Ansonia Trails 5K

A trail race at Sleeping Giant State Park featuring more than 30 miles of varied terrain from carriage roads to technical rocky singletrack, presented as one of the tougher events in the Northeast and organized by Steep Endurance.

Experience an authentic off road adventure in Guilford with a 10k trail loop featuring technical single track paths and rock scrambles through Westwoods to support local land conservation.

Experience a community trail event in Cross River featuring a competitive 5k race, a scenic 4k walk, and a 200m kids dash. Explore the wooded hills of the John Jay Community Trail ending at the campus contest field.

A women only trail running event at Lake Mohegan in Fairfield, Connecticut on April 25, 2026, organized by Steep Endurance to raise awareness of trail running for women. Entry fees are listed between $30 and $80.