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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 11 B&B in Chester with updated reviews, rates, and availability.

Alpine Haus Bed & Breakfast Inn
Terrace/patio

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (307)
"Great location, attentive owner, comfortable bed, and the best breakfast! If we come to the area again will definitely book another stay."
The price is AED 661
AED 758 total
includes taxes & fees
23 Mar - 24 Mar
Alpine Haus Bed & Breakfast Inn
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.0 out of 10, Wonderful, (105)
"Absolutely loved this place. Cozy, tastefully decorated, and quiet. Breakfast was lovely. Highly recommend!! "
The price is AED 335
AED 378 total
includes taxes & fees
23 Mar - 24 Mar
Borland House Inn
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (56)
"It was a beautiful stay, had everything you could think of for fun and convience, and the staff is very friendly. "
The price is AED 851
AED 962 total
includes taxes & fees
29 Mar - 30 Mar
Cromwell Manor 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
24 Mar - 25 Mar
The Dominion House Bed & Breakfast
Villa Verde BB Greenwood Lake NY
Skiing

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (2)
"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 746
AED 917 total
includes taxes & fees
4 Apr - 5 Apr
Villa Verde BB Greenwood Lake NY
Stagecoach Inn
Roosevelt #3, 1 King Bed | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (75)
"Great find!!"
The price is AED 900
AED 1,108 total
includes taxes & fees
23 Mar - 24 Mar
Stagecoach Inn
Caldwell House Bed & Breakfast
Room | 14 bedrooms, premium bedding, pillowtop beds, individually decorated

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
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
27 Mar - 28 Mar
The Castle at Skylands Manor
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."
The price is AED 505
AED 571 total
includes taxes & fees
23 Mar - 24 Mar
Tin Brook 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
Economy Studio | Individually decorated, individually furnished, desk, iron/ironing board

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.
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Other property types in Chester

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

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

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.4 out of 10, Exceptional, (3)
"Plenty of room for my family"
The price is AED 951
AED 1,073 total
includes taxes & fees
23 Mar - 24 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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, (108)
"Awesome "
The price is AED 617
AED 911 total
includes taxes & fees
24 Mar - 25 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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. If your ideal vacation to Chester includes spending lots of time outside, The Rock Sports Complex is a good spot to enjoy the scenery.
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. Alpine Haus Bed & Breakfast Inn: 10 rooms. 16.7 mi (26.9 km) from the downtown core. Enjoy the arcade game room and library. 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. 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. 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 might put Goosepond Mountain State Park 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.