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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul
In one month
7 Aug - 9 Aug
In two months
4 Sep - 6 Sep

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, (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 ฿7,158
฿8,098 total
includes taxes & fees
15 Jul - 16 Jul
The Dominion House Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (124 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is ฿4,578
฿5,179 total
includes taxes & fees
14 Jul - 15 Jul
Tin Brook Bed & Breakfast
Suite | Individually decorated, individually furnished, desk, iron/ironing board

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 ฿3,529
฿6,440 total
includes taxes & fees
10 Aug - 11 Aug
Columbus Hotel
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is ฿3,963
฿4,617 total
includes taxes & fees
13 Jul - 14 Jul
Borland House Inn
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, (21 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is ฿8,090
฿9,152 total
includes taxes & fees
15 Jul - 16 Jul
Villa Verde BB Greenwood Lake NY
Exterior

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, (7 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 ฿7,311
฿9,002 total
includes taxes & fees
13 Jul - 14 Jul
Parkway House Goshen Family-Friendly Bed & Breakfast
Exterior

The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (395 reviews)
"Special thanks to Billy the innkeeper! He was great and made our stay very enjoyable! "
United States
Kyle
The price is ฿6,259
฿7,321 total
includes taxes & fees
7 Aug - 8 Aug
The Castle at Skylands Manor
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 ฿7,849
฿9,664 total
includes taxes & fees
15 Jul - 16 Jul
Stagecoach Inn
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (104 reviews)
"Clean room, delicious breakfast, beautiful property, and excellent property managers."
United States
Wendy
The price is ฿10,862
฿12,831 total
includes taxes & fees
14 Jul - 15 Jul
Cromwell Manor Inn
Exterior

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 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 ฿6,659
฿7,632 total
includes taxes & fees
13 Jul - 14 Jul
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

8/10 Good
"No gluten-free products available for breakfast . Very minimal guy equipment."
Aviva 2-night trip
Posted 11 hours ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Find out more about Chester

Chester B&B information

Number of reviews
1,397
Accommodation
11 B&B
Lowest Price
฿4,617
Highest Price
฿12,831

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. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. Situated 3.6 mi (5.7 km) from the heart of Chester. Enjoy the private garden and unique decor. Borland House Inn: 5 rooms. 11.5 mi (18.5 km) from the city centre. Enjoy the free full breakfast and snack bar/deli. Tin Brook Bed & Breakfast: 6 rooms. Located 14.7 mi (23.7 km) from the core of Chester.
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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