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Search B&B in Chester

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

Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.2 out of 10, Wonderful, (1025)
"Awesome stay no complaints!"
The price is SAR 524
SAR 602 total
includes taxes & fees
1 Dec - 2 Dec
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, (233)
"This B and B Inn was a top tier find! The room was large, bed soft, pillows perfect! Michael our host was and extraordinary cook. The frittata was tasty and fluffy. He was also a truly friendly gentleman. "
The price is SAR 786
SAR 857 total
includes taxes & fees
18 Dec - 19 Dec
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, (70)
"Our room was beautiful, spacious and clean, with a wonderful bathroom. The innkeeper was friendly and very helpful and provided a delicious breakfast."
The price is SAR 833
SAR 916 total
includes taxes & fees
17 Dec - 18 Dec
The Bevin House Bed & Breakfast
Westbrook Inn B&B
Dock

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (140)
"It was wonderful "
The price is SAR 897
SAR 978 total
includes taxes & fees
2 Dec - 3 Dec
Westbrook Inn B&B
The Homestead
Exterior

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (70)
"Great people and accommodations "
The price is SAR 1,056
SAR 1,172 total
includes taxes & fees
10 Dec - 11 Dec
The Homestead
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, (213)
"We had a wonderful time and the owner was great. We had a fun time talking about history of both inn’s. Look forward to returning and doing more next time"
The price is SAR 750
SAR 817 total
includes taxes & fees
5 Dec - 6 Dec
The Captain Stannard B&B Country Inn
James Pharmacy Bed & Breakfast
Room

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (14)
"We loved staying in the historic pharmacy. We stayed in the Ann Petry room and it is well appointed, clean and charming. The property sits on the town's main street and is very walkable to shopping and dining. We look forward to our next stay. "
The price is SAR 1,135
SAR 1,688 total
includes taxes & fees
1 Dec - 2 Dec
James Pharmacy Bed & Breakfast
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
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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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, (28)
"The only ‘concern’ we had was that the heated pool wasn’t heated. Ice cold. Also, one other minor issue was that there were no coffee creamers supplied to the unit. Other than that, the stay was pretty good and room ess quiet and comfortable. "
The price is SAR 657
SAR 1,287 total
includes taxes & fees
1 Dec - 2 Dec
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
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, (23)
"We loved our trip. The cottage is beautifully done and the views incredible. We appreciated the hospitality extended by our host (and Nico the dog!) and enjoyed exploring the nearby woodland. Our kids are already asking if we can go back and visit again. "
Private Guest House w/ Deck + Spectacular Views!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Miscellaneous

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
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 Scranton Seahorse Inn: 7 rooms. Situated 10.3 mi (16.5 km) from the heart of Chester. Enjoy the free full breakfast and spa. Westbrook Inn B&B: 9 rooms. 8.3 mi (13.4 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. The Bevin House Bed & Breakfast: 5 rooms. Located 12.1 mi (19.4 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?
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.