Win a Trip to the Berkshires

Enter for your chance to win a memorable trip to the Berkshires!

Art, culture, outdoors, and downtown in one place.

Sol LeWitt, Wall Drawing #1152
part of Sol LeWitt: A Wall Drawing Retrospective
at MASS MoCA, North Adams, MA
Photo by Kevin Kennefick

Your 2019-2020 Trip to the Berkshires itinerary includes:

Wigwam Western Summit
Enjoy 2-night accommodations for two at Wigwam Western Summit in North Adams, MA, in a beautifully restored cabin featuring modern comforts, air conditioning, and full baths. Wigwam also features a Sky Bar, Coffee House, Café & Bakery, and a gift shop loaded with local crafts, ice cream, honey and maple syrup. Come for a visit and enjoy a glass of wine, a draft beer, or a cup of coffee to go with the most amazing VIEW in the Berkshires!

Get your art on with two admission tickets to the Massachusetts Museum of Contemporary Art.  Open year-round and housed in a restored 19th century factory, MASS MoCA is the country’s largest center for contemporary visual and performing arts. The campus features free parking, affordably priced cafés, a full-service restaurant, delicious ice cream, great coffee, and an innovative microbrewery.

Enjoy dinner for two in the Lodge at TOURISTS with a $100 Gift Card. Seasonal suppers along with George Howell coffees and sweet treats. Cocktails, house-infused spirits, beer, and wine.

2019-2020 Win a Trip getaway contributorsWE ALL NEED BODYWORK
Relax with an individual chair massages for two at WE ALL NEED BODYWORK, located in Adams, MA. WE ALL NEED BODYWORK is a Massage/Bodywork studio dedicated to help you in your process of healing and wellness.


Congratulations to our 2018-19 Win a Trip getaway winner, Kathy F. She’ll be enjoying two night accommodations at the Courtyard by Marriott in Lenox; general admission for two at Hancock Shaker Village; dinner for two at Methuselah Bar and Lounge; and a $25 gift certificate to Dory & Ginger. Sincere thanks to our Win a Trip getaway 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.