The Berkshires Blog

Couples Getaway

By Darcie Sosa

It’s the dead of winter. It’s beautiful, but it’s cold, and you’re going just a little bit stir crazy in your house. You and your partner need to get away; in fact, you need a getaway to the Berkshires! Whether this is your first holiday as a couple or a yearly tradition, you can enjoy time together outdoors, exploring our cultural attractions, or simply taking time to reconnect over a delicious meal in a new place.

Enjoy the winter months as much as the summer.
Location: Blantyre, Courtesy of Berkshire Film and Media Collaborative

Enjoy hitting the slopes together? The Berkshires offers both downhill and cross-country skiing. Beautiful cross-country/snowshoe trails can be found at Notchview (a Trustees of Reservations property) as well as at Hilltop Orchards & Furnace Brook Winery, Maple Farms Cross Country Skiing, Cranwell Resort, and Canterbury Farm. Discover our snow-covered Berkshire beauty and enjoy miles of groomed trails. Prefer the thrill of flying down the mountain? The Berkshires is also home to Jiminy Peak Mountain Resort, Bousquet Ski Area, Ski Butternut, as well as two nearby ski areas, Catamount and Berkshire East. All are open for snowboarding and some even offer tubing!

Maybe you’re more into the indoor cultural options? Even in the cultural off-season, the Berkshires has plenty of those to offer as well. Into contemporary art? The Berkshires is home to several contemporary museums, including Williams College Museum of Art, which hosts a variety of art styles, Berkshire Art Museum, and the largest contemporary art museum in the country, MASS MoCA. Are classic and eclectic art more your style? Museums like the Berkshire Museum, Norman Rockwell Museum, and the Clark Art Institute (which underwent a large renovation five years ago) host beautiful exhibits and have some of the world’s most well-known collections of classic paintings and visual arts.

Once you’ve had your fun, you’ll want to have a fabulous, romantic place to recoup, relax, and recharge. The Berkshires is host to a number of quirky, hip hotels and luxury resorts. Berkshire Inns, which owns and operates several newly-built or renovated hotels, have indoor pools and jacuzzis and offer short and long-term rental options. Courtyard by Marriott Lenox Berkshires also offers bistro dining, a 24-hour gym, an indoor jacuzzi, and an outdoor fire pit. Newly-built or renovated hotels with familiar names, such as the Hampton Inn & Suites and Hilton Garden Inn, offer similar amenities.

Looking for something a bit more quirky? Main Street Hospitality is a Berkshire family organization that owns, operates, develops, and designs unique hotels. Whether you want a boutique experience at the 45-room Hotel on North, (with the delicious Eat on North attached) or Porches Inn at Mass MoCA, or prefer “rustic chic” like the famous and historic Red Lion Inn, (with attached restaurants and pub) you’ll find what you’re looking for. Another beautiful, unique alternative is Tourists Welcome, which since opening, has been written about in Vanity Fair, Vogue, the Boston Globe, and the New York Times.

If you’re looking for a couples luxury getaway, why not stay at one of the Berkshires’ world-renowned luxury resorts, such as Blantyre or Wheatleigh? Both offer an experience you will not soon forget, and you will be pampered from head to toe. Looking for a wellness getaway? Why not try the world-renowned Canyon Ranch? Known for its healthy dining, luxury rooms, spa treatments, and other therapeutic wellness amenities. You and your partner will surely leave feeling renewed.

No matter your preferences for things to do or where to stay, you and your honey can find that quick or longer-term stay right here in the Berkshires.

Want more Berkshires? Learn about special happenings, culinary destinations, planning your trip, or even dream about moving to the Berkshires right here.”


Darcie Sosa is a Berkshire marketing/PR professional, who when isn’t working loves being outside hiking with her dogs, going to live music and theatre shows, networking, trying new restaurants and volunteering for local nonprofits. She is an alum of Berkshire Community College, Massachusetts College of Liberal Arts, and the University of Massachusetts, Amherst.