My Local MA

Build Your Berkshire Bucket List

Dream now. Travel later.

Even if you can’t physically travel, you can virtually visit the Berkshires now and plan the perfect getaway for later.

Stockbridge Main Street. Photo by Joel Laino.The holiday season is always a special time to visit the Berkshires, but COVID-19 is keeping most of us home. As of early December, travelers from any state other than Hawaii must complete a series of travel orders to visit Massachusetts. You can find those details and other travel tips here. While it may not be the best time to visit, you can still explore all our region has to offer from the safety of your home. Be sure to keep a list of your fave destinations so you can visit in person when you are able to book that Berkshire getaway!

Pictured: Stockbridge Main Street at Christmas. Photo by Joel Laino.

Give your Netflix a break and binge on these online experiences. Barrington Stage Company is producing Holiday Getaway, a jolly cabaret to shake away the winter blues – catch Broadway performers Alan H. Green, Alysha Umpress, and Joel Waggoner as they sing hilarious new jingles and feel-good traditionals, all filmed in the theatre for your at-home viewing pleasure. Watch this new one-man version of the classic A Christmas Carol, presented by Ventfort Hall in collaboration with Byers’ Choice LTD. If the performer seems especially Scrooge-like, it’s because the star, Gerald Charles Dickens, is the great-great grandson of Charles Dickens! Nothing feels more nostalgically holiday than Norman Rockwell. The Stockbridge Chamber of Commerce has created a virtual celebration covering 30 years of Christmas on the iconic Main Street in Rockwell’s hometown. It’s streaming until December 31st. Find more holiday offerings here.

The magic of winter in the Berkshires extends far beyond the holiday festivities. Outdoor enthusiasts looking for speed or serene skylines will enjoy our many ski resorts, cross-country properties, and snowy hiking trails. Ski lodges are open and following careful guidelines set forward by the state. Read about what to expect here. Whether you can visit this winter or next, check out these winter sports and ski conditions to help you plan a chill adventure.

There’s a lot to do and see indoors, too. Many of our cultural institutions, like The Clark, MASS MoCA, and the Norman Rockwell Museum, are open with restrictions. Until you’re able to visit, consider pursuing these online teasers. The Berkshire Museum has a number of virtual exhibitions such as Art of the Hills, which offers 2D and 3D works by local artists. They also have a slew of Digital Stories for an educational and entertaining listen. (Perfect for kids studying at home!) Art lovers or anyone who’s ever wanted to learn how to paint can tune into a Berkshire Paint & Sip at Home class. Order supplies online if you don’t have your own, then sip your beverage of choice while you are shown how to bring your canvas to life. Canyon Ranch has a cooking channel, and General Dynamics Mission Systems has been producing fun science experiments – like elephant toothpaste and ecosystems in a bottle – all suitable for any age to try at home under adult supervision.

Nothing will replace the making of memories during actual travel, and we hope the day for safe exploration comes for you soon. We miss you! Until then, here are some other links to give you a taste of Western Mass and help you fill out your Berkshire bucket list: Virtual Berkshires, What to Do, Where to Stay, Eat & Drink, Plan Your Trip