Find Luxury Hotels in The Berkshires, MA

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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)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is ¥46,343
¥56,064 total
includes taxes & fees
Oct 14 - Oct 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...
Lantern House Motel

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (627)
"Convenient location for my trip"
The price is ¥10,333
¥11,541 total
includes taxes & fees
Sep 28 - Sep 29
Wagon Wheel Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (773)
"Great property! Very large clean room in a unique hotel! "
The price is ¥23,662
¥26,431 total
includes taxes & fees
Sep 28 - Sep 29
Hotel On North

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (443)
"I've stayed there before when there were different owners. Thy were way more professional and accessible. "
1896 House Country Inn & Motels

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1012)
"Nice area to visit "
The price is ¥17,386
¥19,421 total
includes taxes & fees
Oct 1 - Oct 2
The Yankee, Trademark Collection by Wyndham

Sunset Inn

2.0 star property
7.6 out of 10, Good, (405)
"The staff is a one man operation,Which he is a very nice man,does a good job keeping up with the cleaning.Location is great walking distance to the town and plenty of restaurants."
The price is ¥14,882
¥16,624 total
includes taxes & fees
Oct 7 - Oct 8
Sunset Inn

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (575)
"Excellent place. Bountiful view. "
The price is ¥20,686
¥23,106 total
includes taxes & fees
Sep 29 - Sep 30
Maple Terrace Motel

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (803)
"Great place to stay for overnight stays. Breakfast was appreciated."
The price is ¥11,757
¥13,132 total
includes taxes & fees
Sep 29 - Sep 30
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.

Find out more about The Berkshires

Find out more about The Berkshires

The Berkshiresand its attractions for luxury travelers

The Berkshires, a picturesque region in Massachusetts, offers luxury travelers an exquisite blend of culture, nature, and relaxation. Begin your journey at the renowned Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class performances in a stunning outdoor setting. For art enthusiasts, the Massachusetts Museum of Contemporary Art (MASS MoCA) is a must-visit, showcasing innovative installations and a vibrant arts scene. Nature lovers will revel in the serene beauty of the Bershires' rolling hills, perfect for hiking and exploring the Appalachian Trail, while the enchanting gardens at Naumkeag provide a peaceful retreat. After a day of adventure, unwind at the historic Wheatleigh Hotel, where luxurious accommodations and fine dining await, providing an ideal base to explore the region's charm. With attentive service and upscale amenities, your experience in The Berkshires is sure to be both memorable and rejuvenating.

Top The Berkshires Hotel Reviews

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