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Compare 12 B&B in Chester with updated reviews, rates, and availability.

Borland House Inn

3.0 star property
9.0 out of 10, Wonderful, (103)
"Quaint house"
The price is AED 343
AED 388 total
includes taxes & fees
30 Jan - 31 Jan
Borland House Inn

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (302)
"This hotel is a five-minute walk from the Mountain Creek resort. Breakfast was really delicious. The owner was very nice and friendly. Told us stories about his life while we had our breakfast. We will definitely come back again."
The price is AED 661
AED 758 total
includes taxes & fees
24 Jan - 25 Jan
Alpine Haus Bed & Breakfast Inn

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (54)
"This what exactly what I was looking for when I booked one night away. I am a single mom and all I wanted was one night of silence. The manor is so cozy and peaceful, I felt so safe and welcomed. And the breakfast was amazing. Will definitely be back for my next night away!"
The price is AED 732
AED 828 total
includes taxes & fees
31 Jan - 1 Feb
Cromwell Manor Inn

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (74)
"Great find!!"
The price is AED 804
AED 990 total
includes taxes & fees
25 Jan - 26 Jan
Stagecoach Inn

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is AED 790
AED 893 total
includes taxes & fees
27 Jan - 28 Jan
The Dominion House Bed & Breakfast

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (110)
"Very nice small town bed and breakfast. We didn't take advantage of all the amenities."
Tin Brook Bed & Breakfast

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (1)
"Truly wonderful host and property. Incredible location and impeccable residence- our experience was amazing in every way. We felt incredibly accommodated while also enjoying all the privacy needed within our beautiful suite. My partner was celebrating her 30th birthday- our host went above and beyond to make the trip truly special. She even accommodated her vegan dietary requests for breakfast! Speaking of- the breakfast was incredible- one of the best breakfast experiences I've ever enjoyed....
The price is AED 727
AED 896 total
includes taxes & fees
24 Jan - 25 Jan
Villa Verde BB Greenwood Lake NY

The Castle at Skylands Manor

3.5 star property
7.4 out of 10, Good, (388)
"Historical building wih architectural details every where. Fantastic grounds and acres of gardens to walk in or area to hike, "
The price is AED 573
AED 677 total
includes taxes & fees
13 Feb - 14 Feb
The Castle at Skylands Manor

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (472)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (47)
"Joa's place is a delightful 1830 farmhouse on a quiet, yet convenient road. My suite was cozy, comfortable and private, decorated with authentic antiques which added to the charm."
Buck's Homestead B&B

Columbus Hotel

3.0 star property
6.0 out of 10, (6)
"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. "
Columbus Hotel

Danskammer House

3.0 star property
9.8 out of 10, Exceptional, (82)
"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
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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Other property types in Chester

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (106)
"Great place and host!"
The price is AED 617
AED 896 total
includes taxes & fees
24 Jan - 25 Jan
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

9.6 out of 10, Exceptional, (23)
"Great place for family ski vacation. Apt was clean, with amenities for cooking. Great fireplace. The ski areas are very kid friendly. The bunny slope was carved up into different trails for learning different skills. Didn’t need to drive to get things. Everything for a great stay was right on site."
The price is AED 586
AED 1,200 total
includes taxes & fees
27 Jan - 28 Jan
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Fenced Yard Private Lakes 7 Beaches Huge Fire Pit

9.8 out of 10, Exceptional, (98)
"Great Highland Lakes Cottage! Clean & well stocked kitchen. Be careful going up or down Breakneck Rd. Thus time of year every view is beautiful! We did lots of small road trips taking in the sites and autumnal views!!"
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
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.

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 here, you can get to know Chester by exploring its natural beauty. Consider a stop by The Rock Sports Complex and Goosepond Mountain State Park.
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. Borland House Inn: 5 rooms. 11.5 mi (18.5 km) from the downtown core. Enjoy the free full breakfast and deli. Alpine Haus Bed & Breakfast Inn: 10 rooms. Situated 16.7 mi (26.9 km) from the heart of Chester. Enjoy the arcade game room and library. Cromwell Manor Inn: 13 rooms. 12.5 mi (20.1 km) from the heart of downtown. Enjoy the free cooked breakfast and unique décor. The Castle at Skylands Manor: 21 rooms. Located 16.5 mi (26.5 km) from the core of Chester.
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. 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 might 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?
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.