Find Luxury Hotels in The Berkshires, MA

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Check availability on The Berkshires Luxury Hotels

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top The Berkshires Luxury Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Enjoy meals in this inviting dining room with a large table, comfortable chairs, and ample natural light.

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 NT$11,676
NT$14,124 total
includes taxes & fees
Aug 25 - Aug 26
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Orchards Hotel
Relax in the warmth of the fire pit surrounded by Adirondack chairs.

The Orchards Hotel

2.5 star property
8.6 out of 10, Excellent, (442)
The Orchards Hotel
Lantern House Motel
Surrounded by a white picket fence, this serene gazebo features a central lantern and comfortable seating for relaxation.

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
Enjoy a serene outdoor setting with two picnic tables on a well-maintained lawn.

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (617)
"Convenient location for my trip"
The price is NT$3,542
NT$3,956 total
includes taxes & fees
Aug 11 - Aug 12
Wagon Wheel Inn
Hotel On North
Enjoy a diverse menu at this restaurant, featuring a selection of drinks and a modern design.

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (752)
"Staff were excellent and welcoming."
The price is NT$5,328
NT$5,951 total
includes taxes & fees
Sep 8 - Sep 9
Hotel On North
1896 House Country Inn & Motels
Welcome to The 1896 House, a serene retreat managed by Brookside Accommodations.

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
Classic hotel entrance with a covered walkway, surrounded by beautifully maintained gardens.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Wonderful place to stay"
The price is NT$3,991
NT$4,458 total
includes taxes & fees
Sep 8 - Sep 9
The Yankee, Trademark Collection by Wyndham
Sunset Inn
Enjoy a refreshing swim in our pool surrounded by a tiled edge.

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is NT$3,274
NT$3,657 total
includes taxes & fees
Aug 18 - Aug 19
Sunset Inn
Maple Terrace Motel
Welcome to this charming two-story home, featuring a cozy front porch with a small American flag and festive wreath.

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (568)
"The staff, room and property was wonderful! "
The price is NT$3,348
NT$3,740 total
includes taxes & fees
Sep 2 - Sep 3
Maple Terrace Motel
Howard Johnson by Wyndham Lenox
Stylish motel with a central entrance and two wings, featuring individual rooms with doors and windows.

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (778)
"My stay was perfect. I can't wait to stay there again. "
The price is NT$2,351
NT$2,626 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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"A very clean and friendly environment. Staff were efficient and knowledgeable. Would appreciate two more handcap parking spaces at front of hotel. Thank you."
Susan 1-night trip
Posted 1 day ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG