Windsor County, Vermont
407 hiking trails · 0parks & campgrounds · 33 cities. Real OpenStreetMap + Recreation.gov data.
About Hiking in Windsor County, Vermont
Windsor County is home to 407 mapped hiking trails and 0 federal parks, campgrounds, and recreation areas spread across 33 cities. Trail data is sourced from OpenStreetMap contributors; park and campground info comes from Recreation.gov.
Looking for something specific? Search all trails in Windsor County or browse parks. Want to narrow further? Pick a city below to see only that city’s outdoor options.
Trails & Parks in Windsor County
Up to 200 pinpoints showing trail and park locations across the county.
Cities in Windsor County
Click any city to see trails and parks within it.
9 more cities in this county.
Sample Trails in Windsor County
Hiking guides for Vermont
Statewide rankings and guides — useful context for Windsor County.
Photo: Tobias MrzykThe 10 Longest Hiking Trails in Vermont, Ranked
Vermont's longest mapped hiking trails, ranked by distance with notes on what makes each route worth the commitment.
Photo: Sergei AkulichVermont's 10 Most Punishing Trails by Elevation Gain
Steep is hard. These are the ten Vermont trails with the most total elevation gain — quad-burners earned by hard climbing.
Photo: Tobias MrzykThe Best Beginner-Friendly Hikes in Vermont
Ten gentle, well-marked Vermont trails perfect for first-time hikers, families, or recovery days.
Photo: Joshua EarleThe 10 Most Challenging Hikes in Vermont
Vermont's ten hardest hikes — expert difficulty, big mileage, or serious exposure. Reserved for experienced hikers.
Photo: Joshua EarleThe Best National Parks & Recreation Areas in Vermont
Federal parks and recreation areas in Vermont ranked by what they actually offer hikers and campers, not just popularity.
Photo: Sergei AkulichBest Waterfall Hikes in Vermont: 10 Trails to See Falls Up Close
Vermont's best hikes to named waterfalls — from short family-friendly viewpoints to all-day cascade chasing.