Hikes · Massachusetts
Best hikes in Massachusetts.
Massachusetts hiking is the Berkshires and traprock ridges — Greylocks summit, Monument Mountain, and Bash Bish Falls.
Boots on
10 hikes worth the detour.
Sorted easy to expert. Every one mapped with distance, route type, and elevation gain — built for everyone from the RV & camping crew to the bucket-list crowd.
a quarter-mile granite chasm to scramble through
Bash Bish Fallsthe tallest single-drop falls in the state
Halibut Pointa granite-quarry coast walk on Cape Ann
Skinner (Mount Holyoke)a historic summit house above the Oxbow
Monument Mountaina Berkshire quartzite ridge
Mount Watatica bald summit at the south end of the Wapack Range
Wachusett Mountaincentral Massachusetts’ highest peak, with old-growth forest
Blue Hills (Skyline Loop)rocky ridgeline views over Boston
Mount Tom (Holyoke Range)traprock cliffs over the Pioneer Valley
Mount Greylockthe state high point, with a war-memorial tower
Plan the Massachusetts trip
Hikes, gems, scenic drives — all in one Massachusetts guide.
See everything worth the detour in Massachusetts, then let Roamward build the trip around it. Know a Massachusetts trail we’re missing? Add it — we’re building this with the people who actually hike it.