Bed and Breakfast in Chester

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Featured B&B in Chester

Cromwell Manor Inn
Exterior
Cromwell Manor Inn
3.5 star property
9.2 out of 10, Wonderful, 30 reviews
"Service was excellent! Grounds needed attention.very comfortable suite."
The price is NZ$384
includes taxes & fees
12 Jun - 13 Jun
Cromwell Manor Inn
Borland House Inn
Exterior detail
Borland House Inn
3.0 star property
9.0 out of 10, Wonderful, 74 reviews
"Home away from home! I love it staying there!"
The price is NZ$239
includes taxes & fees
10 Jun - 11 Jun
Borland House Inn
Tin Brook Bed & Breakfast
Exterior
Tin Brook Bed & Breakfast
3.0 star property
9.4 out of 10, Exceptional, 99 reviews
"I stumbled on a hidden gem while visiting the Hudson Valley. The rooms were spacious and very clean. I was in the Strawberry room and it was decorated with new furniture and appliances. You entered into a living and full kitchen area then went into a spacious bedroom with a comfortable king bed. David the owner and manager was more than hospitable staying up late to accommodate my late arrival. I had to leave early before breakfast and David fixed up a “care package” so I would have something to...
The price is NZ$251
includes taxes & fees
9 Jun - 10 Jun
Tin Brook Bed & Breakfast
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Stagecoach Inn
Roosevelt #3, 1 King Bed
Stagecoach Inn
3.5 star property
9.6 out of 10, Exceptional, 66 reviews
"Nice area, good food for dinner. Breakfast was okay."
The price is NZ$490
includes taxes & fees
1 Jul - 2 Jul
Stagecoach Inn
The Dominion House Bed & Breakfast
Exterior
The Dominion House Bed & Breakfast
9.2 out of 10, Wonderful, 218 reviews
"Very accommodating, rooms were comfortable and clean. Breakfast was great. Overall quick but great stay. Will definitely stay again. "
The price is NZ$392
includes taxes & fees
10 Jun - 11 Jun
The Dominion House Bed & Breakfast
Alpine Haus Bed & Breakfast Inn
Terrace/patio
Alpine Haus Bed & Breakfast Inn
3.0 star property
9.2 out of 10, Wonderful, 290 reviews
"I stayed at the Alpine Haus Bed & Breakfast Inn overnight while breaking up a long-distance drive and had a wonderful experience. There are clearly more spacious rooms in the inn than the one I booked (Coral Garden 2) but it was essentially as described on Hotels.com's posting. The bed was large and comfortable, and everything worked out well. Anil, the host, met me at the door with a smile and was both cheerful and hospitable at every turn. The breakfast was wonderful and so filling that I had...
The price is NZ$370
includes taxes & fees
9 Jun - 10 Jun
Alpine Haus Bed & Breakfast Inn
Buck's Homestead B&B
Front of property
Buck's Homestead B&B
2.5 star property
9.4 out of 10, Exceptional, 43 reviews
"Cute farmhouse with great service. Breakfast was delicious and we enjoyed visiting with the owner. I would gladly stay again. "
Buck's Homestead B&B
The Castle at Skylands Manor
Property grounds
The Castle at Skylands Manor
3.5 star property
7.4 out of 10, Good, 383 reviews
"Historical building wih architectural details every where. Fantastic grounds and acres of gardens to walk in or area to hike, "
The price is NZ$297
includes taxes & fees
12 Jun - 13 Jun
The Castle at Skylands Manor
Caldwell House Bed & Breakfast
Room
Caldwell House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, 472 reviews
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
Danskammer House
Property entrance
Danskammer House
3.0 star property
9.8 out of 10, Exceptional, 82 reviews
"The owners did masterful work restoring this home yet paid so much attention in providing up-to-date amenities that people have come to expect. Every convenience was thought of and there were wonderful treats and surprises at every turn. I particularly enjoyed their love of the Hudson River School and all of the lovely artwork represented from room to room. Local history is honored in the house and their knowledge of it is vast. "
Danskammer House
Columbus Hotel
Economy Studio
Columbus Hotel
3.0 star property
The price is NZ$475
includes taxes & fees
30 Jun - 1 Jul
Columbus Hotel
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See all available properties in Chester
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.

Other property types in Chester

Cottage Suites
Luxury Studio | Private kitchen
Cottage Suites
3.0 star property
9.0 out of 10, Wonderful, 2 reviews
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
The price is NZ$450
includes taxes & fees
9 Jun - 10 Jun
Cottage Suites
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, 96 reviews
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is NZ$458
includes taxes & fees
10 Jun - 11 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
Property grounds
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
9.6 out of 10, Exceptional, 35 reviews
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
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.

Chester B&B information

Number of reviews
1,055
Accommodation
12 B&B
Lowest Price
NZ$239
Highest Price
NZ$475

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 here, you can get to know Chester by exploring its natural beauty—consider stopping at The Rock Sports Complex and Goosepond Mountain State Park.
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.
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. Spend some time exploring The Rock Sports Complex and Goosepond Mountain State Park if you’re hoping to see some of the area’s natural features. You should put Castle Fun Center and Museum Village 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.

Recent Reviews in Chester
Expedia verified reviews

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel

5/5 Excellent
"I wish it had food options inside"
A verified traveller stayed at Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Posted 2 days ago
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel