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Find deals by date
  • 2018 Summer Lodging Special

    Lenox

    1A Lenox Bed and Breakfast
    Mon, May 28 - Tue, Oct 9, 2018

    Book 7 nights or more and get 10% off. Call today for your reservation and just mention "10% off" to receive... more

    + 2 saves
  • Take a Hike

    Pittsfield

    Hotel on North
    Fri, Jun 15 - Sat, Oct 20, 2018

    Hit the trail and explore all the picturesque Berkshires have to offer with this special hiking package. Whether you're scaling... more

    + 0 saves
  • Take a Hike

    North Adams

    The Porches Inn
    Sun, Jul 1 - Wed, Oct 31, 2018

    Hit the trail and explore all that the picturesque Berkshires have to offer with this special hiking package. Features choice... more

    + 0 saves
  • Take a Hike

    Great Barrington

    The Briarcliff Motel
    Sat, Sep 1 - Sat, Nov 3, 2018

    Enjoy a hike in the Berkshire hills and mountains. Package includes choice of accommodations and a sling backpack stocked with... more

    + 0 saves
  • Take a Hike

    Stockbridge

    The Red Lion Inn
    Fri, Jun 15 - Thu, Nov 15, 2018

    Hit the trail and explore all the picturesque Berkshires have to offer with this special hiking package. Features choice of... more

    + 0 saves
  • Buy One Night. Get One Night On Us!

    Great Barrington

    The Briarcliff Motel
    Sat, Sep 1 - Tue, Nov 20, 2018

    Our vintage motel has been transformed into a hip and homey modern motor lodge. Nestled at the base of Monument... more

    + 0 saves
  • It's Time to Get Away! Save up to 15%!

    South Lee

    Holiday Inn Club Vacations Oak N' Spruce Resort
    Tue, Jan 23 - Mon, Dec 31, 2018

    This relaxing four-season resort is perfect for quick family getaways and now with the Getaway Rate from Holiday Inn Club... more

    + 0 saves
  • 4-Way Combination Ticket

    Williamstown

    The Clark
    Fri, Jun 1 - Mon, Dec 31, 2018

    $40 includes discounted one-day adult admission to the Clark, MASS MoCA, and Bennington Museum, and a savings of 20% at the Williams... more

    + 0 saves
  • 3-Way Combination Ticket

    Williamstown

    The Clark
    Fri, Jun 1 - Mon, Dec 31, 2018

    $34 includes discounted one-day adult admission to both the Clark and MASS MoCA, and a savings of 20% at the Williams College... more

    + 0 saves
  • Eat. Stay. Relax.

    Stockbridge

    The Red Lion Inn
    Tue, May 1, 2018 - Thu, May 23, 2019

    Now you can dine in style and stay in a 250-year-old hotel. This special package includes choice of accommodations and... more

    + 0 saves
  • Date Night

    Stockbridge

    The Red Lion Inn
    Tue, May 1, 2018 - Thu, May 23, 2019

    Let us help create a night to remember for you and that special someone. A warm fire. Delectable dining. Nightly... more

    + 0 saves
  • Norman Rockwell Experience

    Stockbridge

    The Red Lion Inn
    Fri, Jun 15, 2018 - Thu, May 23, 2019

    New England As It Should Be Embrace America's most beloved artist when you visit The Red Lion Inn. Walk the... more

    + 0 saves
  • Date Night Package

    Pittsfield

    Hotel on North
    Tue, May 1, 2018 - Sun, Sep 1, 2019

    Take a break from busy and run away to romance. Hotel on North is the perfect romantic getaway in the... more

    + 0 saves
  • Eat & Stay on North

    Pittsfield

    Hotel on North
    Tue, May 1, 2018 - Sun, Sep 1, 2019

    Eat & Stay on North wraps up the perfect getaway with one big fat bow for you. Enjoy a one... more

    + 0 saves
  • Furry Friends Package

    Great Barrington

    The Briarcliff Motel
    Sat, Sep 1, 2018 - Sun, Sep 1, 2019

    Briarcliff loves Dogs. Our Furry Friends Package includes the nightly pet fee for a simple worry-free booking. All well-behaved dogs... more

    + 0 saves
  • Berkshire Romantic Getaway Package

    Lenox

    Courtyard by Marriott Lenox Berkshires
    Thu, Jan 11, 2018 - Thu, Mar 31, 2022

    Celebrate a special occasion, or just getaway from it all, with this 2 night package. Our romantic getaway package includes:-A... more

    + 0 saves
  • Berkshires Romance Package

    Lenox

    Hampton Inn & Suites - Lenox
    Mon, Jan 15, 2018 - Mon, Jan 1, 2024

    Treat your special someone with a romantic night away at the Hampton Inn Berkshire/Lenox hotel.Package includes:2 keepsake glasses... more

    + 0 saves
  • Girlfriend Getaway Package

    Lenox

    Hampton Inn & Suites - Lenox
    Mon, Jan 15, 2018 - Mon, Jan 1, 2024

    Leave the kids at home and head to the Berkshires for some rest, relaxation and unbeatable deals.Guests who book... more

    + 0 saves