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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
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is NT$11,989
NT$14,503 total
includes taxes & fees
Dec 15 - Dec 16
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Orchards Hotel

2.5 star property
Williamstown
8.6 out of 10, Excellent, (442)
"A little dated. Restaurant shut down for renovations, disappointing"
United States
Anonymous traveler
The Orchards Hotel

Lantern House Motel

2.5 star property
Great Barrington
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...
United States
Stephen
Lantern House Motel

Wagon Wheel Inn

2.0 star property
Lenox
7.0 out of 10, Good, (641)
"Beautiful area. Close to Mt. Greylock, Octobrr Mountain and Pleasant Valley Audubon."
United States
Benjamin
The price is NT$2,166
NT$2,419 total
includes taxes & fees
Dec 14 - Dec 15
Wagon Wheel Inn

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (803)
"Clean room and staff was super friendly"
United States
Yuen
The price is NT$4,192
NT$4,683 total
includes taxes & fees
Dec 22 - Dec 23
Hotel On North

1896 House Country Inn & Motels

2.5 star property
Williamstown
6.6 out of 10, (448)
"The price is good. It's a classic motel from the '50's, but gets the job done."
United States
edson
1896 House Country Inn & Motels

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1014)
"Great stay!"
United States
Ann
The price is NT$1,961
NT$2,191 total
includes taxes & fees
Dec 14 - Dec 15
The Yankee, Trademark Collection by Wyndham

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is NT$2,825
NT$3,156 total
includes taxes & fees
Dec 12 - Dec 13
Sunset Inn

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (586)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is NT$3,108
NT$3,471 total
includes taxes & fees
Dec 7 - Dec 8
Maple Terrace Motel

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (827)
"Staff was very friendly and helpful."
United States
Pamela
The price is NT$2,480
NT$2,770 total
includes taxes & fees
Dec 7 - Dec 8
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

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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