Hampshire County, Massachusetts
623 hiking trails · 4parks & campgrounds · 27 cities. Real OpenStreetMap + Recreation.gov data.
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
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.