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Recommended Routes in Boston Metro - 13

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Favorite Middlesex Fells, Medford, United States
Intermediate/Difficult Intermediate/Difficult

Skyline Trail

7.5 mi 12.1 km 846' Up 257.71 m Up 863' Down 262.89 m Down

Winchester, MA
Explore in 3D
Favorite The Great Blue Hill Observation Tower
Difficult Difficult

Blue Hills Loop

4.1 mi 6.5 km 1,171' Up 356.87 m Up 1,165' Down 355.22 m Down

Dedham, MA
Explore in 3D
Favorite A beautiful look at the fall leaves that are just beginning to turn color.
Intermediate Intermediate

Ponkapoag Pond Loop

4.4 mi 7.0 km 229' Up 69.67 m Up 228' Down 69.44 m Down

Milton, MA
Explore in 3D
Favorite An autumn view of Boston from the Fells
Intermediate Intermediate

Wright's Tower Out-and-Back

0.9 mi 1.5 km 138' Up 42 m Up 137' Down 41.88 m Down

Medford, MA
Explore in 3D
Favorite Middlesex Fells Reservation
Intermediate/Difficult Intermediate/Difficult

Rock Circuit Loop

4.6 mi 7.4 km 619' Up 188.64 m Up 619' Down 188.75 m Down

Medford, MA
Explore in 3D
Favorite The vines on the tall trees make this area look very rainforest like.
Intermediate Intermediate

Beaver Brook Loop

2.6 mi 4.2 km 256' Up 78.08 m Up 260' Down 79.11 m Down

Belmont, MA
Explore in 3D
Favorite 20140406-DSC_0009
Intermediate/Difficult Intermediate/Difficult

Buck Hill Loop

5.3 mi 8.6 km 583' Up 177.75 m Up 583' Down 177.79 m Down

Milton, MA
Explore in 3D
Favorite Stone Bridge Waterfall" by Eric Kilby (https://www.flickr.com/photos/ekilby/9113874150/in/photolist-eTmZgd-eTmYqL-eTmZU1-eTazyP/), Flickr licensed under CC BY-SA 2.0 (https://creativecommons.org/licenses/by-sa/2.0/).
Easy/Intermediate Easy/Intermediate

Virginia Woods Loop

0.9 mi 1.5 km 117' Up 35.64 m Up 118' Down 35.9 m Down

Melrose, MA
Explore in 3D
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 Large maple at Habitat Education Center and Wildlife Sanctuary.
Easy Easy

Highland Farm Loop

1.4 mi 2.3 km 39' Up 12 m Up 39' Down 12.01 m Down

Belmont, MA
Explore in 3D
Favorite Hiking up Whipple Hill. Photo provided by the Town of Lexington, Conservation Division.
Easy/Intermediate Easy/Intermediate

Whipple Hill Loop

2.4 mi 3.8 km 214' Up 65.25 m Up 213' Down 65.06 m Down

Arlington, 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
Favorite Noanet Pond
Intermediate Intermediate

Noanet Pond Loop

2.1 mi 3.3 km 124' Up 37.69 m Up 122' Down 37.06 m Down

Westwood, MA
Explore in 3D

Boston Metro Running

  • 224 Miles 361 Kilometers of Trail
  • 13 Recommended Routes
  • 402 Easy Trails Easy Trails
  • 78 Intermediate Trails Intermediate Trails
  • 10 Difficult Trails Difficult Trails
Trail Run Project is built by runners like you. Share what you know about this area!

Areas Within Boston Metro

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Trails in Boston Metro - 477

Trail Run Project is built by runners like you. Add Your Trails

0.5 mi 0.8 km #1Needham Reservoir Trail
Easy Easy
Needham, MA
Easy Easy
Needham, MA
1.5 mi 2.5 km #2Healthy Heart Trail
Easy Easy
Melrose, MA
Easy Easy
Melrose, MA
1.7 mi 2.8 km #3Page & Sadie Trail
Intermediate Intermediate
Westwood, MA
Intermediate Intermediate
Westwood, MA
1.8 mi 2.9 km #4Acton Path
Easy/Intermediate Easy/Intermediate
Canton, MA
Easy/Intermediate Easy/Intermediate
Canton, MA
1.1 mi 1.8 km #5Loop Trail
Easy Easy
Canton, MA
Easy Easy
Canton, MA
0.4 mi 0.6 km #6Pond Loop
Easy Easy
Arlington, MA
Easy Easy
Arlington, MA
1.7 mi 2.8 km #7Geology Loop (Red)
Intermediate/Difficult Intermediate/Difficult
Lexington, MA
Intermediate/Difficult Intermediate/Difficult
Lexington, MA
1.5 mi 2.4 km #8Pond Loop
Easy Easy
Jamaica Plain, MA
Easy Easy
Jamaica Plain, MA
1.1 mi 1.8 km #9Ponkapoag Pond Loop
Intermediate Intermediate
Milton, MA
Intermediate Intermediate
Milton, MA
0.8 mi 1.3 km #10Rock Hill Extension
Intermediate Intermediate
Westwood, MA
Intermediate Intermediate
Westwood, MA

Photos of Boston Metro - 136

Trail Run Project is built by runners like you. Add Your Photos

Just a quick run through the snow one April morning.
May 5, 2016 near Needham, MA
An autumn view of Boston from the Fells
Feb 19, 2020 near Medford, MA
sunlight passing thru trees
Feb 19, 2020 near Winchester, MA
short-coated brown dog
Feb 19, 2020 near Stoneham, MA
body of water near forest island
Feb 19, 2020 near Winchester, MA
Middlesex Fells, Medford, United States
Feb 19, 2020 near Winchester, MA
Middlesex Fells, Medford, United States
Feb 19, 2020 near Winchester, MA
The view of the lake upon entering this trail.
Jun 13, 2020 near Saugus, MA

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