Best Luxury Hotels in The Berkshires

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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 RM1,307
RM1,581 total
includes taxes & fees
14 Oct - 15 Oct
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 RM291
RM325 total
includes taxes & fees
29 Sept - 30 Sept
Wagon Wheel Inn

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (775)
"Great property! Very large clean room in a unique hotel! "
The price is RM756
RM844 total
includes taxes & fees
5 Oct - 6 Oct
Hotel On North

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (445)
"Interesting cosy room, lovely seats on verandah, easy walk across bridge to Inn, easy tea and coffee maker."
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 RM490
RM548 total
includes taxes & fees
1 Oct - 2 Oct
The Yankee, Trademark Collection by Wyndham

Sunset Inn

2.0 star property
7.6 out of 10, Good, (406)
"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 RM422
RM472 total
includes taxes & fees
6 Oct - 7 Oct
Sunset Inn

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (577)
"Excellent place. Bountiful view. "
The price is RM545
RM608 total
includes taxes & fees
29 Sept - 30 Sept
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 RM334
RM373 total
includes taxes & fees
29 Sept - 30 Sept
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 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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