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Blue Hills Reservation

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32 mi 52 km of trail 4 Recommended Routes

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

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Recommended Routes in Blue Hills Reservation - 4

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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 229' Up 69.67 m Up 228' Down 69.44 m Down

Milton, MA
Favorite View from the Great Blue Hill
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
Favorite 20140406-DSC_0009
Intermediate

Buck Hill Loop

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

Milton, MA
Favorite No Photos
Intermediate

Rattlesnake Hill Loop

1.9 mi 3.1 km 235' Up 71.57 m Up 235' Down 71.6 m Down

Braintree, MA

Trails in Blue Hills Reservation - 29

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

Photos of Blue Hills Reservation - 18

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hiking up Buck Hill on the Skyline Trail
May 7, 2016 near Milton, MA
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