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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9
In one month
Aug 21 - Aug 23
In two months
Sep 18 - Sep 20

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, (235 reviews)
"I had a perfect stay with my girlfriend for a long weekend. Eric and Susie were amazing hosts, serving delicious breakfast each day. The hot tub was luxurious and the area was beautiful. I’d 100% come back."
United States
Anna
The price is ₩313,685
₩354,858 total
includes taxes & fees
Jul 29 - Jul 30
The Dominion House Bed & Breakfast
Exterior

Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (7 reviews)
"Spectacular stay in Goshen! Beautiful house, breakfast made fresh in front of you, awesome location with the horsetrack right across, and big rooms. "
United States
Daniel
The price is ₩354,537
₩436,523 total
includes taxes & fees
Jul 29 - Jul 30
Parkway House Goshen Family-Friendly Bed & Breakfast
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 ₩398,672
₩490,852 total
includes taxes & fees
Aug 3 - Aug 4
Stagecoach Inn
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (126 reviews)
"Really lovely stay, clean, comfortable room, (good bathroom, comfy bed and pillows) friendly, helpful staff. Nice breakfast. "
United States
anne
The price is ₩200,613
₩226,963 total
includes taxes & fees
Jul 27 - Jul 28
Tin Brook Bed & Breakfast
Suite | Desk, iron/ironing board, WiFi (free), individually decorated

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 detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (171 reviews)
"I loved the antiques, art and decor. I had the "Bluebird Room" inspired by the Symbolist playwright Maurice Maerterlinck. Easy street parking in front and short walk to a variety of restaurants. The breakfast was very good with farmfresh eggs. Look forward to next time."
United States
Lindsey
The price is ₩158,550
₩184,754 total
includes taxes & fees
Jul 27 - Jul 28
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, (23 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is ₩354,537
₩401,069 total
includes taxes & fees
Jul 27 - Jul 28
Villa Verde BB Greenwood Lake NY
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (106 reviews)
"Clean room, delicious breakfast, beautiful property, and excellent property managers."
United States
Wendy
The price is ₩475,999
₩562,255 total
includes taxes & fees
Jul 30 - Jul 31
Cromwell Manor Inn
Exterior

The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (396 reviews)
"Special thanks to Billy the innkeeper! He was great and made our stay very enjoyable! "
United States
Kyle
The Castle at Skylands Manor
Exterior

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (336 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is ₩291,800
₩334,476 total
includes taxes & fees
Jul 29 - Jul 30
Alpine Haus Bed & Breakfast 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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"Everything was very scenic and clean. Pleasant desk attendees. "
Derek 1-night trip
Posted less than an hour ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about Chester

Chester B&B information

Number of reviews
1,406
Accommodation
12 B&B
Lowest Price
₩184,754
Highest Price
₩562,255

Frequently asked questions

Searching for B&Bs in Chester?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a B&B might be just the right fit for your getaway to Chester. While you're enjoying your trip to Chester, you might want to explore the theater scene by catching a show at Sugar Loaf Performing Arts Center.
Why would you choose a B&B versus a traditional hotel?
With attentive service, opportunities to mingle with other guests, and tasty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the best bed and breakfasts in Chester?
Below are some well-liked B&Bs in the surrounding area: The Dominion House Bed & Breakfast: 3 rooms. 4.7 mi (7.5 km) from the heart of Chester. Enjoy the arcade game room and library. Tin Brook Bed & Breakfast: 6 rooms. 14.7 mi (23.7 km) from the downtown core. Cromwell Manor Inn: 13 rooms. Situated 12.5 mi (20.1 km) from the heart of Chester. Enjoy the free cooked breakfast and unique décor. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 3.6 mi (5.7 km) from the heart of downtown. Enjoy the private yard and unique décor. Columbus Hotel: 15 rooms. Located 9.5 mi (15.3 km) from the core of Chester. Enjoy the unique décor and bar/lounge.
When should I stay at a B&B in Chester?
When you're dreaming of a stay in Chester, year-round temperatures and rainfall may be important factors to consider. 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 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Chester?
Travelers enjoy Chester for its restaurants and shopping. If cultural attractions are high on your list, Museum Village and Sugar Loaf Performing Arts Center are spots to check out. You might put Castle Fun Center and The Rock Sports Complex on your list if you want to see more of the area.
How can I get to and around Chester?
Mapping out your trip in and around Chester is easy with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) from the city center. Otherwise, you can search for flights to Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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