Photo by Erick

Find hotels in Chester, CT from 1.633.392 ₫

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

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
The price is 9.384.709 ₫
10.417.027 ₫ total
includes taxes & fees
20 Dec - 21 Dec
James Pharmacy Bed & Breakfast

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 7.339.653 ₫
8.440.601 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Copper Beech Inn

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1000)
Overlooking the harbour in Niantic, this charming B&B offers free breakfast, WiFi and parking. Explore the area using complimentary bike rentals or try nearby hiking trails and kayaking. The terrace provides a peaceful spot to enjoy marina views after a day of adventures.

"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
The price is 4.182.813 ₫
4.810.235 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Inn at Harbor Hill Marina

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (175)
Enjoy seaside charm at this welcoming Westbrook Inn B&B, offering complimentary full breakfast and bicycle rentals. Near Westbrook Town Beach and Tanger Outlets, with hiking trails, a snack bar, and terrace for relaxation. Includes free WiFi and parking.

"Charming, beautiful inn; excellent food and service."
United States
Michael
The price is 5.838.839 ₫
6.481.111 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Westbrook Inn B&B

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1000)
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.

"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is 8.128.863 ₫
10.005.867 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Saybrook Point Resort & Marina

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (341)
Embrace seaside tranquility at this beach hotel featuring American cuisine at The Wharf restaurant and rejuvenating spa services. Adjacent to a golf course with private beach access, fitness centre, and bar. Near Deacon John Grave House and Madison Station.

"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is 6.672.558 ₫
7.673.442 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Madison Beach Hotel

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 2.107.191 ₫
2.423.269 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Liberty Inn

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
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 2.051.946 ₫
2.359.738 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Clinton Motel

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

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

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, (1002)
Located minutes from Garde Arts Centre and the ferry dock, this hotel offers an indoor pool and La Luna Restaurant. Rooms include refrigerators and microwaves. Enjoy free WiFi and parking while the quiet atmosphere and helpful staff ensure a restful stay.

"Room was great, Staff was awesome."
United States
Bryan
The price is 2.104.560 ₫
2.420.244 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn New London - Mystic Area by IHG

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, (89)
Tucked away in East Haddam, these cabins offer peaceful retreats with convenient kitchenettes and private patios. Explore nearby Machimoodus State Park or visit Amasa Day House while enjoying free parking and climate control.

"Clean and good service."
United States
Simge
The price is 3.130.533 ₫
4.810.235 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

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)
This tranquil Springhill Suites offers a refreshing indoor pool and 24-hour fitness centre. Located within 15 minutes of Mystic Aquarium and Seaport, with Connecticut College Arboretum nearby. Free breakfast, WiFi and parking enhance your stay.

"The staff were friendly and helpful."
United States
JOHN
The price is 3.288.375 ₫
3.781.632 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Springhill Suites by Marriott Mystic Waterford

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)
Located near Hyland House Museum and Henry Whitfield State Museum, this comfortable hotel offers convenient amenities including free WiFi, complimentary parking, and 24-hour front desk service. Guilford Station is just a 5-minute drive away.

"Clean, convenient, quiet place run by nice folks. We’d stay here again."
United States
Lisa
The price is 2.354.213 ₫
2.707.253 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Tower Inn And Suites Of Guilford - Madison

Oakdell Motel

Oakdell Motel
2.5 star property
Waterford
7.0 out of 10, Good, (100)
Situated in Waterford, this motel offers complimentary WiFi and parking just minutes from Regal Waterford and Crystal Mall. Guests enjoy a 24-hour front desk while Mohegan Sun Casino and Ocean Beach Park are within a short drive.

"The room was spotless. Great location and price for going to Moheghan Sun."
United States
Steven
The price is 2.550.727 ₫
3.156.946 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Oakdell Motel

Rodeway Inn Waterford - New London

Rodeway Inn Waterford - New London
2.0 star property
Waterford
8.2 out of 10, Very good, (773)
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.

"I have stayed here a couple of times and have enjoyed the clean room and professional staff. "
United States
Carolyn
The price is 2.101.929 ₫
2.417.218 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Rodeway Inn Waterford - New London

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1004)
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.

"Holiday family tradition!"
United States
Donald
The price is 4.411.055 ₫
5.526.509 ₫ total
includes taxes & fees
16 Dec - 17 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.
Save an average of 15% on thousands of hotels when you're signed in

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

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.

Connecticut River Autumn Landscape with the view of landmark architectures on the woodland hill, a tranquil New England scenery

Top Chester Hotel Reviews

More cheap stays in Chester

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.

Explore a world of travel with Expedia