Best bike touring trails in Massachusetts

590 Reviews
Explore the most popular bike touring trails in Massachusetts with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.
Map of bike touring trails in Massachusetts
Top trails (6)
#1 - Bruce Freeman Rail Trail
Penham Park
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Length: 11.6 mi • Est. 4 h 49 m
Bruce Freeman rail trail is now expanded into Acton. The new section called Phase 2 begins in Westford at Rt. 27. The new section includes Westford, Carlisle and Acton. The new section has mile markers. There is a bridge that crosses Rt. 2. Many beautiful upgrades to the new section which is all paved as is the first phase. There are many benches. There is a winding section that is pretty fun to ride on that is parallel to some businesses. There is a beautiful engraved granite marker pointing you to which direction to continue with miles listed to the towns on the rail trail. At this marker, the rail trail turns toward Acton or you can ride into a park. Accessibility: The trail surface is paved, smooth, and typically at least four feet wide. It is gentle with an estimated grade of 3% or less. Most wheelchair/mobility equipment or stroller users will likely find this trail navigable.Show more
#2 - Cleveland Pond Loop
Ames Nowell State Park
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Length: 4.3 mi • Est. 1 h 51 m
#3 - Boston's Emerald Necklace Trail
Boston, Massachusetts
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Length: 32.5 mi • Est. Multi-day
Discover Frederick Law Olmsted's famous system of parks on this bicycle tour of the historic Emerald Necklace. From the shaded boulevard on Commonwealth Avenue to the popular shores of Jamaica Pond to the winding paths of the Arnold Arboretum, this chain of gardens, reserves, and open space serves as an oasis in the middle of a bustling city. Show more
#4 - Columbia Greenway Rail Trail
Westfield, Massachusetts
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Length: 6.1 mi • Est. 2 h 26 m
Please note that the bridges have been reported out and there is construction on the trail (09/08/2020). This is a great Town-and-Country walk/bike ride with beautiful woods and tobacco fields. There are lots of bicyclists, dog walkers and families. This trail is flat and easy but a little long. Be careful of traffic when downtown. Accessibility: This asphalt, brick, and cement trail is estimated to typically be at least 6 feet wide. There is a painted center dividing line along most of the route. The slope is estimated to range from flat to mostly gentle. It is unclear if there are any designated handicapped-accessible parking spaces with access aisles at the paved trailhead lot.Show more
#5 - Pierre Lallement Bike Path
Southwest Corridor Park
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Length: 7.7 mi • Est. 3 h 10 m
This guide shows you a quick and safe route via a bike/walking path from the Jamaica Plain Arnold Arboretum/Franklin Park area to downtown Boston. The trail may not be as spectacular as the Emerald Necklace path but it is very well maintained, paved, and is almost a straight line mostly along T-tracks to downtown. Use this along with an Emerald Necklace Guide on this site for nice afternoon bike loop. Accessibility: The trail surface is paved asphalt or concrete and typically three to six feet wide. The estimated grade is mostly gentle for the most part, with some moderately steep sections up to 8%.Show more
#6 - Emerald Necklace, Olmstead Park, and Arnold Arboretum
Olmsted Park
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Length: 6.7 mi • Est. 2 h 43 m
Accessible by the green line (Riverway stop), this loop of the Emerald Necklace has beautiful greenery, ponds, and nicely paved pathways. Great for running, biking, and walking. Continue North of Olmstead Park and you can take the path all the way to the Boston Common. Accessibility: This trail is paved with concrete and asphalt and is mostly along designated paths. There are sections along roadways for bike traffic with sidewalks to the side for pedestrians.Show more