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Our top choices for Chester bed & breakfast

1. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (237 reviews)
"The owners were so kind and attentive, and the grounds are absolutely beautiful! Delicious food, gorgeous mountain air, and the horses were adorable. Thank you for having us!"
United States
Sinead
$215 nightly
The price is $243
Sep 28 - Sep 29
Total with taxes and fees
The Dominion House Bed & Breakfast

2. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (32 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
$168 nightly
The price is $207
Sep 29 - Sep 30
Total with taxes and fees
Parkway House Goshen Family-Friendly Bed & Breakfast

3. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.4 out of 10, Exceptional, (187 reviews)
"What a quaint and charming bed and breakfast . The staff were readily available and so accommodating. I have already boomed another stay."
United States
Ruth
$124 nightly
The price is $147
Sep 27 - Sep 28
Total with taxes and fees
Borland House Inn

4. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.2 out of 10, (9 reviews)
"There is no front desk. All things considered this is not a $200+ hotel"
United States
Joseph
$159 nightly
The price is $180
Sep 28 - Sep 29
Total with taxes and fees
Columbus Hotel

5. Parkway House Goshen Bed & Breakfast Suite #3

Parkway House Goshen Bed & Breakfast Suite #3
Goshen
10.0 out of 10, Exceptional, (1 review)
"Very comfortable place and Emily is a great host"
United States
James D.
$226 nightly
The price is $277
Sep 27 - Sep 28
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #3

6. Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
$374 nightly
The price is $460
Oct 4 - Oct 5
Total with taxes and fees
Stagecoach Inn

7. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (133 reviews)
"I had a wonderful stay at the Tin Brook B&B. The owner, David is wonderful, accommodating and a great host. My daughter and I loved the room we were in. We loved the location. All around great stay."
United States
Andrea
$138 nightly
The price is $156
Sep 27 - Sep 28
Total with taxes and fees
Tin Brook Bed & Breakfast

8. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
9.8 out of 10, Exceptional, (27 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
$221 nightly
The price is $250
Oct 25 - Oct 26
Total with taxes and fees
Villa Verde BB Greenwood Lake NY

9. Parkway House Goshen Bed & Breakfast Suite #4

Parkway House Goshen Bed & Breakfast Suite #4
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Close to everything downtown. Check in was smooth and easy. Would absolutely stay again. "
United States
Michael F.
$251 nightly
The price is $308
Sep 27 - Sep 28
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #4

10. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
$359 nightly
The price is $424
Sep 27 - Sep 28
Total with taxes and fees
Cromwell Manor Inn

11. Parkway House Goshen Bed & Breakfast Suite #1

Parkway House Goshen Bed & Breakfast Suite #1
Goshen
$251 nightly
The price is $308
Sep 27 - Sep 28
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #1

12. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
$289 nightly
The price is $354
Sep 29 - Sep 30
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #2

13. The Castle at Skylands Manor

The Castle at Skylands Manor
3.5 star property
Ringwood
7.4 out of 10, Good, (396 reviews)
"Special thanks to Billy the innkeeper! He was great and made our stay very enjoyable! "
United States
Kyle
$175 nightly
The price is $195
Oct 15 - Oct 16
Total with taxes and fees
The Castle at Skylands Manor

14. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
$263 nightly
The price is $299
Oct 2 - Oct 3
Total with taxes and fees
Twin Bedroom with Private Bath at Storm King Lodge

15. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
$329 nightly
The price is $374
Oct 2 - Oct 3
Total with taxes and fees
Loft Room with Private Bath at Storm King Lodge

16. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
$394 nightly
The price is $449
Oct 2 - Oct 3
Total with taxes and fees
Loft Suite with Private Bath at Storm King Lodge

17. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 star property
Vernon
9.2 out of 10, Wonderful, (341 reviews)
"the beds were very comfortable the breakfast was delicious"
United States
Debbie
$182 nightly
The price is $209
Oct 25 - Oct 26
Total with taxes and fees
Alpine Haus Bed & Breakfast Inn

18. Pine Suite with Private Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
$385 nightly
The price is $438
Oct 2 - Oct 3
Total with taxes and fees
Pine Suite with Private Bath at Storm King Lodge
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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Top Chester Hotel Reviews

Find out more about Chester

Chester B&B information

Number of reviews
1,228
Accommodation
17 B&B
Lowest Price
$147
Highest Price
$460

Frequently asked questions

What are the most popular Chester Bed & Breakfasts?
The Dominion House Bed & Breakfast stands out as an exceptional choice for travelers seeking a cozy retreat in Chester, NY, boasting an impressive 9.6 rating. Guests rave about the delightful breakfast and the warm atmosphere, making it an ideal spot for couples looking to escape the hustle and bustle. The property features well-appointed kitchenettes in the rooms, complete with refrigerators and coffee makers, allowing for a comfortable and convenient stay.
What is the nightly rate for a B&B in Chester?
Prices for B&Bs in Chester often vary, but you can find a great deal from $147 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chester B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Chester?
The best time to book a B&B in Chester is during the summer months, particularly from July to September, when the area comes alive with outdoor activities and family-friendly events. This period is superb for travelers who appreciate warm weather and vibrant community gatherings, making it an ideal backdrop for sightseeing and enjoying the natural beauty of Lake Almanor.

July stands out as the peak month, attracting visitors eager to engage in water sports, hiking, and exploring the picturesque landscape. Temperatures typically range from the mid-70s to low 90s Fahrenheit, providing superb conditions for outdoor adventures. Whether you're picnicking by the lake or taking a scenic hike in the Lassen National Forest, you'll find plenty of opportunities for relaxation and recreation.

For those looking for a more budget-friendly option, October is a wonderful time to visit Chester. With the summer crowds dissipating, you can enjoy the stunning fall foliage that blankets the region in vibrant colors, all while experiencing a more tranquil atmosphere. This is also a great time for cozy fireside evenings at your B&B, adding a touch of warmth to your stay.
What is the difference between a Chester B&B and a hotel?
Every Chester B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chester B&Bs.

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