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Particularly Special Place
Family Friendly Hiking Trails
near Chilmark, Massachusetts
Chilmark, Massachusetts 
Recommended Routes, Photos, & More
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
Easy
Needham Reservoir Trail
0.5 mi 0.8 km • 8' Up 2.4 m Up • 7' Down 2.23 m Down
Needham, MA
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
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
No Photos
Easy
Loop Trail
1.1 mi 1.8 km • 121' Up 36.79 m Up • 119' Down 36.38 m Down
Canton, MA
No Photos
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
Easy
Goose Pond Trail
1.0 mi 1.7 km • 18' Up 5.58 m Up • 18' Down 5.58 m Down
North E…, MA
Intermediate
Northwest Path
5.2 mi 8.4 km • 249' Up 75.87 m Up • 314' Down 95.73 m Down
Sag Harbor, NY
Easy/Intermediate
Western Greenway
5.8 mi 9.3 km • 270' Up 82.22 m Up • 439' Down 133.94 m Down
Belmont, MA
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
Battle Road Trail
5.0 mi 8.0 km • 225' Up 68.65 m Up • 131' Down 39.93 m Down
Concord, MA
Intermediate
Walkup Main Loop
1.2 mi 1.9 km • 134' Up 40.86 m Up • 137' Down 41.64 m Down
Westbor…, MA
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
Bear Hill Outer Loop
1.8 mi 2.9 km • 215' Up 65.64 m Up • 213' Down 64.88 m Down
Bozrah, CT
Easy
Planters Hill Loop
0.4 mi 0.6 km • 38' Up 11.43 m Up • 18' Down 5.4 m Down
Hingham, MA
Easy
Brewer Road
0.8 mi 1.3 km • 68' Up 20.77 m Up • 59' Down 17.92 m Down
Hingham, MA
No Photos
Easy
Niantic Bay Boardwalk
1.1 mi 1.7 km • 5' Up 1.44 m Up • 4' Down 1.18 m Down
Niantic, CT
No Photos
Easy
Signal Hill
0.9 mi 1.4 km • 83' Up 25.24 m Up • 67' Down 20.56 m Down
Norwood, MA
Intermediate
Blue Heron Trail
8.8 mi 14.2 km • 134' Up 40.73 m Up • 135' Down 41.16 m Down
Needham, MA
Intermediate
The Midstate Trail
91.1 mi 146.6 km • 7,218' Up 2200.16 m Up • 8,098' Down 2468.3 m Down
Ashburnham, MA
Intermediate
Hammond Pond Loop
1.0 mi 1.6 km • 80' Up 24.52 m Up • 71' Down 21.61 m Down
Newton, MA
No Photos
Easy
Canonchet Trail
1.3 mi 2.1 km • 28' Up 8.41 m Up • 39' Down 11.88 m Down
Narraga…, RI
Easy
Flint Point Loop
1.2 mi 2.0 km • 22' Up 6.72 m Up • 26' Down 8.05 m Down
Newport, RI
Easy
Webb Memorial State Park Loop Trail
1.2 mi 1.9 km • 44' Up 13.27 m Up • 41' Down 12.54 m Down
Hingham, MA
