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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

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
9.4 out of 10, Exceptional, (1001)
"It was very quaint very cozy .I will stay again great experience."
The price is SAR 672
SAR 772 total
includes taxes & fees
28 Apr - 29 Apr
Inn at Harbor Hill Marina
The Captain Stannard
LED TV

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (218)
"Wonderful welcome and impeccable property. We will plan to go again!"
The price is SAR 739
SAR 820 total
includes taxes & fees
27 Apr - 28 Apr
The Captain Stannard
The Scranton Seahorse Inn
Staircase

The Scranton Seahorse Inn

3.0 star property
9.0 out of 10, Wonderful, (236)
"Great stay and will be back!"
The price is SAR 1,014
SAR 1,126 total
includes taxes & fees
21 Apr - 22 Apr
The Scranton Seahorse Inn
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (149)
"It is beautiful and comfortable. The breakfast was great. And the bed was extremely comfortable."
The price is SAR 772
SAR 857 total
includes taxes & fees
19 May - 20 May
Westbrook Inn B&B
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, (73)
"I really wanted to see the goats as silly as that sounds and had a great time doing it."
The price is SAR 873
SAR 969 total
includes taxes & fees
22 Apr - 23 Apr
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, (77)
"Wonderful rooms, exceptional staff, and convenient location"
The price is SAR 1,055
SAR 1,171 total
includes taxes & fees
20 Apr - 21 Apr
The Homestead
James Pharmacy Bed & Breakfast
Garden

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (15)
"Great and historic. "
The price is SAR 1,134
SAR 1,709 total
includes taxes & fees
19 May - 20 May
James Pharmacy Bed & Breakfast
Arbor View House B&B
Exterior

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (13)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B
Thimble Islands Bed & Breakfast
Property grounds

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
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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Other property types in Chester

Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"Loved how tranquil this site is. Was great to disconnect in nature. "
The price is SAR 388
SAR 598 total
includes taxes & fees
1 May - 2 May
Postcard Cabins Machimoodus
Regency Inn & Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

Regency Inn & Suites

2.0 out of 10, (1)
"Hotel didn’t have out reservation even after we had paid for it - took an hour to check in at midnight - parking lot was full of random activity and people all hours of night and hall ways smelled like weed. Clientele was shady and co within of hotel rooms and surrounding area was dirty, worn out, in need of maintenance and overall place was a dump. Checked out a day early and forfeited a night because place was so disgusting. Expedia needs to remove them from hotel options and do a better job...
The price is SAR 285
SAR 468 total
includes taxes & fees
18 May - 19 May
Regency Inn & Suites
Oceanfront Beach House lay in bed and hear the waves, boats , birds
On the beach, sun loungers, beach towels

Oceanfront Beach House lay in bed and hear the waves, boats , birds

10.0 out of 10, Exceptional, (18)
"We had a wonderful 2 day stay! We already knew the area……what a treat to stay so close to the beach in such a cozy cottage. Thank you!"
Oceanfront Beach House lay in bed and hear the waves, boats , birds
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. 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: 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: 11 rooms. 8.3 mi (13.4 km) from the downtown core. 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 Scranton Seahorse Inn: 7 rooms. 10.3 mi (16.5 km) from the heart of downtown. Enjoy the free full breakfast and spa. 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 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.