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Check prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

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, (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 AED 790
AED 893 total
includes taxes & fees
11 Aug - 12 Aug
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
9.8 out of 10, Exceptional, (10 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 AED 533
AED 656 total
includes taxes & fees
6 Aug - 7 Aug
Parkway House Goshen Family-Friendly Bed & Breakfast
Restaurant

3. 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 AED 1,077
AED 1,326 total
includes taxes & fees
9 Aug - 10 Aug
Stagecoach Inn
Exterior detail

4. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (176 reviews)
"Delicious breakfast!"
United States
Anne
The price is AED 437
AED 509 total
includes taxes & fees
11 Aug - 12 Aug
Borland House Inn
Front of property

5. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (24 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is AED 893
AED 1,010 total
includes taxes & fees
6 Aug - 7 Aug
Villa Verde BB Greenwood Lake NY
Terrace/patio

6. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (107 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
The price is AED 1,198
AED 1,416 total
includes taxes & fees
7 Aug - 8 Aug
Cromwell Manor Inn
Smart TV, fireplace

7. 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 AED 1,327
AED 1,833 total
includes taxes & fees
9 Aug - 10 Aug
Parkway House Goshen Bed & Breakfast Suite #3
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 AED 691
AED 808 total
includes taxes & fees
7 Aug - 8 Aug
The Castle at Skylands Manor
Exterior

9. 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 AED 382
AED 432 total
includes taxes & fees
6 Aug - 7 Aug
Tin Brook Bed & Breakfast
Exterior

10. 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 AED 592
AED 824 total
includes taxes & fees
6 Aug - 7 Aug
Parkway House Goshen Bed & Breakfast Suite #4
Exterior

11. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
The price is AED 633
AED 883 total
includes taxes & fees
6 Aug - 7 Aug
Parkway House Goshen Bed & Breakfast Suite #2
Suite | Desk, iron/ironing board, WiFi (free), individually decorated

12. 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
The price is AED 389
AED 711 total
includes taxes & fees
6 Aug - 7 Aug
Columbus Hotel
Exterior

13. Parkway House Goshen Bed & Breakfast Suite #1

Parkway House Goshen Bed & Breakfast Suite #1
Goshen
The price is AED 592
AED 824 total
includes taxes & fees
6 Aug - 7 Aug
Parkway House Goshen Bed & Breakfast Suite #1
Miscellaneous

14. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 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 AED 735
AED 842 total
includes taxes & fees
6 Aug - 7 Aug
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
"The staff was very accommodating. They informed me there was a wedding party on the floor they originally had me on. I asked to change floors so the loud noise from the wedding party wouldn’t bother me. "
Samantha 2-night trip
Posted 3 hours ago
Sleep Inn & Suites Middletown - Goshen

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. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. Situated 3.6 mi (5.7 km) from the heart of Chester. Enjoy the private yard and unique décor. Columbus Hotel: 15 rooms. 9.5 mi (15.3 km) from the heart of downtown. Enjoy the unique décor and bar/lounge. 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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