New England's best skiing is most notably in Maine, New Hampshire and Vermont. But the Bay State has some legit skiing and snowboarding - albeit smaller, lower elevation mountains with a shorter ski season. Still, Mass ski areas have efficient lifts, top learn to ski and ride programs for kids and adults, and excellent snow making to assure you quality turns in the winter. And the convenience to Boston is a big benefit for those that want to squeeze in a day or night skiing and riding but can't travel to the northern New England mountains.
In the Berkshires, there are some romantic ski inns for a Massachusetts’ ski and stay weekend from Boston. Jiminy Peak has a self-contained resort with ski services and a country inn providing on slope lodging for the weekend, you can walk to the lifts, the skier services and ski lessons. the ski resort is modest in size, but efficient and well-organized. Wachusett Ski Area is a good day trip for Boston and Worcester families, but there is also a country inn a few miles from the slopes, and you can take a train from Boston to Wachusett. Wachusett continues to invest heavily in snowmaking and learn to ski and ride programs to serve beginner families and kids first learning the sport of skiing.
Other smaller Massachusetts ski areas include Nashoba, Butternut, Ward, Blue Hill - these are very small, good places to learn skiing, but are not destination areas.