Photo by Annette Babek

Search B&B in Chester

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 9 B&B in Chester with updated reviews, rates, and availability.

The Captain Stannard B&B Country Inn
Exterior
The Captain Stannard B&B Country Inn
3.0 star property
9.6 out of 10, Exceptional, (205)
"I had a wonderful and peaceful stay. Loved walking on the beach in the evening and morning. The breakfast was delicious and everything was great!"
The price is AED 733
AED 799 total
includes taxes & fees
26 Sep - 27 Sep
The Captain Stannard B&B Country Inn
Inn at Harbor Hill Marina
Property grounds
Inn at Harbor Hill Marina
3.5 star property
9.2 out of 10, Wonderful, (1000)
"We loved everything about our stay, the property is beautiful, the room was comfortable and clean. The staff was friendly and welcoming and the area is safe. There are 2 beaches nearby and plenty of restaurants, some within walking distance. We did take an Uber over the bridge as well to our favorite restaurant that we found (The Fat Tuna). Breakfast was delicious, we had it delivered to the room the first day and ate in the main house the second. They offer wine and cheese in the afternoon...
The price is AED 804
AED 925 total
includes taxes & fees
1 Oct - 2 Oct
Inn at Harbor Hill Marina
The Scranton Seahorse Inn
Front of property
The Scranton Seahorse Inn
3.0 star property
9.0 out of 10, Wonderful, (227)
"I would highly recommend the Scranton seahorse in. You will be made to feel like family. And Michael is an extraordinary chef so don’t miss the breakfast."
The price is AED 893
AED 974 total
includes taxes & fees
7 Oct - 8 Oct
The Scranton Seahorse Inn
The Bevin House Bed & Breakfast
Exterior detail
The Bevin House Bed & Breakfast
3.5 star property
9.6 out of 10, Exceptional, (69)
"Beautiful property, in a very quiet area. Excellent service."
The price is AED 810
AED 890 total
includes taxes & fees
25 Sep - 26 Sep
The Bevin House Bed & Breakfast
The Homestead
Exterior
The Homestead
3.0 star property
10.0 out of 10, Exceptional, (66)
"Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return."
The price is AED 1,023
AED 1,135 total
includes taxes & fees
24 Oct - 25 Oct
The Homestead
James Pharmacy Bed & Breakfast
Room
James Pharmacy Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (12)
"This inn provides the traveler with everything they would need and want. Cleanliness, great bedding, great mattress, security, and charming decor."
The price is AED 1,110
AED 1,651 total
includes taxes & fees
1 Oct - 2 Oct
James Pharmacy Bed & Breakfast
Westbrook Inn B&B
Dock
Westbrook Inn B&B
3.0 star property
10.0 out of 10, Exceptional, (139)
"Such a gorgeous Inn! Will definitely return! The rooms are decorated impeccably - large group and each individual bedroom witnessed. I can't wait to dine at breakfast and take a quick trip to the beach before check out. "
The price is AED 877
AED 974 total
includes taxes & fees
8 Oct - 9 Oct
Westbrook Inn B&B
Thimble Islands Bed & Breakfast
Front of property
Thimble Islands Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (4)
"Property was first class inside and out. The view was breath taking The owners made us feel at home and did not want to leave ! Already thinking about next trip back."
Thimble Islands Bed & Breakfast
Arbor View House B&B
Room
Arbor View House B&B
3.5 star property
9.2 out of 10, Wonderful, (13)
"This house was old but beautiful and decorated nicely inside. "
Arbor View House B&B
Don't see what you're looking for?
See all available properties in Chester
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
Sign in
Sign up, it's free

Other property types in Chester

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Living area
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (22)
"The villa was so perfect for an overnight stay. It was clean, well stocked with everything you need, down to coffee and creamer. The grounds are pretty, with the fountains and little bridges. I would definitely stay here again."
The price is AED 643
AED 1,255 total
includes taxes & fees
24 Sep - 25 Sep
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
There's lots to see at the farm!
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
10.0 out of 10, Exceptional, (81)
"Whitegate Farm is beautiful. The staff were super friendly and always helpful. The food is delicious! Highly recommend this place for group outings "
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Private Guest House w/ Deck + Spectacular Views!
Montville Vacation Rental | 1BR | 1BA | 625 Sq Ft | Stairs Required to Enter
Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (19)
"This is incredible find and Al, the host, could not have been more hospitable. The rental is so close to downtown New London and Niantic and the highway that it was easy to get to and from all major necessities and recreation. We loved the design of the guest house and had everything we needed (air fryer added from the pictures only). The grounds were meticulously kept and the pool was inviting and warm! The view was unparalleled, especially when considering how close to a city we were. Looks...
Private Guest House w/ Deck + Spectacular Views!
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.

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, Cockaponset State Forest and Connecticut Valley Railroad State Park Trail are perfect spots to get in some fresh air and greenery.
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 B&B Country Inn: 11 rooms. 8.3 mi (13.4 km) from the downtown core. The Bevin House Bed & Breakfast: 5 rooms. Situated 12.1 mi (19.4 km) from the heart of Chester. Enjoy the free full breakfast and designer toiletries. The Scranton Seahorse Inn: 7 rooms. 10.3 mi (16.5 km) from the heart of downtown. Enjoy the free full breakfast and spa. 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?
Spend some time exploring Cockaponset State Forest and Connecticut River if you’re hoping to see some of the area’s natural features. You might put Connecticut Valley Railroad State Park Trail and Norma Terris Theater 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.