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Particularly Special Place
Top Trail Running Routes
near Milford, New York
Milford, New York 
Recommended Routes, Photos, & More
Intermediate/Difficult
Gertrude's Nose Loop
6.5 mi 10.5 km • 864' Up 263.34 m Up • 876' Down 267.14 m Down
Kerhonkson, 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
Intermediate/Difficult
Bonticou Crag Route
2.3 mi 3.7 km • 412' Up 125.51 m Up • 426' Down 129.71 m Down
Stone R…, NY
Easy/Intermediate
Minnewaska Lake Carriageway
1.6 mi 2.6 km • 176' Up 53.54 m Up • 199' Down 60.76 m Down
Kerhonkson, NY
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
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/Difficult
Huckleberry Point
4.8 mi 7.7 km • 973' Up 296.52 m Up • 971' Down 296.07 m Down
Palenville, NY
Difficult
Sky Top Tower via "The Trapps"
7.0 mi 11.2 km • 964' Up 293.86 m Up • 964' Down 293.68 m Down
New Paltz, NY
Intermediate/Difficult
Rock the Ridge 50 Miler
51.8 mi 83.3 km • 4,653' Up 1418.13 m Up • 4,649' Down 1417.02 m Down
New Paltz, NY
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
Difficult
Catskills Black Dome and Blackhead Loop
6.2 mi 9.9 km • 2,245' Up 684.37 m Up • 2,247' Down 684.75 m Down
Cairo, NY
Intermediate
Mohonk 10-Mile Loop
9.8 mi 15.8 km • 774' Up 236.02 m Up • 730' Down 222.47 m Down
Stone R…, NY
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
Intermediate/Difficult
Ripley Hill to Hinchcliffe to High Vista Preserves
6.7 mi 10.8 km • 1,116' Up 340.28 m Up • 1,117' Down 340.39 m Down
Homer, NY
Intermediate/Difficult
Ice Caves
3.5 mi 5.6 km • 466' Up 141.9 m Up • 466' Down 142.02 m Down
Ellenville, NY
Very Difficult
Friday Mountain
7.0 mi 11.3 km • 2,805' Up 854.82 m Up • 2,807' Down 855.43 m Down
Shokan, NY
Intermediate/Difficult
Sam's Point and Verkeerderkill Falls Trail
8.7 mi 14.0 km • 890' Up 271.13 m Up • 903' Down 275.12 m Down
Ellenville, NY
Intermediate/Difficult
Giant Ledge and Panther Mountain Out and Back
6.9 mi 11.1 km • 1,918' Up 584.68 m Up • 1,933' Down 589.16 m Down
Shokan, NY
Difficult
Hunter Mountain Loop
8.2 mi 13.2 km • 1,964' Up 598.65 m Up • 1,973' Down 601.23 m Down
Palenville, NY
Intermediate
Great Bear Long Loop
6.6 mi 10.6 km • 402' Up 122.68 m Up • 403' Down 122.76 m Down
Phoenix, NY
Intermediate
West Approach of Slide Mountain
5.5 mi 8.8 km • 1,712' Up 521.88 m Up • 1,712' Down 521.76 m Down
Shokan, NY
Intermediate/Difficult
Balsam Mountain
5.0 mi 8.1 km • 1,719' Up 524.09 m Up • 1,717' Down 523.43 m Down
Shokan, NY
Difficult
Kaaterskill High Peak
14.3 mi 23.1 km • 4,079' Up 1243.19 m Up • 4,078' Down 1243.02 m Down
Palenville, NY
Intermediate
Great Bear Short Loop
3.2 mi 5.1 km • 280' Up 85.22 m Up • 276' Down 84.24 m Down
Phoenix, NY
Intermediate/Difficult
Easy Escarpment Trail Loop
3.9 mi 6.3 km • 519' Up 158.13 m Up • 520' Down 158.48 m Down
Palenville, NY
Intermediate
Spruceton Trail Shelter Out-and-Back
4.4 mi 7.1 km • 1,260' Up 383.96 m Up • 1,259' Down 383.81 m Down
Palenville, NY
