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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Compare 40 B&B in Sheffield with updated reviews, rates, and availability.

Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (384)
"A positively delightful B&B in a beautiful town. "
$105 nightly
The price is $121
Jun 20 - Jun 21
Total includes taxes and fees
Locust Tree Bed and Breakfast LLC
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (106)
"Very helpful and friendly staff"
$166 nightly
The price is $191
Jun 24 - Jun 25
Total includes taxes and fees
Blackberry River Inn
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Quiet, friendly, convenient"
$164 nightly
The price is $183
Jun 22 - Jun 23
Total includes taxes and fees
The Cornell Inn, Lenox & The Berkshires
Tanglewood Suites
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
$269 nightly
The price is $269
Jun 20 - Jun 21
Total includes taxes and fees
Tanglewood Suites
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (264)
"Really peaceful and serene property due to the lake. The house was clean and the staff were friendly. "
Lakehouse Inn
Inn at Pine Plains
Free daily continental breakfast

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (284)
"We shall return!"
$255 nightly
The price is $288
Jun 22 - Jun 23
Total includes taxes and fees
Inn at Pine Plains
Wilder House Berkshires
Wilder House Berkshires Room 3 | 1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (25)
"Always perfect! "
$145 nightly
The price is $163
Jun 30 - Jul 1
Total includes taxes and fees
Wilder House Berkshires
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (86)
"Everything about our stay in The Loft was wonderful! The hot breakfast each morning was incredible. The entire inn was very clean and well kept. We will definitely be back! "
$189 nightly
The price is $204
Jun 23 - Jun 24
Total includes taxes and fees
Inn at Silver Maple Farm
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (412)
"Nice"
$142 nightly
The price is $156
Jun 24 - Jun 25
Total includes taxes and fees
Shaker Mill Inn
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (472)
"Great historic inn loaded with interesting common areas and furnishings."
$180 nightly
The price is $201
Jun 23 - Jun 24
Total includes taxes and fees
Whistler's Inn Bed & Breakfast
Changing Times Boutique Country Lodging
Porch

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (96)
"We had a lovely stay and hope we can come back soon! "
$150 nightly
The price is $162
Jun 22 - Jun 23
Total includes taxes and fees
Changing Times Boutique Country Lodging
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (365)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
$250 nightly
The price is $279
Jun 22 - Jun 23
Total includes taxes and fees
Chambery Inn
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (126)
"Very enjoyable comfortable stay"
$289 nightly
The price is $323
Jun 24 - Jun 25
Total includes taxes and fees
Devonfield Inn B&B
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
$269 nightly
The price is $300
Jul 6 - Jul 7
Total includes taxes and fees
Brook Farm Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
$372 nightly
The price is $416
Jun 23 - Jun 24
Total includes taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Jenny's Country Manor
Exterior

Jenny's Country Manor

2.0 star property
7.6 out of 10, Good, (130)
"The paint job could be redone and the stair are a bit hazardous. The bath facilities could be improved."
$140 nightly
The price is $158
Jun 22 - Jun 23
Total includes taxes and fees
Jenny's Country Manor
33 Main
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
$460 nightly
The price is $514
Jul 7 - Jul 8
Total includes taxes and fees
33 Main
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge
Inn at Kenmore Hall
Lobby

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"This is a beautiful property straight out of a magazine. Service was impeccable"
Inn at Kenmore Hall
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Beautiful rooms, wonderful hosts, been here several times and plan to come again. "
$295 nightly
The price is $330
Jul 1 - Jul 2
Total includes taxes and fees
Granville 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.
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Frequently asked questions

What are the most popular Sheffield Bed and Breakfasts?
Wilder House Berkshires is an exceptional choice for travelers seeking a memorable stay in Sheffield, boasting an outstanding 10.0 rating. With complimentary cooked breakfasts that highlight local flavors, guests can start their day in the most delightful way. The attentive service ensures that every need is met, setting the stage for a truly relaxing getaway.
What is the nightly rate for a Bed and Breakfast in Sheffield?
Prices for B&Bs in Sheffield often vary, but you can find a great deal from $121 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Sheffield 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 B&B in Sheffield?
The best time to book a B&B in Sheffield is during the late spring and early summer months, particularly from May to July. This period witnesses a delightful influx of visitors drawn to the vibrant city life, lush green parks, and a multitude of festivals and events that showcase Sheffield's unique culture. The pleasant weather, typically ranging from the mid-50s to the low 70s Fahrenheit, creates an inclusive setting for outdoor activities and sightseeing.
May is particularly charming, as the city bursts into bloom, making it great for leisurely strolls through the beautiful Botanical Gardens or exploring the picturesque Peak District, which is just a short drive away. The longer days and mild temperatures provide an ideal setting for enjoying numerous outdoor cafes and dining experiences that Sheffield has to offer.
For those seeking a more budget-friendly option, consider visiting in December. This month, while cooler, invites visitors to enjoy the festive spirit of Christmas markets and seasonal events, providing a cozy charm that many travelers appreciate.
What is the difference between a Sheffield B&B and a hotel?
Every Sheffield 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 Sheffield B&Bs.