Cheshire County, Vermont
406 hiking & walking trails · 0parks, recreation areas & campgrounds · 26 cities. Real OpenStreetMap + Recreation.gov data, with a free trail map for every listing.
About Hiking in Cheshire County, Vermont
Cheshire County is home to 406 mapped hiking trails and 0 federal parks, campgrounds, and recreation areas spread across 26 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.
2 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, Vermont?
Yes — we have 406 mapped hiking and walking trails in Cheshire County, Vermont, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the best hiking trail in Cheshire County, Vermont for families?
Abandoned Railroad Grade near Harrisville is one of the best family picks in Cheshire County, Vermont — 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, Vermont?
Each of the 406 trails in Cheshire County, Vermont 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, Vermont?
We don't have parks or recreation areas mapped in Cheshire County, Vermont yet.
Can I go camping in Cheshire County, Vermont?
We don't show any campgrounds with mapped campsites in Cheshire County, Vermont right now — check the state level for more camping options nearby.
Where can I find hiking trails and parks near Cheshire County, Vermont?
Browse all hiking trails, walking trails, parks, and campgrounds across Vermont for more options beyond Cheshire County, Vermont.
Hiking guides for Vermont
Statewide rankings and guides — useful context for Cheshire 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.