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Compare 30 B&B in Middlefield with updated reviews, rates, and availability.

The Ellery
3.5 star property
9.0 out of 10, Wonderful, (409)
"Some pink mold in the shower grout, which was unappealing of course, and could also use a few disposable cups in the bathroom for brushing teeth. Otherwise, a nice stay and the staff was very professional and friendly. "
The price is AED 558
AED 624 total
includes taxes & fees
19 Jun - 20 Jun
The Ellery
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1002)
"The staff was very friendly and the breakfast was delicious. The outdoor areas were beautiful. The room was beautifully designed"
The price is AED 463
AED 538 total
includes taxes & fees
17 Jun - 18 Jun
The Cornell Inn, Lenox
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (162)
"Excellent place to stay. Convenient, clean, beautiful views, wonderful breakfast and snacks. Highly recommend!"
The price is AED 551
AED 640 total
includes taxes & fees
17 Jun - 18 Jun
Lakehouse Inn
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Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (137)
"This is a charming and very pleasant place to stay."
The price is AED 797
AED 890 total
includes taxes & fees
21 Jun - 22 Jun
Brook Farm Inn
Old Mill Inn
3.0 star property
9.4 out of 10, Exceptional, (441)
"I loved listening to the sound of the waterfall while I slept! So clean and comfortable. Excellent coffee, which is definitely a must! "
The price is AED 733
AED 819 total
includes taxes & fees
19 Jun - 20 Jun
Old Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (386)
"Wonderful place to stay in western Massachusetts."
The price is AED 830
AED 910 total
includes taxes & fees
18 Jun - 19 Jun
Shaker Mill Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is AED 1,314
AED 1,468 total
includes taxes & fees
18 Jun - 19 Jun
Chambery Inn
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (99)
"As always, our stay at The Barrington was wonderful. The rooms are large, lovely and the bed comfortable. The service is great and everyone is so friendly and accommodating! The breakfast is delicious. We truly enjoy our stay, every time!"
The price is AED 1,194
AED 1,333 total
includes taxes & fees
17 Jun - 18 Jun
The Barrington
33 Main
4.0 star property
10.0 out of 10, Exceptional, (63)
"I love the fact that it only had eight rooms they had happy hour from 5 to 6 PM so we are able to meet other people at the hotel. I love the rooms and the cleanliness and especially the breakfast they were amazing and delicious!! I would recommend this hotel highly!"
The price is AED 1,502
AED 1,678 total
includes taxes & fees
17 Jun - 18 Jun
33 Main
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (94)
"Fantastic!"
The Inn at Stockbridge
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (435)
"My room was tiny but the Inn hostess was very accommodating/hospitable. The house was reminiscent of an English country BnB. Lots of stories have clearly played out in this old estate house. Right across street from lovely church and cemetery filled with pre-revolutionary war souls and a short walk up the hill from Lenox Main Street. "
The price is AED 579
AED 646 total
includes taxes & fees
17 Jun - 18 Jun
Whistler's Inn Bed & Breakfast
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (105)
"nice comfortable and funky!"
The price is AED 803
AED 897 total
includes taxes & fees
17 Jun - 18 Jun
The Trail in Adams - Berkshires’ Art Hotel
Granville House
3.0 star property
10.0 out of 10, Exceptional, (70)
"Very nice hosts and lovely and inventive decor."
The price is AED 1,194
AED 1,333 total
includes taxes & fees
26 Jun - 27 Jun
Granville House
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (106)
"The classic character of the Inn is so beautiful and adds to the whole experience!"
The price is AED 1,429
AED 1,596 total
includes taxes & fees
21 Jun - 22 Jun
Devonfield Inn B&B
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (101)
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."
The price is AED 1,685
AED 2,039 total
includes taxes & fees
19 Jun - 20 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Inn at Kenmore Hall
3.0 star property
10.0 out of 10, Exceptional, (25)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
Inn at Kenmore Hall
Berkshire Mountain House
3.0 star property
9.4 out of 10, Exceptional, (22)
"GORGEOUS Scenery and NICE place to stay !"
Berkshire Mountain 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. "
Tanglewood Suites
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
9.8 out of 10, Exceptional, (10)
"We would return to the inn again. Bob was wonderful and very, very accommodating:-)"
The price is AED 1,098
AED 1,403 total
includes taxes & fees
7 Jul - 8 Jul
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
2.0 out of 10, (1)
"Never even met the inn keepers...no one is in sight...WiFi wouldn’t work...a/c in room would not stay on.....1 item only for breakfast- delivered to room- that has no table or chair- stood in the bathroom to eat!!!! Very expensive for what u get "
The price is AED 1,098
AED 1,391 total
includes taxes & fees
17 Jun - 18 Jun
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Don't see what you're looking for?
See all available properties in Middlefield
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.

Other property types in Middlefield

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (859)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is AED 584
AED 641 total
includes taxes & fees
17 Jun - 18 Jun
Jiminy Peak Mountain Resort
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (8)
"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"
Pristine Home In Becket Woods
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 of the destination’s attractions, Skyline Trail is worth a visit.
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'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, April, and November, 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 Middlefield, consider a visit to Skyline Trail. You might also consider a trip to sites like October Mountain State Forest or Jacob’s Pillow 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.

Recent reviews of Middlefield hotels
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