Luxury Hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires Luxury Hotels

Top The Berkshires Luxury Hotels

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"The Stockbridge Country Inn is the quintessential New England B&B! The owner, Diane, is the perfect host - very friendly and knowledgeable about the area. We stayed in The Maid's Suite which was extremely comfortable and beautifully decorated. Breakfast was always a delicious treat! The convenient location made access to sightseeing so easy."
Linda
The price is P24,697
P29,876 total
includes taxes & fees
Jul 28 - Jul 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Orchards Hotel

2.5 star property
8.6 out of 10, Excellent, (442)
The Orchards Hotel

Lantern House Motel

2.5 star property
8.2 out of 10, Very Good, (455)
"The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should open the windows. How about I decide that? The room was musty-smelling, and everything was very dated and just didn't feel very clean. There are better options in Great Barrington. This is a place to...
Stephen
Lantern House Motel

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (610)
"My stay was comfortable, as usual. The place isn't fancy but the price is fair, the staff is fine and the motel is close to stores and restaurants. "
Peter
The price is P3,910
P4,367 total
includes taxes & fees
Jul 28 - Jul 29
Wagon Wheel Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"If you are ever in Pittsfield, Massachusetts, stay here!!! I had a room on the second floor facing North Street. It was
luxurious
, yet unpretentious, absolutely comfortable, I wanted to move in. The second floor area outside the room is a glorious wide space with a table, sitting area, and books and board games on a shelf. I've included photos. The front desk staff was friendly, informative, and efficient. I had lots of questions and they answered them all. The restaurant in the lobby, which...
Scott
The price is P10,710
P11,962 total
includes taxes & fees
Jul 24 - Jul 25
Hotel On North

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (427)
"My room was clean and cozy, the gas fireplace and the wide bath tub made it stand out from a regular motel room. "
Anne-Katrin
1896 House Country Inn & Motels

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1015)
"Loved this room. The tub with jets was so
relaxing
. The fireplace was so beautiful. We had our own exit to the ground floor porch. The bed was a little hard for my taste but it was big and
luxurious
. "
Jennifer
The price is P7,181
P8,021 total
includes taxes & fees
Jul 24 - Jul 25
The Yankee, Trademark Collection by Wyndham

Sunset Inn

2.0 star property
7.6 out of 10, Good, (390)
"The pool is wonderful. If hotel ratings were just based on the pool this works be a five star hotel "
Shawn
The price is P7,087
P7,916 total
includes taxes & fees
Jul 21 - Jul 22
Sunset Inn

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (565)
"Clean, comfortable and friendly. Nice pool and garden too!"
David W
The price is P7,876
P8,798 total
includes taxes & fees
Jul 29 - Jul 30
Maple Terrace Motel

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (759)
"The Staff were very nice pool in disarray, breakfast was lacking to say the least for $345. Hampton Inn breakfast is way better."
Tracy
The price is P5,610
P6,266 total
includes taxes & fees
Jul 27 - Jul 28
Howard Johnson by Wyndham Lenox
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.