Tarrywile Half Marathon

Tarrywile Half Marathon is held in Danbury, Connecticut, on November 15, 2026, and despite its name the day carries three trail distances: a marathon (26.2 miles), a half marathon (13.1 miles) and a 10K (6.2 miles). All of them run on the trails of Tarrywile, and the event is organized by Steep Endurance, so every format shares the same wooded southern New England terrain in mid-November.

Expect a trail half to run noticeably slower than a road one. Fallen leaves hide roots and rocks at this time of year, and short, punchy climbs break any rhythm you try to settle into. The 10K makes a good first trail race, the half is a natural step sideways for road runners curious about dirt, and the marathon asks for real trail-specific volume. In each case, train on hills and rehearse power-hiking the steep pitches rather than fighting to hold even splits.