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Blue Hills Reservation

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32 mi 52 km of trail 4 Runs

Easy Trails 7 Trails Intermediate Trails 24 Trails Hard Trails 2 Trails

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Runs in Blue Hills Reservation - 4

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Favorite View from the Great Blue Hill
Difficult

Blue Hills Loop

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

(16) Dedham, MA
Favorite A beautiful look at the fall leaves that are just beginning to turn color.
Intermediate

Ponkapoag Pond Loop

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

(2) Milton, MA
Favorite 20140406-DSC_0009
Difficult

Buck Hill Loop

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

(2) Milton, MA
Favorite No Photos
Intermediate

Rattlesnake Hill Loop

1.9 mi 3.1 km • Loop • 235 ft Ascent 71.57 m Ascent

(1) Braintree, MA

Trails in Blue Hills Reservation - 29

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

1.8 mi 2.9 km #1Acton Path
Intermediate
Canton, MA
Intermediate
1.8 mi 2.9 km Canton, MA
1.1 mi 1.8 km #2Loop Trail
Easy
Canton, MA
Easy
1.1 mi 1.8 km Canton, MA
7.9 mi 12.7 km #3Skyline Trail
Difficult
Dedham, MA
Difficult
7.9 mi 12.7 km Dedham, MA
1.1 mi 1.7 km #4Skyline Trail South
Difficult
Milton, MA
Difficult
1.1 mi 1.7 km Milton, MA
1.1 mi 1.7 km #5Coon Hollow Path
Difficult
Milton, MA
Difficult
1.1 mi 1.7 km Milton, MA
0.5 mi 0.8 km #6Eliot Path
Difficult
Dedham, MA
Difficult
0.5 mi 0.8 km Dedham, MA
0.8 mi 1.3 km #7Tucker Hill Path
Intermediate
Milton, MA
Intermediate
0.8 mi 1.3 km Milton, MA
1.7 mi 2.7 km #8Forest Path
Intermediate
Milton, MA
Intermediate
1.7 mi 2.7 km Milton, MA
1.3 mi 2.2 km #9Bugbee Path
Intermediate
Milton, MA
Intermediate
1.3 mi 2.2 km Milton, MA
0.4 mi 0.6 km #10Dark Hollow Path
Intermediate
Milton, MA
Intermediate
0.4 mi 0.6 km Milton, MA
0.4 mi 0.6 km #11Puddle Path
Intermediate
Dedham, MA
Intermediate
0.4 mi 0.6 km Dedham, MA
0.6 mi 1.0 km #12Buck Hill Summit Trail
Intermediate
Milton, MA
Intermediate
0.6 mi 1.0 km Milton, MA
0.2 mi 0.4 km #13Trailside Path
Intermediate
Dedham, MA
Intermediate
0.2 mi 0.4 km Dedham, MA
0.3 mi 0.5 km #14Beech Hollow Path
Intermediate
Milton, MA
Intermediate
0.3 mi 0.5 km Milton, MA
0.5 mi 0.8 km #15Ponkapoag Bog Boardwalk
Easy
Canton, MA
Easy
0.5 mi 0.8 km Canton, MA
0.2 mi 0.3 km #16Cliff Trail
Intermediate
Milton, MA
Intermediate
0.2 mi 0.3 km Milton, MA
1.4 mi 2.3 km #17Pipe Line Path
Easy
Milton, MA
Easy
1.4 mi 2.3 km Milton, MA
1.4 mi 2.3 km #18Wolcott Path
Intermediate
Dedham, MA
Intermediate
1.4 mi 2.3 km Dedham, MA
0.7 mi 1.2 km #19Buck Hill Path
Intermediate
Milton, MA
Intermediate
0.7 mi 1.2 km Milton, MA
1.0 mi 1.5 km #20Wildcat Notch Path
Intermediate
Milton, MA
Intermediate
1.0 mi 1.5 km Milton, MA
1.1 mi 1.8 km #21Ponkapoag Pond Loop
Intermediate
Milton, MA
Intermediate
1.1 mi 1.8 km Milton, MA
1.8 mi 2.8 km #22Border Path
Intermediate
Milton, MA
Intermediate
1.8 mi 2.8 km Milton, MA
1.0 mi 1.7 km #23Redman Farm Path
Intermediate
Canton, MA
Intermediate
1.0 mi 1.7 km Canton, MA
0.3 mi 0.4 km #24Rotch Path
Intermediate
Milton, MA
Intermediate
0.3 mi 0.4 km Milton, MA
0.7 mi 1.2 km #25Deer Hollow Path
Intermediate
Milton, MA
Intermediate
0.7 mi 1.2 km Milton, MA
1.0 mi 1.6 km #26Indian Camp Path
Intermediate
Braintree, MA
Intermediate
1.0 mi 1.6 km Braintree, MA
0.7 mi 1.1 km #27Green Dot - Breeze Hill
Easy
Milton, MA
Easy
0.7 mi 1.1 km Milton, MA
0.4 mi 0.7 km #28Oblique Path
Intermediate
Milton, MA
Intermediate
0.4 mi 0.7 km Milton, MA
0.8 mi 1.3 km #29Swamp Path
Easy
Milton, MA
Easy
0.8 mi 1.3 km Milton, MA

Photos of Blue Hills Reservation - 18

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

View from the Great Blue Hill
Jun 18, 2015 near Dedham, MA
The Great Blue Hill Observation Tower
Jun 18, 2015 near Dedham, MA
Rocky section
Jun 18, 2015 near Milton, MA
One of my favorite spots on the trail- fisherman's beach. Love the view, and a great opportunity to catch a sunset in the warmer months.
Mar 18, 2020 near Randolph, MA
A beautiful look at the fall leaves that are just beginning to turn color.
Mar 18, 2020 near Canton, MA
Eliot Tower Towards Boston
Oct 15, 2019 near Dedham, MA
Some of the most beautiful scenery I've had the opportunity of seeing. This is the boardwalk in mid-fall, half way through the trail. If anyone knows what those plants are, please let me know. I thought they were dandelions but I could be mistaken
Mar 18, 2020 near Canton, MA
Gentler section
Jun 18, 2015 near Milton, MA

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