Find a Bed and Breakfast in Chester from CA $265

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Check prices for these dates

Next weekend
Mar 20 - Mar 22
In two weeks
Mar 27 - Mar 29
In one month
Apr 10 - Apr 12
In two months
May 8 - May 10

Our top choices for Chester bed & breakfast

Exterior

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 $292
CA $330 total
includes taxes & fees
Mar 12 - Mar 13
The Dominion House Bed & Breakfast
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (153 reviews)
"Breakfast was hot and tasty. Staff were all pleasant and accommodating. "
United States
wendy
Borland House Inn
Front of property

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (17 reviews)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is CA $253
CA $287 total
includes taxes & fees
Mar 15 - Mar 16
Villa Verde BB Greenwood Lake NY
Individually decorated, individually furnished, desk, iron/ironing board

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
Columbus Hotel
Exterior

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (330 reviews)
"We had a great weekend stay at Alpine! The caretaker, Anil was so hospitable! We will definitely be back soon!"
United States
Krystal
The price is CA $271
CA $311 total
includes taxes & fees
Mar 10 - Mar 11
Alpine Haus Bed & Breakfast Inn
Exterior

The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (392 reviews)
"If you want a quiet, historical experience, then this is the venue. It's not new, shiny - but that is not why you go there. It is a beautiful Tudor-style hotel, with old fixtures, antique windows, and the charm of a storybook castle. The innkeeper is lovely and the grounds are beautiful. We missed peak colors by a week or two and are considering a quick trip back! Buffet breakfast was just right."
United States
Lesli
The price is CA $225
CA $265 total
includes taxes & fees
Mar 18 - Mar 19
The Castle at Skylands Manor
Restaurant

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 $382
CA $471 total
includes taxes & fees
Mar 11 - Mar 12
Stagecoach Inn
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (95 reviews)
"Great stay!"
United States
Amrita
Cromwell Manor 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

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet

8/10 Good
"We booked with free breakfast, but was charged."
Tyhisha 2-night trip
Posted 9 hours ago
Hilton Garden Inn Nanuet

Find out more about Chester

Chester B&B information

Number of reviews
834
Accommodation
12 B&B
Lowest Price
CA $265
Highest Price
CA $471

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 $265 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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