Find a Bed and Breakfast in Chester from CA $163

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Our top choices for Chester bed & breakfast

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is CA $294
CA $333 total
includes taxes & fees
Apr 27 - Apr 28
The Dominion House Bed & Breakfast

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (158 reviews)
"What a wonderful experience staying at the Borland House is! With the quaint, homey feeling of the whole house, to the kindness of the staff. Your stay will absolutely be lovely. Ample towels are provided for the private, spacious bathroom. Very comfortable bedding and well appointed decorations are in the bedroom. I was in the Hummingbird Suite. I could see myself living there, it just had everything I needed. I look forward to visiting again in the future!"
United States
Elizabeth
The price is CA $140
CA $163 total
includes taxes & fees
May 6 - May 7
Borland House Inn

Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
6.0 out of 10, (6 reviews)
"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "
United States
Diane
The price is CA $158
CA $311 total
includes taxes & fees
Apr 26 - Apr 27
Columbus Hotel

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (18 reviews)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is CA $299
CA $338 total
includes taxes & fees
May 11 - May 12
Villa Verde BB Greenwood Lake NY

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (332 reviews)
"Really nice "
United States
Jennifer
The price is CA $273
CA $313 total
includes taxes & fees
Apr 29 - Apr 30
Alpine Haus Bed & Breakfast Inn

Parkway House Goshen Bed & Breakfast

Parkway House Goshen Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (1 review)
"The space was beautiful and thoughtfully designed which made our stay very comfortable and pleasurable. Rooms are even more elegant than in the photos. The hosts are warm and accommodating - a class act. Great location, easily walking distance to Main Street. Would stay again/recommend to others. "
United States
Chris
The price is CA $395
CA $487 total
includes taxes & fees
May 21 - May 22
Parkway House Goshen Bed & Breakfast

The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (393 reviews)
"Special thanks to Billy the innkeeper! He was great and made our stay very enjoyable! "
United States
Kyle
The price is CA $227
CA $268 total
includes taxes & fees
May 6 - May 7
The Castle at Skylands Manor

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.6 out of 10, Exceptional, (98 reviews)
"Great stay!"
United States
Amrita
The price is CA $347
CA $410 total
includes taxes & fees
May 3 - May 4
Cromwell Manor Inn

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
The price is CA $432
CA $532 total
includes taxes & fees
May 10 - May 11
Stagecoach Inn
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

Find out more about Chester

Chester B&B information

Number of reviews
1,081
Accommodation
12 B&B
Lowest Price
CA $163
Highest Price
CA $532

Frequently asked questions

What are the most popular Chester B&Bs?
The Dominion House Bed & Breakfast stands out as an exceptional choice for travellers seeking a cozy retreat in Chester, NY, boasting an impressive 9.6 rating. Guests rave about the delightful breakfast and the warm atmosphere, making it an ideal spot for couples looking to escape the hustle and bustle. The property features well-appointed kitchenettes in the rooms, complete with refrigerators and coffee makers, allowing for a comfortable and convenient stay.
What is the nightly rate for a B&B in Chester?
Prices for B&Bs in Chester often vary, but you can find a great deal from CA $163 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chester B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Chester B&B and a hotel?
Every Chester B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chester B&Bs.

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