Win a Trip to the Berkshires

Getaway to the Berkshires. Enter below for the 2018-19 win a trip getaway package, which includes:

Win a trip

Thank you to our 2018-19 Win a Trip Contributors.

Courtyard by Marriott, Dory & Ginger, Hancock Shaker Village, and Methuselah Bar + Lounge

Congratulations to the 2017-18 Win a Trip winner, Kathy Poirot. The winner of our Berkshire Getaway will receive a two-night, mid-week stay at the award-winning Marriott in the Berkshires, Fairfield Inn & Suites, Great Barrington along with two admission passes to the Norman Rockwell Museum. You’ll also get a taste of the Berkshires with a $25 Gift Certificate to Baba Louie’s Sourdough Pizza and a $25 Gift Certificate to SoCo Creamery.

Thank you to our 2017-18 Win a Trip Contributors.

Thank you to this year's contributors!



One entry qualifies you for a chance to win the getaway. Winner selected by random drawing; winner will be excluded from future drawings for 12 months; packages do not include transportation; entrants must be 25 years of age or older; one entry per household; taxes and gratuities not included; no cash value; offers subject to availability; prize is not transferable; additional restrictions may apply to some packages; 1Berkshire employees and their families and its vendors are not eligible; void where prohibited by law. The prize package is valid for one year from date of winner’s receipt of the package unless otherwise noted. The package does not include airfare.