Hampshire County, Massachusetts
623 hiking & walking trails · 4parks, recreation areas & campgrounds · 27 cities. Real OpenStreetMap + Recreation.gov data, with a free trail map for every listing.
About Hiking in Hampshire County, Massachusetts
Hampshire County is home to 623 mapped hiking trails and 4 federal parks, campgrounds, and recreation areas spread across 27 cities. Trail data is sourced from OpenStreetMap contributors; park and campground info comes from Recreation.gov.
Looking for something specific? Search all trails in Hampshire County or browse parks. Want to narrow further? Pick a city below to see only that city’s outdoor options.
Trails & Parks in Hampshire County
Up to 204 pinpoints showing trail and park locations across the county.
Cities in Hampshire County
Click any city to see trails and parks within it.
3 more cities in this county.
Sample Parks in Hampshire County
Sample Trails in Hampshire County
Curated Guides for Hampshire County
Frequently Asked Questions
Are there hiking trails in Hampshire County, Massachusetts?
Yes — we have 623 mapped hiking and walking trails in Hampshire County, Massachusetts, sourced from OpenStreetMap. Browse the full list below, with distance, elevation, and difficulty for each.
What is the longest hiking trail in Hampshire County, Massachusetts?
The longest mapped trail in Hampshire County, Massachusetts is Holland Glen at 0.1 miles near Belchertown. This reflects only trails with a mapped distance in our OpenStreetMap-sourced data — longer routes may exist that aren't fully tagged yet.
What is the most difficult hiking trail in Hampshire County, Massachusetts?
Entrance Exam near Granby is rated hard — the toughest classification among Hampshire County, Massachusetts's mapped trails.
What is the best hiking trail in Hampshire County, Massachusetts for families?
Holland Glen near Belchertown is one of the best family picks in Hampshire County, Massachusetts — easy difficulty and 0.1 miles round trip, short enough for kids and first-timers. See the full family hiking guide below for more options.
Is there a trail map for Hampshire County, Massachusetts?
Each of the 623 trails in 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 Hampshire County, Massachusetts?
Hampshire County, Massachusetts has 4 parks, recreation areas, and federal facilities in our index (3 classified as recreation areas). Each listing includes activities, photos where available, and directions.
Can I go camping in Hampshire County, Massachusetts?
We don't show any campgrounds with mapped campsites in Hampshire County, Massachusetts right now — check the state level for more camping options nearby.
Where can I find hiking trails and parks near Hampshire County, Massachusetts?
Browse all hiking trails, walking trails, parks, and campgrounds across Massachusetts for more options beyond Hampshire County, Massachusetts.
Hiking guides for Massachusetts
Statewide rankings and guides — useful context for Hampshire County.
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.