🥾 Trails & natureAlways free
Old Croton Aqueduct Trail
📍 Yonkers to Croton, Westchester
A flat 26-mile trail on top of the 1842 aqueduct, through river towns like Dobbs Ferry and Irvington.
Official site ↗YEAR-ROUND · ALWAYS FREE
Always free
Places you can go any week of the year, not one-off events. Every listing links to its official page, checked Oct 25, 2026.
🥾 Trails & natureAlways free
Tallman Mountain State Park
📍 Sparkill, Rockland
Wooded Palisades trails with views over Piermont Marsh. The $8 car fee applies only on weekends and holidays from Memorial Day to Columbus Day. Route 9W.
Official site ↗🥾 Trails & natureAlways free
Caumsett State Historic Park Preserve
📍 Lloyd Harbor, Long Island
Hiking and walking trails across a former estate on the North Shore. No pets allowed.
Official site ↗🥾 Trails & natureAlways free
North County Trailway
📍 Eastview to Baldwin Place, Westchester
A 22-mile paved rail trail for walking and biking through northern Westchester.
Official site ↗🥾 Trails & natureAlways free
South County Trailway
📍 Southern Westchester, Westchester
A 14-mile county trailway for walking and biking.
Official site ↗🥾 Trails & natureAlways free
Briarcliff-Peekskill Trailway
📍 Briarcliff Manor to Peekskill, Westchester
A 12-mile unpaved county hiking trail.
Official site ↗🥾 Trails & natureAlways free
Colonial Greenway
📍 Southern Westchester, Westchester
A 15-mile walking loop maintained by Westchester County Parks.
Official site ↗🥾 Trails & natureAlways free
Marshlands Conservancy
📍 Rye, Westchester
147 acres of salt marsh, meadow and woods on Long Island Sound, with 3 miles of trails. No county park pass is needed. Route 1, Rye.
Official site ↗🥾 Trails & natureAlways free
Teatown Nature Preserve trails
📍 Ossining, Westchester
Woodland trails around Teatown Lake. The nature center is under construction; trails stay open.
Official site ↗