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Find Luxury Hotels in The Berkshires, MA

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Top The Berkshires Luxury Hotels

1862 Seasons on Main Bed and Breakfast
4.5 out of 5
47 Main Street, Stockbridge, MA
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5/5Exceptional! (19 reviews)
The best B & B we have ever stayed in!

"We have done B&B's for many years, but this experience beats them all. From the communication ahead of time by the lovely innkeeper Amanda, every detail was tended to. Small things like reading glasses in the dining room, umbrellas for loan at every door, use of the kitchen including silverware, ..."…"

Reviewed on 21 Aug 2017

1862 Seasons on Main Bed and Breakfast
Federal House Inn
3.5 out of 5
1560 Pleasant Street, Route 102, South Lee, MA
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4.8/5Exceptional! (178 reviews)

"Beautiful old house. Personable, helpful and accommodating staff. Wonderful homemade breakfast, wine hour and snacks. We had a great stay."…"

Reviewed on 8 Dec 2019

Federal House Inn
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
Free cancellationReserve now, pay when you stay
The price is £101 per night from 18 Apr to 19 Apr
4.7/5Exceptional! (274 reviews)

"Enjoy my stay very much staff was very helpful and knowledgeable of the area. Rooms where huge bed more than comfortable clean. I would definitely recommend and stay again"…"

Reviewed on 23 Mar 2021

Hotel On North
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Chambery Inn
3 out of 5
199 Main St, Lee, MA
Free cancellationReserve now, pay when you stay
The price is £122 per night from 15 Apr to 16 Apr
4.7/5Exceptional! (295 reviews)
Anniversary Getaway

"Fantastic inn, great location, service above and beyond.. we left a sweater behind and received a call immediately letting us know!"…"

Reviewed on 27 Oct 2020

Chambery Inn
Maple Terrace Motel
2.5 out of 5
555 Main St., Williamstown, MA
Free cancellationReserve now, pay when you stay
The price is £64 per night from 21 Apr to 22 Apr
4.7/5Exceptional! (234 reviews)

"Very clean room and very nice grounds. The staff was super pleasant as well."…"

Reviewed on 28 Mar 2021

Maple Terrace Motel
The Porches Inn
3.5 out of 5
231 River Street, North Adams, MA
The price is £144 per night from 2 May to 3 May
4.6/5Exceptional! (230 reviews)

"The uniqueness of this property is one of its greatest attributes."…"

Reviewed on 3 Apr 2021

The Porches Inn
Stockbridge Country Inn
4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
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4.6/5Wonderful! (62 reviews)
Foliage weekend, great location

"Stay was nice at a beautiful time of year for the area. Inn did a thorough job with Covid precautions and cleanliness. Breakfast included with room was also good. Did have issue with Wifi in the room we were staying, which was a bit frustrating"…"

Reviewed on 27 Oct 2020

Stockbridge Country Inn
Monument Mountain Motel
2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
Free cancellationReserve now, pay when you stay
The price is £49 per night from 18 Apr to 19 Apr
4.4/5Excellent! (251 reviews)

"Clerk was very helpful when I asked for a dinner recommendation. There is a great place across the street. Room was clean and inexpensive which is what I was looking for."…"

Reviewed on 11 Mar 2021

Monument Mountain Motel
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
Free cancellationReserve now, pay when you stay
The price is £81 per night from 15 Apr to 16 Apr
4.2/5Excellent! (717 reviews)

"Great location right on Laurel Lake. Waterfront rooms, onsite restaurant, kayak rentals, dog friendly. Our room was large, spacious and well cared for."…"

Reviewed on 8 Apr 2021

The Black Swan Lee - Lenox, Ascend Hotel Collection
The Orchards Hotel
3.5 out of 5
222 Adams Rd, Williamstown, MA
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4.2/5Excellent! (448 reviews)

"A little dated. Restaurant shut down for renovations, disappointing"…"

Reviewed on 9 Mar 2020

The Orchards Hotel
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