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Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May
In one month
12 Jun - 14 Jun
In two months
10 Jul - 12 Jul

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, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is Rp3.783.355
Rp4.279.942 total
includes taxes & fees
19 May - 20 May
The Dominion House Bed & Breakfast
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (163 reviews)
"A quaint inn with lovely breakfast. Rooms are small. Bed was comfortable but our room faced the street which was noisy."
United States
Renee
The price is Rp1.802.989
Rp2.100.554 total
includes taxes & fees
17 May - 18 May
Borland House Inn
Exterior

Parkway House Goshen Bed & Breakfast

Parkway House Goshen Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (2 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 Rp2.739.853
Rp3.373.443 total
includes taxes & fees
17 May - 18 May
Parkway House Goshen Bed & Breakfast
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, (19 reviews)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is Rp4.276.071
Rp4.837.306 total
includes taxes & fees
17 May - 18 May
Villa Verde BB Greenwood Lake NY
Exterior

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (332 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is Rp3.505.800
Rp4.018.523 total
includes taxes & fees
27 May - 28 May
Alpine Haus Bed & Breakfast Inn
Exterior

The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (393 reviews)
"Special thanks to Billy the innkeeper! He was great and made our stay very enjoyable! "
United States
Kyle
The price is Rp2.921.102
Rp3.437.574 total
includes taxes & fees
20 May - 21 May
The Castle at Skylands Manor
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.6 out of 10, Exceptional, (99 reviews)
"Great stay!"
United States
Amrita
The price is Rp4.277.831
Rp5.053.330 total
includes taxes & fees
26 May - 27 May
Cromwell Manor Inn
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 Rp4.685.201
Rp5.768.473 total
includes taxes & fees
17 May - 18 May
Stagecoach 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 Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"The breakfast menu was better than my last 2 visits! The room was pristine and the front desk staff were very welcoming and helpful!"
Akunna 2-night trip
Posted 2 hours ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Chester

Chester B&B information

Number of reviews
1,142
Accommodation
11 B&B
Lowest Price
Rp2.100.554
Highest Price
Rp5.768.473

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. If your ideal holiday to Chester includes spending lots of time outside, The Rock Sports Complex is a good spot to enjoy the scenery.
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. Cromwell Manor Inn: 13 rooms. 12.5 mi (20.1 km) from the city centre. Enjoy the free cooked breakfast and unique decor. Borland House Inn: 5 rooms. Situated 11.5 mi (18.5 km) from the heart of Chester. Enjoy the free full breakfast and snack bar/deli. Parkway House Goshen Bed & Breakfast: 5 rooms. 3.6 mi (5.7 km) from the city centre. Enjoy the massage services and library. Villa Verde BB Greenwood Lake NY: 2 rooms. Located 9.1 mi (14.6 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. When you want to explore some things to do in town, Castle Fun Center and The Rock Sports Complex are some notable sights to visit. You should put Museum Village and Goosepond Mountain State Park 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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