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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 The Ocean Loop Trail offers purely phenomenal views.
Easy Easy

Ocean View Loop Trail

1.5 mi 2.5 km 40' Up 12.19 m Up 36' Down 11.12 m Down

Newport, RI
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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 The Needham Reservoir
Easy Easy

Needham Reservoir Trail

0.5 mi 0.8 km 8' Up 2.4 m Up 7' Down 2.23 m Down

Needham, MA
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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 No Photos
Intermediate Intermediate

Morses Pond Trail

1.1 mi 1.8 km 41' Up 12.41 m Up 37' Down 11.36 m Down

Wellesley, MA
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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 No Photos
Intermediate Intermediate

Horseneck Beach Loop

1.7 mi 2.8 km 29' Up 8.92 m Up 30' Down 9.1 m Down

Head of…, MA
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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

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

Loop Trail

1.1 mi 1.8 km 121' Up 36.79 m Up 119' Down 36.38 m Down

Canton, MA
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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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