Bed and Breakfast in The Berkshires

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured B&B in The Berkshires

Porch
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, (1000)
"Very nice facility"
The price is NZ$223
per night
2 Jun - 3 Jun
The Cornell Inn, Lenox
Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (153)
"They greeted us as soon as we checked in with apple cider and brownies. The room was super cute. Breakfast was delicious. The only negative was it could be noisy when people are walking in hallway. We will definitely stay again. "
The price is NZ$252
per night
3 Jun - 4 Jun
Lakehouse Inn
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (384)
"Quaint "
The price is NZ$244
per night
29 May - 30 May
Shaker Mill Inn
Save an average of 15% on thousands of hotels when you're signed in
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (136)
"This is a charming and very pleasant place to stay."
The price is NZ$334
per night
31 May - 1 Jun
Brook Farm Inn
Property grounds
Whistler's Inn Bed & Breakfast
3.5 star property
7.6 out of 10, Good, (433)
"Gorgeous loved large home where you will feel at home. Lots of antiques, books. Grand piano. Hosts very welcoming. No air conditioning. Hot showers once hot water heater turned on. First night unfortunately cool shower. Dog friendly. Breakfast choice fine. So near to Lennox (easy walk downhill) and close to Tanglewood. Really comfortable beds. This is an old house built in 1867 and there are many ongoing minor repairs to do with walls. Highly recommend and looking forward to returning. "
The price is NZ$380
per night
10 Jun - 11 Jun
Whistler's Inn Bed & Breakfast
Exterior
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (93)
"Great B&B with everything you need especially for a quick getaway to vist Stockbridge & Great Barrington Massachusetts. The new owners have added new touches to this Inn and the pride of ownership shows. Highly recommended 👌 "
The Inn at Stockbridge
Front of property - evening/night
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 NZ$525
per night
29 May - 30 May
Devonfield Inn B&B
Luxury Room, 1 King Bed, Bathtub
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 NZ$703
per night
2 Jun - 3 Jun
33 Main
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is NZ$452
per night
29 May - 30 May
Chambery Inn
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (103)
"It was clean and quiet good Breakfast "
The price is NZ$397
per night
29 May - 30 May
The Trail in Adams - Berkshires’ Art Hotel
Junior Suite
The Barrington
4.0 star property
9.6 out of 10, Exceptional, (98)
"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 NZ$590
per night
29 May - 30 May
The Barrington
Interior detail
Granville House
3.0 star property
10.0 out of 10, Exceptional, (70)
"Very nice hosts and lovely and inventive decor."
The price is NZ$411
per night
29 May - 30 May
Granville House
Exterior
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (48)
"Decorations were beautiful, room and bed were so comfortable, hostess and food were wonderful. Brandi was thoughtful in every way possible. Can't go wrong choosing this place over a chain. Love it!"
The price is NZ$425
per night
3 Jun - 4 Jun
Harbour House Inn
Property grounds
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
Business centre
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 NZ$761
per night
29 May - 30 May
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior
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 NZ$617
per night
16 Jun - 17 Jun
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Exterior
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 NZ$617
per night
16 Jun - 17 Jun
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Lobby
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
1 bedroom, desk, iron/ironing board, WiFi
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
10.0 out of 10, Exceptional, (4)
"The property was a converted parochial school The rooms were old class rooms. Very spacious and extremely comfortable. Lots to do in the area or like we did just relax . We would recommend the inn for a great summer getaway . Community theater is a big attraction although not open yet Enjoy"
The price is NZ$2,072
per night
30 May - 31 May
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
Porch
Eastgate Inn B&B
2.5 star property
9.0 out of 10, Wonderful, (64)
"The owner, Daliya, is very friendly and helpful, with good advice. We enjoyed the breakfasts."
Eastgate Inn B&B
Don't see what you're looking for?
See all available properties in The Berkshires
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 The Berkshires

Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (858)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is NZ$278
per night
29 May - 30 May
Jiminy Peak Mountain Resort
Interior
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
7 bedrooms, iron/ironing board, cots/infant beds, travel cot
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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.

The Berkshires B&B information

Number of reviews
Accommodation
B&B
Lowest Price
Highest Price

Recent Reviews in The Berkshires
Expedia verified reviews