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  1. Apple Tree Inn

    Lenox
    Free Cancellation
    Reserve now, pay later
    4.5 out of 5 Wonderful (15 reviews)
    We have 4 left at
    Price was $201Price is now $137
    per night
    $153 total
    Includes taxes & fees
    More information about Apple Tree Inn, Opens in a new window
  2. Gedney Farm

    New Marlborough
    Free Cancellation
    Reserve now, pay later
    4.4 out of 5 Excellent (37 reviews)
    We have 3 left at
    Price is $169
    per night
    $179 total
    Includes taxes & fees
    More information about Gedney Farm, Opens in a new window
  3. Vacation Village in the Berkshires

    Entire apartment
    Hancock
    Free Cancellation
    Reserve now, pay later
    4.2 out of 5 Very Good (1,374 reviews)
    Price was $123Price is now $96
    per night
    $115 total
    Includes taxes & fees
    More information about Vacation Village in the Berkshires, Opens in a new window
  4. Church Street Inn

    Lenox
    Free Cancellation
    Reserve now, pay later
    We have 4 left at
    Price was $251Price is now $168
    per night
    $188 total
    Includes taxes & fees
    More information about Church Street Inn, Opens in a new window
  5. Howard Johnson by Wyndham Lenox

    Lenox
    Free Cancellation
    Reserve now, pay later
    3.8 out of 5 Good (328 reviews)
    We have 4 left at
    Price was $84Price is now $64
    per night
    $71 total
    Includes taxes & fees
    More information about Howard Johnson by Wyndham Lenox, Opens in a new window
  6. The Red Lion Inn

    Stockbridge
    Free Cancellation
    Reserve now, pay later
    4.3 out of 5 Excellent (433 reviews)
    We have 3 left at
    Price was $268Price is now $147
    per night
    $183 total
    Includes taxes & fees
    More information about The Red Lion Inn, Opens in a new window
  7. Seven Hills Inn

    Lenox
    Free Cancellation
    Reserve now, pay later
    3.9 out of 5 Good (173 reviews)
    We have 7 left at
    Price was $139Price is now $119
    per night
    $133 total
    Includes taxes & fees
    More information about Seven Hills Inn, Opens in a new window
  8. The Briarcliff Motel

    Great Barrington
    Free Cancellation
    Reserve now, pay later
    4.5 out of 5 Wonderful (240 reviews)
    We have 3 left at
    Price was $190Price is now $80
    per night
    $89 total
    Includes taxes & fees
    More information about The Briarcliff Motel, Opens in a new window
  9. The Black Swan Lee - Lenox, Ascend Hotel Collection

    Lee
    Free Cancellation
    Reserve now, pay later
    4.2 out of 5 Very Good (729 reviews)
    We have 5 left at
    Price was $140Price is now $115
    per night
    $128 total
    Includes taxes & fees
    More information about The Black Swan Lee - Lenox, Ascend Hotel Collection, Opens in a new window
  10. Berkshire Inn

    Pittsfield
    Free Cancellation
    Reserve now, pay later
    3.7 out of 5 Good (357 reviews)
    We have 1 left at 10% off at
    Price was $71Price is now $64
    per night
    $71 total
    Includes taxes & fees
    More information about Berkshire Inn, Opens in a new window
  11. Yankee Inn

    Lenox
    Free Cancellation
    4.2 out of 5 Very Good (939 reviews)
    Price was $109Price is now $94
    per night
    $105 total
    Includes taxes & fees
    More information about Yankee Inn, Opens in a new window
  12. Mount Royal Inn

    Adams
    Free Cancellation
    3.8 out of 5 Good (158 reviews)
    We have 4 left at
    Price was $99Price is now $89
    per night
    $99 total
    Includes taxes & fees
    More information about Mount Royal Inn, Opens in a new window
  13. Berkshire Valley Inn

    Williamstown
    Free Cancellation
    4.5 out of 5 Wonderful (322 reviews)
    We have 5 left at
    Price was $189Price is now $119
    per night
    $131 total
    Includes taxes & fees
    More information about Berkshire Valley Inn, Opens in a new window
  14. Chambery Inn

    Lee
    4.7 out of 5 Exceptional (296 reviews)
    We have 1 left at
    Price was $200Price is now $150
    per night
    $168 total
    Includes taxes & fees
    More information about Chambery Inn, Opens in a new window
  15. Best Western Plus Berkshire Hills Inn & Suites

    Pittsfield
    Breakfast included
    4.1 out of 5 Very Good (708 reviews)
    We have 5 left at
    Price was $149Price is now $100
    per night
    $112 total
    Includes taxes & fees
    More information about Best Western Plus Berkshire Hills Inn & Suites, Opens in a new window
  16. Travelodge by Wyndham Great Barrington Berkshires

    Great Barrington
    Free Cancellation
    Reserve now, pay later
    3.8 out of 5 Good (258 reviews)
    We have 3 left at
    Price was $106Price is now $68
    per night
    $76 total
    Includes taxes & fees
    More information about Travelodge by Wyndham Great Barrington Berkshires, Opens in a new window
  17. Days Inn by Wyndham Great Barrington

    Great Barrington
    Free Cancellation
    Reserve now, pay later
    3.8 out of 5 Good (696 reviews)
    Price was $101Price is now $76
    per night
    $85 total
    Includes taxes & fees
    More information about Days Inn by Wyndham Great Barrington, Opens in a new window
  18. Holiday Inn Club Vacations Oak n' Spruce Resort, an IHG Hotel

    South Lee
    Free Cancellation
    Reserve now, pay later
    4.4 out of 5 Excellent (155 reviews)
    Price was $178Price is now $116
    per night
    $130 total
    Includes taxes & fees
    More information about Holiday Inn Club Vacations Oak n' Spruce Resort, an IHG Hotel, Opens in a new window
  19. Monument Mountain Motel

    Great Barrington
    Free Cancellation
    4.4 out of 5 Excellent (264 reviews)
    We have 5 left at
    Price was $100Price is now $70
    per night
    $78 total
    Includes taxes & fees
    More information about Monument Mountain Motel, Opens in a new window
  20. Cabin in Becket

    Entire home
    3 bedrooms, 3 bathrooms
    Becket
    Price is $150
    per night
    $180 total
    Includes taxes & fees
    More information about Cabin in Becket, Opens in a new window