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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 Dog walking is a popular activity on the Norwalk River Valley Trail.
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 nice little section of the Saugatuck Trail.
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 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 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 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
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
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 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 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
Easy Easy

Luistania Meadow

0.2 mi 0.3 km • 2' Up 0.55 m Up • 4' Down 1.09 m Down

Belmont, MA
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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 Nice ~3 foot rock drop that spits you into a series of berms near the bottom of a quick flow section on Cruisin'.
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 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 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 No Photos
Easy/Intermediate Easy/Intermediate

Centennial Reservation Trail

1.6 mi 2.7 km • 235' Up 71.63 m Up • 236' Down 71.96 m Down

Wellesley, MA
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Favorite Lower part of Meadow Edge Trail at Lone Tree Hill
Easy/Intermediate Easy/Intermediate

Western Greenway

5.8 mi 9.3 km • 270' Up 82.22 m Up • 439' Down 133.94 m Down

Belmont, MA
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Favorite Roots are common on the Deer Run trail.
Intermediate/Difficult Intermediate/Difficult

Deer Run

0.8 mi 1.2 km • 28' Up 8.41 m Up • 21' Down 6.53 m Down

Carlisle, MA
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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 Look for this tree marking the start point of the trail.
Intermediate Intermediate

Northwest Path

5.2 mi 8.4 km • 249' Up 75.87 m Up • 314' Down 95.73 m Down

Sag Harbor, NY
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