Find luxury hotels in The Berkshires, MA

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Top The Berkshires Luxury Hotels

Federal House Inn
3.5 out of 5
1560 Pleasant Street, Route 102, South Lee, MA, 01238
4.8/5 Exceptional! (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
Maple Terrace Motel
2.5 out of 5
555 Main St., Williamstown, MA, 01267
The price is £117 per night from 11 Jul to 12 Jul
4.7/5 Exceptional! (349 reviews)
"Lovely place to stay a little dated but very comfortable…would stay there again….staff very friendly & accommodating."

Reviewed on 2 Jun 2022

Maple Terrace Motel
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA, 01201
Fully refundableReserve now, pay when you stay
The price is £190 per night from 6 Jul to 7 Jul
4.7/5 Exceptional! (419 reviews)
"We like everything about the hotel - space, cleanliness, vintage vibes"

Reviewed on 6 Jun 2022

Hotel On North
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Stockbridge Country Inn
4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA, 01262
4.6/5 Wonderful! (67 reviews)
"What a treasure to be a guest in such a large and beautiful home. The room was like staying in a castle in England, with a huge bathroom. Double shower, clawfoot tub and gorgeous soft towels and sheets. The owners and staff were a joy to talk to and knew every inch of the area and people. The breakfasts ..."

Reviewed on 27 Oct 2021

Stockbridge Country Inn
Yankee Inn
2.5 out of 5
461 Pittsfield Rd, Lenox, MA, 01240
The price is £99 per night from 5 Jul to 6 Jul
4.3/5 Excellent! (976 reviews)
"Cute property, little dusty"

Reviewed on 25 Jun 2022

Yankee Inn
The Orchards Hotel
3.5 out of 5
222 Adams Rd, Williamstown, MA, 01267
4.2/5 Excellent! (448 reviews)
"A little dated. Restaurant shut down for renovations, disappointing"

Reviewed on 9 Mar 2020

The Orchards Hotel
Lantern House Motel
2.5 out of 5
256 Stockbridge Road, Great Barrington, MA, 01230
4.1/5 Very Good! (454 reviews)
"The retro knotty pine room was very clean, quite spacious, with a table and chairs convenient for our take-out dinner. The ice machine was broken, and the "breakfast" was a choice of cold cereals."

Reviewed on 25 Oct 2021

Lantern House Motel
Wagon Wheel Inn
2 out of 5
484 Pittsfield Rd, PO Box 808, Lenox, MA, 01240
The price is £63 per night from 5 Jul to 6 Jul
3.7/5 Good! (418 reviews)
"We have been staying at the Wagon Wheel for years We like the location, and the price is right. It is on assuming but provides the basic necessaries you need. Clean room, comfortable bed, coffee maker, ref and microwave. We had to room with the hot tub and it was spacious and clean."

Reviewed on 21 Jun 2022

Wagon Wheel Inn
Sunset Inn
2 out of 5
150 Housatonic Street, Lee, MA, 01238
The price is £73 per night from 25 Jul to 26 Jul
3.5/5 Good! (232 reviews)
"Kieran at the front desk was friendly, professional and very helpful."

Reviewed on 20 Jun 2022

Sunset Inn
1896 House Country Inn & Motels
2.5 out of 5
910 Cold Spring Road, Williamstown, MA, 01267
The price is £86 per night from 30 Jun to 1 Jul
3.3/5 (218 reviews)
"We enjoyed the brookside suite. Fireplace was cozy, accommodations were great, area was quite and beautiful."

Reviewed on 24 Apr 2022

1896 House Country Inn & Motels
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