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B&B in Cheshire

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
$249 nightly
The price is $264
Dec 15 - Dec 16
Total with taxes and fees
Harbour House Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (435)
"Nice place, easy check in"
United States
Robert
$107 nightly
The price is $118
Nov 18 - Nov 19
Total with taxes and fees
Shaker Mill Inn

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
Adams
8.8 out of 10, Excellent, (141)
"It was clean and quiet good Breakfast "
United States
William
$174 nightly
The price is $194
Nov 17 - Nov 18
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel

UU Rowe Camp and Conference Center

2.0 star property
Rowe
$149 nightly
The price is $157
Nov 17 - Nov 18
Total with taxes and fees
UU Rowe Camp and Conference Center

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (372)
"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"
United States
Samuel
$190 nightly
The price is $212
Nov 17 - Nov 18
Total with taxes and fees
Chambery Inn

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
$339 nightly
The price is $379
Nov 17 - Nov 18
Total with taxes and fees
Devonfield Inn B&B

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"Great Views & Hospitality"
United States
Gerald
$181 nightly
The price is $202
Nov 20 - Nov 21
Total with taxes and fees
Lakehouse Inn

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (98)
"A first class little inn"
United States
Philip
$263 nightly
The price is $294
Nov 20 - Nov 21
Total with taxes and fees
The Inn at Stockbridge

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1002)
"Very friendly staff. "
United States
Pamela
$164 nightly
The price is $183
Nov 17 - Nov 18
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

Whistler's Inn Bed & Breakfast

3.5 star property
Lenox
7.8 out of 10, Good, (500)
"We had a wonderful stay. We are so glad we chose this inn. The location is superb…a five-minute walk to the center of Lenox! It is a beautiful inn with a lot of charm, and the staff is warm and friendly. We loved our large room too! Definitely plan on staying here again when we come back to the area! "
United States
Itzhak
$150 nightly
The price is $168
Nov 17 - Nov 18
Total with taxes and fees
Whistler's Inn Bed & Breakfast

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Lenox
$239 nightly
The price is $306
Nov 17 - Nov 18
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$450 nightly
The price is $503
Nov 23 - Nov 24
Total with taxes and fees
33 Main

Elegant Carriage House room with a queen bed and private patio.

Lenox
$257 nightly
The price is $326
Nov 17 - Nov 18
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.

Experience Timeless Elegance in The Edith Wharton Room!

Lenox
$239 nightly
The price is $306
Nov 18 - Nov 19
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!

Cozy Carriage House room with a double bed and private balcony

Lenox
$276 nightly
The price is $347
Nov 17 - Nov 18
Total with taxes and fees
Cozy Carriage House room with a double bed and private balcony

Historic Susan B. Anthony Room - Cozy & Charming Stay

Lenox
$294 nightly
The price is $368
Nov 18 - Nov 19
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Lenox
$376 nightly
The price is $459
Nov 17 - Nov 18
Total with taxes and fees
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

Lenox
$410 nightly
The price is $497
Nov 20 - Nov 21
Total with taxes and fees
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

Brook Farm Inn

3.5 star property
Lenox
9.4 out of 10, Exceptional, (162)
"Beautiful inn - romantic and welcoming!"
United States
Ronald
$170 nightly
The price is $190
Nov 25 - Nov 26
Total with taxes and fees
Brook Farm Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Lenox
$468 nightly
The price is $562
Nov 17 - Nov 18
Total with taxes and fees
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
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 Cheshire Hotel Reviews

Find out more about Cheshire

Cheshire B&B information

Number of reviews
2,586
Accommodation
35 B&B
Lowest Price
$118
Highest Price
$562

Frequently asked questions

What are the most popular Cheshire Bed & Breakfasts?
Harbour House Inn is a great choice for travelers seeking a memorable experience in Cheshire, boasting an impressive 9.6 rating. Guests rave about the delightful full breakfast, which features homemade baked goodies that set a warm tone for the day. The friendly space and stunning mountain views create a serene backdrop, superb for couples looking to escape the hustle and bustle of everyday life.
What is the nightly rate for a Bed & Breakfast in Cheshire?
Prices for B&Bs in Cheshire often vary, but you can find a great deal from $118 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Cheshire 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 & Breakfast in Cheshire?
The best time to book a B&B in Cheshire is during the late spring and summer months, particularly from May to August. This period attracts visitors eager to explore the charming countryside, picturesque villages, and lush landscapes that Cheshire is renowned for. As the weather warms up, with temperatures typically ranging from the mid-50s to the mid-70s Fahrenheit, travelers can comfortably enjoy outdoor activities, including walking, cycling, and sightseeing.

July stands out as the peak month, offering lively events and festivals that bring the community to life. Visitors can immerse themselves in local culture while exploring attractions like the historic Chester Zoo or taking leisurely strolls along the scenic canals. The vibrant atmosphere during this time makes it superb for those who appreciate a bustling environment filled with fellow adventurers.

For those looking for a more budget-friendly option, consider visiting in early September. This month often provides pleasant weather and fewer crowds, allowing for a more relaxed experience while still enjoying the stunning scenery and local attractions.
What is the difference between a Cheshire Bed & Breakfast and a hotel?
Every Cheshire 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 Cheshire B&Bs.

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