Best driving roads near Boston

Boston has real driving within two and a half hours: the Mohawk Trail and Jacob's Ladder climb into the Berkshires, and the Kancamagus crosses the White Mountains. Closer in, NH 1A and Old King's Highway on Cape Cod are slow shore roads.

1. Mohawk Trail (MA 2)

The Mohawk Trail, Route 2, passing farm fields below autumn hills in Charlemont, Massachusetts
Photo: ToddC4176 (talk), CC BY-SA 3.0, via Wikimedia Commons

Climbs from the Deerfield River to Whitcomb Summit and a hairpin above North Adams.

The Mohawk Trail follows Routes 2 and 2A across northern Massachusetts to Williamstown, crossing the Connecticut River on the French King Bridge. It passes Shelburne Falls, runs beside the Deerfield River through Charlemont, climbs to Whitcomb Summit and drops through the hairpin turn above North Adams.

Length
63 miles
Drive time
about 1 h 15 min
High point
2,272 ft at Whitcomb Summit

Best time to go: Open in every season; check MassDOT road status in winter before you go.

Map of Mohawk Trail (MA 2) from French King Bridge, Erving to Williamstown
Route: French King Bridge, Erving to Williamstown, about 49.3 mi. Map © Mapbox © OpenStreetMap Improve this map

Sources: Length · High point · Best time. Along the way 1 · Along the way 2. Drive time is the route time for the mapped route without stops, from Mapbox.

2. Kancamagus Highway (NH 112)

Kancamagus Highway running between red and orange fall trees toward a mountain near Lincoln, New Hampshire
Photo: Bob Linsdell, CC BY 3.0, via Wikimedia Commons

Crosses the White Mountains through national forest, with hairpins up to Kancamagus Pass. It is about 2 h 35 min from Boston to the Lincoln end, so make it a long day.

The Kancamagus Highway is the 32 mile eastern part of NH 112, from Lincoln to Conway through the White Mountain National Forest. It follows the Pemigewasset and Hancock branches up a series of hairpins to Kancamagus Pass, then runs down the Swift River past overlooks and campgrounds.

Length
32 miles, Lincoln to Conway
Drive time
about 55 min
High point
2,855 ft at Kancamagus Pass

Best time to go: Open all year; September and October bring the foliage crowds. Heavy snow can close it for short periods and Bear Notch Road closes in winter, so check NHDOT road status before you go.

Map of Kancamagus Highway (NH 112) from Lincoln, NH to Conway, NH
Route: Lincoln, NH to Conway, NH, about 33.6 mi. Map © Mapbox © OpenStreetMap Improve this map

Sources: Length · High point · Best time. Along the way 1 · Along the way 2. Drive time is the route time for the mapped route without stops, from Mapbox.

3. Old King's Highway (MA 6A)

Route 6A, the Old King's Highway, curving past a stone wall under autumn trees in West Barnstable
Photo: John Phelan, CC BY 3.0, via Wikimedia Commons

Old two-lane road on Cape Cod's north shore past salt marshes and cranberry bogs.

Old King's Highway is the stretch of Route 6A on Cape Cod's north side from Bourne, just east of the Sagamore Bridge, to the Orleans Rotary. It runs through Sandwich, Barnstable, Yarmouth, Dennis and Brewster, past cranberry bogs, salt marshes, farmland and the Barnstable historic district.

Length
about 42 mi as mapped
Drive time
about 1 h 10 min

Best time to go: Open year round; a slow village road, not a through route.

Map of Old King's Highway (MA 6A) from Sagamore Bridge, Bourne to Orleans Rotary
Route: Sagamore Bridge, Bourne to Orleans Rotary, about 41.5 mi. Map © Mapbox © OpenStreetMap Improve this map

Sources: Best time. Along the way 1 · Along the way 2 · Along the way 3. Drive time is the route time for the mapped route without stops, from Mapbox.

4. NH 1A Seacoast (Ocean Boulevard)

NH 1A, Ocean Boulevard, curving along the rocky Atlantic shore in Rye, New Hampshire
Photo: Ken Gallager, CC BY-SA 4.0, via Wikimedia Commons

Two-lane shore road along New Hampshire's whole coast, beaches on one side.

NH 1A runs 18 miles from the Massachusetts line at Seabrook to downtown Portsmouth, as Ocean Boulevard for its shore stretch. It passes Hampton Beach, North Hampton, Rye Beach, Wallis Sands and Odiorne Point State Park before turning inland to Portsmouth.

Length
18 miles
Drive time
about 50 min

Best time to go: Open year round. Check NHDOT road status before you go.

Map of NH 1A Seacoast (Ocean Boulevard) from Seabrook, NH (Massachusetts line) to Portsmouth, NH
Route: Seabrook, NH (Massachusetts line) to Portsmouth, NH, about 17.4 mi. Map © Mapbox © OpenStreetMap Improve this map

Sources: Length · Best time. Along the way. Drive time is the route time for the mapped route without stops, from Mapbox.

5. Jacob's Ladder Trail (US 20)

US 20, the Jacob's Ladder Trail, winding through wooded hills at the Becket town line in the Berkshires
Photo: John Phelan, CC BY-SA 3.0, via Wikimedia Commons

Early road built for cars over the Berkshires, topping out at Morey Hill.

The Jacob's Ladder Scenic Byway follows US 20 from Mt. Tekoa in Russell to the Lee and Lenox line. It winds through Russell, Huntington, Chester, Becket and Lee beside the Westfield River and tops out at a stone cairn on Morey Hill in Becket.

Length
30 miles, Lee to Russell
Drive time
about 40 min
High point
1,775 ft at Morey Hill, Becket

Best time to go: Open year round as a US highway; check MassDOT road status in winter before you go.

Map of Jacob's Ladder Trail (US 20) from Russell, MA to Lee, MA
Route: Russell, MA to Lee, MA, about 26.9 mi. Map © Mapbox © OpenStreetMap Improve this map

Sources: Length · High point · Best time. Along the way 1 · Along the way 2 · Along the way 3. Drive time is the route time for the mapped route without stops, from Mapbox.

Track your next drive near Boston

Open Road keeps every drive: the route on a map, the time and the distance. On iPhone and Android.

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Questions, answered

What are the best driving roads near Boston?
Top picks near Boston: Mohawk Trail, Kancamagus Highway, Old King's Highway, NH 1A Seacoast, Jacob's Ladder Trail. Each one is here for the drive and the scenery.
How long are the best driving roads near Boston?
Mohawk Trail: 63 miles. Kancamagus Highway: 32 miles, Lincoln to Conway. NH 1A Seacoast: 18 miles. Jacob's Ladder Trail: 30 miles, Lee to Russell.
Which driving road near Boston climbs the highest?
Kancamagus Highway, with a high point of 2,855 ft at Kancamagus Pass.
When is the best time to drive these roads?
Mohawk Trail: Open in every season; check MassDOT road status in winter before you go. Kancamagus Highway: Open all year; September and October bring the foliage crowds. Heavy snow can close it for short periods and Bear Notch Road closes in winter, so check NHDOT road status before you go. Old King's Highway: Open year round; a slow village road, not a through route. NH 1A Seacoast: Open year round. Check NHDOT road status before you go. Jacob's Ladder Trail: Open year round as a US highway; check MassDOT road status in winter before you go.
What's the best app to track a drive near Boston?
Open Road records your drive and saves it to your drive log with the route on a map, the distance and the time. It is on iPhone and Android.

Famous driving roads