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Particularly Special Place
Top Trail Running Routes
near Deerfield, Massachusetts
Deerfield, Massachusetts 
Recommended Routes, Photos, & More
Difficult
Breakneck Ridge Bypass
2.8 mi 4.5 km • 1,129' Up 344.21 m Up • 1,135' Down 346.08 m Down
Cornwal…, NY
Difficult
The Devil's Path
23.1 mi 37.2 km • 8,104' Up 2470.13 m Up • 8,373' Down 2552.14 m Down
Manorville, NY
Difficult
Breakneck Ridge to Sugarloaf Mountain Loop
6.1 mi 9.9 km • 1,490' Up 454.2 m Up • 1,483' Down 451.97 m Down
Cornwal…, NY
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/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
Mount Greylock Summit Loop
6.6 mi 10.7 km • 2,251' Up 686.23 m Up • 2,246' Down 684.66 m Down
Adams, 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
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
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
Intermediate
Castle Craig
2.8 mi 4.5 km • 644' Up 196.41 m Up • 644' Down 196.37 m Down
Meriden, CT
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/Difficult
Bear Mountain
5.4 mi 8.7 km • 1,549' Up 472.12 m Up • 1,548' Down 471.96 m Down
Salisbury, CT
Intermediate/Difficult
Robert Frost Trail
45.2 mi 72.7 km • 5,999' Up 1828.41 m Up • 6,848' Down 2087.21 m Down
Wendell, MA
Intermediate
NPT (Northville-Placid Trail)
141.2 mi 227.3 km • 12,875' Up 3924.39 m Up • 12,070' Down 3678.84 m Down
Northville, NY
Difficult
Macedonia Ridge Trail
6.4 mi 10.3 km • 1,592' Up 485.14 m Up • 1,586' Down 483.51 m Down
Kent, CT
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
Huckleberry Point
4.8 mi 7.7 km • 973' Up 296.52 m Up • 971' Down 296.07 m Down
Palenville, NY
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
Difficult
Soapstone Mountain Trail Race
13.8 mi 22.2 km • 1,815' Up 553.27 m Up • 1,836' Down 559.49 m Down
Staffor…, CT
Difficult
Moreau 15k Loop
9.8 mi 15.7 km • 1,981' Up 603.77 m Up • 1,972' Down 601.14 m Down
Corinth, NY
Intermediate
Pack Monadnock Loop
2.7 mi 4.4 km • 782' Up 238.33 m Up • 783' Down 238.66 m Down
Temple, NH
Intermediate/Difficult
Goat Peak Out-and-Back
0.9 mi 1.5 km • 277' Up 84.39 m Up • 277' Down 84.49 m Down
Eastham…, MA
Difficult
The Long Path
433.0 mi 696.8 km • 64,602' Up 19690.6 m Up • 57,200' Down 17434.5 m Down
Inwood, NY
Very Difficult
Manitou's Revenge Ultramarathon
54.4 mi 87.5 km • 14,548' Up 4434.32 m Up • 15,616' Down 4759.78 m Down
Cairo, NY
