Bousquet boasts an enviable location a few miles south of Pittsfield, the largest city in the Berkshires. With 21 trails almost evenly divided by ability level, two double chairs and three surface lifts, and most of the terrain available after dark, the mountain hums day and night to the sound of happy kids and adults. With modern snowmaking and grooming, the scenic Berkshire Mountains all around you, and a lively small city just a few minutes away, going up north isn’t really necessary, unless you’re looking for a bit more than Bousquet’s 750 feet of vertical. But there are some nice long runs available, in particular the intermediate duo of Main Street and Russell Slope from the summit. The toughest pitches are off the top of the... More >>>

A true family mountain located in Great Barrington, MA offering 22 trails, 110 skiable acres, 10 lifts (3 quads) and a new tubing center. Let us teach your kids to ski. Kids grow fast at Ski Butternut. We nourish kids with a generous serving of patient instruction and reward them with hours of safe fun. And you'll grow too! Our 5-Lane Tubing Park makes sliding downhill fun for everyone! Tubing is a nice way to finish off the weekend and provides an optional activity to skiing and snowboarding. So finish your weekend the fun way and play like a kid again - before heading back to work... More >>>

The largest ski and snowboard resort in Southern New England. Setting a Distinct Standard Among New England Resorts. When traveling New England for business or pleasure, treat yourself to the comfort and elegance of the Jiminy Peak Mountain Resort. Our spacious, one and two-room lodging accommodations set the standard for New England Resorts. Jiminy Peak Mountain Resort, featuring 43 trails, skiing/boarding, slope side accommodations, a village center with shops, and dining on site. The advanced skier/boarder can find plenty of challenging terrain, while intermediates can enjoy runs just made for cruising. Beginners, too, can take to the slopes at their own pace. If you just can't get your fill of skiing during the day... More >>>

Come and ski the friendly, family area of the Berkshires. At Otis Ridge you will find the facilities of a larger ski area, yet we're small enough to be personal. Otis Ridge offers a variety of terrain including challenging slopes and trails. While one of the smaller ski areas in Massachusetts, we can boast of excellent snowmaking and grooming operations. We have a full service ski shop, rental equipment, and provide instruction in snow sports. We are also the low cost ski area in the state. With the reopening of the Grouse House, our customers now enjoy good food, drink and an excellent view of the slopes. Our snowmaking equipment adds to what mother nature provides, and our northeastern exposure protects our cover. While Otis Ridge welcomes... More >>>

Cross Country Skiing & Snow Shoeing. At Canterbury Farm in the winter months, cross country ski trails are groomed daily, while fresh soup, snacks and a friendly welcome are always on hand! Rentals of skis and snowshoes are available as well as lessons. With 20 Kilometers of groomed and tracked ski trails, you will ski alongside frozen brooks, beaver ponds, stone walls, lakes, fields and mountains where nature abounds. Our trails meander through old wood stands which gives you the feel of being in the wilderness. Other trails are wider for excellent ski skating trails for those who want that experience... More >>>

Enjoy an invigorating day of skiing at one of the nearby downhill ski areas or step outside your hotel room for scenic cross-country skiing on Cranwell's 10 kilometers of groomed trails. With 10 kilometers of scenic, groomed trails, the Cranwell Ski Center welcomes all levels of skiers and snowshoe enthusiasts. Whether you cross country ski or venture out on an exhilarating snowshoe trek, this is a great place to spend an outdoor winter day. Conveniently located next to the popular Sloane's Tavern, the Ski Center offers a complete line of modern Rossignol Ski Touring rental equipment and Tubbs Snowshoes, as well as skier accessories and healthy trail snacks. Professional lessons are offered by our certified instructors... More >>>

Cross Country Skiing & Snow Shoeing. Experience the nature of cross-country skiing high in the Berkshire Hills. Notchview's 3,108 acres contain 35 km of trails through woods and open fields. From groomed tracks to backcountry trails, we have trails and adventures for skiers of all levels. And with an elevation of 2,297 feet, Notchview gets an average of 45 extra inches of snow each year—we're often skiing until mid-March. Enjoy classic and skate skiing at their best, thanks to Notchview's new state-of-the-art groomer. Go off track and explore the backcountry. Or simply snowshoe alongside the ski... More >>>

Hawkmeadow Guest Farm - Hawkmeadow Farm is located in the Berkshires east of Lee, Massachusetts. October Mountain State Forest is our backyard. B&B guests at the farm have access to many miles of hiking and cross-country ski trails. The farm is up on a mountain side with an incredible view to the west, having one of the best sunsets in the Berkshires. Sunset hikes are available by appointment. Guests are welcome to picnic by the pond before or after their hike. Hikes are in the forests and hills surrounding the farm on well maintained trails. Come and enjoy the novel experience of spending time in nature accompanied by llamas. Berkshire Mountain Llamas are known for their sweet dispositions, wooly coats, and unique... More >>>

Travel along the beautiful shaded trails of Kennedy Park and Lenox Mountain. Enjoy breathtaking views of Berkshire County. On a clear day you can see the Catskill Mountains of New York and the Green Mountains of Vermont. All this while mounted on a well trained horse guided by a professional horseman. Berkshire Horseback Adventures has a full menu of opportunities. From one hour pleasure rides to overnight camping trips. All you need to bring is your sense of adventure. We'll supply the rest. Let us help you plan and celebrate a special occasion. Whether it's a birthday, anniversary, wedding proposal, or simply a ride over the hills into the sunset, Berkshire Horseback Adventures can make it an experience that... More >>>

Year round riding is a pleasure at Undermountain Farm. Ride in the protection of our spacious indoor and outdoor arenas. Enjoy the lovely fields and woods. At Undermountain Farm we encourage all ages and levels of ability to enjoy the equestrian life in our peaceful valley. Our beautiful Victorian Farm buildings are surrounded by 150 acres of pasture, forest and hay fields. A large airy indoor arena (81' x 160'), a spacious outdoor arena, and access to miles of riding trails provide ample facilities for your riding pleasure. Lessons - Undermountain Farm specializes in adult and young beginners. We make a special effort to have friendly and reliable school horses. PONY rides are available for young children. They are a wonderful... More >>>

The SteepleCats organization is a collegiate summer baseball team that brings the best college baseball players from across the country to play summer baseball at Joe Wolfe Field. The team is part of the New England Collegiate Baseball League, a premier summer league that is known for its superb competition. The North Adams SteepleCats’ mission is simple: to field the best collegiate summer baseball team in America and to provide its fans the best summer family entertainment available anywhere. North Adams Steeplecats - Collegiate baseball at its finest - family festive fun & snacks for under $20! Games are in June and July, playoffs in August. Check our website for schedule, ticket info and SteepleCat news... More >>>

Baker's Golf Center is located near the Berkshire Mall and Pontoosuc Lake and just minutes from downtown Pittsfield.  Our miniature golf features a large cascading waterfall, two ponds and a flowing brook. There are moving obstacles on some holes and small wooden buildings on others. It's a great challenge for all ages. Our Driving Range features a wide open 300 yard range. There are 5 target greens and nets. We also have a putting green with a chipping area and a sand trap. We use Pinnacle Practice Range Balls.  Open April through October, weather permitting... More >>>

Our championship caliber miniature golf is great entertainment for family & friends, business and social events, and of course birthday parties. At our facility we have a beautifully locally themed, landscaped 18 hole course that is challenging for all ages. The Range features several hitting stations and a grass tee. We are a lighted facility open every evening until 10:00 pm. The practice facility opens everyday at 9 am. If weather allows, we are open from April to November. The Range has 3 automated hitting stations. These are not your typical batting cages. Each station allows you to hit balls out in the field. No net to stop a great swing. This allows you to track your hits, which you can't do in a standard, netted batting... More >>>

Public Course - Golf is a beloved sport and we take pride in maintaining the tradition of our historic championship golf course at the Cranwell Resort, Spa and Golf Club. Magnificent views, tree-lined fairways and naturally contoured greens have been carefully preserved in the almost 80 years since the beautiful Berkshire course was built. The Cranwell golf course is open to the public or you can take a membership that includes advance tee times, unlimited driving range privileges, discounted access to our spa and pool, as well as shopping and dining discounts. One of New England's most popular and respected golf destinations, Cranwell Resort, Spa and Golf Club in the Berkshires is the perfect location for a relaxing... More >>>