Trail Running calendar near Danbury 2025-2026

The Pocantico Hills Marathon, taking place in Rockefeller State Park, offers both a marathon and a half marathon on scenic, rolling courses with stunning views of the Hudson River and Palisades. Participants will enjoy a picturesque route featuring fields, stone walls, lakes, and forests. This event..

The Raven Rocks 10k is an annual trail race held at the Ward Pound Ridge Reservation in Cross River, NY. Scheduled for November 9, 2025, this challenging course features rocky climbs, ridgeline trails, and scenic views, making it a favorite among trail running enthusiasts. Participants can also enga..

The Brookhaven Trail Half Marathon is a premier running event organized by the Strong Island Running Club, taking place in Brookhaven State Park. This event features a challenging half marathon distance along with a 5-mile option, catering to runners of various skill levels. Participants can enjoy t..

The Tarrywile Half Marathon is renowned as one of the toughest trail half marathons, featuring nearly 3,000 feet of elevation gain and technical Northeast single track terrain. Set in Tarrywile Park, the course offers stunning views of Danbury and its serene lakes. Participants can choose from three..

Rob's Trail Run Edition is a running event taking place at Stillwell Woods Preserve in Woodbury, NY. Scheduled for November 30, 2025, the event features two main races: a 5K Adult Trail Run and a 5K High School or Youth Trail Run, catering to participants of different age groups. This event aims to ..

The Tower Tag Challenge is a trail running event held at Sleeping Giant State Park in Connecticut, featuring a scenic course that ascends over 600 feet to the Observation Tower. Participants can choose between 4-hour and 8-hour options, completing loops on the Tower Trail, which is approximately 3.3..