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Berkshires Hotels

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Briarcliff Motel (Great Barrington) 2.0 of 5
Briarcliff Motel Slideshow
#1 of 71 hotels in Berkshires
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Special Offer Jiminy Peak Ski & Stay
Hampton Inn & Suites Berkshires Slideshow
#2 of 71 hotels in Berkshires
#1 of 15 hotels in Lenox
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Blantyre (Lenox)
Special Offer Spring Escape
Blantyre Slideshow
#3 of 71 hotels in Berkshires
#2 of 15 hotels in Lenox
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Offers & Announcements New Guests Save 20%
Canyon Ranch in Lenox Slideshow
#4 of 71 hotels in Berkshires
#3 of 15 hotels in Lenox
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Lantern House Motel Great Barrington Slideshow
#5 of 71 hotels in Berkshires
Traveler photos (15) | Map
Wheatleigh (Lenox)
Wheatleigh Slideshow
#6 of 71 hotels in Berkshires
#4 of 15 hotels in Lenox
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Monument Mountain Motel (Great Barrington)
#7 of 71 hotels in Berkshires
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MAPLE TERRACE MOTEL (Williamstown)
Special Offer Book Direct and Save!
MAPLE TERRACE MOTEL Slideshow
#8 of 71 hotels in Berkshires
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Special Offer Spring in the...
The Porches Inn at MASS MoCA Slideshow
#9 of 71 hotels in Berkshires
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Mountain View Motel (Great Barrington)
#10 of 71 hotels in Berkshires
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Offers & Announcements 20% off room rate
GreenLeadersSilver level
Cranwell Resort, Spa & Golf Club Slideshow
#11 of 71 hotels in Berkshires
#5 of 15 hotels in Lenox
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Berkshire Hills Motel (Williamstown)
Berkshire Hills Motel Slideshow
#12 of 71 hotels in Berkshires
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The Orchards Hotel (Williamstown) 3.5 of 5
#13 of 71 hotels in Berkshires
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Special Offer Choice Privileges Points
Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
#14 of 71 hotels in Berkshires
#1 of 8 hotels in Lee
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Yankee Inn (Lenox) 2.0 of 5
Announcement Free Breakfast & Wi-Fi
Yankee Inn Slideshow
#15 of 71 hotels in Berkshires
#6 of 15 hotels in Lenox
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Special Offer Earn a $50 Gift Card
BEST WESTERN Berkshire Hills Inn & Suites Slideshow
#16 of 71 hotels in Berkshires
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The Red Lion Inn (Stockbridge) 3.0 of 5
Special Offer Suite Retreat
The Red Lion Inn Slideshow
#17 of 71 hotels in Berkshires
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1896 House - Brookside & Pondside Motels Slideshow
#18 of 71 hotels in Berkshires
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Williamstown Motel (Williamstown) 2.0 of 5
Williamstown Motel Slideshow
#19 of 71 hotels in Berkshires
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Days Inn Great Barrington (Great Barrington) 2.0 of 5
Special Offer Stay 3, Save 20%
Days Inn Great Barrington Slideshow
#20 of 71 hotels in Berkshires
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Special Offer Save on Hotel Packages!
Holiday Inn Berkshires Slideshow
#21 of 71 hotels in Berkshires
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GreenLeadersSilver level
#22 of 71 hotels in Berkshires
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#23 of 71 hotels in Berkshires
#2 of 8 hotels in Lee
Traveler photos (8) | Map
#24 of 71 hotels in Berkshires
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Special Offer Save on Hotel Packages!
Holiday Inn Express Great Barrington Slideshow
#25 of 71 hotels in Berkshires
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Springs Inn Resort (New Ashford)
#26 of 71 hotels in Berkshires
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Special Offer Choice Privileges Points
Comfort Inn Pittsfield Slideshow
#27 of 71 hotels in Berkshires
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#28 of 71 hotels in Berkshires
#7 of 15 hotels in Lenox
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Special Offer Free High Speed Internet
Howard Johnson Express Inn - Lenox Slideshow
#29 of 71 hotels in Berkshires
#8 of 15 hotels in Lenox
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#30 of 71 hotels in Berkshires
#3 of 8 hotels in Lee
Professional photos | Traveler photos (13) | Map
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Explore Berkshires, Massachusetts

Learn more about the best places to stay, eat, and play in Berkshires. Powered by first-hand advice from millions of travelers, TripAdvisor offers 31,141 reviews and 24 candid photos for 71 lodging options and 530 restaurants to help you plan the perfect trip to Berkshires.
Alta Restaurant & Wine Bar
Where to eat Choose from 530 restaurants in Berkshires, such as Alta Restaurant & Wine Bar. Here's what a recent traveler wrote about this restaurant: "The lunch menu items are uniformly excellent. The service is gracious, and the owner almost always comes out to greet us during the meal. The sandwiches come with great fries, so get your hike in...". Some of the most popular kinds of cuisine in Berkshires include American, Pizza, and Italian. See all Berkshires restaurants.
Norman Rockwell Museum
Popular Berkshires attractions Make the most of your visit to Berkshires with fun things to do by day and night. Here are what recent travelers to Berkshires say about their experiences at some of the top attractions in Berkshires: Norman Rockwell Museum: "I've done this museum before but not my husband so it was nice to see it through fresh eyes. Also had the opportunity to meet one of the artist's who's work was on exhibit, Murray Tinkelman." Tanglewood: "Tanglewood on Parade is an all day classical (and some other kinds) musical event with an evening of wonderful pieces, the last of which is always 1812 Overture and then fireworks; plenty of..." MASS MoCA: "Great experience. Old mill buildings, transformed into a cool space for contemporary art, inside and out. A must see in the Berkshires." To find more fun things to do in Berkshires, view all Berkshires attractions.
Lee Premium Outlets
Best shopping in Berkshires Explore 25 shopping venues in Berkshires including Lee Premium Outlets, reviewed by this recent visitor: "We have visited Lee Premium Outlets several times and love it. It consists of 60 clothing and accessory stores, no home or kitchen stores. Almost everyone will find a some of their favorites..." Looking for more great places to shop in Berkshires? View all Berkshires shopping options.
Berkshires travel forum Need specific advice visiting Berkshires, Massachusetts? Visit the TripAdvisor Travel Forum for Berkshires and ask our Destination Experts and the travel community.