All skiers will agree—that feeling you get when you hit the slopes and have the perfect run through fresh powder is one of pure wonder. You feel invincible while gliding down the mountain in rhythm with the cold winter wind and curving, snow-covered hills. The views from behind a ski mask are simply unparalleled.
Whether you are planning a day trip or winter weekend getaway, perhaps one of the most popular New England ski season destinations is none other than the beautiful Berkshires. The region’s many resorts, winter sport opportunities, seasonal home rentals, and of course, stunning views, welcome visitors from all over, especially areas of Connecticut and Westchester County, to enjoy a weekend of pure winter fun for all. (Even if you don’t ski!)
There are four main ski areas in Berkshire County, each with its own history and unique characteristics. At every resort, though, top-notch ski programs, a variety of trails, terrain parks and numerous amenities are offered in addition to a postcard-perfect, charming winter setting—hot chocolate, roaring fires and all. Among the most popular ski areas are Catamount in Egremont, Ski Butternut in Great Barrington, Jiminy Peak in Hancock, which is located nearby Williamstown, and a few smaller ski resorts in Otis and Pittsfield.
Winter enthusiasts from the metropolitan New York area, as well as areas of Connecticut, often travel north to the easily accessible Berkshire Mountains to experience their one-of-a-kind captivating, winter appeal. Enjoy a wide range of lodging choices, from restored 18th and 19th-century inns and B&Bs to modern chain hotels and resort spas amid traditional New England towns and villages bursting with small-town local life and activity.
Travelers may even go as far as renting or buying a seasonal home located in one of these prime winter destinations near the slopes and immersed in the area’s distinct New England charm. These three Berkshire homes epitomize the ideal second home, where ski resorts are nearby and the surrounding beauty beyond compare. Small towns like Williamstown offer convenient locations situated just a short distance from Jiminy Peak, while residences in Great Barrington and Egremont neighbor both Catamount and Ski Butternut. Other towns like Richmond and Tyringham also boast a convenient location near several of the popular Berkshire slopes.
988 Hancock Road—Williamstown, MA
9 West Street—Egremont, MA
2 Brace Road—Tyringham, MA
In any case, whether you are a second homeowner, seasonal renter, resort guest, or simply an adventurous day-tripper, winter in the Berkshires is an experience you will not want to miss. For more information on ski opportunities in the region and for updates on the current conditions, visit here. Not a skier? There are lots of other activities and events happening in the Berkshires during the holiday season. Click here, and start planning your trip today!