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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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, (237 reviews)
"The owners were so kind and attentive, and the grounds are absolutely beautiful! Delicious food, gorgeous mountain air, and the horses were adorable. Thank you for having us!"
United States
Sinead
The price is ￥33,729
￥38,156 total
includes taxes & fees
Sep 23 - Sep 24
The Dominion House Bed & Breakfast
Exterior

2. 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, (30 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
The price is ￥17,996
￥22,158 total
includes taxes & fees
Sep 22 - Sep 23
Parkway House Goshen Family-Friendly Bed & Breakfast
Exterior detail

3. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.4 out of 10, Exceptional, (186 reviews)
"What a quaint and charming bed and breakfast . The staff were readily available and so accommodating. I have already boomed another stay."
United States
Ruth
The price is ￥17,048
￥20,743 total
includes taxes & fees
Sep 23 - Sep 24
Borland House Inn
Suite | Desk, iron/ironing board, WiFi (free), individually decorated

4. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.2 out of 10, (9 reviews)
"There is no front desk. All things considered this is not a $200+ hotel"
United States
Joseph
The price is ￥16,002
￥29,637 total
includes taxes & fees
Sep 22 - Sep 23
Columbus Hotel
Smart TV, fireplace

5. Parkway House Goshen Bed & Breakfast Suite #3

Parkway House Goshen Bed & Breakfast Suite #3
Goshen
10.0 out of 10, Exceptional, (1 review)
"Very comfortable place and Emily is a great host"
United States
James D.
The price is ￥21,794
￥30,556 total
includes taxes & fees
Sep 28 - Sep 29
Parkway House Goshen Bed & Breakfast Suite #3
Exterior

6. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (133 reviews)
"I had a wonderful stay at the Tin Brook B&B. The owner, David is wonderful, accommodating and a great host. My daughter and I loved the room we were in. We loved the location. All around great stay."
United States
Andrea
The price is ￥21,571
￥24,404 total
includes taxes & fees
Sep 22 - Sep 23
Tin Brook Bed & Breakfast
Front of property

7. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
9.8 out of 10, Exceptional, (27 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is ￥37,741
￥42,695 total
includes taxes & fees
Sep 23 - Sep 24
Villa Verde BB Greenwood Lake NY
Restaurant

8. 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 ￥58,634
￥72,195 total
includes taxes & fees
Sep 24 - Sep 25
Stagecoach Inn
Terrace/patio

9. 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 ￥51,182
￥60,458 total
includes taxes & fees
Sep 22 - Sep 23
Cromwell Manor Inn
Exterior

10. 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 ￥26,042
￥30,646 total
includes taxes & fees
Oct 15 - Oct 16
The Castle at Skylands Manor
Exterior

11. Parkway House Goshen Bed & Breakfast Suite #4

Parkway House Goshen Bed & Breakfast Suite #4
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Close to everything downtown. Check in was smooth and easy. Would absolutely stay again. "
United States
Michael F.
The price is ￥39,228
￥54,224 total
includes taxes & fees
Sep 22 - Sep 23
Parkway House Goshen Bed & Breakfast Suite #4
Exterior

12. Parkway House Goshen Bed & Breakfast Suite #1

Parkway House Goshen Bed & Breakfast Suite #1
Goshen
The price is ￥27,922
￥38,634 total
includes taxes & fees
Sep 22 - Sep 23
Parkway House Goshen Bed & Breakfast Suite #1
Exterior

13. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
The price is ￥46,247
￥61,844 total
includes taxes & fees
Sep 29 - Sep 30
Parkway House Goshen Bed & Breakfast Suite #2
Interior

14. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
The price is ￥54,124
￥70,375 total
includes taxes & fees
Sep 22 - Sep 23
Loft Suite with Private Bath at Storm King Lodge
Interior

15. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
The price is ￥54,124
￥68,708 total
includes taxes & fees
Sep 22 - Sep 23
Pine Suite with Private Bath at Storm King Lodge
Miscellaneous

16. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 star property
Vernon
9.2 out of 10, Wonderful, (340 reviews)
"the beds were very comfortable the breakfast was delicious"
United States
Debbie
The price is ￥26,261
￥30,102 total
includes taxes & fees
Sep 23 - Sep 24
Alpine Haus Bed & Breakfast Inn
Exterior

17. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
The price is ￥36,082
￥46,979 total
includes taxes & fees
Sep 22 - Sep 23
Twin Bedroom with Private Bath at Storm King Lodge
WiFi

18. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
The price is ￥45,103
￥58,678 total
includes taxes & fees
Sep 22 - Sep 23
Loft Room with Private Bath at Storm King Lodge
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

10/10 Excellent
"We enjoyed our quick Trip and a great stay"
Ashley 1-night trip
Posted 12 hours ago
Hilton Garden Inn Nanuet

Find out more about Chester

Chester B&B information

Number of reviews
1,224
Accommodation
17 B&B
Lowest Price
￥20,743
Highest Price
￥72,195

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. Villa Verde BB Greenwood Lake NY: 2 rooms. Situated 9.1 mi (14.6 km) from the heart of Chester. Enjoy the free full breakfast and deli. Borland House Inn: 5 rooms. 11.5 mi (18.5 km) from the heart of downtown. Enjoy the free full breakfast and deli. 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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