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Boston

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No visit to Boston would be complete without walking the Freedom Trail. The Freedom Trail is a 2.5 mile trail winding its way through historic Boston. The trail has significant historic sites, a unique collection of museums, churches, meeting houses, parks, and a ship.

Discover the rich history of the American Revolution.

Recommended Routes in Boston - 2

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Favorite 99 Steps
Intermediate Intermediate

Franklin Park Loop

2.9 mi 4.7 km 128' Up 38.98 m Up 125' Down 38.05 m Down

Jamaica…, MA
Explore in 3D
Favorite Boston Skyline from summit of Peters Hill
Easy/Intermediate Easy/Intermediate

Arnold Arboretum Tour

3.6 mi 5.7 km 282' Up 85.97 m Up 282' Down 85.95 m Down

Jamaica…, MA
Explore in 3D

Boston Hiking

  • 38 Miles 61 Kilometers of Trail
  • 2 Recommended Routes
  • 67 Easy Trails Easy Trails
  • 3 Intermediate Trails Intermediate Trails
  • 0 Difficult Trails Difficult Trails
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Areas Within Boston

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Trails in Boston - 68

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1.5 mi 2.4 km #1Pond Loop
Easy Easy
Jamaica Plain, MA
Easy Easy
Jamaica Plain, MA
2.8 mi 4.5 km #2Deer Island Path
Easy Easy
Winthrop, MA
Easy Easy
Winthrop, MA
2.6 mi 4.2 km #3Fresh Pond Loop
Easy Easy
Somerville, MA
Easy Easy
Somerville, MA
0.2 mi 0.4 km #4Schoolmaster Hill Trail
Easy Easy
Jamaica Plain, MA
Easy Easy
Jamaica Plain, MA
3.0 mi 4.8 km #5Charles River Esplanade
Easy Easy
Boston, MA
Easy Easy
Boston, MA
4.1 mi 6.6 km #6Southwest Corridor: Pierre Lallement Path
Easy Easy
Boston, MA
Easy Easy
Boston, MA
2.6 mi 4.2 km #7Walking Loop
Intermediate Intermediate
Jamaica Plain, MA
Intermediate Intermediate
Jamaica Plain, MA
1.1 mi 1.7 km #8Garden Walk
Easy Easy
Boston, MA
Easy Easy
Boston, MA
0.7 mi 1.2 km #9Walking Path
Easy Easy
Brookline, MA
Easy Easy
Brookline, MA
0.7 mi 1.1 km #10Wilderness Path
Easy Easy
Jamaica Plain, MA
Easy Easy
Jamaica Plain, MA

Photos of Boston - 40

Hiking Project is built by hikers like you. Add Your Photos

Great Blue Heron
Feb 1, 2020 near Cambridge, MA
Ring-necked Ducks
Feb 1, 2020 near Belmont, MA
Horsechestnut Collection
Feb 13, 2020 near Jamaica…, MA
Oak Collection
Feb 13, 2020 near Jamaica…, MA
Peters Hill
Feb 13, 2020 near Jamaica…, MA
Peters Hill
Feb 13, 2020 near Jamaica…, MA
Boston Skyline from summit of Peters Hill
Feb 13, 2020 near Jamaica…, MA
Boston Skyline from Deer Island
Jan 20, 2021 near Winthrop, MA

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