Boston Metro

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186 mi 299 km of trail — 15 Runs

110 Trails Intermediate Trails

66 Trails

10 Trails

Areas Within Boston Metro

Alewife Brook Reservation

Blue Hills Reservation

33 Trails

Boston

35 Trails

Boston Harbor Islands National Recreation Area

Hammond Pond Reservation

2 Trails

Lexington

4 Trails

Lower Neponset River Trail

Webster Conservation Area

2 Trails

Westwood

16 Trails

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Runs in Boston Metro - 15

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Skyline Trail

7.5 mi 12.1 km • Loop • 846 ft Ascent 257.71 m Ascent

(28) Winchester, MA

Blue Hills Loop

4.1 mi 6.5 km • Loop • 1,171 ft Ascent 356.87 m Ascent

(16) Dedham, MA

A beautiful look at the fall leaves that are just beginning to turn color.

Ponkapoag Pond Loop

4.4 mi 7.0 km • Loop • 229 ft Ascent 69.67 m Ascent

(2) Milton, MA

Wright's Tower Out-and-Back

0.9 mi 1.5 km • Out and Back • 138 ft Ascent 42 m Ascent

(1) Medford, MA

Buck Hill Loop

5.3 mi 8.6 km • Loop • 583 ft Ascent 177.75 m Ascent

(2) Milton, MA

Rock Circuit Loop

4.6 mi 7.4 km • Loop • 619 ft Ascent 188.64 m Ascent

(5) Medford, MA

Large maple at Habitat Education Center and Wildlife Sanctuary.

Highland Farm Loop

1.4 mi 2.3 km • Out and Back • 39 ft Ascent 12 m Ascent

(2) Belmont, MA

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/).

Virginia Woods Loop

0.9 mi 1.5 km • Out and Back • 117 ft Ascent 35.64 m Ascent

(2) Melrose, MA

Trails in Boston Metro - 171

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

2.2 mi 3.6 km #1Peabody Loop Intermediate Dover, MA	Intermediate	2.2 mi 3.6 km	Dover, MA	2
0.5 mi 0.8 km #2Needham Reservoir Trail Easy Needham, MA	Easy	0.5 mi 0.8 km	Needham, MA	1
1.5 mi 2.5 km #3Healthy Heart Trail Easy Melrose, MA	Easy	1.5 mi 2.5 km	Melrose, MA	1
1.7 mi 2.8 km #4Page & Sadie Trail Intermediate Westwood, MA	Intermediate	1.7 mi 2.8 km	Westwood, MA	1
0.8 mi 1.3 km #5Rock Hill Extension Intermediate Westwood, MA	Intermediate	0.8 mi 1.3 km	Westwood, MA	1
1.8 mi 2.9 km #6Acton Path Intermediate Canton, MA	Intermediate	1.8 mi 2.9 km	Canton, MA	1
1.1 mi 1.8 km #7Loop Trail Easy Canton, MA	Easy	1.1 mi 1.8 km	Canton, MA	1
7.9 mi 12.7 km #8Skyline Trail Difficult Dedham, MA	Difficult	7.9 mi 12.7 km	Dedham, MA	8
1.1 mi 1.7 km #9Skyline Trail South Difficult Milton, MA	Difficult	1.1 mi 1.7 km	Milton, MA	3
2.2 mi 3.6 km #10Storrow Pond Trail Intermediate Westwood, MA	Intermediate	2.2 mi 3.6 km	Westwood, MA	2
5.9 mi 9.5 km #11Reservoir Trail Intermediate Winchester, MA	Intermediate	5.9 mi 9.5 km	Winchester, MA	4
5.8 mi 9.3 km #12Western Greenway Intermediate Belmont, MA	Intermediate	5.8 mi 9.3 km	Belmont, MA	2
4.5 mi 7.2 km #13Landlocked Forest Loop (Yellow) Intermediate Lexington, MA	Intermediate	4.5 mi 7.2 km	Lexington, MA	2
1.4 mi 2.2 km #14Webster Conservation Loop Intermediate Newton, MA	Intermediate	1.4 mi 2.2 km	Newton, MA	2
1.1 mi 1.7 km #15Coon Hollow Path Difficult Milton, MA	Difficult	1.1 mi 1.7 km	Milton, MA	1
2.4 mi 3.8 km #16Strawberry Hill Trail Intermediate Westwood, MA	Intermediate	2.4 mi 3.8 km	Westwood, MA	1
1.0 mi 1.6 km #17Jejunum Difficult Burlington, MA	Difficult	1.0 mi 1.6 km	Burlington, MA	1
1.0 mi 1.6 km #18Split Rock Trail Intermediate Westwood, MA	Intermediate	1.0 mi 1.6 km	Westwood, MA	1
0.7 mi 1.1 km #19Strawberry Hill Alternate Trail Difficult Dover, MA	Difficult	0.7 mi 1.1 km	Dover, MA	1
0.7 mi 1.2 km #20Zigzag Lollipop Intermediate Dover, MA	Intermediate	0.7 mi 1.2 km	Dover, MA	1