Hiking Trails & Parks in Chesterfield, Massachusetts
3 hiking & walking trails and 0parks, recreation areas & campgrounds in Chesterfield, located in Cheshire County, Massachusetts. Free trail map for every listing.
About Outdoor Recreation in Chesterfield, Massachusetts
Chesterfield offers 3 mapped hiking trails and 0 federally managed parks within the city or nearby. Located in Cheshire County, Massachusetts, it’s a starting point for hikers, campers, and casual nature seekers.
Explore more nearby: Cheshire County overview, all Cheshire County trails, or statewide Massachusetts list.
Hiking Trails in Chesterfield
Curated Guides for Chesterfield
Frequently Asked Questions
Are there hiking trails in Chesterfield, Cheshire County, Massachusetts?
Yes — we have 3 mapped hiking and walking trails in Chesterfield, Cheshire County, Massachusetts, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the best hiking trail in Chesterfield, Cheshire County, Massachusetts for families?
Habitat Tr. near Chesterfield is one of the best family picks in Chesterfield, Cheshire County, Massachusetts — 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 Chesterfield, Cheshire County, Massachusetts?
Each of the 3 trails in Chesterfield, Cheshire County, Massachusetts 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 Chesterfield, Cheshire County, Massachusetts?
We don't have parks or recreation areas mapped in Chesterfield, Cheshire County, Massachusetts yet.
Can I go camping in Chesterfield, Cheshire County, Massachusetts?
We don't show any campgrounds with mapped campsites in Chesterfield, Cheshire County, Massachusetts right now — check the county level for more camping options nearby.
Where can I find hiking trails and parks near Chesterfield, Cheshire County, Massachusetts?
Browse all hiking trails, walking trails, parks, and campgrounds across Cheshire County for more options beyond Chesterfield, Cheshire County, Massachusetts.
From the OutsideAtlas Blog
Photo: Sergei AkulichThe 10 Longest Hiking Trails in Massachusetts, Ranked
Massachusetts's longest mapped hiking trails, ranked by distance with notes on what makes each route worth the commitment.
Photo: Tobias MrzykMassachusetts's 10 Most Punishing Trails by Elevation Gain
Steep is hard. These are the ten Massachusetts trails with the most total elevation gain — quad-burners earned by hard climbing.
Photo: Sergei AkulichThe Best Beginner-Friendly Hikes in Massachusetts
Ten gentle, well-marked Massachusetts trails perfect for first-time hikers, families, or recovery days.
Photo: Holly MandarichThe 10 Most Challenging Hikes in Massachusetts
Massachusetts's ten hardest hikes — expert difficulty, big mileage, or serious exposure. Reserved for experienced hikers.
Photo: Diego LozanoThe Best National Parks & Recreation Areas in Massachusetts
Federal parks and recreation areas in Massachusetts ranked by what they actually offer hikers and campers, not just popularity.
Photo: Tobias MrzykBest Waterfall Hikes in Massachusetts: 10 Trails to See Falls Up Close
Massachusetts's best hikes to named waterfalls — from short family-friendly viewpoints to all-day cascade chasing.