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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

B&B in Chester

The Williams Center
Standard Single Room | Free WiFi

The Williams Center

2.0 star property
The price is SAR 337
SAR 387 total
includes taxes & fees
24 Aug - 25 Aug
The Williams Center
Clean master bedroom with queen & private bath, 2 blocks from Rt 95, Free Wi-Fi
1 bedroom, free WiFi, bed sheets

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 SAR 334
SAR 460 total
includes taxes & fees
24 Aug - 25 Aug
Clean master bedroom with queen & private bath, 2 blocks from Rt 95, Free Wi-Fi
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (240)
"Everything was fantastic, will stay again!"
The Captain Stannard
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Room was wonderful. Property was nice. Breakfast outside was outstanding. "
The price is SAR 972
SAR 1,118 total
includes taxes & fees
7 Sep - 8 Sep
Inn at Harbor Hill Marina
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (158)
"Charming, beautiful inn; excellent food and service."
The price is SAR 859
SAR 953 total
includes taxes & fees
2 Sep - 3 Sep
Westbrook Inn B&B
James Pharmacy Bed & Breakfast
Miss Anna James Room | 1 bedroom, individually decorated, individually furnished

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Beautiful property in a great location, convenient to everything.Our room was clean and comfortable."
The price is SAR 1,326
SAR 1,697 total
includes taxes & fees
9 Sep - 10 Sep
James Pharmacy Bed & Breakfast
The Bevin House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, sun loungers

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 SAR 915
SAR 1,016 total
includes taxes & fees
3 Sep - 4 Sep
The Bevin House Bed & Breakfast
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (84)
"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 SAR 1,267
SAR 1,406 total
includes taxes & fees
25 Aug - 26 Aug
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"The venue is great. "
Russell 1-night trip
Posted 1 day ago
Saybrook Point Resort & Marina

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. If your ideal vacation to Chester includes spending lots of time outside, Connecticut Valley Railroad State Park Trail is a good spot to enjoy the scenery.
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: The Captain Stannard: 11 rooms. 8.3 mi (13.4 km) from the heart of Chester. Enjoy the private yard and unique décor. 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. Westbrook Inn B&B: 9 rooms. Situated 8.3 mi (13.4 km) from the heart of Chester. Enjoy the free full breakfast and designer toiletries. 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. 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 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 Norma Terris Theater 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.