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Particularly Special Place
Top Recommended Hiking Routes
near Medford, Massachusetts
Medford, Massachusetts 
Recommended Routes, Photos, & More
Intermediate/Difficult
Mount Major Loop
4.0 mi 6.4 km • 1,163' Up 354.4 m Up • 1,160' Down 353.52 m Down
Wolfeboro, NH
Intermediate/Difficult
Skyline Trail
7.5 mi 12.1 km • 846' Up 257.71 m Up • 863' Down 262.89 m Down
Winchester, MA
Intermediate
Tully Lake Loop
4.7 mi 7.6 km • 335' Up 102.2 m Up • 331' Down 100.98 m Down
Royalston, MA
Difficult
Mt. Monadnock Summit Out-and-Back
4.4 mi 7.1 km • 1,669' Up 508.7 m Up • 1,668' Down 508.54 m Down
Troy, NH
Difficult
Blue Hills Loop
4.1 mi 6.5 km • 1,171' Up 356.87 m Up • 1,165' Down 355.22 m Down
Dedham, MA
Easy
Sachuest Point Figure-Eight
2.7 mi 4.4 km • 58' Up 17.6 m Up • 57' Down 17.43 m Down
Newport, RI
Intermediate
Ponkapoag Pond Loop
4.4 mi 7.0 km • 229' Up 69.67 m Up • 228' Down 69.44 m Down
Milton, MA
Easy
Walden Pond
1.8 mi 2.9 km • 44' Up 13.43 m Up • 43' Down 13.18 m Down
Concord, MA
Intermediate/Difficult
Robert Frost Trail
40.2 mi 64.7 km • 5,360' Up 1633.58 m Up • 5,892' Down 1795.84 m Down
Wendell, MA
Intermediate
Leyden Blueberry Fields
7.5 mi 12.1 km • 1,167' Up 355.66 m Up • 1,188' Down 362.11 m Down
Bernard…, MA
Easy
Tower Hill Pond Loop Trail
4.0 mi 6.5 km • 101' Up 30.72 m Up • 101' Down 30.68 m Down
Auburn, NH
Difficult
Monadnock White Cross/Dot Loop
4.0 mi 6.5 km • 1,775' Up 541.15 m Up • 1,779' Down 542.16 m Down
Jaffrey, NH
Intermediate/Difficult
Pamet Loop
5.4 mi 8.7 km • 239' Up 72.87 m Up • 239' Down 72.94 m Down
Truro, MA
Intermediate
Wright's Tower Out-and-Back
0.9 mi 1.5 km • 138' Up 42 m Up • 137' Down 41.88 m Down
Medford, MA
Difficult
Long Pond (a.k.a. Moonrise Kingdom)
2.1 mi 3.3 km • 180' Up 54.94 m Up • 180' Down 54.96 m Down
Hope Va…, RI
Intermediate
Catamount Hill Loop
3.9 mi 6.3 km • 642' Up 195.67 m Up • 644' Down 196.42 m Down
Allenst…, NH
Difficult
Sunapee Mountain Out-and-Back
5.1 mi 8.3 km • 1,576' Up 480.23 m Up • 1,575' Down 480.07 m Down
Newbury, NH
Intermediate
Pack Monadnock Loop
2.7 mi 4.4 km • 782' Up 238.33 m Up • 783' Down 238.66 m Down
Temple, NH
Easy
East Beach Loop
2.3 mi 3.7 km • 16' Up 5 m Up • 18' Down 5.36 m Down
Charles…, RI
Intermediate
Overlook-Locke Loop
2.7 mi 4.4 km • 225' Up 68.66 m Up • 222' Down 67.8 m Down
Northwood, NH
No Photos
Intermediate
Blackall Family and Ballou Farm Preserve
3.8 mi 6.2 km • 323' Up 98.6 m Up • 325' Down 98.97 m Down
Cumberl…, RI
Difficult
Monadnock - East Peak Loop
5.4 mi 8.7 km • 1,805' Up 550.06 m Up • 1,803' Down 549.68 m Down
Jaffrey, NH
Intermediate
Vernal Pool Loop
1.8 mi 2.9 km • 99' Up 30.28 m Up • 99' Down 30.03 m Down
Sharon, MA
Difficult
Wapack and Back
43.0 mi 69.1 km • 7,536' Up 2296.92 m Up • 7,536' Down 2296.83 m Down
Ashburnham, MA
Intermediate/Difficult
Mount Watatic and Nutting Hill Loop
2.8 mi 4.5 km • 644' Up 196.29 m Up • 645' Down 196.55 m Down
Ashburnham, MA
Intermediate
Borderland State Park Loop
4.6 mi 7.4 km • 234' Up 71.21 m Up • 227' Down 69.31 m Down
Easton, MA
Intermediate/Difficult
Pawtuckaway North and South Mountain Linkup
7.5 mi 12.1 km • 1,327' Up 404.53 m Up • 1,267' Down 386.05 m Down
Nottingham, NH
Easy/Intermediate
Escoheag Trail Loop
6.5 mi 10.4 km • 556' Up 169.37 m Up • 558' Down 170.11 m Down
Hope Va…, RI
