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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

Franklin Park Loop

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

Jamaica…, MA
Favorite Boston Skyline from summit of Peters Hill
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

Boston Hiking

  • 42 Miles 68 Kilometers of Trail
  • 2 Recommended Routes
  • 32 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 - 33

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1.5 mi 2.4 km #1Pond Loop
Easy
Jamaica Plain, MA
Easy
Jamaica Plain, MA
2.8 mi 4.5 km #2Deer Island Path
Easy
Winthrop, MA
Easy
Winthrop, MA
2.6 mi 4.2 km #3Fresh Pond Loop
Easy
Somerville, MA
Easy
Somerville, MA
0.2 mi 0.4 km #4Schoolmaster Hill Trail
Easy
Jamaica Plain, MA
Easy
Jamaica Plain, MA
3.0 mi 4.8 km #5Charles River Esplanade
Easy
Boston, MA
Easy
Boston, MA
4.1 mi 6.6 km #6Southwest Corridor: Pierre Lallement Path
Easy
Boston, MA
Easy
Boston, MA
2.6 mi 4.2 km #7Walking Loop
Intermediate
Jamaica Plain, MA
Intermediate
Jamaica Plain, MA
1.1 mi 1.7 km #8Garden Walk
Easy
Boston, MA
Easy
Boston, MA
1.7 mi 2.7 km #9Spectacle Island Outer Loop
Easy
Winthrop, MA
Easy
Winthrop, MA
0.7 mi 1.2 km #10Walking Path
Easy
Brookline, MA
Easy
Brookline, MA

Photos of Boston - 40

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