Search B&B in The Berkshires

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Compare 27 B&B in The Berkshires with updated reviews, rates, and availability.

The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1008)
"The staff are charming and attentive. Although our room was small, the bed was super luxurious, the room was quiet and the bathroom was well-appointed. There's a lot of common space to lounge around and the Kennedy Park is just a short walk up the road. We were there in a shoulder season (November) but the outside looks like it would be really charming maybe from May through Spetember - pond and lots of places to sit and enjoy."
The price is AED 448
AED 526 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
The Cornell Inn, Lenox
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (222)
"Outstanding for superb service by all of the staff! Extraordinary breakfast! "
The price is AED 514
AED 603 total
includes taxes & fees
7 Nov 2024 - 8 Nov 2024
Lakehouse Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (358)
"Absolutely charming Inn. Will be returning as soon as possible!!! Lovely people and great customer service. Highly recommend!!!"
The price is AED 698
AED 779 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Chambery Inn
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (468)
"This was our first time in the Berkshires and we will definitely return and stay at the Whistler’s Inn. Lisa, Richard and Joan are great hosts! "
The price is AED 524
AED 655 total
includes taxes & fees
19 Nov 2024 - 20 Nov 2024
Whistler's Inn Bed & Breakfast
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (120)
"Stayed only one night Very cosy, quiet place "
The price is AED 592
AED 662 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
The Trail in Adams - Berkshires’ Art Hotel
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (399)
"This place is so comfortable and roomy. Perfect place for a quiet getaway. "
The price is AED 533
AED 584 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Shaker Mill Inn
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (9)
"Beautiful property, super clean, close to great Barrington, and has EV charging, which was a plus. Can’t wait to visit again. "
The price is AED 466
AED 521 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Wilder House Berkshires
Granville House
3.0 star property
10.0 out of 10, Exceptional, (76)
"The surroundings were quiet and peaceful. The hosts were welcoming and friendly. Wonderful people "
The price is AED 735
AED 821 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
Granville House
33 Main
4.0 star property
10.0 out of 10, Exceptional, (67)
"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! "
The price is AED 1,285
AED 1,436 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
33 Main
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (147)
"Very charming inn. The staff was very friendly and helpful."
The price is AED 797
AED 890 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Brook Farm Inn
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (116)
"The Inn is very nice, however the room received was too small and was very limited for comfort. Breakfasts were great and the concert on Saturday was especially special. Would stay again if another room was available . "
The price is AED 1,025
AED 1,145 total
includes taxes & fees
12 Nov 2024 - 13 Nov 2024
Devonfield Inn B&B
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (96)
"Well-run and elegant property. "
The Inn at Stockbridge
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is AED 908
AED 960 total
includes taxes & fees
11 Nov 2024 - 12 Nov 2024
Harbour House Inn
Eastgate Inn B&B
2.5 star property
9.2 out of 10, Wonderful, (68)
"Lovely Inn and Innkeeper. The room was clean and cozy. There was hot coffee and breakfast in the morning including homemade breads and fruit. We will be back! "
Eastgate Inn B&B
Tanglewood Suites
2.5 star property
8.0 out of 10, Very Good, (15)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
The price is AED 804
AED 804 total
includes taxes & fees
1 Nov 2024 - 2 Nov 2024
Tanglewood Suites
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (104)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is AED 1,685
AED 2,039 total
includes taxes & fees
3 Nov 2024 - 4 Nov 2024
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 3,673
AED 4,685 total
includes taxes & fees
1 Nov 2024 - 2 Nov 2024
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 3,673
AED 4,685 total
includes taxes & fees
2 Nov 2024 - 3 Nov 2024
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
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! "
Inn at Kenmore Hall
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 AED 3,673
AED 4,685 total
includes taxes & fees
1 Nov 2024 - 2 Nov 2024
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
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 The Berkshires

Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1737)
"The staff was very nice! And the room was spacious and clean with plenty of amenities. "
The price is AED 620
AED 717 total
includes taxes & fees
1 Nov 2024 - 2 Nov 2024
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (912)
"Very quiet and clean. would definitely go back. "
The price is AED 547
AED 600 total
includes taxes & fees
1 Nov 2024 - 2 Nov 2024
Jiminy Peak Mountain Resort
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (31)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
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.