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Visiting in the Fall

Brilliant reds, sun-catching golds, and fiery oranges, flanked by the deep blue-green complexion of pines, are visible at every turn. Fall in the Berkshires is truly something to behold, whether paddling across a sun-kissed lake encircled by the rich autumn palette or hiking beneath a colorful canopy. But to truly appreciate the splendor of the foliage, there is nothing better than a Berkshires road trip. Spend an afternoon driving our winding, rural roadways, and treat yourself to freshly picked apples and locally pressed cider. Find the unique historic tales told by the 30 towns and 2 cities within the County, each with its own unique shops and flavorful eateries, where the past is valued and the future is embraced.

Awe-inspiring Color

In the Berkshires, there are several routes that are especially dramatic and well worth the trip. Start on the Mohawk Trail along Route 2 near Clarksburg, a route that includes the famous Hairpin Turn and magnificent view of extraordinarily vibrant foliage. Drive through Williamstown (a quintessential New England college town, with historic brick buildings and classic white churches) and turn south on Route 7 for views of farms and orchards nestled along a picturesque valley. Cloud formations cast moving shadows on the soft hills that rise to the right and left of the road, and there are several places to pull over, stop the car, and drink in the quiet beauty.

Choose to motor south on Route 8, from North Adams to Mount Greylock, at 3,491 feet, the highest peak in Massachusetts. From Lanesborough, take the winding road to the top of Greylock for a spectacular display of foliage, golden yellow to blazing orange to vivid scarlet. Bascom Lodge offers delicious family-style dining and comfortable lodging in the rustic structure at Greylock’s peak, and there are options for hikes (including a section of the Georgia-to-Maine Appalachian Trail) and walks as well through the end of October.

Continuing south and west, Route 41 winds through Richmond and West Stockbridge, past open fields and pastures, wooded lots and family farms. Or choose Route 183 between Lenox and Stockbridge, meandering between stately trees shading the road, and then coming around a bend to a spectacular view of the Stockbridge Bowl, also called Lake Mahkeenac.