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B&B in Chester

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Clean, cute property with super friendly staff. Breakfast was an added bonus."
The price is AED 841
AED 967 total
includes taxes & fees
1 Oct - 2 Oct
Inn at Harbor Hill Marina

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (248)
"Everything was fantastic, will stay again!"
The Captain Stannard

Westbrook Inn B&B

3.0 star property
9.8 out of 10, Exceptional, (170)
"Beautiful place and wonderful staff"
The price is AED 750
AED 833 total
includes taxes & fees
14 Oct - 15 Oct
Westbrook Inn B&B

The Homestead

3.0 star property
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!"
The price is AED 1,023
AED 1,135 total
includes taxes & fees
29 Oct - 30 Oct
The Homestead

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (18)
"My husband and I stayed here for a quick weekend getaway and loved our experience! The location was perfect - located near restaurants, shops, and the beach - and the room was clean and charming. We will definitely be back!"
The price is AED 999
AED 1,108 total
includes taxes & fees
7 Oct - 8 Oct
James Pharmacy Bed & Breakfast

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (78)
"The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment. "
The price is AED 842
AED 934 total
includes taxes & fees
1 Oct - 2 Oct
The Bevin House Bed & Breakfast

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (15)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B

The Williams Center

2.0 star property
10.0 out of 10, Exceptional, (1)
"Mr William is an excellent host. He provides everything you might need in terms of bathroom and kitchen amenities. The premises are very clean. He changes door codes after every guest and I felt safe."
The price is AED 315
AED 362 total
includes taxes & fees
1 Oct - 2 Oct
The Williams Center

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

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."
The price is AED 327
AED 450 total
includes taxes & fees
1 Oct - 2 Oct
Clean master bedroom with queen & private bath, 2 blocks from Rt 95, Free Wi-Fi

Higganum House B&B

3.0 star property
Higganum House B&B

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
"A beautiful, quiet home in a stunning setting run by two extremely gracious hosts. Breakfast on both days was excellent."
Thimble Islands 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

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. James Pharmacy Bed & Breakfast: 3 rooms. 9.7 mi (15.7 km) from the downtown core. Enjoy the local cuisine breakfast and designer toiletries. The Captain Stannard: 11 rooms. 8.3 mi (13.4 km) from the heart of downtown. Enjoy the private yard and unique décor. 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?
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.