Find Luxury Hotels in The Berkshires, MA

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Check availability on The Berkshires Luxury Hotels

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5

Top 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
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 ₩432,268
₩522,931 total
includes taxes & fees
Oct 6 - Oct 7
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, (626)
"Convenient location for my trip"
The price is ₩96,379
₩107,651 total
includes taxes & fees
Sep 21 - Sep 22
Wagon Wheel Inn
Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (771)
"Hotel on North punches above its weight. It's a great hotel in an OK downtown. "
The price is ₩222,091
₩248,077 total
includes taxes & fees
Sep 28 - Sep 29
Hotel On North
1896 House Country Inn & Motels
Miscellaneous

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (442)
"I've stayed there before when there were different owners. Thy were way more professional and accessible. "
The price is ₩168,594
₩188,320 total
includes taxes & fees
Sep 21 - Sep 22
1896 House Country Inn & Motels
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Nice area to visit "
The price is ₩153,159
₩171,079 total
includes taxes & fees
Oct 1 - Oct 2
The Yankee, Trademark Collection by Wyndham
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (405)
"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 ₩125,712
₩140,420 total
includes taxes & fees
Oct 6 - Oct 7
Sunset Inn
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (574)
"Excellent place. Bountiful view. "
The price is ₩194,155
₩216,867 total
includes taxes & fees
Sep 21 - Sep 22
Maple Terrace Motel
Howard Johnson by Wyndham Lenox
Exterior

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 ₩110,347
₩123,253 total
includes taxes & fees
Sep 21 - Sep 22
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.
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Luxury 4-star hotels in The Berkshires

The Williams Inn
Front of property - evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (503)
The price is ₩307,505
₩343,483 total
includes taxes & fees
Sep 21 - Sep 22
The Williams Inn
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.
View all properties

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"No food, no parking near…"
Lucia 2-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel

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