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Blue Hills Reservation

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Recommended Routes in Blue Hills Reservation - 3

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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 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

Blue Hills Reservation Running

  • 35 Miles 56 Kilometers of Trail
  • 3 Recommended Routes
  • 11 Easy Trails Easy Trails
  • 27 Intermediate Trails Intermediate Trails
  • 4 Difficult Trails Difficult Trails
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Trails in Blue Hills Reservation - 39

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1.8 mi 2.9 km #1Acton Path
Easy/Intermediate Easy/Intermediate
Canton, MA
Easy/Intermediate Easy/Intermediate
Canton, MA
1.1 mi 1.8 km #2Loop Trail
Easy Easy
Canton, MA
Easy Easy
Canton, MA
1.1 mi 1.8 km #3Ponkapoag Pond Loop
Intermediate Intermediate
Milton, MA
Intermediate Intermediate
Milton, MA
7.9 mi 12.7 km #4Skyline Trail
Difficult Difficult
Dedham, MA
Difficult Difficult
Dedham, MA 11 
1.1 mi 1.7 km #5Skyline Trail South
Difficult Difficult
Milton, MA
Difficult Difficult
Milton, MA
1.1 mi 1.7 km #6Coon Hollow Path
Difficult Difficult
Milton, MA
Difficult Difficult
Milton, MA
0.5 mi 0.8 km #7Eliot Path
Intermediate/Difficult Intermediate/Difficult
Dedham, MA
Intermediate/Difficult Intermediate/Difficult
Dedham, MA
0.8 mi 1.3 km #8Tucker Hill Path
Intermediate Intermediate
Milton, MA
Intermediate Intermediate
Milton, MA
0.4 mi 0.6 km #9Dark Hollow Path
Intermediate Intermediate
Milton, MA
Intermediate Intermediate
Milton, MA
1.3 mi 2.2 km #10Bugbee Path
Intermediate Intermediate
Milton, MA
Intermediate Intermediate
Milton, MA

Photos of Blue Hills Reservation - 18

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The Great Blue Hill Observation Tower
Jun 18, 2015 near Dedham, MA
View from the Great Blue Hill
Jun 18, 2015 near Dedham, MA
Gentler section
Jun 18, 2015 near Milton, MA
Rocky section
Jun 18, 2015 near Milton, MA
Eliot Tower Towards Boston
Oct 15, 2019 near Dedham, MA
A beautiful look at the fall leaves that are just beginning to turn color.
Mar 18, 2020 near Canton, 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
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
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