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Favorite The fire tower was covered in plenty of ice amidst the throes of winter.
Intermediate Intermediate

Overlook Mountain Trail

2.3 mi 3.7 km 1,376' Up 419.27 m Up 0' Down 0 m Down

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

Nassau-Suffolk Trail

19.5 mi 31.3 km 945' Up 287.89 m Up 976' Down 297.41 m Down

Cold Sp…, NY
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Favorite Sturdy bridges span wetland sections of the trail, keeping feet dry in wet conditions.
Easy Easy

Norwalk River Valley Trail

2.0 mi 3.2 km 156' Up 47.41 m Up 18' Down 5.63 m Down

Wilton, CT
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Favorite With spring, comes the vibrant colors along the loop road.
Easy Easy

Orange Reservoir Loop

1.7 mi 2.8 km 12' Up 3.73 m Up 11' Down 3.39 m Down

South O…, NJ
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Favorite A scenic vista overlooking Saugatuck Reservoir.
Intermediate/Difficult Intermediate/Difficult

Saugatuck Trail

10.7 mi 17.3 km 907' Up 276.43 m Up 1,092' Down 332.76 m Down

Easton, CT
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Favorite Silent waters - Canoe Launch
Easy Easy

Shelton Lakes Recreation Path

4.4 mi 7.1 km 263' Up 80.29 m Up 223' Down 68.09 m Down

Shelton, CT
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Favorite The Cascades
Intermediate Intermediate

Cascade Trail

1.1 mi 1.7 km 253' Up 77.17 m Up 3' Down 0.82 m Down

North A…, MA
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Favorite Norvin Green State Forest offers plenty of adventure for those on foot, but extraordinary days can be marked when the sky is clear and New York City's Skyline is in view.
Difficult Difficult

Carris Hill

0.9 mi 1.4 km 6' Up 1.86 m Up 621' Down 189.15 m Down

Wanaque, NJ
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Favorite View from the Tower
Easy/Intermediate Easy/Intermediate

Tower Trail

1.6 mi 2.5 km 512' Up 156.07 m Up 3' Down 0.94 m Down

Hamden, CT
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Favorite The Nepaug Dam
Easy Easy

Nepaug Dam Trail

1.0 mi 1.6 km 61' Up 18.51 m Up 75' Down 22.84 m Down

Collins…, CT
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Favorite The gateway to the Sunken Forest
Easy Easy

Sunken Forest Trail

1.5 mi 2.4 km 4' Up 1.09 m Up 4' Down 1.08 m Down

West Sa…, NY
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Favorite ADA Accessible Ramp - Law Park Walking Path
Easy Easy

Law Memorial Park Walking Path

0.4 mi 0.6 km 19' Up 5.83 m Up 16' Down 4.91 m Down

Briarcl…, NY
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Favorite No Photos
Easy Easy

Sitting Bear Trail

1.1 mi 1.8 km 44' Up 13.43 m Up 107' Down 32.65 m Down

Highlan…, NJ
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Favorite No Photos
Easy Easy

Manhan Rail Trail

5.2 mi 8.3 km 41' Up 12.56 m Up 111' Down 33.72 m Down

Eastham…, MA
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Favorite No Photos
Intermediate Intermediate

Rensselaer Tech Park Trails, Bloomingdale Brook Falls Trail

1.0 mi 1.6 km 141' Up 43.03 m Up 139' Down 42.38 m Down

Menands, NY
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Favorite No Photos
Easy Easy

Dutchess Rail Trail

15.0 mi 24.1 km 446' Up 135.82 m Up 471' Down 143.65 m Down

Hillsid…, NY
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Favorite No Photos
Intermediate Intermediate

Green Trail

1.0 mi 1.6 km 96' Up 29.28 m Up 83' Down 25.44 m Down

Goldens…, NY
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Favorite No Photos
Easy Easy

Harlem Valley Rail Trail: Ancram to Copake

5.3 mi 8.5 km 125' Up 38.08 m Up 149' Down 45.31 m Down

Boston…, NY
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Favorite Ferry Landing Boardwalk
Easy Easy

Ferry Landing Boardwalk

0.4 mi 0.7 km 6' Up 1.96 m Up 7' Down 2.16 m Down

Old Say…, CT
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Favorite No Photos
Easy Easy

Harlem Valley Rail Trail: Wassaic to Millerton

11.1 mi 17.9 km 360' Up 109.62 m Up 143' Down 43.46 m Down

Dover P…, NY
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Favorite The view across the reservoir in Wishnie Park
Easy Easy

Richard Wishnie Park Walking Path

0.3 mi 0.5 km 12' Up 3.74 m Up 11' Down 3.31 m Down

Ossining, NY
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Favorite Walking into the big field
Easy/Intermediate Easy/Intermediate

Field Loop

1.0 mi 1.7 km 143' Up 43.67 m Up 144' Down 43.82 m Down

Lanesbo…, MA
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Favorite No Photos
Easy Easy

Yellow Trail

0.4 mi 0.6 km 18' Up 5.46 m Up 25' Down 7.74 m Down

Tenafly, NJ
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Favorite Sunset on the Trolley Trail
Easy Easy

Trolley Trail

0.6 mi 1.0 km 46' Up 14.02 m Up 55' Down 16.76 m Down

Branfor…, CT
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Favorite No Photos
Easy Easy

Trap Falls Trail

0.1 mi 0.1 km 17' Up 5.31 m Up 0' Down 0 m Down

Ashby, MA
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Favorite 7SRR tunnel entrance
Easy/Intermediate Easy/Intermediate

Train Trail - East

0.4 mi 0.7 km 59' Up 17.86 m Up 43' Down 13.01 m Down

Chester…, CT
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Favorite No Photos
Easy Easy

Train Trail - West

0.8 mi 1.2 km 47' Up 14.24 m Up 42' Down 12.81 m Down

Chester…, CT
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Favorite No Photos
Intermediate Intermediate

Perimeter Trail

1.6 mi 2.6 km 190' Up 57.8 m Up 192' Down 58.67 m Down

Redding, CT
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Favorite No Photos
Easy Easy

13 Bridges Trail

2.1 mi 3.3 km 155' Up 47.11 m Up 153' Down 46.55 m Down

Sleepy…, NY
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Favorite Heublein Tower
Intermediate Intermediate

Yellow Trail

1.2 mi 1.9 km 362' Up 110.42 m Up 18' Down 5.37 m Down

Weatogue, CT
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