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

Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

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

Borland House Inn
Front of property

Borland House Inn

3.0 star property
9.0 out of 10, Wonderful, (103)
"Quaint house"
The price is AED 301
AED 340 total
includes taxes & fees
18 Feb - 19 Feb
Borland House Inn
Alpine Haus Bed & Breakfast Inn
Exterior

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (304)
"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 735
AED 842 total
includes taxes & fees
18 Feb - 19 Feb
Alpine Haus Bed & Breakfast Inn
Cromwell Manor Inn
Reception

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (55)
"It was a beautiful stay, had everything you could think of for fun and convience, and the staff is very friendly. "
Cromwell Manor Inn
Stagecoach Inn
Room

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (75)
"Great find!!"
The price is AED 804
AED 990 total
includes taxes & fees
19 Feb - 20 Feb
Stagecoach Inn
Villa Verde BB Greenwood Lake NY
Beach

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 684
AED 847 total
includes taxes & fees
2 Mar - 3 Mar
Villa Verde BB Greenwood Lake NY
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
18 Feb - 19 Feb
The Dominion House Bed & Breakfast
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (110)
"The Tin Brook Inn was wonderful as always. David is an excellent proprietor and is very understanding when we have delays in our travel issues. The rooms are so clean. We got the Pear tree room this time, and it was so cozy and perfect for our weekend stay. Breakfast is included, and made on site by the staff. It's like a home away from home, and I highly recommend it. The gift shop also offers holiday items and handmade decor. There's something in the shop for everyone , and it is such a...
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, (389)
"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
5 Mar - 6 Mar
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)
"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
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

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
Exterior

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
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, (107)
"Spectacular view and very convenient to USMA. "
The price is AED 617
AED 900 total
includes taxes & fees
18 Feb - 19 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Exterior

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

9.8 out of 10, Exceptional, (50)
"Our family had a truly wonderful winter holiday stay - our kids (3 and 5) loved having the books and toys available to use. The location was super convenient to hiking, snow tubing and indoor playareas. House was clean and the beds were very comfortable - we slept great especially after using the hot tub!"
The price is AED 918
AED 1,830 total
includes taxes & fees
18 Feb - 19 Feb
Renovated House w/Hot Tub, Deck, Grill & 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. The Castle at Skylands Manor: 21 rooms. 16.5 mi (26.5 km) from the heart of downtown.Cromwell Manor Inn: 13 rooms. Located 12.5 mi (20.1 km) from the core of Chester. Enjoy the free cooked breakfast and unique décor.
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.