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Driving roads in Massachusetts
United States · Massachusetts

Massachusetts

Massachusetts combines wooded mountain roads in the Berkshires with rolling river valleys, historic inland routes, and coastal drives around Cape Cod and the North Shore. Western Massachusetts offers the state’s most sustained elevation changes and curves, while eastern routes are generally lower, more settled, and shaped by coastline, wetlands, and old town centers.

8
Roads
427 km
Total Road Distance
36 /100
Avg. score

Driving Roads in Massachusetts

Explore scenic and exciting driving roads across Massachusetts.

Battle Road Scenic Byway
Battle Road Scenic Byway
United States
23 /100
23 kmUS
Essex Coastal Scenic Byway
Essex Coastal Scenic Byway
United States
27 /100
38 kmUS
Jacob'S Ladder Trail (Route 20)
Jacob'S Ladder Trail (Route 20)
United States
29 /100
44 kmUS
Lost Villages Scenic Byway
Lost Villages Scenic Byway
United States
22 /100
46 kmUS
Mohawk Trail
Mohawk Trail
United States
45 /100
114 kmUS
Mount Greylock Scenic Byway
Mount Greylock Scenic Byway
United States
78 /100
28 kmUS
Old King's Highway (Route 6a)
Old King's Highway (Route 6a)
United States
23 /100
48 kmUS
Route 112 Scenic Byway
Route 112 Scenic Byway
United States
40 /100
86 kmUS

Driving in Massachusetts

For drivers looking for scenic roads, Massachusetts is most varied west of the Connecticut River, where the Berkshire Hills, Hoosac Range, and uplands near the Vermont border create twisting climbs, forested descents, and broad valley views. The Mohawk Trail along Route 2 is the best-known example, crossing the northern Berkshires and Hoosac Range, while Route 112 and Route 116 add quieter north-south and hill-country alternatives. Mount Greylock Scenic Byway climbs toward the state’s highest summit on a seasonal auto-road system. Farther south, Jacob’s Ladder Trail crosses the southern Berkshire uplands. Central Massachusetts becomes gentler, with reservoir country, farms, and wooded secondary roads. In the east, driving is less mountainous but geographically distinctive: Old King’s Highway on Cape Cod follows historic communities near Cape Cod Bay, while the Essex Coastal Scenic Byway connects salt marshes, harbors, rocky shorelines, and compact coastal towns north of Boston.