Photo by Elizabeth Massa Peroulakis

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Check prices for these dates

Compare 26 B&B in Middlefield with updated reviews, rates, and availability.

The Ellery

3.5 star property
9.0 out of 10, Wonderful, (669)
"We love staying here every time we visit Smith"
The price is SAR 521
SAR 582 total
includes taxes & fees
6 May - 7 May
The Ellery

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Quiet, friendly, convenient"
The price is SAR 541
SAR 751 total
includes taxes & fees
6 May - 7 May
The Cornell Inn, Lenox & The Berkshires

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (257)
"Wonderful Location"
Lakehouse Inn

Old Mill Inn

3.0 star property
9.4 out of 10, Exceptional, (478)
"Quiet and very relaxing, making it a great and enjoyable stay! "
The price is SAR 793
SAR 885 total
includes taxes & fees
6 May - 7 May
Old Mill Inn

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (410)
"Nice"
The price is SAR 533
SAR 585 total
includes taxes & fees
29 May - 30 May
Shaker Mill Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is SAR 713
SAR 796 total
includes taxes & fees
11 May - 12 May
Chambery Inn

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (129)
"Best place I have been. Beautiful place. Excellent host. "
The price is SAR 652
SAR 728 total
includes taxes & fees
7 May - 8 May
The Trail in Adams - Berkshires’ Art Hotel

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"Beautiful place. Everything was perfect and so pretty. Great location, too. Will definitely return. "
The price is SAR 1,471
SAR 1,643 total
includes taxes & fees
11 May - 12 May
33 Main

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (151)
"Very homy kind of Inn. Owner was very accommodative and friendly. Very safe place with great ambience. "
The price is SAR 1,083
SAR 1,210 total
includes taxes & fees
17 May - 18 May
Brook Farm Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (125)
"Very enjoyable comfortable stay"
The price is SAR 1,009
SAR 1,127 total
includes taxes & fees
6 May - 7 May
Devonfield Inn B&B

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (471)
"Great historic inn loaded with interesting common areas and furnishings."
The price is SAR 614
SAR 757 total
includes taxes & fees
19 May - 20 May
Whistler's Inn Bed & Breakfast

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 "
The price is SAR 2,583
SAR 3,125 total
includes taxes & fees
15 May - 16 May
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"
The Inn at Stockbridge

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. "
The price is SAR 840
SAR 938 total
includes taxes & fees
6 May - 7 May
Granville House

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. "
The price is SAR 1,009
SAR 1,009 total
includes taxes & fees
6 May - 7 May
Tanglewood Suites

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"A wonderful experience……….breakfast overlooking the property, the beautiful flowers grown by the innkeepers, decorated to perfection, with owners there to make your stay as comfortable as possible! "
The price is SAR 1,594
SAR 1,748 total
includes taxes & fees
6 May - 7 May
Inn at Kenmore Hall

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
The price is SAR 885
SAR 936 total
includes taxes & fees
2 Jun - 3 Jun
Harbour House Inn

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (68)
"Great host and enjoyable stay."
Eastgate Inn B&B

The Red Door B&B

3.0 star property
10.0 out of 10, Exceptional, (5)
"We loved staying at this b&b. The owners were very accommodating, kind and helpful. Because of the pandemic, they only took us for the weekend. The breakfasts were above and beyond our expectations, simply fantastic. We highly recommend this beautiful place and we will be back for sure. "
The Red Door B&B

Berkshire Mountain House

3.0 star property
9.4 out of 10, Exceptional, (24)
"GORGEOUS Scenery and NICE place to stay !"
Berkshire Mountain 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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Other property types in Middlefield

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1804)
"The property was clean and the staff very accommodated."
The price is SAR 408
SAR 497 total
includes taxes & fees
18 May - 19 May
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (929)
"Out dated not many resort like options "
The price is SAR 503
SAR 562 total
includes taxes & fees
6 May - 7 May
Jiminy Peak Mountain Resort

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
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 Middlefield?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a B&B may be the perfect thing for your vacation to Middlefield. When you want to explore some attractions in town, Skyline Trail and Fox Den Wildlife Management Area are worth a stop.
Why should you consider B&Bs instead of traditional hotels?
B&Bs all have a unique charm. Whether it’s a picturesque garden or a beautiful breakfast room, the tiny details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Middlefield?
Below are some B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 13.7 mi (22 km) from the downtown core. Enjoy the free full breakfast and unique décor. Chambery Inn: 9 rooms. 12.4 mi (20 km) from the heart of downtown. Enjoy the private yard and deli. Whistler’s Inn Bed & Breakfast: 14 rooms. Located 13.7 mi (22.1 km) from the core of Middlefield. Enjoy the private yard and unique décor.
What's the best time of year to stay at a B&B in Middlefield?
When you’re planning your escape to Middlefield, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Middlefield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Middlefield?
When you want to explore some things to do in town, Skyline Trail and Fox Den Wildlife Management Area are some notable sights to visit. You might also consider a trip to sites like Glendale Falls or Chesterfield Gorge if you have time to see more of the area.
How can I get to and around Middlefield?
You can map out your trip in and around Middlefield ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 15.1 mi (24.3 km) from the city center. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 19.6 mi (31.6 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.