Best Rail-Trails in Massachusetts

This list represents the most popular rail-trails in Massachusetts. Use this list to plan your next Massachusetts rail-trails trip. Select a state and/or activity below to find even more top trails.

Learn more about Top Trails

#1. Cape Cod Rail-Trail


Among the most scenic recreation trails in Massachusetts and a favorite with cyclists and day hikers, the Cape Cod Trail provides access to beaches, fresh water ponds, cranberry bogs and wild wetlands…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Harwich, MA - Birding, Cross-Country Skiing, Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking, Trail Running - 26 miles Best Trail in ma - Click to view allBestBirding, Cross-Country Skiing, Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking, Trail Running Trail - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#2. Minuteman Bikeway


The Minuteman Bikeway has it all. It’s close to Boston, it’s historic, it’s located in a lush and beautiful area, and it’s great for families. Its historical significance is of particular note. The tr…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Arlington, MA - Mountain Biking, Rail-Trails, Road Biking, Walking - 11 miles Best Trail in ma - Click to view allBestMountain Biking, Rail-Trails, Road Biking, Walking Trail - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#3. Norwottuck Rail-Trail


Historians believe that the Native Americans who first lived in the region named the area “Norwottuck,” meaning “in the midst of the river.”The rail line originated as a Massachusetts Central Railroad…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Northampton, MA - Cross-Country Skiing, Rail-Trails, Road Biking, Walking - 8.5 miles
Published by The Globe Pequot Press

#4. Falmouth Shining Sea Path


Enjoy the brilliant views of the Nantucket and Vineyard Sounds on this short trail connecting Falmouth and Woods Hole. Surface: Asphalt. Location: Barnstable County.…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Falmouth, MA - Cross-Country Skiing, Rail-Trails, Road Biking, Walking - 4 miles
Published by The Globe Pequot Press

#5. Marblehead Rail-Trail


Marblehead is one of the nicest beach communities north of Boston. This trail forks in two directions. Both branches are pretty, and both eventually lead to the Atlantic Ocean. The charm of this trai…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Marblehead, MA - Cross-Country Skiing, Horseback Riding, Rail-Trails, Road Biking, Walking - 5 miles
Published by The Globe Pequot Press

#6. Southwest Corridor


This urban rail-trail takes you from downtown Boston to Jamaica Plain. It is used by bicyclists commuting to and from downtown and by outdoor enthusiasts looking for some fun in the sun near Boston.…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Boston, MA - Rail-Trails, Road Biking, Walking - 5 miles
Published by The Globe Pequot Press

#7. Northampton Bikeway


The town of Northampton is the home to prestigious Smith College and is known for its active community government. This short but sweet bikeway is an urban greenway that links downtown Northampton to…
From the guidebook "Rails To Trails: Connecticut, Rhode Island, Massachusetts, Vermont, New Hampshire, Maine"
Northampton, MA - Cross-Country Skiing, Rail-Trails, Road Biking, Walking - 2.6 miles
Published by The Globe Pequot Press

#8. Ashuwillticook Rail Trail—Lanesborough to Cheshire


The Ashuwillticook Rail Trail’s southernmost section is studded with biologically rich wetlands that host a panoply of birds and ends at picture-perfect Cheshire Reservoir. The moderate rating is base…
From the guidebook "AMC's Best Day Hikes in the Berkshires"
Lanesborough, MA - Cross-Country Skiing, Rail-Trails, Snowshoeing - 7.4 miles
Published by Appalachian Mountain Club Books

#9. Minuteman Bikeway


Named after the patriotic colonists who would be ready at a minute’s notice to face off against the British during the American Revolutionary War, the nearly 10-mile Minuteman Bikeway travels through…
From the guidebook "Rail-Trail Hall of Fame"
Belmont, MA - Rail-Trails - 9.7 miles
Published by Wilderness Press

#10. Ashuwillticook Rail Trail


If you’re looking for truly spectacular views of the hills and mountains that Berkshire County is famous for, you need look no further. This is a gem of a rail trail. This trail is 11.15 miles long b…
From the guidebook "Best Rail Trails New England "
Pittsfield , MA - Rail-Trails - 11.2 miles
Published by Falcon Guides

#11. Cape Cod Rail Trail


Among the most scenic recreation trails in Massachusetts and a favorite with cyclists and day hikers, the Cape Cod Trail provides access to beaches, freshwater ponds, cranberry bogs and wild wetlands,…
From the guidebook "Best Rail Trails New England "
Hyannis, MA - Rail-Trails - 26 miles
Published by Falcon Guides

#12. Falmouth Shining Sea Path


Enjoy the brilliant views of the Nantucket and Vineyard Sounds on this short trail connecting Falmouth and Woods Hole.…
From the guidebook "Best Rail Trails New England "
Falmouth , MA - Rail-Trails - 4 miles
Published by Falcon Guides

#13. Marblehead Rail Trail


Marblehead is one of the nicest beach communities north of Boston. This trail forks in two directions. Both branches are pretty, and both eventually lead to the Atlantic Ocean. The charm of this trail…
From the guidebook "Best Rail Trails New England "
Marblehead, MA - Rail-Trails - 5 miles
Published by Falcon Guides

#14. Minuteman Bikeway


The Minuteman Bikeway has it all. It’s close to Boston, it’s historic, it’s located in a lush and beautiful area, and it’s great for families. Its historical significance is of particular note. The tr…
From the guidebook "Best Rail Trails New England "
Arlington, MA - Rail-Trails - 11 miles
Published by Falcon Guides

#15. Nashua River Rail Trail


Massachusetts’s Nashua River Rail Trail is just south of the New Hampshire border. This pretty trail is only an hour’s drive north of Boston but feels wonderfully secluded, offering a nice respite fro…
From the guidebook "Best Rail Trails New England "
Ayer, MA - Rail-Trails - 12.3 miles
Published by Falcon Guides

#16. Northampton Bikeway


The town of Northampton is the home to prestigious Smith College and is known for its active community government. This short but sweet bikeway is an urban greenway that links downtown Northampton to…
From the guidebook "Best Rail Trails New England "
Northampton, MA - Rail-Trails - 2.6 miles
Published by Falcon Guides

#17. Norwottuck Rail Trail


One of Massachusetts’s favorite rail trails, the Norwottuck Rail Trail is heavily used by commuting college students and by outdoor enthusiasts looking for a user-friendly trail. The rail line origina…
From the guidebook "Best Rail Trails New England "
Northampton, MA - Rail-Trails - 8.5 miles
Published by Falcon Guides

#18. Southwest Corridor


This urban rail trail takes you from downtown Boston to Jamaica Plain. It is used by bicyclists commuting to and from downtown and by outdoor enthusiasts looking for some fun in the sun near Boston.…
From the guidebook "Best Rail Trails New England "
Boston, MA - Rail-Trails - 5 miles
Published by Falcon Guides

#19. Ashuelot Rail Trail


The Ashuelot Railroad opened this line in 1851, offering service between East Northfield in Massachusetts and Keene, New Hampshire. The line was owned by the Connecticut River Railroad until 1860 and…
From the guidebook "Best Rail Trails New England "
Hinsdale, MA - Cross-Country Skiing, Mountain Biking, Rail-Trails - 21 miles
Published by Falcon Guides

#20. Mason Rail Trail


A tour of lush New England forest on the border of New Hampshire and Massachusetts.…
From the guidebook "Best Rail Trails New England "
Townsend, MA - Rail-Trails - 6.7 miles
Published by Falcon Guides