Bruce Freeman Rail Trail
A beautiful rails-to-trails route beginning in Lowell.
Easy Hiking
- Distance
- 24 km
- Ascent
- 145 m
- Descent
- 125 m
Hiking in Boston
Go hiking in Boston with curated guides of the best hikes across the region. With over 85 3D trail maps in FATMAP, you can easily discover and navigate the best trails in Boston.
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 hiking trail recommendation in Boston, or get inspired by the 85 local adventures uploaded by the FATMAP community. Start exploring now!
Hiking Routes in Boston
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
Commonwealth Avenue Monuments
A breathtaking tour of Boston's rich history
Easy Hiking
- Distance
- 2.7 km
- Ascent
- 1 m
- Descent
- 1 m
Spectacle Island Perimeter Trail
Enjoy views, history and culture on this lovely little island
Moderate Hiking
- Distance
- 3 km
- Ascent
- 17 m
- Descent
- 17 m
Jamaica Pond Path
Stroll around a community focal point and enjoy its flora and fauna
Easy Hiking
- Distance
- 2.3 km
- Ascent
- 8 m
- Descent
- 8 m
East Boston Memorial Park to Piers Park
An excellent hike combining a fix of nature and some exceptional city views
Easy Hiking
- Distance
- 4 km
- Ascent
- 13 m
- Descent
- 13 m
Bremen Street Park & East Boston Memorial Park
Wander around 2 of Boston's finest parks in one loop
Easy Hiking
- Distance
- 2.8 km
- Ascent
- 8 m
- Descent
- 8 m
Constitution Beach
A gentle stroll along an urban beach
Moderate Hiking
- Distance
- 1.5 km
- Ascent
- 3 m
- Descent
- 3 m