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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
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Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

B&B in Chester

The Williams Center
Standard Single Room | Free WiFi

The Williams Center

2.0 star property
The price is NT$2,760
NT$3,174 total
includes taxes & fees
Aug 18 - Aug 19
The Williams Center
The Captain Stannard
IPod dock, MP3 dock

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (238)
"Everything was fantastic, will stay again!"
The Captain Stannard
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (157)
"Charming, beautiful inn; excellent food and service."
The price is NT$6,175
NT$6,854 total
includes taxes & fees
Sep 2 - Sep 3
Westbrook Inn B&B
Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Really cute bed and breakfast! Great location on the marina. The food was good and the people were very friendly. "
The price is NT$7,769
NT$8,934 total
includes taxes & fees
Sep 3 - Sep 4
Inn at Harbor Hill Marina
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 NT$7,390
NT$8,203 total
includes taxes & fees
Sep 1 - Sep 2
The Bevin House Bed & Breakfast
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)
"Great and historic. "
The price is NT$10,601
NT$11,767 total
includes taxes & fees
Aug 31 - Sep 1
James Pharmacy Bed & Breakfast
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | 1 bedroom, Egyptian cotton sheets, premium bedding, down comforters

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (83)
"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 NT$10,124
NT$11,237 total
includes taxes & fees
Aug 20 - Aug 21
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

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"Uûcrcndfhyyh)like gg"
Michael 1-night trip
Posted 14 hours ago
Quality Inn Old Saybrook - Westbrook

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. The Homestead: 10 rooms. Situated 10.9 mi (17.6 km) from the heart of Chester. Enjoy the deli and unique décor. 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. James Pharmacy Bed & Breakfast: 3 rooms. Located 9.7 mi (15.7 km) from the core of Chester. Enjoy the local cuisine 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 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.