The 20 Most Challenging Hikes in America, Ranked

13. Pemi Loop – New Hampshire

Difficulty: Class 2

The Pemi Loop is a grueling yet rewarding 32-mile trek through the White Mountains of New Hampshire. Known for its relentless rocky terrain and extreme elevation changes—totaling 18,000 feet—the loop tests both physical stamina and mental toughness. Hikers must tackle eight 4,000-foot peaks along the route, each offering breathtaking views that make the challenge worthwhile.

This loop is the ultimate high-intensity adventure, compressing some of the most rugged and scenic terrain in the Northeast into a single multi-day hike. For those seeking a physically demanding yet unforgettable experience, the Pemi Loop delivers.