Hiking Trails & Parks in Ossining, New York
32 hiking & walking trails and 0parks, recreation areas & campgrounds in Ossining, located in Westchester County, New York. Free trail map for every listing.
About Outdoor Recreation in Ossining, New York
Ossining offers 32 mapped hiking trails and 0 federally managed parks within the city or nearby. Located in Westchester County, New York, it’s a starting point for hikers, campers, and casual nature seekers.
Explore more nearby: Westchester County overview, all Westchester County trails, or statewide New York list.
Hiking Trails in Ossining
Curated Guides for Ossining
Frequently Asked Questions
Are there hiking trails in Ossining, Westchester County, New York?
Yes — we have 32 mapped hiking and walking trails in Ossining, Westchester County, New York, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the most difficult hiking trail in Ossining, Westchester County, New York?
Old Croton Aqueduct Trail near Ossining is rated hard — the toughest classification among Ossining, Westchester County, New York's mapped trails.
What is the best hiking trail in Ossining, Westchester County, New York for families?
Nelson Avenue near Ossining is one of the best family picks in Ossining, Westchester County, New York — easy difficulty, short enough for kids and first-timers. See the full family hiking guide below for more options.
Is there a trail map for Ossining, Westchester County, New York?
Each of the 32 trails in Ossining, Westchester County, New York has its own page with an interactive map, GPS coordinates, and a link to view it on OpenStreetMap — no app or account needed.
What parks and recreation areas are in Ossining, Westchester County, New York?
We don't have parks or recreation areas mapped in Ossining, Westchester County, New York yet.
Can I go camping in Ossining, Westchester County, New York?
We don't show any campgrounds with mapped campsites in Ossining, Westchester County, New York right now — check the county level for more camping options nearby.
Where can I find hiking trails and parks near Ossining, Westchester County, New York?
Browse all hiking trails, walking trails, parks, and campgrounds across Westchester County for more options beyond Ossining, Westchester County, New York.
From the OutsideAtlas Blog
Photo: Sergei AkulichThe 10 Longest Hiking Trails in New York, Ranked
New York's longest mapped hiking trails, ranked by distance with notes on what makes each route worth the commitment.
Photo: Joshua EarleNew York's 10 Most Punishing Trails by Elevation Gain
Steep is hard. These are the ten New York trails with the most total elevation gain — quad-burners earned by hard climbing.
Photo: Maddi BazzoccoThe Best Beginner-Friendly Hikes in New York
Ten gentle, well-marked New York trails perfect for first-time hikers, families, or recovery days.
Photo: Holly MandarichThe 10 Most Challenging Hikes in New York
New York's ten hardest hikes — expert difficulty, big mileage, or serious exposure. Reserved for experienced hikers.
Photo: Diego LozanoThe Best National Parks & Recreation Areas in New York
Federal parks and recreation areas in New York ranked by what they actually offer hikers and campers, not just popularity.
Photo: Tobias MrzykBest Waterfall Hikes in New York: 10 Trails to See Falls Up Close
New York's best hikes to named waterfalls — from short family-friendly viewpoints to all-day cascade chasing.