The Berkshires, Massachusetts

The Taconic Parkway, which cuts across the Eastern side of New York before carrying you past state lines into the Massachusetts Berkshires, is the most attractive road for the drive up to western Massachusetts. Millbrook, which is home to rolling farms and the famous Millbrooks Antique Mall, is one of the prettiest spots to take a break while traveling. After purchasing a rare book or vintage earrings, head to Babette's Kitchen and order smoked salmon BLTs to go.

Although the region is undoubtedly well-known for its outstanding fall foliage viewing, winter is probably a superior time to visit because the snow-covered hills transform into some of the best ski slopes in Massachusetts. To begin, explore the vast variety of terrain at Catamount Mountain Resort, which is great for families with members of different skill levels. While Jiminy Peak in the Taconic Mountains has 45 distinct routes (21 of which are lit for night skiing), Butternut is another family-friendly, must-ski destination that offers ski and snowboard lessons for children ages four and up.

The Clark and MASS MoCA, two of the area's most acclaimed art museums, are located in the Berkshires. The former, which is situated in Williamstown, is home to an exceptional collection of European and American paintings from the Renaissance to the early 20th century; at the latter, more recent and current works are on display.

Location: western Massachusetts