Find Luxury Hotels in The Berkshires, MA

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Our top choices for The Berkshires luxury hotels

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

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 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is NT$9,737
NT$11,780 total
includes taxes & fees
Feb 16 - Feb 17
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Orchards Hotel

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

Lantern House Motel

Lantern House Motel
2.5 star property
Great Barrington
8.2 out of 10, Very Good, (455 reviews)
"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

Wagon Wheel Inn
2.0 star property
Lenox
7.0 out of 10, Good, (641 reviews)
"Clean, comfortable older motel. Not fancy but a good place to stay. "
United States
Woodrow
Wagon Wheel Inn

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (821 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is NT$4,688
NT$5,237 total
includes taxes & fees
Feb 8 - Feb 9
Hotel On North

1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (448 reviews)
"Place was convenient, cleaned and quiet a little old, but all in all a good stay"
United States
Kelley
1896 House Country Inn & Motels

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is NT$2,915
NT$3,256 total
includes taxes & fees
Feb 9 - Feb 10
The Yankee, Trademark Collection by Wyndham

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"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$2,989
NT$3,339 total
includes taxes & fees
Feb 3 - Feb 4
Sunset Inn

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (596 reviews)
"Cute place"
United States
Lisa
The price is NT$3,115
NT$3,479 total
includes taxes & fees
Feb 3 - Feb 4
Maple Terrace Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (830 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is NT$2,171
NT$2,425 total
includes taxes & fees
Feb 3 - Feb 4
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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