Best Luxury Hotels in The Berkshires

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Check availability on The Berkshires Luxury Hotels

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 RM1,207
RM1,460 total
includes taxes & fees
4 Mar - 5 Mar
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 traveller
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, (824 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is RM581
RM649 total
includes taxes & fees
25 Feb - 26 Feb
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, (1,006 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is RM361
RM404 total
includes taxes & fees
2 Mar - 3 Mar
The Yankee, Trademark Collection by Wyndham

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is RM371
RM414 total
includes taxes & fees
24 Feb - 25 Feb
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 RM347
RM388 total
includes taxes & fees
23 Feb - 24 Feb
Maple Terrace Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (834 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is RM269
RM301 total
includes taxes & fees
23 Feb - 24 Feb
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 a wealth of luxurious experiences for the discerning traveller. Begin your journey at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class performances under the stars while surrounded by the stunning natural beauty of the Berkshire hills. For art enthusiasts, the Norman Rockwell Museum in Stockbridge showcases the beloved works of America’s favourite illustrator, providing a glimpse into the cultural heart of the region. Those seeking relaxation can indulge in the serene atmosphere of Canyon Ranch, a wellness resort that offers spa treatments, fitness classes, and gourmet dining focused on health and well-being. For outdoor adventurers, the expansive hiking trails at Mount Greylock State Reservation promise breathtaking views, particularly in autumn when the foliage is ablaze with colour. Finally, indulge your palate at the acclaimed restaurants in Lenox, where farm-to-table dining experiences await, featuring the best local and seasonal ingredients. For a truly luxurious stay, consider the enchanting bluestone buildings of the Wheatleigh Hotel, a former Gilded Age mansion, where attentive service and elegant rooms make for an unforgettable retreat.

Top The Berkshires Hotel Reviews

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