Search B&B in Chester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

Cromwell Manor Inn
Reception

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"Beautiful property, wonderful staff, amazing experience and highly recommend. "
The price is AED 601
AED 680 total
includes taxes & fees
26 Dec - 27 Dec
Cromwell Manor Inn
Borland House Inn
Front of property

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Amazing in every possible way. The dinner was the best I've ever had."
The price is AED 405
AED 458 total
includes taxes & fees
5 Jan - 6 January 2025
Borland House Inn
The Dominion House Bed & Breakfast
Exterior

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
26 Dec - 27 Dec
The Dominion House Bed & Breakfast
Stagecoach Inn
Room

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (71)
"Best experience, i felt like i was in a hallmark movie or white Christmas. Staff was amazing they made me feel like i was a part of the family"
The price is AED 731
AED 900 total
includes taxes & fees
26 Dec - 27 Dec
Stagecoach Inn
Tin Brook Bed & Breakfast
Exterior

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
The Castle at Skylands Manor
Property grounds

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
26 Dec - 27 Dec
The Castle at Skylands Manor
Alpine Haus Bed & Breakfast Inn
Exterior

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (299)
"Arnil, A wonderful gentlemen and host. Enjoyed taking with him on many subjects. His culinary execution was high end . I will be visiting my new friend and BB again. Deborah "
The price is AED 735
AED 842 total
includes taxes & fees
24 Dec - 25 Dec
Alpine Haus Bed & Breakfast Inn
Villa Verde BB Greenwood Lake NY
Exterior

Villa Verde BB Greenwood Lake NY

3.0 star property
The price is AED 727
AED 823 total
includes taxes & fees
24 Dec - 25 Dec
Villa Verde BB Greenwood Lake NY
Caldwell House Bed & Breakfast
Room

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
Front of property

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
Room

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
Front of property

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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chester

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is AED 617
AED 915 total
includes taxes & fees
28 Dec - 29 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Exterior

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is AED 2,777
AED 4,615 total
includes taxes & fees
3 Jan - 4 January 2025
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Fenced Yard Private Lakes 7 Beaches Huge Fire Pit
Home Sweet Home ...

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. Cromwell Manor Inn: 13 rooms. 12.5 mi (20.1 km) from the downtown core. Enjoy the free cooked breakfast and unique décor. The Castle at Skylands Manor: 21 rooms. Situated 16.5 mi (26.5 km) from the heart of Chester. Borland House Inn: 5 rooms. 11.5 mi (18.5 km) from the heart of downtown. Enjoy the free full breakfast and deli. Alpine Haus Bed & Breakfast Inn: 10 rooms. Located 16.7 mi (26.9 km) from the core of Chester. Enjoy the arcade game room and library.
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.