Windham County, New York
190 hiking & walking trails · 6parks, recreation areas & campgrounds · 36 cities. Real OpenStreetMap + Recreation.gov data, with a free trail map for every listing.
About Hiking in Windham County, New York
Windham County is home to 190 mapped hiking trails and 6 federal parks, campgrounds, and recreation areas spread across 36 cities. Trail data is sourced from OpenStreetMap contributors; park and campground info comes from Recreation.gov.
Looking for something specific? Search all trails in Windham County or browse parks. Want to narrow further? Pick a city below to see only that city’s outdoor options.
Trails & Parks in Windham County
Up to 196 pinpoints showing trail and park locations across the county.
Cities in Windham County
Click any city to see trails and parks within it.
12 more cities in this county.
Sample Parks in Windham County
Sample Trails in Windham County
Curated Guides for Windham County
Frequently Asked Questions
Are there hiking trails in Windham County, New York?
Yes — we have 190 mapped hiking and walking trails in Windham 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 Windham County, New York?
Sugar Brook Snowshoe Loop near Central Village is rated hard — the toughest classification among Windham County, New York's mapped trails.
What is the best hiking trail in Windham County, New York for families?
Airline Railbed near Putnam is one of the best family picks in Windham 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 Windham County, New York?
Each of the 190 trails in Windham 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 Windham County, New York?
Windham County, New York has 6 parks, recreation areas, and federal facilities in our index (2 classified as recreation areas). Each listing includes activities, photos where available, and directions.
Can I go camping in Windham County, New York?
Yes — 3 of Windham County, New York's parks have mapped campsites, from first-come sites to Recreation.gov reservations. The largest is Winhall Brook Camping Area with 111 sites. See the full campgrounds guide below for the ranked list.
Where can I find hiking trails and parks near Windham County, New York?
Browse all hiking trails, walking trails, parks, and campgrounds across New York for more options beyond Windham County, New York.
Hiking guides for New York
Statewide rankings and guides — useful context for Windham 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.