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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan

B&B in Chester

Property grounds
Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

3.5 star property
Niantic
9.4 out of 10, Exceptional, (1001)
"It’s a beautiful inn and location! Our room on the third floor had windows on three sides - views of the river and marina as well as views of Long Island sound. The staff was friendly and helpful! They had some cheese and crackers available in the afternoon, fresh cookies at 7pm (perfect little snack after returning from dinner), not to mention a nice breakfast. Would recommend to anyone looking to get away and enjoy some r&r."
United States
Karen
The price is AED 584
AED 672 total
includes taxes & fees
1 Dec - 2 Dec
Inn at Harbor Hill Marina
Terrace/patio
Westbrook Inn B&B

Westbrook Inn B&B

3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (175)
"Beautiful place and wonderful staff"
United States
Rebecca
The price is AED 799
AED 887 total
includes taxes & fees
17 Nov - 18 Nov
Westbrook Inn B&B
1 bedroom, free WiFi, bed sheets
Clean master bedroom with queen & private bath, 2 blocks from Rt 95, Free Wi-Fi

Clean master bedroom with queen & private bath, 2 blocks from Rt 95, Free Wi-Fi

New London
8.0 out of 10, Very Good, (1)
"The host was nice, helpful and easy to communicate with. Our room had an assigned bathroom, it wasn’t in the room, but just down the hall. That worked fine for us. We needed a clean, reasonably priced place for an overnight stay on our road trip and this ticked all the boxes."
United States
Warren
The price is AED 327
AED 450 total
includes taxes & fees
16 Nov - 17 Nov
Clean master bedroom with queen & private bath, 2 blocks from Rt 95, Free Wi-Fi
IPod dock, MP3 dock
The Captain Stannard

The Captain Stannard

3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (256)
"Clean, friendly and delicious continental breakfast "
United States
Miriam
The Captain Stannard
Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board
James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4.0 star property
Old Saybrook Center
9.2 out of 10, Wonderful, (20)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
United States
Ray
The price is AED 1,109
AED 1,232 total
includes taxes & fees
16 Nov - 17 Nov
James Pharmacy Bed & Breakfast
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters
The Homestead

The Homestead

3.0 star property
Madison Center
10.0 out of 10, Exceptional, (87)
"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 AED 986
AED 1,094 total
includes taxes & fees
1 Dec - 2 Dec
The Homestead
Seasonal outdoor pool, pool umbrellas, sun loungers
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

3.5 star property
East Hampton
9.6 out of 10, Exceptional, (81)
"Wonderful service. Nice place to stay. Beautiful Connecticut river area. "
United States
Dorothy
The price is AED 885
AED 982 total
includes taxes & fees
15 Dec - 16 Dec
The Bevin House Bed & Breakfast
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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Top Chester Hotel Reviews

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Courteous staff"
Pamela 1-night trip
Posted 3 days ago
Hyatt Place Uncasville - Casino Area

Frequently asked questions

Searching for B&Bs in Chester?
If you're looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be the perfect alternative for your vacation. While you're enjoying your trip to Chester, you might want to explore the theater scene by catching a show at Norma Terris Theater.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to interact with the owner, and tasty breakfasts, B&Bs provide a one-of-a-kind environment.
What are the top B&Bs in Chester?
Below are some well-liked B&Bs in the area: Inn at Harbor Hill Marina: 16 rooms. 16.2 mi (26.1 km) from the heart of Chester. Enjoy the free full breakfast and marina onsite. The Captain Stannard: 11 rooms. Situated 8.3 mi (13.4 km) from the heart of Chester. Enjoy the private yard and unique décor. The Bevin House Bed & Breakfast: 5 rooms. 12.1 mi (19.4 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. The Homestead: 10 rooms. Located 10.9 mi (17.6 km) from the core of Chester. Enjoy the deli and unique décor.
What's the best time of year to book my B&B in Chester?
When you're dreaming of a escape to Chester, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chester is 54 inches.
What is there to do in Chester?
When you want to explore some things to do in town, Connecticut River and Norma Terris Theater are some notable sights to visit. You might put Connecticut Valley Railroad State Park Trail and Chester Creek Marina on your list if you want to see more of the area.
How can I get to and around Chester?
You can plan your excursions in and around Chester ahead of time with these transportation options. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.1 mi (37.2 km) away from the city center. Otherwise, look for flights into New London, CT (GON-Groton - New London), which is 23.1 mi (37.2 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.