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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 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

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 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 The downed tree towards the end of the trail.
Easy Easy

Holly Grove Trail

0.5 mi 0.7 km 37' Up 11.41 m Up 28' Down 8.43 m Down

Fairview, NJ
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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 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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Favorite Looking out to the water.
Intermediate Intermediate

Long Island Greenbelt Trail

32.5 mi 52.3 km 971' Up 296.1 m Up 970' Down 295.64 m Down

Great R…, NY
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Favorite The "rope assist" section of Red Trail is one of the Park's most difficult sections.
Difficult Difficult

Red Trail

2.6 mi 4.2 km 476' Up 145.12 m Up 207' Down 63.06 m Down

Easton, CT
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Favorite The Rosendale Trestle on the Wallkill Valley Rail Trail as seen from atop Joppenburgh Mountain in Rosendale. When built is was the highest bridge in the United States. The Joppenburgh Mountain trail is accessible from the parking lot behind Main Street in
Easy/Intermediate Easy/Intermediate

Wallkill Valley Rail Trail

22.2 mi 35.8 km 354' Up 108.04 m Up 463' Down 141.16 m Down

Wallkill, NY
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Favorite No Photos
Intermediate/Difficult Intermediate/Difficult

Macri Trail

8.1 mi 13.1 km 290' Up 88.48 m Up 290' Down 88.54 m Down

Ocean A…, NJ
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Favorite A veritable forest has grown between the tracks on The High Line.
Easy Easy

The High Line

1.5 mi 2.4 km 6' Up 1.81 m Up 12' Down 3.62 m Down

New Yor…, NY
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Favorite Late Summer Hudson River at the beginning of the trail.
Easy/Intermediate Easy/Intermediate

Dennings Point Trail

0.7 mi 1.1 km 45' Up 13.68 m Up 56' Down 17.08 m Down

Beacon, NY
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Favorite Blue Trail at Fisherville Brook Wildlife Refuge.
Easy Easy

Blue Trail

1.2 mi 2.0 km 50' Up 15.29 m Up 51' Down 15.66 m Down

Exeter, RI
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Favorite View from Anthony's Nose,  across the Hudson looking at Bear Mountain.
Difficult Difficult

Camp Smith Trail

3.5 mi 5.6 km 1,076' Up 327.88 m Up 565' Down 172.36 m Down

Peekskill, NY
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