A calm river with boats, wooden docks, and buildings along the shore.

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Our top choices for Chester bed & breakfast

The Williams Center

The Williams Center
3.0 star property
New London
9.8 out of 10, Exceptional, (28 reviews)
"I enjoyed my stay! Clean safe place to stay, and William was very friendly "
United States
Beth
The price is AED 347
AED 399 total
includes taxes & fees
5 Jul - 6 Jul
The Williams Center

Clean and cozy, King bed, private bathroom, ample parking, free internet

Clean and cozy, King bed, private bathroom, ample parking, free internet
New London
10.0 out of 10, Exceptional, (1 review)
"Room was excellent, comfortable, and clean. The property manager William was the kindest host you could ask for - personally gave us a rundown of the unit and provided us with everything we needed for a cozy hassle-free stay. Just a stone's throw and walk away from all the shops on bank-street, I highly recommend this stay if you're ever in the New London area! "
United States
joseph
The price is AED 404
AED 538 total
includes taxes & fees
2 Jul - 3 Jul
Clean and cozy, King bed, private bathroom, ample parking, free internet

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (267 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is AED 792
AED 879 total
includes taxes & fees
30 Jun - 1 Jul
The Captain Stannard

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,002 reviews)
"Lovely place to stay, excellent breakfast."
United States
Mary Jo
The price is AED 955
AED 1,099 total
includes taxes & fees
30 Jun - 1 Jul
Inn at Harbor Hill Marina

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (85 reviews)
"Wonderful stay. Excellent staff that treats the guest like family and friends. "
United States
Liliana
The price is AED 904
AED 1,003 total
includes taxes & fees
30 Jun - 1 Jul
The Bevin House Bed & Breakfast

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (195 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is AED 1,145
AED 1,271 total
includes taxes & fees
5 Jul - 6 Jul
Westbrook Inn B&B

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (243 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is AED 1,281
AED 1,422 total
includes taxes & fees
13 Jul - 14 Jul
The Scranton Seahorse Inn

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
The price is AED 1,330
AED 1,476 total
includes taxes & fees
7 Jul - 8 Jul
The Homestead
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

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?
Here are some well-liked B&Bs in the surrounding area: Inn at Harbor Hill Marina: 16 rooms. 16.2 mi (26.1 km) from the downtown core. Enjoy the free full breakfast and marina onsite. The Captain Stannard: 11 rooms. Situated 8.4 mi (13.5 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. Westbrook Inn B&B: 9 rooms. Located 8.3 mi (13.4 km) from the core of Chester. Enjoy the free full breakfast and designer toiletries.
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 Chester Creek Marina are some notable sights to visit. You might put Norma Terris Theater and Connecticut Valley Railroad State Park Trail 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.

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