Find hotels in Chester, CT from 1.636.496 ₫

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Tonight
11 Dec - 12 Dec
Tomorrow
12 Dec - 13 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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Our top choices for Chester hotels

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
9.2 out of 10, Wonderful, (22)
"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
The price is 9.399.323 ₫
10.433.249 ₫ total
includes taxes & fees
20 Dec - 21 Dec
James Pharmacy Bed & Breakfast
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)
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is 7.353.603 ₫
8.456.643 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Copper Beech Inn
Property grounds
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1000)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
The price is 4.190.763 ₫
4.819.377 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Inn at Harbor Hill Marina
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (175)
"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is 5.849.936 ₫
6.493.429 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Westbrook Inn B&B
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, (1000)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is 8.144.313 ₫
10.024.884 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Saybrook Point Resort & Marina
Exterior
Madison Beach Hotel

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (339)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is 6.462.209 ₫
7.431.541 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Madison Beach Hotel
Property grounds
Liberty Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is 2.111.196 ₫
2.427.875 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Liberty Inn
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down duvets, memory-foam beds
The Homestead

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (89)
"This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!"
United States
Cynthia
The price is 7.072.110 ₫
7.850.169 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Homestead
Seasonal outdoor pool, pool umbrellas, pool loungers
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (81)
"The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment. "
United States
Juliette
The price is 6.424.519 ₫
7.131.150 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Bevin House Bed & Breakfast
Property grounds
Clinton Motel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is 2.055.846 ₫
2.364.223 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Clinton Motel
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)
"Great place!"
United States
Jill
The Spa at Norwich Inn
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, (258)
"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
Exterior
Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG
3.0 star property
New London
8.4 out of 10, Very good, (1001)
"Room was great, Staff was awesome."
United States
Bryan
The price is 2.029.489 ₫
2.333.912 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn New London - Mystic Area by IHG
Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
East Haddam
9.6 out of 10, Exceptional, (88)
"Clean and good service."
United States
Simge
The price is 3.136.483 ₫
4.819.378 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Free daily continental breakfast
Springhill Suites by Marriott Mystic Waterford

Springhill Suites by Marriott Mystic Waterford

Springhill Suites by Marriott Mystic Waterford
3.0 star property
Quaker Hill
8.6 out of 10, Excellent, (921)
"The staff were friendly and helpful."
United States
JOHN
The price is 3.294.625 ₫
3.788.819 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Springhill Suites by Marriott Mystic Waterford
Exterior
Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (233)
"Clean, convenient, quiet place run by nice folks. We’d stay here again."
United States
Lisa
The price is 2.358.688 ₫
2.712.399 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Tower Inn And Suites Of Guilford - Madison
Front of property – evening/night
Oakdell Motel

Oakdell Motel

Oakdell Motel
2.5 star property
Waterford
7.0 out of 10, Good, (100)
"The room was spotless. Great location and price for going to Moheghan Sun."
United States
Steven
The price is 2.555.575 ₫
3.162.946 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Oakdell Motel
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, (460)
"🙂"
United States
Jared
The price is 1.766.710 ₫
2.031.717 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
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, (773)
"I have stayed here a couple of times and have enjoyed the clean room and professional staff. "
United States
Carolyn
The price is 2.105.924 ₫
2.421.812 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Rodeway Inn Waterford - New London
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, (1003)
"Yes! Ease of registration! The staff helped us with dinning suggestions, hotel programs and amenities!"
United States
Bruce
The price is 4.419.439 ₫
5.537.013 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Water's Edge Resort & Spa
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.
See properties

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.
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
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
"Clean room, friendly check in staff!"
Lynda 1-night trip
Posted 2 weeks ago
Clarion Inn
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

10/10 Excellent
"My room was exceptionally clean and staff was kind and friendly."
Melanie 1-night trip
Posted 2 months ago
Regency Inn & Suites New London, Mystic

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 1.423.040 ₫ per night from 18 Dec to 19 Dec
1.423.040 ₫
1.636.496 ₫ total
18 Dec - 19 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.

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