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Berkshires Hotels

Berkshires Hotels

 
Hotels (72)
 
B&B and Inns (118)
 
Speciality Lodging (21)
 
Holiday Rentals (53)
 
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Special offers in Berkshires

Hampton Terrace Bed and Breakfast Inn
Hampton Terrace Bed and Breakfast...
5.0 of 5 stars 559 Reviews
Save $100/night Mid-Week
Howard Johnson Williamstown
Howard Johnson Williamstown
3.0 of 5 stars 88 Reviews
Stay 3+ Nights, Save 20%
Birchwood Inn
Birchwood Inn
4.5 of 5 stars 198 Reviews
$50 off any mid-week stay
View all Special Offers in Berkshires (13)

Top picks in Berkshires

TripAdvisor Travellers' Score

Review of Berkshires Hotels

4.7 of 5 stars Overall rating 4.7 out of 5
4.5 of 5 stars Value
4.9 of 5 stars Comfort
4.7 of 5 stars Convenience
The TripAdvisor Travellers' Score provides a review of Berkshires Hotels based on feedback from the community of TripAdvisor travellers. Be sure to read travellers' reviews of individual hotels before you book.

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72 of 72 hotels shown
Briarcliff Motel, Great Barrington
Travellers' Choice® 2013 Winner Bargain | Best Service Offers & Announcements 50% off a second night
Briarcliff Motel Slideshow
Ranked #1 of 72 hotels in Berkshires
Ranked #1 of 8 hotels in Great Barrington
5 of 5 stars 210 reviews
Professional photos | Traveller photos (39) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Hampton Inn & Suites Berkshires, Lenox 2.5 of 5
Special Offer The Shaker Way!
Hampton Inn & Suites Berkshires Slideshow
Ranked #2 of 72 hotels in Berkshires
Ranked #1 of 15 hotels in Lenox
4.5 of 5 stars 218 reviews
Professional photos | Traveller photos (73) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Canyon Ranch in Lenox, Lenox
Offers & Announcements 1st Time Guests Save 20%!
Canyon Ranch in Lenox Slideshow
Ranked #3 of 72 hotels in Berkshires
Ranked #2 of 15 hotels in Lenox
4.5 of 5 stars 138 reviews
Traveller photos (26) | Map
*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Lantern House Motel Great Barrington, Great Barrington
Lantern House Motel Great Barrington Slideshow
Ranked #4 of 72 hotels in Berkshires
Ranked #2 of 8 hotels in Great Barrington
4.5 of 5 stars 175 reviews
Traveller photos (16) | Map
*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Blantyre, Lenox
Announcement Blantyre News
Blantyre Slideshow
Ranked #5 of 72 hotels in Berkshires
Ranked #3 of 15 hotels in Lenox
5 of 5 stars 101 reviews
Professional photos | Traveller photos (80) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Monument Mountain Motel, Great Barrington
Monument Mountain Motel
Ranked #6 of 72 hotels in Berkshires
Ranked #3 of 8 hotels in Great Barrington
4.5 of 5 stars 152 reviews
Professional photos | Traveller photos (15) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
MAPLE TERRACE MOTEL, Williamstown
Special Offer Call us for availability
MAPLE TERRACE MOTEL Slideshow
Ranked #7 of 72 hotels in Berkshires
Ranked #1 of 13 hotels in Williamstown
4.5 of 5 stars 150 reviews
Professional photos | Traveller photos (39) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Wheatleigh, Lenox
Wheatleigh Slideshow
Ranked #8 of 72 hotels in Berkshires
Ranked #4 of 15 hotels in Lenox
4.5 of 5 stars 64 reviews
Professional photos | Traveller photos (91) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
The Orchards Hotel, Williamstown 4.0 of 5
The Orchards Hotel
Ranked #9 of 72 hotels in Berkshires
Ranked #2 of 13 hotels in Williamstown
4 of 5 stars 222 reviews
Professional photos | Traveller photos (34) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Comfort Inn Great Barrington, Great Barrington 2.5 of 5
Comfort Inn Great Barrington Slideshow
Ranked #10 of 72 hotels in Berkshires
Ranked #4 of 8 hotels in Great Barrington
4.5 of 5 stars 250 reviews
Professional photos | Traveller photos (27) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
The Porches Inn at MASS MoCA, North Adams 3.5 of 5
The Porches Inn at MASS MoCA Slideshow
Ranked #11 of 72 hotels in Berkshires
Ranked #1 of 3 hotels in North Adams
4 of 5 stars 247 reviews
Professional photos | Traveller photos (99) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
1896 House - Brookside & Pondside Motels, Williamstown 2.5 of 5
1896 House - Brookside & Pondside Motels Slideshow
Ranked #12 of 72 hotels in Berkshires
Ranked #3 of 13 hotels in Williamstown
4.5 of 5 stars 181 reviews
Professional photos | Traveller photos (54) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Cranwell Resort, Spa & Golf Club, Lenox
Special Price 20% off room rate
Cranwell Resort, Spa & Golf Club Slideshow
Ranked #13 of 72 hotels in Berkshires
Ranked #5 of 15 hotels in Lenox
4 of 5 stars 359 reviews
Professional photos | Traveller photos (140) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Mountain View Motel, Great Barrington
Mountain View Motel
Ranked #14 of 72 hotels in Berkshires
Ranked #5 of 8 hotels in Great Barrington
4.5 of 5 stars 72 reviews
Traveller photos (6) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Berkshire Hills Motel, Williamstown
Berkshire Hills Motel Slideshow
Ranked #15 of 72 hotels in Berkshires
Ranked #4 of 13 hotels in Williamstown
4.5 of 5 stars 111 reviews
Professional photos | Traveller photos (46) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
The Red Lion Inn, Stockbridge 3.5 of 5
The Red Lion Inn
Ranked #16 of 72 hotels in Berkshires
Ranked #1 of 1 hotels in Stockbridge
4 of 5 stars 376 reviews
Professional photos | Traveller photos (131) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Yankee Inn, Lenox
Yankee Inn Slideshow
Ranked #17 of 72 hotels in Berkshires
Ranked #6 of 15 hotels in Lenox
4 of 5 stars 208 reviews
Professional photos | Traveller photos (70) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
BEST WESTERN Berkshire Hills Inn & Suites, Pittsfield
Special Offer Earn a Free Night!
BEST WESTERN Berkshire Hills Inn & Suites Slideshow
Ranked #18 of 72 hotels in Berkshires
Ranked #1 of 9 hotels in Pittsfield
4.5 of 5 stars 51 reviews
Professional photos | Traveller photos (49) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Wyndham at Bentley Brook, Hancock 3.0 of 5
Wyndham at Bentley Brook
Ranked #19 of 72 hotels in Berkshires
Ranked #1 of 4 hotels in Hancock
4 of 5 stars 136 reviews
Professional photos | Traveller photos (122) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Days Inn Great Barrington, Great Barrington 2.0 of 5
Days Inn Great Barrington Slideshow
Ranked #20 of 72 hotels in Berkshires
Ranked #6 of 8 hotels in Great Barrington
4 of 5 stars 182 reviews
Professional photos | Traveller photos (11) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Green Valley Motel, Williamstown 2.0 of 5
Green Valley Motel Slideshow
Ranked #21 of 72 hotels in Berkshires
Ranked #5 of 13 hotels in Williamstown
5 of 5 stars 3 reviews
Professional photos | Traveller photos (12) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Holiday Inn Berkshires, North Adams 3.0 of 5
Special Offer Save on Hotel Packages!
Holiday Inn Berkshires Slideshow
Ranked #22 of 72 hotels in Berkshires
Ranked #2 of 3 hotels in North Adams
3.5 of 5 stars 100 reviews
Professional photos | Traveller photos (33) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Berkshire Inn, Pittsfield
Berkshire Inn
Ranked #23 of 72 hotels in Berkshires
Ranked #2 of 9 hotels in Pittsfield
4 of 5 stars 47 reviews
Professional photos | Traveller photos (13) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Inn at Laurel Lake, Lee
Inn at Laurel Lake
Ranked #24 of 72 hotels in Berkshires
Ranked #1 of 8 hotels in Lee
4 of 5 stars 32 reviews
Traveller photos (6) | Map
*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Super 8 Motel Lee / Berkshires / Outlet Area, Lee 2.0 of 5
Super 8 Motel Lee / Berkshires / Outlet Area
Ranked #25 of 72 hotels in Berkshires
Ranked #2 of 8 hotels in Lee
3.5 of 5 stars 88 reviews
Professional photos | Traveller photos (8) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Vacation Village in the Berkshires, Hancock 3.0 of 5
Vacation Village in the Berkshires
Ranked #26 of 72 hotels in Berkshires
Ranked #2 of 4 hotels in Hancock
3.5 of 5 stars 253 reviews
Professional photos | Traveller photos (131) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Howard Johnson Express Inn - Lenox, Lenox 2.0 of 5
Special Offer Free High Speed Internet
Howard Johnson Express Inn - Lenox Slideshow
Ranked #27 of 72 hotels in Berkshires
Ranked #7 of 15 hotels in Lenox
3.5 of 5 stars 88 reviews
Professional photos | Traveller photos (25) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Williamstown Motel, Williamstown
Williamstown Motel
Ranked #28 of 72 hotels in Berkshires
Ranked #6 of 13 hotels in Williamstown
4 of 5 stars 77 reviews
Professional photos | Traveller photos (37) | Map
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Springs Inn Resort, New Ashford
Springs Inn Resort
Ranked #29 of 72 hotels in Berkshires
Ranked #1 of 4 hotels in New Ashford
4.5 of 5 stars 6 reviews
Traveller photos (3) | Map
*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
Whitcomb Summit Motel, Florida
Whitcomb Summit Motel
Ranked #30 of 72 hotels in Berkshires
Ranked #1 of 1 hotels in Florida
4.5 of 5 stars 37 reviews
Traveller photos (28) | Map
*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
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The Orchards Hotel
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The Orchards Hotel  
Williamstown, Berkshires
4 of 5 stars 222 Reviews
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The best places to stay in Berkshires

TripAdvisor is the worlds largest travel site, with 5,953 traveller reviews, 17 candid photos, and prices for 72 hotels in Berkshires, Massachusetts. Powered by advice from real travellers, TripAdvisor offers you reviews of the best hotels in Berkshires.

We also partner with other top travel sites to make it easy for you to find the best price. For accommodations in Berkshires, our partners include Priceline, getaroom.com, Tingo, Stentorian NV, Agoda, Hilton Hotels, Expedia, Venere, Travelocity, Hotels.com, Booking.com and Cheap Tickets. These partners may vary by individual hotel, as featured near the top of each hotel page.

Popular attractions in Berkshires

Berkshires offers 33 outdoor attractions, including Mount Greylock State Reservation, Pleasant Valley Sanctuary, Naumkeag and The Mount. Other popular cultural attractions include Hancock Shaker Village, National Shrine of the Divine Mercy, Frelinghuysen Morris House & Studio and Arrowhead. Berkshires offers a variety of attractions and sights to explore. Some of the most popular museums include Norman Rockwell Museum, MASS MoCA, Sterling and Francine Clark Art Institute and Williams College Museum of Art, while Ski Butternut, Housatonic River Walk, Catamount Ski Area and Aspinwall Equestrian Center are popular sports attractions.

Popular shopping in Berkshires

Looking for the best shopping in Berkshires? You can explore 21 shopping venues, including Lee Premium Outlets, Guido's Marketplace and A.L. Avery & Son General Store.