Hiking Trails & Parks in Chesterfield, Massachusetts
3 hiking & walking trails and 1parks, recreation areas & campgrounds in Chesterfield, located in Hampshire County, Massachusetts. Free trail map for every listing.
About Outdoor Recreation in Chesterfield, Massachusetts
Chesterfield offers 3 mapped hiking trails and 1 federally managed parks within the city or nearby. Located in Hampshire County, Massachusetts, it’s a starting point for hikers, campers, and casual nature seekers.
Explore more nearby: Hampshire County overview, all Hampshire County trails, or statewide Massachusetts list.
Parks & Campgrounds in Chesterfield
Hiking Trails in Chesterfield
Curated Guides for Chesterfield
Frequently Asked Questions
Are there hiking trails in Chesterfield, Hampshire County, Massachusetts?
Yes — we have 3 mapped hiking and walking trails in Chesterfield, Hampshire 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, Hampshire County, Massachusetts for families?
(overgrown) near Chesterfield is one of the best family picks in Chesterfield, Hampshire 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, Hampshire County, Massachusetts?
Each of the 3 trails in Chesterfield, Hampshire 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, Hampshire County, Massachusetts?
Chesterfield, Hampshire County, Massachusetts has 1 parks, recreation areas, and federal facilities in our index. Each listing includes activities, photos where available, and directions.
Can I go camping in Chesterfield, Hampshire County, Massachusetts?
We don't show any campgrounds with mapped campsites in Chesterfield, Hampshire County, Massachusetts right now — check the county level for more camping options nearby.
Where can I find hiking trails and parks near Chesterfield, Hampshire County, Massachusetts?
Browse all hiking trails, walking trails, parks, and campgrounds across Hampshire County for more options beyond Chesterfield, Hampshire 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.