Sleeping Giant Trail Runs

Hamden, United States • 29 Mar 2026

The Sleeping Giant Trail Runs, held at Sleeping Giant State Park in Hamden, Connecticut, is a challenging trail running event featuring 25K and 50K distances. Known as one of the toughest races in the Northeast, the course offers over 3,000 feet of vertical gain per 25K loop, with a mix of smooth carriage roads, technical rocky singletrack, and steep rock scrambles. Runners navigate iconic trails including the Yellow, White, and Quinnipiac (Blue) Trails, reaching the park's highest point at the Observation Tower. The race emphasizes sustainability with a cup-less policy and provides aid stations with hydration and snacks. Post-race festivities include food, beverages, and awards for top finishers. Visit the organization's website for the most recent information.

Race information

50 km
50k
25 km
3000 m+
25k
Visit the organization's website for the most recent information.
Trail runs nearby

The Spring Fling 600 is an annual trail running event hosted by the CT Trailmixers at YMCA Camp Sloper in Southington, Connecticut. The event features two main races: the 600-minute race where participants run as many loops as possible on a roughly three-mile trail course within 10 hours, and a 6-mi..

The Run Ragged Last Person Standing event, hosted by the CT Trailmixers, is an exciting endurance race set in the rugged terrain of Ragged Mountain, Berlin, CT. Participants will tackle a challenging 3.11-mile loop, with one hour to complete each lap. The race continues until only one runner remains..

The 16th Annual Farmington River Run 5K Trail Race is scheduled for May 18, 2025, at Winding Trails in Farmington, Connecticut. This scenic race takes place on a designated 5K trail within a 300-acre area surrounding Walton Pond. Participants can compete for awards in various categories, including o..

The Mine Hill Half Marathon, held in Roxbury, Connecticut, is known as the toughest road half marathon in the state. Starting and finishing at the scenic Mine Hill Distillery, the challenging 13.1-mile course features a mix of paved and dirt roads with significant elevation changes, including a stee..

The Flanders Field & Forest 5K is an annual trail run and walk held at Flanders’ Van Vleck Farm & Nature Sanctuary in Woodbury. Covering 3.1 miles of scenic trails, the event welcomes participants of all ages and fitness levels. It is officially timed and features divisions for different age groups,..

The Ansonia Six Hour Trail Run is a challenging endurance event held at the Ansonia Nature Center in Ansonia, Connecticut. Participants run counter-clockwise loops of approximately 1.9 miles on moderately technical singletrack trails featuring about 170 feet of elevation gain per loop. The course of..