Luxury Hotels in The Berkshires, Massachusetts

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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 P25,813
P31,226 total
includes taxes & fees
Jul 14 - Jul 15
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, (606)
"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 P3,882
P4,336 total
includes taxes & fees
Jul 6 - Jul 7
Wagon Wheel Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (742)
"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 P10,632
P11,876 total
includes taxes & fees
Jul 21 - Jul 22
Hotel On North

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (421)
"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, (1000)
"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 P9,057
P10,117 total
includes taxes & fees
Jul 13 - Jul 14
The Yankee, Trademark Collection by Wyndham

Sunset Inn

2.0 star property
7.6 out of 10, Good, (385)
"I think some of the unfavorable reviews I have seen are unfair. Everything is relative and, yes, this is clearly an older property that appears to be privately owned. Notwithstanding its age and some of the dated decor and furnishing, my room was very clean (cleaner than some I have stayed in at upscale hotels). It was one of the coldest nights of the year and the heat worked well and the water was hot. The television and WiFi worked and for my purposes (a one night layover on my way to visit...
Patricio
The price is P4,810
P5,373 total
includes taxes & fees
Jul 9 - Jul 10
Sunset Inn

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (563)
"Clean, comfortable and friendly. Nice pool and garden too!"
David W
The price is P7,819
P8,734 total
includes taxes & fees
Jul 8 - Jul 9
Maple Terrace Motel

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (747)
"We arrived at our Howard Johnson Motel in Lenox Massachusetts about 420pm. It was a very long drive especially hard on my 17 month Granddaughter! It is a stereo typical Mom & Pop Hotel. The room was adequate! Exactly what we needed! Two very comfortable Queen Size Beds and a nice bathtub with great water pressure in shower! It is a 2 floor hotel & the owner was so good to give me first floor! I was extremely tired after 13 hrs of driving! My bed was comfortable! The only thing I could have...
Melissa
The price is P5,569
P6,221 total
includes taxes & fees
Jul 6 - Jul 7
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.