United States
Sheila
The price is 3.220.956 ₫
3.704.100 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Fairfield by Marriott Inn & Suites Wallingford New Haven
Exterior
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1001)
Located minutes from United House Wrecking and YMCA Mountain Mist, this hotel offers comfortable rooms with refrigerators and microwaves. Take a refreshing dip in the indoor pool, grab dinner at Pantry Market, or unwind at the bar after using the fitness centre.
"Clean room and staff wonderful "
United States
Liliana
The price is 3.019.120 ₫
3.471.988 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hilton Garden Inn Wallingford/Meriden
Exterior
Courtyard New Haven Wallingford

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (784)
Escape to a clean, quiet haven just 15 minutes from Quinnipiac University. The Bistro serves American fare while the fitness centre keeps your routine on track. Enjoy in-room refrigerators and helpful staff that guests consistently praise.
"Clean room, friendly staff!"
United States
Julie
The price is 3.332.795 ₫
3.832.714 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Courtyard New Haven Wallingford
Exterior
Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
2.0 star property
Waterford
8.2 out of 10, Very good, (774)
Experience peaceful stays at this quiet Waterford motel with complimentary WiFi and parking. Take a dip in the seasonal outdoor pool after exploring nearby Crystal Mall and Regal Waterford attractions. Previous guests consistently praise the helpful staff and clean accommodation.
"Great deal"
United States
Dan
The price is 2.102.569 ₫
2.417.954 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Rodeway Inn Waterford - New London
Property grounds
Pier Blue Inn Old Saybrook - Essex

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, (1007)
Located in Old Saybrook, this hotel offers free parking and WiFi with hiking trails nearby. Guests praise the helpful staff, comfortable beds, and clean rooms. Himalaya Café and Chalker Beach are close to this peaceful spot.
"Staff was courteous, and bed was comfortable. The room hasn't had decor updated for decades. Fine for an overnight if you are just traveling through area for the price. "
United States
sue
Pier Blue Inn Old Saybrook - Essex
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1002)
Escape to this Westbrook retreat featuring a private beach with umbrellas, 3 restaurants including Italian cuisine at Dattilo's, and rejuvenating spa treatments. The indoor pool and hot tub complement free WiFi and parking near Tanger Outlets.
"Everything was wonderful. Staff was friendly, very clean,we enjoyed it."
United States
Donna
The price is 4.791.795 ₫
5.964.498 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Water's Edge Resort & Spa
Breakfast and dinner served
Copper Beech Inn

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (506)
Located near Ivoryton Playhouse, this charming hotel offers deep-tissue massages and complimentary breakfast. Enjoy drinks at the bar, stroll through the garden, or unwind on the terrace after exploring Museum of Fife and Drum.
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is 7.341.885 ₫
8.443.168 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Copper Beech Inn
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1002)
Escape to a peaceful retreat with an indoor pool and American cuisine at The Comfort Cafe. Just a short drive from Old Saybrook Station, this hotel offers easy access to Ferry Landing State Park. Guests praise the helpful staff and complimentary breakfast.
"The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. "
United States
Virginia
The price is 2.661.762 ₫
3.061.026 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Quality Inn Old Saybrook - Westbrook
Exterior
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1002)
Immerse yourself in coastal tranquility at this Old Saybrook retreat, where 3 pools, marina access, and spa services create a peaceful haven. The waterfront Fresh Salt restaurant complements stunning views just minutes from the train station.
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is 8.131.335 ₫
10.008.910 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Saybrook Point Resort & Marina
Free daily buffet breakfast
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1000)
Conveniently located between Yale and Quinnipiac universities, this quiet North Haven hotel offers complimentary breakfast, WiFi, and parking. The 24-hour fitness centre provides workout options while helpful staff ensure a comfortable stay near Wharton Brook State Park.
"I would stay there again."
United States
George
The price is 2.131.252 ₫
2.450.979 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Clarion Inn North Haven - New Haven North
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

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, (463)
Situated near a train station, this motel offers practical amenities like in-room refrigerators and microwaves. Enjoy the outdoor terrace and garden spaces while staying close to Chalker Beach and Tanger Outlets with complimentary parking and WiFi.
"A very clean and convenient hotel. It’s close to the beach and provides a parking pass for local beach with a refundable deposit."
United States
Anonymous traveller
The price is 1.763.894 ₫
2.028.478 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Property grounds
The Spa at Norwich Inn

The Spa at Norwich Inn

The Spa at Norwich Inn
3.5 star property
Norwich
8.8 out of 10, Excellent, (1001)
Experience tranquility at this historic hotel featuring a full-service spa with deep-tissue massages and aromatherapy. Just 5 minutes from Mohegan Sun, enjoy the indoor pool, 2 restaurants, and fitness centre while basking in the quiet, relaxing atmosphere.
"Great place!"
United States
Jill
The Spa at Norwich Inn
Property grounds
Liberty Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
Wake up to tranquility at this peaceful Old Saybrook hotel where highway noise won't disturb your rest. Explore nearby Ferry Landing State Park, shop at the antique village, or enjoy kayaking adventures. Free WiFi and convenient self parking enhance your Connecticut getaway.
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is 2.107.831 ₫
2.424.005 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Liberty Inn
Free daily buffet breakfast
Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.2 out of 10, Very good, (1003)
Relax at this Meriden hotel offering an indoor pool and 24-hour fitness centre. Enjoy complimentary breakfast before exploring nearby Silver Lake State Access Area. The helpful staff, free parking, and Wi-Fi create a hassle-free stay.
"Recently renovated, in good condition, pleasent staff"
United States
Donald
The price is 2.605.185 ₫
2.995.963 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express & Suites Meriden by IHG
Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (298)
Located near Clinton Plaza Shopping Centre, this waterfront motel provides complimentary parking and WiFi. Take a refreshing dip in the outdoor pool before exploring nearby attractions or enjoy a short walk to Clinton Station for convenient regional travel.
"Great staff and clean rooms"
United States
Tyler
The price is 2.052.570 ₫
2.360.456 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Clinton Motel
Property amenity
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (908)
Experience a peaceful getaway at this hotel with free WiFi, parking, and weekend breakfast. Located near Tanger Outlets and Crystal Lake Town Park, it offers easy access to Old Saybrook Station, just 4 minutes away by car.
"A simple, affordable, conveniently located, and pleasant stay."
United States
Jason
The price is 2.013.097 ₫
2.384.534 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Super 8 by Wyndham Old Saybrook
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (259)
Enjoy the historic atmosphere of this Westbrook B&B with complimentary breakfast, WiFi, and parking. Explore local hiking trails or borrow bikes to visit Westbrook Town Beach and Tanger Outlets. The garden terrace offers a peaceful retreat after adventurous days.
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.0 out of 10, Wonderful, (23)
Discover this charming B&B in Old Saybrook, offering free breakfast with local cuisine, WiFi, and parking. Located near General William Hart House and Katharine Hepburn Cultural Arts Centre, it provides easy access to regional attractions.
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
United States
Rachel
James Pharmacy Bed & Breakfast
Lobby
Baymont by Wyndham Groton/Mystic

Baymont by Wyndham Groton/Mystic

Baymont by Wyndham Groton/Mystic
2.5 star property
Groton
6.2 out of 10, (1005)
Escape to a serene retreat minutes from Mystic Aquarium and Seaport. This hotel offers clean, quiet rooms, American cuisine at Flanagan's Restaurant, and free WiFi and parking. With helpful staff and convenient access to local beaches, comfort awaits.
"People sleeping in the lobby. Smoking in the door way. Place smells like must and weed. Staff was nice but the place needs a complete facelift "
United States
Raymond
The price is 1.942.047 ₫
2.233.354 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Baymont by Wyndham Groton/Mystic
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. Learn more about Chester
Learn more about Chester

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

Chester Creek Marina

Explore the waterfront in Chester with a trip to Chester Creek Marina. While you're in the area, stroll along the beautiful beaches.
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Norma Terris Theater

You can make plans for a show at Norma Terris Theater on your trip to Chester. While you're in the area, stroll along the beautiful beaches.
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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
Connecticut River Autumn Landscape with the view of landmark architectures on the woodland hill, a tranquil New England scenery

Top Chester Hotel Reviews

Clarion Inn

Clarion Inn

10/10 Excellent
"Courteous staff always "
Elaine 1-night trip
Posted 10 days ago
Clarion Inn

More cheap stays in Chester

Red Roof Inn Mystic - New London

Red Roof Inn Mystic - New London

707 Colman Street, Building A New London CT
The price is 1.491.824 ₫ per night from 28 Dec to 29 Dec
1.491.824 ₫
1.715.598 ₫ total
28 Dec - 29 Dec
includes taxes & fees
5.6/10 (1,001 reviews)

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.