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Berkshires Hotels

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Canyon Ranch in Lenox
Canyon Ranch in Leno...
4.5 of 5 stars 320 Reviews
New Guests Save 20%
Cozy Corner Motel
Cozy Corner Motel
3.5 of 5 stars 19 Reviews
20% off room rate
Hampton Terrace Bed and Breakfast Inn
Hampton Terrace Bed...
5.0 of 5 stars 741 Reviews
The Wine is on Us!
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    #12 of 74 hotels in Berkshires
    #1 Just for You Great if you love local culture, Popular...more Great if you love local culture, Popular kid-friendly hotel in Stockbridge, Mid-range hotelless
    The Red Lion Inn Slideshow
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    #27 of 74 hotels in Berkshires
    #2 Just for You Other travelers love this hotel, Has a pool...more Other travelers love this hotel, Has a pool, Popular mid-range hotel in Hancockless
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    #14 of 74 hotels in Berkshires
    #5 of 14 hotels in Lenox
    #3 Just for You Popular environmentally friendly hotel in...more Popular environmentally friendly hotel in Lenox, Offers free wifi, A top environmentally friendly hotel in Lenoxless
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    #4 of 74 hotels in Berkshires
    #3 of 14 hotels in Lenox
    #4 Just for You Budget hotel, Has a fitness center, Popular...more Budget hotel, Has a fitness center, Popular budget hotel in Lenoxless
    Hampton Inn & Suites Berkshires Slideshow
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    #23 of 74 hotels in Berkshires
    #6 of 14 hotels in Lenox
    #5 Just for You Has a bar/lounge, Popular family-friendly...more Has a bar/lounge, Popular family-friendly hotel in Lenox, Other travelers love this hotelless
    Yankee Inn Slideshow
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    #10 of 74 hotels in Berkshires
    #6 Just for You Popular budget hotel in Pittsfield, Provides...more Popular budget hotel in Pittsfield, Provides business servicesless
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    #19 of 74 hotels in Berkshires
    #1 of 9 hotels in Lee
    #7 Just for You Has a restaurant, Budget hotel, Popular...more Has a restaurant, Budget hotel, Popular budget hotel in Leeless
    Black Swan Inn Berkshires, an Ascend Collection Hotel Slideshow
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    #13 of 74 hotels in Berkshires
    #8 Just for You Offers free wifi, Popular kid-friendly hotel...more Offers free wifi, Popular kid-friendly hotel in North Adams, A top kid-friendly hotel in North Adamsless
    The Porches Inn at MASS MoCA Slideshow
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    #18 of 74 hotels in Berkshires
    #9 Just for You Other travelers love this hotel, Has a pool...more Other travelers love this hotel, Has a pool, Mid-range hotelless
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    #9 of 74 hotels in Berkshires
    #10 Just for You Budget hotel, Provides business services...more Budget hotel, Provides business services, Popular budget hotel in Great Barringtonless
    Fairfield Inn & Suites Lenox Great Barrington/Berkshires Slideshow
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    #16 of 74 hotels in Berkshires
    #11 Just for You Has a fitness center, Popular...more Has a fitness center, Popular environmentally friendly hotel in Hancock, A top environmentally friendly hotel in Hancockless
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    #2 of 74 hotels in Berkshires
    #2 of 14 hotels in Lenox
    #12 Just for You Has a restaurant, Other travelers love this...more Has a restaurant, Other travelers love this hotelless
    Blantyre Slideshow
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    #3 of 74 hotels in Berkshires
    #13 Just for You Budget hotel, Has a bar/lounge, Popular...more Budget hotel, Has a bar/lounge, Popular budget hotel in Great Barringtonless
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    #5 of 74 hotels in Berkshires
    #4 of 14 hotels in Lenox
    #14 Just for You Offers free wifi, Popular stylish hotel in...more Offers free wifi, Popular stylish hotel in Lenox, Romanticless
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    #28 of 74 hotels in Berkshires
    #15 Just for You Has a pool, A top family-friendly hotel in...more Has a pool, A top family-friendly hotel in Great Barrington, Popular family-friendly hotel in Great Barringtonless
    Holiday Inn Express Great Barrington Slideshow
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    #21 of 74 hotels in Berkshires
    #16 Just for You Budget hotel, Popular budget hotel in Great...more Budget hotel, Popular budget hotel in Great Barrington, Other travelers love this hotelless
    Days Inn Great Barrington Slideshow
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    #20 of 74 hotels in Berkshires
    #2 of 9 hotels in Lee
    #17 Just for You Has a spa, Popular budget hotel in Lee
    Chambery Inn Slideshow
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    #33 of 74 hotels in Berkshires
    #18 Just for You Has a bar/lounge, Mid-range hotel, Popular...more Has a bar/lounge, Mid-range hotel, Popular mid-range hotel in Williamstownless
    The Williams Inn Slideshow
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    #26 of 74 hotels in Berkshires
    #19 Just for You Offers free wifi, Popular mid-range hotel in...more Offers free wifi, Popular mid-range hotel in North Adams, Other travelers love this hotelless
    Holiday Inn Berkshires Slideshow
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    #11 of 74 hotels in Berkshires
    #20 Just for You Budget hotel, Popular budget hotel in...more Budget hotel, Popular budget hotel in Williamstownless
    Williamstown Motel Slideshow
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    #6 of 74 hotels in Berkshires
    #21 Just for You Has a pool
    MAPLE TERRACE MOTEL Slideshow
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    #39 of 74 hotels in Berkshires
    #9 of 14 hotels in Lenox
    #22 Just for You Popular budget hotel in Lenox, Other...more Popular budget hotel in Lenox, Other travelers love this hotelless
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    #8 of 74 hotels in Berkshires
    #23 Just for You
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    #24 of 74 hotels in Berkshires
    #24 Just for You Budget hotel, Offers free wifi, Popular...more Budget hotel, Offers free wifi, Popular budget hotel in Williamstownless
    Berkshire Valley Inn Slideshow
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    #42 of 74 hotels in Berkshires
    #25 Just for You Popular budget hotel in Pittsfield, Other...more Popular budget hotel in Pittsfield, Other travelers love this hotelless
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    #29 of 74 hotels in Berkshires
    #26 Just for You
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    #17 of 74 hotels in Berkshires
    #27 Just for You Has a pool
    Berkshire Hills Country Inn Slideshow
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    #25 of 74 hotels in Berkshires
    #28 Just for You Budget hotel, Popular budget hotel in...more Budget hotel, Popular budget hotel in Williamstown, Kid-friendlyless
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    #15 of 74 hotels in Berkshires
    #29 Just for You Has a concierge, Other travelers love this...more Has a concierge, Other travelers love this hotelless
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    1896 House - Brookside & Pondside Motels Slideshow
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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.
    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.
    1-30 of 74 Hotels