Hiking trails near Poughkeepsie, New York

211 official trails lie within 25 miles of Poughkeepsie — 542 miles in total, 152 rated easy and 11 hard or expert. Every distance and elevation figure below is computed from the agency centerline and a 10 m elevation model, not crowd-sourced.

The biggest climb nearby gains 1,631 ft; the median trail gains 221 ft.

Open the map on Poughkeepsie

24 trails worth the drive

Trail	Miles	Climb	Difficulty	From town
Appalachian National Scenic Trail	118.0	1,426 ft	Expert	20 mi
Breakneck Ridge	4.5	1,532 ft	Hard	18 mi
Highlands	5.5	1,225 ft	Hard	20 mi
Fahnestock Trail	7.1	826 ft	Hard	18 mi
Roaring Brook Trail	7.6	690 ft	Hard	21 mi
Long Path	4.2	1,570 ft	Hard	22 mi
Smiley	3.5	1,550 ft	Hard	22 mi
Howell	3.5	1,047 ft	Hard	19 mi
Washburn	3.6	1,380 ft	Hard	19 mi
Clear Lake Scout Reservation Trail	4.7	383 ft	Hard	19 mi
School Mountain Rd	4.3	796 ft	Moderate	17 mi
Casino Trail	2.0	1,210 ft	Moderate	14 mi
Cornish	2.5	1,041 ft	Moderate	18 mi
Scenic Trail	4.3	206 ft	Moderate	18 mi
Undercliff	2.7	811 ft	Moderate	18 mi
Fishkill Ridge	1.7	1,091 ft	Moderate	14 mi
Dark Hollow	1.6	1,139 ft	Moderate	23 mi
Catfish Loop	4.4	251 ft	Moderate	19 mi
Overlook	1.7	1,036 ft	Moderate	13 mi
High Peters Kill	2.8	592 ft	Moderate	17 mi
Trestle	1.6	1,072 ft	Moderate	21 mi
Moneyhole Mountain Trail	4.1	383 ft	Moderate	18 mi
White-Green trail (guess)	3.1	496 ft	Moderate	23 mi
Stillman Trail	2.8	496 ft	Moderate	20 mi

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