Find a Bed and Breakfast in Chester from CA $151

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Check prices for these dates

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

Browse Select Chester B&B

Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (125)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
The price is CA $151
CA $171 total
includes taxes & fees
Aug 24 - Aug 25
Borland House Inn
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (115)
"Very nice accommodations & staff."
The price is CA $191
CA $216 total
includes taxes & fees
Aug 25 - Aug 26
Tin Brook Bed & Breakfast
Alpine Haus Bed & Breakfast Inn
Terrace/patio

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (314)
"The porch outside our room was a great spot to sit and enjoy the beautiful view of the valley and surrounding hills at sunset."
The price is CA $277
CA $318 total
includes taxes & fees
Aug 24 - Aug 25
Alpine Haus Bed & Breakfast Inn
The Dominion House Bed & Breakfast
Superior Double Room, Ensuite (Primrose) | Miscellaneous

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (227)
"Amazing hospitality,"
The price is CA $298
CA $337 total
includes taxes & fees
Aug 25 - Aug 26
The Dominion House Bed & Breakfast
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (72)
"well kept B&B, comfortable, great breakfast, great amenities. Highly recommend!"
The price is CA $301
CA $356 total
includes taxes & fees
Aug 24 - Aug 25
Cromwell Manor Inn
Villa Verde BB Greenwood Lake NY
Exterior

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (7)
"Eva was a gracious host. The breakfast was very good. "
The price is CA $262
CA $325 total
includes taxes & fees
Sep 21 - Sep 22
Villa Verde BB Greenwood Lake NY
Columbus Hotel
Economy Studio

Columbus Hotel

3.0 star property
6.0 out of 10, (6)
"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. "
The price is CA $169
CA $325 total
includes taxes & fees
Aug 24 - Aug 25
Columbus Hotel
The Castle at Skylands Manor
Property grounds

The Castle at Skylands Manor

3.5 star property
7.4 out of 10, Good, (389)
"Pretty area"
The price is CA $264
CA $308 total
includes taxes & fees
Aug 27 - Aug 28
The Castle at Skylands Manor
Stagecoach Inn
Restaurant

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (76)
"Staff was amazing friendly attentive always smiling. Food and drinks were delicious. Loved the ambience of the room. "
The price is CA $340
CA $418 total
includes taxes & fees
Aug 26 - Aug 27
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Great"
Barbara 3-night trip
Posted 1 day ago
Hampton Inn Harriman Woodbury

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 $151 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.