Luxury Hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires Luxury Hotels

Top The Berkshires Luxury Hotels

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

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 P22,397
P27,094 total
includes taxes & fees
Aug 25 - Aug 26
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Orchards Hotel
Terrace/patio

The Orchards Hotel

2.5 star property
8.6 out of 10, Excellent, (442)
The Orchards Hotel
Lantern House Motel
Gazebo

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
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (617)
"Convenient location for my trip"
The price is P6,794
P7,589 total
includes taxes & fees
Aug 12 - Aug 13
Wagon Wheel Inn
Hotel On North
Food and drink

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (752)
"Staff were excellent and welcoming."
The price is P10,220
P11,416 total
includes taxes & fees
Sep 8 - Sep 9
Hotel On North
1896 House Country Inn & Motels
Miscellaneous

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (432)
"Near hiking for Mt. Greylock and the Appalachian Trail. Nice walking area close by at Lamb's Hill. Clean Older mattress, was OK, but could feel springs a little. If you like a tub, it is tiny. The shower is OK"
1896 House Country Inn & Motels
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Wonderful place to stay"
The price is P7,656
P8,552 total
includes taxes & fees
Sep 8 - Sep 9
The Yankee, Trademark Collection by Wyndham
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is P6,280
P7,015 total
includes taxes & fees
Aug 25 - Aug 26
Sunset Inn
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (568)
"The staff, room and property was wonderful! "
The price is P6,423
P7,175 total
includes taxes & fees
Sep 2 - Sep 3
Maple Terrace Motel
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (782)
"My stay was perfect. I can't wait to stay there again. "
The price is P4,511
P5,038 total
includes taxes & fees
Sep 1 - Sep 2
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.

Top The Berkshires Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Very clean rooms and excellent staff."
Kenneth R. 2-night trip
Posted 3 days ago
Best Western Plus Berkshire Hills Inn & Suites