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Particularly Special Place
Family Friendly Hiking Trails
near Montauk, New York
Montauk, New York 
Recommended Routes, Photos, & More
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
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
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
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
Easy/Intermediate
Tower Trail
1.6 mi 2.5 km • 512' Up 156.07 m Up • 3' Down 0.94 m Down
Hamden, CT
Easy
Nepaug Dam Trail
1.0 mi 1.6 km • 61' Up 18.51 m Up • 75' Down 22.84 m Down
Collins…, CT
No Photos
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
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
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
Easy
Trolley Trail
0.6 mi 1.0 km • 46' Up 14.02 m Up • 55' Down 16.76 m Down
Branfor…, CT
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
No Photos
Easy
Train Trail - West
0.8 mi 1.2 km • 47' Up 14.24 m Up • 42' Down 12.81 m Down
Chester…, CT
No Photos
Intermediate
Perimeter Trail
1.6 mi 2.6 km • 190' Up 57.8 m Up • 192' Down 58.67 m Down
Redding, CT
Intermediate
Yellow Trail
1.2 mi 1.9 km • 362' Up 110.42 m Up • 18' Down 5.37 m Down
Weatogue, CT
Difficult
Red Trail
2.6 mi 4.2 km • 476' Up 145.12 m Up • 207' Down 63.06 m Down
Easton, CT
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
Intermediate
Northwest Path
5.2 mi 8.4 km • 249' Up 75.87 m Up • 314' Down 95.73 m Down
Sag Harbor, NY
Intermediate
Highland Trail (Pink)
1.2 mi 1.9 km • 194' Up 59.17 m Up • 170' Down 51.88 m Down
Manchester, CT
Easy/Intermediate
Turner Reservoir Loop Trail
2.9 mi 4.7 km • 43' Up 13.18 m Up • 44' Down 13.33 m Down
East Pr…, RI
Easy/Intermediate
Mondo Ponds Trail
0.9 mi 1.5 km • 22' Up 6.62 m Up • 22' Down 6.61 m Down
City of…, CT
Easy
Farmington Canal Heritage Trail: Northern Connecticut Section
22.8 mi 36.7 km • 614' Up 187.26 m Up • 598' Down 182.33 m Down
North G…, CT
Easy
Shoreline Trail
4.1 mi 6.5 km • 91' Up 27.66 m Up • 85' Down 25.85 m Down
North G…, CT
Easy/Intermediate
Northwest Trail
1.3 mi 2.2 km • 128' Up 39.02 m Up • 69' Down 20.94 m Down
Easton, MA
Easy/Intermediate
Tree ID Trail
0.5 mi 0.9 km • 24' Up 7.45 m Up • 172' Down 52.36 m Down
Bristol, CT
Easy
York Lake Loop Trail
2.6 mi 4.2 km • 102' Up 30.95 m Up • 103' Down 31.53 m Down
New Mar…, MA
Easy
Cedar Island Trail
0.2 mi 0.3 km • 0' Up 0 m Up • 4' Down 1.28 m Down
Clinton, CT
Easy
Bear Hill Outer Loop
1.8 mi 2.9 km • 215' Up 65.64 m Up • 213' Down 64.88 m Down
Bozrah, CT
