237 mi long · Easy · Dogs on leash · Town of Bedford
Hiking Paved Dogs allowed
Walking trails in Massachusetts
2,545 walking trails in Massachusetts. Pick a city to see the closest ones, or browse the longest below.
Walking trails by city
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- Jamaica Plain
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- Natick
- Randolph
- Watertown
- Hyde Park
- Lexington
Longest walking trails in Massachusetts
85 mi long · Easy · Dogs on leash · West Boylston
Hiking Biking Paved Wheelchair accessible Dogs allowed Rail trail
47 mi long · Easy · Dogs on leash · Malden
Hiking Biking Paved Wheelchair accessible Dogs allowed
36 mi long · Easy · Williamstown
Hiking Biking Horses Snowmobiles Paved
33 mi long · Easy · Department of Conservation and Recreation
Hiking Biking Paved Rail trail
29 mi long · Easy · Dogs on leash · Boston Seaport
Hiking Biking Paved Wheelchair accessible Dogs allowed
25 mi long · Moderate · Dogs on leash · White Island Shores
Hiking Paved Dogs allowed
21 mi long · Easy · Templeton
Hiking Biking Paved Rail trail
20 mi long · Easy · Acton
Hiking Biking Paved Rail trail
17 mi long · Easy · btc
Hiking Paved
17 mi long · Easy · Dogs on leash · Lower Allston
Hiking Biking Paved Wheelchair accessible Dogs allowed
16 mi long · Easy · Dogs on leash · Wayland
Hiking Paved Dogs allowed
15 mi long · Easy · BCT
Hiking Paved
14 mi long · Easy · Lanesborough
Hiking Biking Paved Rail trail
14 mi long · Easy · Milford
Hiking Biking Paved
13 mi long · Easy · East Pepperell
Hiking Biking Horses Paved Wheelchair accessible Rail trail
12 mi long · Easy · West Tisbury
Hiking Biking Paved
12 mi long · Easy · Saugus
Hiking Biking Paved
11 mi long · Easy · Dogs allowed · South Boston
Hiking Paved Dogs allowed
11 mi long · Easy · Town of Falmouth, Bikeways Committee
Hiking Biking Paved
11 mi long · Easy · Stow
Hiking Biking Paved Rail trail
11 mi long · Easy · Northbridge
Hiking Biking Paved Greenway
10 mi long · Easy · Town of Bedford
Hiking Biking Paved
9.7 mi long · Easy · Clarendon Hills
Hiking Paved
9.3 mi long · Easy · Milton Center
Hiking Paved
9.2 mi long · Easy · ctc
Hiking Paved
8.7 mi long · Easy · East Sandwich
Hiking Biking Paved
8.0 mi long · Easy · Nantucket
Hiking Biking Paved
7.7 mi long · Easy · National Park Service
Hiking Biking Paved
7.7 mi long · Groton Trails Committee
Hiking
7.6 mi long · Easy · Bliss Corner
Hiking Biking Paved
7.5 mi long · Otis
Hiking
7.3 mi long · Easy · Winchendon
Hiking Biking Paved
7.3 mi long · Easy · Winchester
Hiking
7.3 mi long · Easy · Easthampton
Hiking Biking Paved Wheelchair accessible Rail trail
7.3 mi long · Easy · Easthampton
Hiking Biking Paved Wheelchair accessible Greenway
7.2 mi long · Easy · White Island Shores
Hiking Paved
7.1 mi long · Easy · Lanesborough
Hiking
7.0 mi long · Easy · U.S. Army Corps of Engineers
Hiking Biking Paved
7.0 mi long · Milford
Hiking Biking Mountain biking
All trails in Massachusetts · Walking trails in other states