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Particularly Special Place
Top Rated Hiking Trails
near Rockland, Massachusetts
Rockland, Massachusetts 
Recommended Routes, Photos, & More
Difficult
White Dot Trail
1.8 mi 3.0 km • 1,754' Up 534.76 m Up • 0' Down 0 m Down
Jaffrey, NH
Intermediate/Difficult
Pumpelly Trail
4.1 mi 6.6 km • 1,771' Up 539.67 m Up • 125' Down 38.09 m Down
Dublin, NH
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
Dublin Trail
2.4 mi 3.8 km • 1,690' Up 515.17 m Up • 20' Down 5.98 m Down
Dublin, NH
Easy
Needham Reservoir Trail
0.5 mi 0.8 km • 8' Up 2.4 m Up • 7' Down 2.23 m Down
Needham, MA
Intermediate
Pine Hill Trail
0.4 mi 0.7 km • 499' Up 152.21 m Up • 0' Down 0 m Down
Princeton, MA
Intermediate
Sammy C Trail
3.2 mi 5.2 km • 254' Up 77.47 m Up • 264' Down 80.39 m Down
Charles…, RI
Easy
Atlantic White Cedar Trail
1.1 mi 1.8 km • 80' Up 24.36 m Up • 86' Down 26.14 m Down
North E…, MA
No Photos
Easy
Lake Trail
1.1 mi 1.8 km • 58' Up 17.53 m Up • 41' Down 12.44 m Down
Northwood, NH
Easy/Intermediate
Yellow Trail
1.0 mi 1.7 km • 88' Up 26.79 m Up • 45' Down 13.63 m Down
Shelter…, NY
No Photos
Easy/Intermediate
Ledges Loop Trail
0.7 mi 1.2 km • 106' Up 32.17 m Up • 134' Down 40.73 m Down
Northwood, NH
No Photos
Intermediate
Morses Pond Trail
1.1 mi 1.8 km • 41' Up 12.41 m Up • 37' Down 11.36 m Down
Wellesley, MA
No Photos
Easy
Healthy Heart Trail
1.5 mi 2.5 km • 70' Up 21.4 m Up • 76' Down 23.13 m Down
Melrose, MA
Easy
Orient Beach Lighthouse Trail
2.8 mi 4.5 km • 8' Up 2.52 m Up • 11' Down 3.41 m Down
Greenport, NY
No Photos
Intermediate
Moraine Trail - Northern Section
2.7 mi 4.3 km • 208' Up 63.25 m Up • 244' Down 74.33 m Down
West Fa…, MA
No Photos
Easy
Haley/Lewis Trail
1.0 mi 1.6 km • 40' Up 12.12 m Up • 31' Down 9.38 m Down
Kittery, ME
Difficult
New England Trail/Metacomet-Monadnock Trail: MA Section 19
0.8 mi 1.3 km • 23' Up 7.02 m Up • 260' Down 79.11 m Down
Royalston, MA
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
Very Difficult
Awesome-Sauce Trail
0.4 mi 0.7 km • 26' Up 8.05 m Up • 63' Down 19.32 m Down
Saugus, MA
Difficult
Yellow Trail
2.0 mi 3.3 km • 8' Up 2.58 m Up • 94' Down 28.56 m Down
Tiverton, RI
No Photos
Intermediate
Teds Trail
2.6 mi 4.1 km • 1,259' Up 383.71 m Up • 112' Down 34.28 m Down
Greenfield, NH
No Photos
Difficult
Jack Frost Trail
0.6 mi 1.0 km • 3' Up 0.78 m Up • 326' Down 99.42 m Down
Princeton, MA
Intermediate
Page & Sadie Trail
1.7 mi 2.8 km • 79' Up 24.12 m Up • 87' Down 26.57 m Down
Westwood, MA
Difficult
Overlook Trail
1.1 mi 1.8 km • 73' Up 22.23 m Up • 58' Down 17.57 m Down
East Me…, NH
No Photos
Intermediate
Concord River Trail
1.1 mi 1.8 km • 29' Up 8.77 m Up • 37' Down 11.39 m Down
Carlisle, MA
Easy/Intermediate
Acton Path
1.8 mi 2.9 km • 44' Up 13.51 m Up • 27' Down 8.12 m Down
Canton, MA
Intermediate
Red Trail
2.1 mi 3.4 km • 89' Up 27.1 m Up • 69' Down 20.92 m Down
Bliss C…, MA
Easy/Intermediate
Canonchet Trail
2.9 mi 4.7 km • 122' Up 37.25 m Up • 317' Down 96.73 m Down
Hopkinton, RI
