Loading...

❄️ WINTER SALE! 50% OFF on Supporter Accounts — now through January 31st. Unlock a full year of exclusive website & app perks. Learn More.

HomeTrailsBest Trails in Massachusetts

Hiking Trails in Massachusetts

Default image for Link Trail, a 2.2-mile trail in Holyoke, Massachusetts (US)

2.2 mi
Easy
Loop

H. H. Jackson to Robert Frost Spur Trail

Amherst, Massachusetts

Default image for High Rock Summit, a 0.1-mile trail in Wrentham, Massachusetts (US)

0.1 mi
Easy
Loop

Harbor Overlook Loop

Barnstable, Massachusetts

1.0 mi
Easy
Out-and-Back

DOC Trail

Holyoke, Massachusetts

1.9 mi
Moderate
Loop

IMBA Access Trail

Granby, Massachusetts

2.0 mi
Easy
Out-and-Back

Robinson State Park Main Road Hike

Feeding Hills, Massachusetts

1.8 mi
Easy
Out-and-Back

Cape Cod Rail Trail (Brewster)

Brewster, Massachusetts

1.7 mi
Easy
Out-and-Back

Yellow Dot Trail

Feeding Hills, Massachusetts

0.1 mi
Easy
One-Way

Whiting St Reservoir to M&M Trail

Holyoke, Massachusetts

20.3 mi
Easy
Out-and-Back

Minuteman Commuter Bikeway Trail

Cambridge, Massachusetts

1.1 mi
Easy
Loop

Stevens Nature Trail

Salisbury, Massachusetts

Showing 265 to 276 of 304 Hiking Trails

Trails by Category

Vista trails

Scenic gorge of cascades representing waterfall trails

Waterfall hikes

Summit trails

Dog-friendly

Camping trails

A.T. hikes

Best of the Alps: Hiking, Adventure & Scenery

Plan your ultimate European Alps adventure! Discover the best hiking trails, epic scenery, and villages in the Swiss Alps, Dolomites, Chamonix, and Lake Como.

Read

Explore

Colorado's Million Dollar Highway

Plan a day's drive adventure along the iconic Million Dollar Highway in Colorado. Explore the best short trails, roadside stops, waterfalls, vistas, ghost towns, and hot springs within a ~6 hour road trip.

Read

Explore

Glacier's Going-to-the-Sun Road

Discover the breathtaking beauty of Glacier National Park along the iconic Going-to-the-Sun Road. From stunning roadside stops to picturesque waterfalls and vistas, this engineering marvel offers endless opportunities for exploration.