Photo by Annette Babek

Search B&B in Chester

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

Other property types in Chester

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, (14)
"Great place. Great host"
Private Guest House w/ Deck + Spectacular Views!
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, (14)
"The Villa was beautiful and immaculately clean. The host, Taylor, was very easy to communicate with. "
The price is SAR 657
SAR 1,214 total
includes taxes & fees
24 Jun - 25 Jun
24 Jum. II - 25 Jum. II
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (113)
"Was looking for a coastal retreat to enjoy a couple days with my daughter who lives near this location. This property had everything from a super clean, cozy studio with fridge and counters filled with surprising treats, incredible hot tub with lights in the trees, pool to cool off and little private beach to launch a paddlleboard and kayak, or hang out at night with a burn pit. If you are just a beach person and want toes in the sand and to swim in the ocean, this area is not for you....
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
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, Connecticut Valley Railroad State Park Trail and Cockaponset State Forest 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'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 Connecticut River and Connecticut Valley Railroad State Park Trail if you’re hoping to see some of the area’s natural features. You might put Chester Creek Marina 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.

Recent reviews of Chester hotels
Expedia verified reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

5/5 Excellent
Delightful stay
"Delightful in every way. Particularly impressed by the service—reception, work crew (who rescued my locket from the drain!), and wait staff—all very helpful, efficient, and kind. We enjoyed the heated indoor pool, lovely view, and tasteful decor in our room. Would love to stay again "
A verified traveler stayed at Saybrook Point Resort & Marina
Posted 2 days ago
Saybrook Point Resort & Marina