Briarcliff-Peekskill Trailway

Trail Map

Description Suggest an Edit

The Briarcliff-Peekskill Trailway is a 12-mile linear park that runs from the town of Ossining north to Westchester County's Blue Mountain Reservation in Peekskill. The trail is built on land orginally acquired in 1929 by the Westchester Parkway Commission for the construction of the Briarcliff Peekskill Parkway. Construction of the parkway, however, was confined to an area between Route 117 in Pleasantville and the New York State National Guard Armory in Ossining. In 1977, the remaining right-of-way was re-designated a trailway.

The trailway affords walkers many beautiful vistas along the way, including views of water cascading over the magnificent stone spillway at Westchester County's Croton Gorge Park and a view of the Hudson River from the 560-foot high Spitzenberg Mountain at Blue Mountain Reservation.

For more information and brochures of Westchester County operated trails, call the Westchester County Department of Parks, Recreation and Conservation at 914-864-PARK, or write the Department at 25 Moore Avenue, Mount Kisco, NY 10549.

Parking and Trail Access

Designated trail user parking is available at Blue Mountain Reservation, Charles Cook Park and Teatown Reservation. A trail map is available on the Trail Website.


I must have been nuts

   September, 2015 by julieiannuzzi

ok. if you decide to take this trail.. be warned do not start on the peekskill end. The trail is difficult to find.. drove around for 15 minutes. Asked for help. When we got to the trail... all gravel & rocks. we walked for an hour.. with our road bikes. more

Nice trail, poorly maintained on the Southern end

   May, 2011 by bengt

When I parked the car in Ossining near the beginning of the trail, somebody asked me whether I had brought my machete. Taking this as a joke, I set out undeterred. The very beginning of he trail is poorly marked. It starts to left of a long driveway more

Spring Valley Rd-Croton Dam Rd

   January, 2003 by railtrailbiker

"I hiked approximately 2.5 miles of the Briarcliff-Peekskill Trailway beginning at Spring Valley Road, Ossining, near the Teatown Lake Reservation Nature Center, and ending at Croton Dam Road, Ossining, near the New Croton Reservoir. Trail surface more