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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
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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 The Ocean Loop Trail offers purely phenomenal views.
Easy Easy

Sachuest Point Figure-Eight

2.7 mi 4.4 km • 58' Up 17.6 m Up • 57' Down 17.43 m Down

Newport, RI
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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 Thoreau's Cabin.
Easy Easy

Walden Pond

1.8 mi 2.9 km • 44' Up 13.43 m Up • 43' Down 13.18 m Down

Concord, MA
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Favorite Experiencing the Old King's Highway seems to bring you back in time.
Intermediate/Difficult Intermediate/Difficult

Pamet Loop

5.4 mi 8.7 km • 239' Up 72.87 m Up • 239' Down 72.94 m Down

Truro, MA
Explore in 3D
Favorite On top of the rock overlooking long pond.
Difficult Difficult

Long Pond (a.k.a. Moonrise Kingdom)

2.1 mi 3.3 km • 180' Up 54.94 m Up • 180' Down 54.96 m Down

Hope Va…, RI
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
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Favorite Returning on the inland road under the winter sun.
Easy Easy

East Beach Loop

2.3 mi 3.7 km • 16' Up 5 m Up • 18' Down 5.36 m Down

Charles…, RI
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Favorite No Photos
Intermediate Intermediate

Blackall Family and Ballou Farm Preserve

3.8 mi 6.2 km • 323' Up 98.6 m Up • 325' Down 98.97 m Down

Cumberl…, RI
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Favorite View of Wildlands Trust Headquarters at Davis Douglas Conservation Area.
Intermediate Intermediate

Malcom's and Beech Tree Loop

3.2 mi 5.1 km • 278' Up 84.8 m Up • 278' Down 84.78 m Down

Plymouth, MA
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Favorite Greeting Tree at trailhead.
Intermediate Intermediate

Vernal Pool Loop

1.8 mi 2.9 km • 99' Up 30.28 m Up • 99' Down 30.03 m Down

Sharon, MA
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Favorite Taken last year at Borderland State Park.
Intermediate Intermediate

Borderland State Park Loop

4.6 mi 7.4 km • 234' Up 71.21 m Up • 227' Down 69.31 m Down

Easton, MA
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Favorite Almost to Dungeon Rock
Intermediate Intermediate

Lynn Woods Loop

7.0 mi 11.2 km • 543' Up 165.53 m Up • 541' Down 164.95 m Down

South P…, MA
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Favorite Fauna
Easy/Intermediate Easy/Intermediate

Escoheag Trail Loop

6.5 mi 10.4 km • 556' Up 169.37 m Up • 558' Down 170.11 m Down

Hope Va…, RI
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Favorite Start of the Pine Trail
Intermediate Intermediate

Pine Tree Trail

3.7 mi 6.0 km • 216' Up 65.94 m Up • 216' Down 65.98 m Down

Pocasset, MA
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Favorite There are many glacial erratics to come across.
Intermediate Intermediate

Table Rock - Canonchet Preserve

3.3 mi 5.4 km • 231' Up 70.47 m Up • 231' Down 70.49 m Down

Hopkinton, RI
Explore in 3D
Favorite Average high tide marker for 2025 and the intersection of Goose Pond Trail and Try Island Trail.
Easy/Intermediate Easy/Intermediate

Wellfleet Audobon Loop

1.7 mi 2.8 km • 57' Up 17.47 m Up • 58' Down 17.56 m Down

North E…, MA
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Favorite The Girl in the Surf
Intermediate Intermediate

Crane Beach Loop

3.9 mi 6.2 km • 119' Up 36.35 m Up • 119' Down 36.34 m Down

Ipswich, MA
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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 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 Reaching the destination, Schoolhouse Pond.
Intermediate Intermediate

School House Pond

4.7 mi 7.5 km • 294' Up 89.7 m Up • 294' Down 89.74 m Down

Bradford, RI
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Favorite Down by the river
Intermediate Intermediate

Grills Preserve Loop

3.2 mi 5.2 km • 159' Up 48.56 m Up • 159' Down 48.39 m Down

Bradford, RI
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Favorite Start of the downhill on Canfield Gulch.
Easy/Intermediate Easy/Intermediate

World's End Loop

3.1 mi 5.0 km • 181' Up 55.03 m Up • 180' Down 55.01 m Down

Hingham, MA
Explore in 3D
Favorite View towards Boston.
Easy/Intermediate Easy/Intermediate

Ward Reservation

3.5 mi 5.7 km • 227' Up 69.24 m Up • 225' Down 68.67 m Down

Andover, 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 Historic dam
Intermediate Intermediate

Shumankanuc Hill Loop

4.9 mi 7.8 km • 405' Up 123.3 m Up • 405' Down 123.48 m Down

Bradford, RI
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 Beebe lake
Intermediate/Difficult Intermediate/Difficult

Eight Mile Tour

8.4 mi 13.6 km • 756' Up 230.46 m Up • 756' Down 230.35 m Down

Southbo…, MA
Explore in 3D
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