Cheshire County, New York
288 hiking & walking trails · 0parks, recreation areas & campgrounds · 25 cities. Real OpenStreetMap + Recreation.gov data, with a free trail map for every listing.
About Hiking in Cheshire County, New York
Cheshire County is home to 288 mapped hiking trails and 0 federal parks, campgrounds, and recreation areas spread across 25 cities. Trail data is sourced from OpenStreetMap contributors; park and campground info comes from Recreation.gov.
Looking for something specific? Search all trails in Cheshire County or browse parks. Want to narrow further? Pick a city below to see only that city’s outdoor options.
Trails & Parks in Cheshire County
Up to 200 pinpoints showing trail and park locations across the county.
Cities in Cheshire County
Click any city to see trails and parks within it.
1 more cities in this county.
Sample Trails in Cheshire County
Curated Guides for Cheshire County
Frequently Asked Questions
Are there hiking trails in Cheshire County, New York?
Yes — we have 288 mapped hiking and walking trails in Cheshire County, New York, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the best hiking trail in Cheshire County, New York for families?
Abandoned Railroad Grade near Harrisville is one of the best family picks in Cheshire 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 Cheshire County, New York?
Each of the 288 trails in Cheshire 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 Cheshire County, New York?
We don't have parks or recreation areas mapped in Cheshire County, New York yet.
Can I go camping in Cheshire County, New York?
We don't show any campgrounds with mapped campsites in Cheshire County, New York right now — check the state level for more camping options nearby.
Where can I find hiking trails and parks near Cheshire County, New York?
Browse all hiking trails, walking trails, parks, and campgrounds across New York for more options beyond Cheshire County, New York.
Hiking guides for New York
Statewide rankings and guides — useful context for Cheshire County.
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.