237 mi long · Easy · Dogs on leash · Town of Bedford
Hiking Paved Dogs allowed
Hiking trails in Massachusetts
2,616 hiking trails in Massachusetts. Pick a city to see the closest ones, or browse the longest below.
Hiking trails by city
- Boston
- South Boston
- Worcester
- Springfield
- Lowell
- Cambridge
- New Bedford
- Dorchester
- Brockton
- Fall River
- Quincy
- Lynn
- Newton
- Somerville
- Lawrence
- Framingham
- Framingham Center
- Waltham
- Haverhill
- Malden
- Brookline
- Medford
- Taunton
- Chicopee
- North Chicopee
- Weymouth
- Revere
- Peabody
- Methuen
- South Peabody
- Barnstable
- Everett
- Brighton
- Attleboro
- Pittsfield
- East Boston
- Salem
- Arlington
- Westfield
- Leominster
- Beverly
- Holyoke
- Fitchburg
- Beverly Cove
- Billerica
- Amherst
- Marlborough
- Woburn
- Chelsea
- Fenway/Kenmore
- Jamaica Plain
- Braintree
- Mattapan
- Chelmsford
- Shrewsbury
- Natick
- Randolph
- Watertown
- Hyde Park
- Lexington
Longest hiking trails in Massachusetts
114 mi long · Hard · Berkshire Chapter of the Appalachian Mountain Club
Hiking
93 mi long · Easy · Paxton
Hiking
87 mi long · Easy · Appalachian Mountain Club Western Massachusetts Chapter
Hiking
85 mi long · Easy · Dogs on leash · West Boylston
Hiking Biking Paved Wheelchair accessible Dogs allowed Rail trail
61 mi long · Town of Falmouth, Bikeways Committee
Hiking
47 mi long · Easy · Dogs on leash · Malden
Hiking Biking Paved Wheelchair accessible Dogs allowed
43 mi long · Hard · Berkshire Chapter of the Appalachian Mountain Club
Hiking
36 mi long · Easy · Williamstown
Hiking Biking Horses Snowmobiles Paved
33 mi long · Hard · Stoneham
Hiking Biking Paved Wheelchair accessible
33 mi long · Easy · Department of Conservation and Recreation
Hiking Biking Paved Rail trail
32 mi long · Hard · Reading
Hiking Biking Paved Wheelchair accessible
32 mi long · No dogs · Friends of the Warner Trail
Hiking
29 mi long · Easy · Dogs on leash · Boston Seaport
Hiking Biking Paved Wheelchair accessible Dogs allowed
28 mi long · Easy · Topsfield
Hiking
25 mi long · Moderate · Dogs on leash · White Island Shores
Hiking Paved Dogs allowed
23 mi long · Easy · Dogs on leash · Spencer Snowbirds Snowmobile Club
Hiking Snowmobiles Dogs allowed
22 mi long · Moderate · Berkshire Chapter of the Appalachian Mountain Club
Hiking
22 mi long · Millville
Hiking Biking Mountain biking Horses
21 mi long · Easy · Templeton
Hiking Biking Paved Rail trail
20 mi long · Easy · Acton
Hiking Biking Paved Rail trail
20 mi long · No dogs · Walpole
Hiking
20 mi long · Easy · Adams
Hiking
20 mi long · Easy · Middleton
Hiking
19 mi long · Sheffield
Hiking
17 mi long · Easy · btc
Hiking Paved
17 mi long · Easy · Dogs on leash · Lower Allston
Hiking Biking Paved Wheelchair accessible Dogs allowed
17 mi long · Easy · Worcester
Hiking
17 mi long · Easy · Groton Trails Committee
Hiking Wheelchair accessible
16 mi long · Easy · Dogs on leash · Wayland
Hiking Paved Dogs allowed
15 mi long · Easy · BCT
Hiking Paved
15 mi long · Groton Trails Committee
Hiking Horses
14 mi long · Easy · Lanesborough
Hiking Biking Paved Rail trail
14 mi long · Easy · Milford
Hiking Biking Paved
14 mi long · Easy · Tewksbury
Hiking
13 mi long · West Barnstable
Hiking
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
12 mi long · Easy · Groton Trails Committee
Hiking