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Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept
In one month
25 Sept - 27 Sept
In two months
23 Oct - 25 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, (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 S$309
includes taxes & fees
7 Sept - 8 Sept
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, (23 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
The price is S$324
includes taxes & fees
27 Aug - 28 Aug
Parkway House Goshen Family-Friendly Bed & Breakfast
Exterior detail

3. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (177 reviews)
"Delicious breakfast!"
United States
Anne
The price is S$161
includes taxes & fees
26 Aug - 27 Aug
Borland House Inn
Desk, iron/ironing board, free WiFi, individually decorated

4. 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 S$241
includes taxes & fees
8 Sept - 9 Sept
Columbus Hotel
Exterior

5. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (128 reviews)
"Really lovely stay, clean, comfortable room, (good bathroom, comfy bed and pillows) friendly, helpful staff. Nice breakfast. "
United States
anne
The price is S$198
includes taxes & fees
26 Aug - 27 Aug
Tin Brook Bed & Breakfast
Restaurant

6. 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 S$459
includes taxes & fees
30 Aug - 31 Aug
Stagecoach Inn
Front of property

7. 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 S$339
includes taxes & fees
31 Aug - 1 Sept
Villa Verde BB Greenwood Lake NY
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 S$248
includes taxes & fees
17 Sept - 18 Sept
The Castle at Skylands Manor
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 S$510
includes taxes & fees
26 Aug - 27 Aug
Cromwell Manor Inn
Miscellaneous

10. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 star property
Vernon
9.2 out of 10, Wonderful, (337 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is S$254
includes taxes & fees
8 Sept - 9 Sept
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"The room was spotless, checking easy, breakfast delicious and plenty of parking!!!"
Brian 1-night trip
Posted 1 hour ago
Hampton Inn Harriman Woodbury

Find out more about Chester

Chester B&B information

Number of reviews
1,254
Accommodation
12 B&B
Lowest Price
S$161
Highest Price
S$510

Frequently asked questions

Searching for B&Bs in Chester?
If you want to find some accommodation with fewer rooms than a hotel and an intimate 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 theatre scene by watching a show at Sugar Loaf Performing Arts Center.
Why choose a B&B versus a traditional hotel?
With attentive service, opportunities to mingle with other guests and top-rated 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/games room and library. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 3.6 mi (5.7 km) from the city centre. Enjoy the private garden and unique decor. 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 city centre. Enjoy the free full breakfast and snack bar/deli. Borland House Inn: 5 rooms. Located 11.5 mi (18.5 km) from the core of Chester. Enjoy the free full breakfast and snack bar/deli.
When should I stay at a B&B in Chester?
When you're dreaming of a trip to Chester, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What is there to do in Chester?
Travellers 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 visit. You should 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?
You can plan your excursions in and around Chester ahead of time with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 13.5 mi (21.7 km) away. 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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