Skip to content
Bridge of Flowers – Bridge Flowers, 18 Water Street, Shelburne Falls, MA 01370, USA - panoramio (2)📷 davidpinter, CC BY 3.0

Road trips in Massachusetts

7 road trips and 19 hand-picked places in Massachusetts, with routes, stops and practical tips for driving and camping.

Trip guides
7
Places
19

Campsites in Massachusetts 138

Trip guides

Road trips through Massachusetts

Cape Cod – White Crest Beach Wellfleet© This image or media was taken or created by Matt H. Wade. To see his entire portfolio, click here. @thatmattwade This i… · CC BY-SA 3.0
6A
Coast & island drives

Cape Cod

127 mi5 stops3 days
The Mohawk Trail and the Berkshires – gray concrete arch bridgePhoto by Rutger Lanser on Unsplash
2
Things to do in…

The Mohawk Trail and the Berkshires

84 mi8 stops3 days
Lexington and Concord to Cape Ann and Newburyport – Parker's Revenge from the British View (b7e0118d-4b98-48f0-a0e0-57eb18f4a497)© NPS Photo · Public domain
128
Themed road trips

Lexington and Concord to Cape Ann and Newburyport

92 mi9 stops3 days
East Coast curiosities – Wrought Iron Fence of the Gardner-Pingree House© Elizabeth B. Thomsen · CC BY-SA 4.0
9
Themed road trips

East Coast curiosities

467 mi6 stops4 days
Maple red, birch gold and lobster buoys – by camper through New England’s Indian summer – Parker's Revenge from the British View (b7e0118d-4b98-48f0-a0e0-57eb18f4a497)© NPS Photo · Public domain
112
In-depth road trip guides

Maple red, birch gold and lobster buoys – by camper through New England’s Indian summer

665 mi14 stops8 days
Fall color: the Kancamagus to Acadia – Sabbaday Falls Trail, Kancamagus Hwy, Waterville Valley - panoramio (1)© Bob Linsdell · CC BY 3.0
112
Things to do in…

Fall color: the Kancamagus to Acadia

336 mi6 stops4 days
Connecticut’s Litchfield Hills: covered bridges and Kent Falls – People walking on the old Bulls Bridge. This is one of the famous old covered bridges of New England, having been built in 1842. - panoramio© olekinderhook · CC BY 3.0
7
Scenic byways

Connecticut’s Litchfield Hills: covered bridges and Kent Falls

98 mi8 stops2 days
RouteSuggested daysDistanceDrivingStops
Cape Cod3127 mi2 h 16 min5
The Mohawk Trail and the Berkshires384 mi1 h 30 min8
Lexington and Concord to Cape Ann and Newburyport392 mi1 h 38 min9
East Coast curiosities4467 mi8 h 20 min6
Maple red, birch gold and lobster buoys – by camper through New England’s Indian summer8665 mi11 h 52 min14
Fall color: the Kancamagus to Acadia4336 mi6 h 00 min6
Connecticut’s Litchfield Hills: covered bridges and Kent Falls298 mi1 h 45 min8
Editor's picks

Places worth the detour in Massachusetts

Bridge of Flowers – Bridge Flowers, 18 Water Street, Shelburne Falls, MA 01370, USA - panoramio (2)© davidpinter · CC BY 3.0
Editor's pick
Oddities

Bridge of Flowers

Shelburne Falls, MA
2018-09-09 15 24 35 Plaque on the summit of Mount Greylock in Adams, Berkshire County, Massachusetts© Famartin · CC BY-SA 4.0
Editor's pick
Views

Mount Greylock

Adams, MA
Old North Bridge – North Bridge, Concord (2638709881)© Reading Tom from Reading, UK · CC BY 2.0
Editor's pick
History

Old North Bridge

Concord, MA
Beacon Hill (2025) (54958906858)© ajay_suresh · CC BY 4.0
Editor's pick
History

Beacon Hill

Boston, MA
Salem Witch Museum – Salem's Hawthorne Inn (52015924098)© Salem State University Archives and Special Collec from Salem, Massachusetts · CC BY 2.0
History

Salem Witch Museum

Salem, MA
Cape Cod National Seashore – White Crest Beach Wellfleet© This image or media was taken or created by Matt H. Wade. To see his entire portfolio, click here. @thatmattwade This i… · CC BY-SA 3.0
Nature

Cape Cod National Seashore

Wellfleet, MA
Arnold Print Works (MASS MoCA) 5© Beyond My Ken · CC BY-SA 4.0
Oddities

MASS MoCA

North Adams, MA
The Mount - Lennox MA (7710646446)© Esther Westerveld from Haarlemmermeer, Nederland · CC BY 2.0
History

The Mount

Lenox, MA
Norman Rockwell Museum – Botanical Garden Stockbridge 06© Miguel Hermoso Cuesta · CC BY-SA 4.0
History

Norman Rockwell Museum

Stockbridge, MA
Minute Man National Historical Park, Battle Road – Parker's Revenge from the British View (b7e0118d-4b98-48f0-a0e0-57eb18f4a497)© NPS Photo · Public domain
History

Minute Man National Historical Park, Battle Road

Lexington, MA
Walden Pond State Reservation – Site of Thoreau's cabin (6309569073)© Chris M Morris · CC BY 2.0
Nature

Walden Pond State Reservation

Concord, MA
Halibut Point State Park – Aurora Over Quarry Pit (54059384238)© Eric Kilby · CC BY-SA 2.0
Views

Halibut Point State Park

Rockport, MA
Plymouth Rock, Water St, Plymouth (493638) (11108877225)© Robert Linsdell from St. Andrews, Canada · CC BY 2.0
History

Plymouth Rock

Plymouth, MA
Marblehead Old Town – MBTA route 441 bus in Marblehead, March 2021© Byron A. Nash from USA · CC BY 2.0
History

Marblehead Old Town

Marblehead, MA
Motif No. 1 – Rockport, Massachusetts (2748696615)© yeowatzup · CC BY 2.0
Oddities

Motif No. 1

Rockport, MA
Pilgrim Monument, Provincetown – View of Provincetown from Pilgrim Monument looking east, MA, USA - Sept, 2013© WestportWiki · CC BY-SA 3.0
Views

Pilgrim Monument, Provincetown

Provincetown, MA
Old Sturbridge Village – Main Street, Sturbridge MA© John Phelan · CC BY 4.0
History

Old Sturbridge Village

Sturbridge, MA
Natural Bridge State Park, North Adams – Eclipse Mill 243 Union Street North Adams© Beyond My Ken · CC BY-SA 4.0
Nature

Natural Bridge State Park, North Adams

North Adams, MA
One of the invasive species being removed from the marsh at Parker River National Wildlife Refuge. Credit- Margie Brenner-USFWS (14441305318)© U. S. Fish and Wildlife Service - Northeast Region · Public domain
Nature

Parker River National Wildlife Refuge

Newburyport, MA

FAQs

What are the best road trips in Massachusetts?

Popular routes include Cape Cod, The Mohawk Trail and the Berkshires, Lexington and Concord to Cape Ann and Newburyport and East Coast curiosities. CampingSpirit has 7 trip guides that pass through Massachusetts, each with a stop-by-stop itinerary and a route map.

Which places in Massachusetts are worth a detour?

Our editors recommend Bridge of Flowers, Mount Greylock, Old North Bridge and Beacon Hill.

Nearby

Rhode Island 2Connecticut 2New Hampshire 3Vermont 2New York 14Maine 8New Jersey 4Delaware 2