Along MA Route 20
Lee to Russell, MA
Length: 33 miles
Jacob’s Ladder Trail Scenic Byway is a rural roadway that runs through the foothills of the Berkshires in western Massachusetts. Follow the byway through vistas of forested hills, the rock-strewn Westfield River, open fields, small towns, wetlands and steep rock ledges. Along the way are three entries into the Chester-Blandford State Forest where you can find parking areas for hiking, camping, cross-country skiing, and snowshoeing.
Cultural attractions along the way include Jacob’s Pillow Dance Festival in Becket; Tanglewood, summer home of the Boston Symphony Orchestra; home in Lenox of novelist Edith Wharton; theatrical productions of Shakespeare plays are performed at the gilded Age estate Ventfort Hall. If you enjoy 19th-century architecture in its original setting, spend time in Lee Center, which has been a movie set more than once.
Route 2
Greenfield to Williamstown, MA
Length: 65 miles
Along Rockwell and Notch roads through Mount Greylock, then Reservoir Road to North Adams
Lanesborough to North Adams, MA
Length: 16.3 miles
This trail starts at Mount Greylock State Reservation Park Visitor Center, 30 Rockwell Road, Lanesborough (413-499-4262). At 3,491 feet, Mount Greylock is the highest point in Massachusetts. Rising above the surrounding Berkshire landscape, dramatic views of 60-90 miles distant may be seen, offering views of five states. This beautiful reserve has a campground as well as many trails to hike. Many authors, including Henry Thoreau, Herman Melville, and Nathaniel Hawthorne, have been inspired by visits to this mountain. Trail ends at Western Gateway Heritage State Park, 115 State Street, North Adams. Allow 2.5 hours with stops at the Moutn Greylock visitor center, summit, and Western Gateway Heritage State Park. Plan for five hours if your tour involves light hiking.