A snow-covered forest with a stone bridge in the background.

Find a Bed and Breakfast in Middlefield from CA $253

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Middlefield bed & breakfast

Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The staff were super friendly"
United States
John
The price is CA $231
CA $265 total
includes taxes & fees
Jul 26 - Jul 27
The Cornell Inn, Lenox & The Berkshires
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is CA $231
CA $253 total
includes taxes & fees
Jul 20 - Jul 21
Shaker Mill Inn
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (505 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is CA $268
CA $299 total
includes taxes & fees
Jul 20 - Jul 21
Whistler's Inn Bed & Breakfast
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (381 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is CA $379
CA $423 total
includes taxes & fees
Aug 19 - Aug 20
Chambery Inn
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is CA $616
CA $688 total
includes taxes & fees
Jul 21 - Jul 22
Devonfield Inn B&B
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is CA $520
CA $610 total
includes taxes & fees
Jul 27 - Jul 28
The Inn at Stockbridge
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (151 reviews)
"Incredible staff, free parking and cute rooms!"
Canada
Priscilla
The price is CA $286
CA $319 total
includes taxes & fees
Jul 20 - Jul 21
The Trail in Adams - Berkshires’ Art Hotel
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (102 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is CA $386
CA $431 total
includes taxes & fees
Jul 27 - Jul 28
Granville House
Suite, Private Bathroom (RedBird Suite) | View from room

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is CA $463
CA $560 total
includes taxes & fees
Aug 3 - Aug 4
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1 bedroom, WiFi, bed sheets

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is CA $369
CA $483 total
includes taxes & fees
Jul 22 - Jul 23
Experience Timeless Elegance in The Edith Wharton Room!
Front of property

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (168 reviews)
"Lovely stay!"
United States
Jiacheng
The price is CA $295
CA $340 total
includes taxes & fees
Jul 20 - Jul 21
Brook Farm Inn
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.0 out of 10, Wonderful, (14 reviews)
"The staff and the cleaness of the facility"
United States
MICHAEL
The price is CA $393
CA $439 total
includes taxes & fees
Jul 20 - Jul 21
The Berkshire Mountain Inn
Luxury Room, 1 King Bed, Bathtub

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is CA $1,049
CA $1,172 total
includes taxes & fees
Aug 16 - Aug 17
33 Main
3 bedrooms, bed sheets

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is CA $369
CA $483 total
includes taxes & fees
Jul 22 - Jul 23
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Interior

Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is CA $414
CA $541 total
includes taxes & fees
Jul 26 - Jul 27
Cozy Carriage House room with a double bed and private balcony
Terrace/patio

Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is CA $437
CA $571 total
includes taxes & fees
Jul 27 - Jul 28
Historic Susan B. Anthony Room - Cozy & Charming Stay
Interior

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

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is CA $560
CA $732 total
includes taxes & fees
Aug 16 - Aug 17
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, bed sheets

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

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
The price is CA $538
CA $703 total
includes taxes & fees
Jul 23 - Jul 24
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Fireplace

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

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Lenox
The price is CA $650
CA $849 total
includes taxes & fees
Jul 22 - Jul 23
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Living area

Elegant suite with a king bed, fireplace, and kitchenette.

Elegant suite with a king bed, fireplace, and kitchenette.
Lenox
The price is CA $818
CA $1,068 total
includes taxes & fees
Aug 3 - Aug 4
Elegant suite with a king bed, fireplace, and kitchenette.
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 Middlefield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Very good value if you can find a deal. Large rooms and clean but a bit rough around edges. Also some minor maintence issues. I would stay again if price was right. kitchen well equipped and bed comfortable. Not much in way of outdoor amenities- no real place for a walk but a few chairs spread around. They do not clean room during your stay and check out time of 10 am is very early. location is close to shopping and resturants but not much in way of attractions near by."
Lawrence 5-night trip
Posted 6 hours ago
Berkshire Mountain Lodge

Find out more about Middlefield

Middlefield B&B information

Number of reviews
2,941
Accommodation
35 B&B
Lowest Price
CA $253
Highest Price
CA $1,172

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 well-liked B&Bs in the surrounding area: The Cornell Inn, Lenox & The Berkshires: 13.7 mi (22 km) from the heart of Middlefield. Enjoy the free full breakfast and unique décor. Chambery Inn: 9 rooms. Situated 12.4 mi (20 km) from the heart of Middlefield. Enjoy the private yard and deli. Shaker Mill Inn: 9 rooms. 18.1 mi (29.2 km) from the heart of downtown.
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 Iroquis Waterfront or Chester Town Hall 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.

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