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Favorite Breakneck Ridge III
Difficult Difficult

Breakneck Ridge Bypass

2.8 mi 4.5 km 1,129' Up 344.21 m Up 1,135' Down 346.08 m Down

Cornwal…, NY
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Favorite View from an overlook just off the trail.
Intermediate/Difficult Intermediate/Difficult

Bear Mountain Loop

3.7 mi 5.9 km 1,121' Up 341.56 m Up 1,120' Down 341.52 m Down

Fort Mo…, NY
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Favorite The view near the top of Storm King Mountain.
Intermediate/Difficult Intermediate/Difficult

Storm King Mountain

2.4 mi 3.9 km 455' Up 138.62 m Up 460' Down 140.21 m Down

Cornwal…, NY
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Favorite Heading up the Breakneck scramble in light snow
Difficult Difficult

Breakneck Ridge to Sugarloaf Mountain Loop

6.1 mi 9.9 km 1,490' Up 454.2 m Up 1,483' Down 451.97 m Down

Cornwal…, NY
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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 Wait, I can’t see!
Difficult Difficult

Peanut Leap Cascade into Giant Stairs

4.2 mi 6.8 km 744' Up 226.9 m Up 746' Down 227.28 m Down

Northvale, NJ
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Favorite Mt Greylock and the shiny tower on top.
Intermediate/Difficult Intermediate/Difficult

Mount Greylock Summit Loop

6.6 mi 10.7 km 2,251' Up 686.23 m Up 2,246' Down 684.66 m Down

Adams, MA
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Favorite Castle Craig on a chilly fall day
Intermediate Intermediate

Castle Craig

2.8 mi 4.5 km 644' Up 196.41 m Up 644' Down 196.37 m Down

Meriden, CT
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Favorite Long exposure of Doane's Falls.
Intermediate Intermediate

Tully Lake Loop

4.7 mi 7.6 km 335' Up 102.2 m Up 331' Down 100.98 m Down

Royalston, MA
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Favorite Raven Rocks overlook panorama.
Intermediate/Difficult Intermediate/Difficult

Rock Trail (RT) Loop

7.0 mi 11.3 km 1,035' Up 315.48 m Up 1,034' Down 315.22 m Down

Pound R…, NY
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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
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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
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Favorite Across the street from the parking lot at the trailhead in Cold Spring Harbor.  Near winter solstice.
Intermediate Intermediate

Cold Spring Harbor State Park Out-and-Back

4.2 mi 6.8 km 571' Up 174.03 m Up 570' Down 173.82 m Down

Cold Sp…, NY
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Favorite View of the Hudson and Bear Mountain Bridge.
Intermediate/Difficult Intermediate/Difficult

Popolopen Gorge - Timp-Torne Loop

4.3 mi 7.0 km 1,157' Up 352.56 m Up 1,092' Down 332.84 m Down

Fort Mo…, NY
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Favorite Lower Viewpoint about 0.2 mi from the peak.
Intermediate/Difficult Intermediate/Difficult

Bear Mountain

5.4 mi 8.7 km 1,549' Up 472.12 m Up 1,548' Down 471.96 m Down

Salisbury, CT
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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 Lake by the parking area
Intermediate/Difficult Intermediate/Difficult

Robert Frost Trail

40.2 mi 64.7 km 5,360' Up 1633.58 m Up 5,892' Down 1795.84 m Down

Wendell, MA
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Favorite Stunning views from Cobble Mountain
Difficult Difficult

Macedonia Ridge Trail

6.4 mi 10.3 km 1,592' Up 485.14 m Up 1,586' Down 483.51 m Down

Kent, CT
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Favorite View from Anthony's Nose,  across the Hudson looking at Bear Mountain.
Intermediate/Difficult Intermediate/Difficult

Anthony's Nose to Bear Mountain Bridge

6.0 mi 9.6 km 1,446' Up 440.79 m Up 1,446' Down 440.69 m Down

Fort Mo…, NY
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Favorite Running through 30 minutes before sunset.
Intermediate Intermediate

Leyden Blueberry Fields

7.5 mi 12.1 km 1,167' Up 355.66 m Up 1,188' Down 362.11 m Down

Bernard…, MA
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Favorite Trail junction
Difficult Difficult

Mohawk Trail Loop

5.1 mi 8.2 km 1,133' Up 345.45 m Up 1,119' Down 341.09 m Down

Charlemont, MA
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Favorite View of Storm King Mountain on left, Breakneck Ridge center across river, and Mt. Taurus on right across river.
Intermediate/Difficult Intermediate/Difficult

North Point Loop

5.4 mi 8.6 km 1,551' Up 472.66 m Up 1,549' Down 472.1 m Down

Cornwal…, NY
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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 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
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Favorite Long Path/red trail
Intermediate/Difficult Intermediate/Difficult

White - Long Path - red - blue trail loop

4.8 mi 7.8 km 900' Up 274.36 m Up 900' Down 274.18 m Down

South N…, NY
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Favorite View from Goat Peak.
Intermediate/Difficult Intermediate/Difficult

Goat Peak Out-and-Back

0.9 mi 1.5 km 277' Up 84.39 m Up 277' Down 84.49 m Down

Eastham…, 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 Concrete
Easy Easy

Marine Park: West Loop

3.7 mi 5.9 km 42' Up 12.67 m Up 42' Down 12.65 m Down

Bensonh…, NY
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Favorite Long Path/red trail
Difficult Difficult

The Long Path

433.0 mi 696.8 km 64,602' Up 19690.6 m Up 57,200' Down 17434.5 m Down

Inwood, NY
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