85 routes · Hiking · Trail Running
Massachusetts
Explore Massachusetts with curated guides of the best hiking trails, trail running routes, and more. With over 98 3D trail maps in FATMAP, you can easily discover and navigate the best trails in Massachusetts.
No matter what your next adventure has in store, you can find a guide on FATMAP to help you plan your next epic trip.
Get a top trail recommendation in Massachusetts from one of our 2 guidebooks, or get inspired by the 98 local adventures uploaded by the FATMAP community. Start exploring now!
Destinations in Massachusetts
Routes in Massachusetts
Bruce Freeman Rail Trail
A beautiful rails-to-trails route beginning in Lowell.
Easy Trail Running
- Distance
- 24 km
- Ascent
- 145 m
- Descent
- 125 m
Bruce Freeman Rail Trail
A beautiful rails-to-trails route beginning in Lowell.
Easy Hiking
- Distance
- 24 km
- Ascent
- 145 m
- Descent
- 125 m
Bruce Freeman Rail Trail
A beautiful rails-to-trails route beginning in Lowell.
Easy Road Biking
- Distance
- 24 km
- Ascent
- 145 m
- Descent
- 125 m
Blue Hills Skyline Trail: Out-and-Back
Quite a challenging trail run for the outskirts of Boston!
Severe Trail Running
- Distance
- 25 km
- Ascent
- 1.1 km
- Descent
- 1.1 km
Blue Hills Skyline Trail: Out-and-Back
Quite a challenging hike for the outskirts of Boston!
Severe Hiking
- Distance
- 25 km
- Ascent
- 1.1 km
- Descent
- 1.1 km
Long Trail: Southern Terminus via the Appalachian Trail
A common approach to the southern terminus of Vermont's Long Trail.
Moderate Hiking
- Distance
- 6.3 km
- Ascent
- 538 m
- Descent
- 21 m
Long Trail: Massachusetts State Line to Stratton Pond
The southernmost segment of Vermont's Long Trail.
Difficult Hiking
- Distance
- 55 km
- Ascent
- 2.3 km
- Descent
- 2.4 km
Appalachian Trail: MA-2 to Stratton Pond
The AT transitions from the Berkshires of Massachusetts to the Green Mountains of Vermont.
Difficult Hiking
- Distance
- 61 km
- Ascent
- 2.8 km
- Descent
- 2.3 km
Guidebooks in Massachusetts
58 routes · Hiking
The Appalachian Trail
9 routes · Hiking