DAYS

HOURS

MINS

SECS

Unlock HiiKER PRO+

SALE ENDS SOON!

DISCOUNT ON ALL PRO+ FEATURES

chevron_right
close

Explore Hampshire County Hikes by Distance, Elevation, Difficulty, and More

location_on Massachusetts · 129 Hiking Trails

View Trails on map

What to expect

Check out some of the best hiking, walking and backpacking routes in Hampshire County, Massachusetts. The Robert Frost Trail is the most popular trail. The trails have 9 user reviews with great photos and information. There are trails of various difficulty levels including easy and medium. The trail with the highest elevation climb is the Moore Hill in DAR State Forest Loop and the trail with the least amount of climbing is the River to Range Trail. The longest trail is the Robert Frost Trail at 61.7 km. For a shorter adventure you can try the Glendale Brook Trail via Clark Wright Road at 514 m. Get off line access to History, Restaurant, Town, and Peak locations and much more with a Hiiker subscription.

Guide to hiking in Massachusetts

Be prepared for hiking in Massachusetts with the HiiKER app