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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Chester bed & breakfast

Exterior

1. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (236 reviews)
"Outstanding breakfasts and large, comfortable room in a meticulously maintained and furnished 1880’s farmhouse. Spacious and attractive property and common areas. Friendly and accommodating hosts. We would stay there again if we’re in the area and will recommend it to friends."
United States
Elizabeth
The price is NT$6,805
NT$7,699 total
includes taxes & fees
Sep 7 - Sep 8
The Dominion House Bed & Breakfast
Exterior detail

2. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.4 out of 10, Exceptional, (178 reviews)
"This place has such a beautiful and homey feel to it. Plus, the breakfast is delicious!"
United States
Annaliese
The price is NT$3,440
NT$4,185 total
includes taxes & fees
Sep 3 - Sep 4
Borland House Inn
Suite

3. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.6 out of 10, (7 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 NT$3,165
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
Columbus Hotel
Exterior

4. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (129 reviews)
"Really lovely stay, clean, comfortable room, (good bathroom, comfy bed and pillows) friendly, helpful staff. Nice breakfast. "
United States
anne
The price is NT$3,957
NT$4,476 total
includes taxes & fees
Sep 3 - Sep 4
Tin Brook Bed & Breakfast
Restaurant

5. 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 NT$11,830
NT$14,566 total
includes taxes & fees
Sep 10 - Sep 11
Stagecoach Inn
Front of property

6. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (25 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is NT$7,692
NT$8,701 total
includes taxes & fees
Sep 3 - Sep 4
Villa Verde BB Greenwood Lake NY
Terrace/patio

7. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
The price is NT$10,357
NT$12,235 total
includes taxes & fees
Sep 20 - Sep 21
Cromwell Manor Inn
Exterior

8. 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 price is NT$5,254
NT$6,183 total
includes taxes & fees
Sep 17 - Sep 18
The Castle at Skylands Manor
Miscellaneous

9. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 star property
Vernon
9.2 out of 10, Wonderful, (338 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is NT$5,698
NT$6,531 total
includes taxes & fees
Sep 3 - Sep 4
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Great clean hotel. Beds are comfortable. Will stay again when in the area."
Daniel 1-night trip
Posted 1 hour ago
Sleep Inn & Suites Middletown - Goshen

Find out more about Chester

Chester B&B information

Number of reviews
1,282
Accommodation
12 B&B
Lowest Price
NT$4,185
Highest Price
NT$14,566

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. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 3.6 mi (5.7 km) from the downtown core. Enjoy the private yard and unique décor. Tin Brook Bed & Breakfast: 6 rooms. Situated 14.7 mi (23.7 km) from the heart of Chester. Villa Verde BB Greenwood Lake NY: 2 rooms. 9.1 mi (14.6 km) from the heart of downtown. Enjoy the free full breakfast and deli. Borland House Inn: 5 rooms. Located 11.5 mi (18.5 km) from the core of Chester. Enjoy the free full breakfast and deli.
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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