Trail Running calendar near Shandaken 2025-2026

Take on a scenic 5 mile trail run through Muscoot Farm in Katonah on Oct 25 with kids races for young runners. Cross the finish to collect Farm Bucks to spend at the Muscoot Farmer's Market and enjoy a festive community atmosphere.

Fall Back into the Trails is a weekend trail running festival at Red Wing Recreation Area in Lagrangeville NY with 100k, 50k and 10k options. Enjoy full aid, custom finisher medals and awards, and UTMB Index status for the 50k and 100k.

Join 8 Hours at the Farm at Gurski Farm in Brookfield CT. Run repeated 4 mile loops on rolling single track and farm trails in a community driven, spectator friendly trail running experience.

Pocantico Hills Races at Rockwood Hall in Tarrytown on November 7, 2026 feature marathon and half marathon loop courses on wide carriage roads. Expect rolling climbs, Hudson River and Palisades views, fields, forests and car free trails.

Take on the Raven Rocks Run 10k through rocky climbs, ridgelines, ravines and hilly meadows at Ward Pound Ridge Reservation. This scenic but challenging trail route finishes by the old fire tower and closes out the Trail Mix series.

Tarrywile Half Marathon on November 16 2025 challenges runners with technical single track, about 3,000 feet of climbing, and sweeping park views. Choose 10K, half or full marathon in scenic Tarrywile Park.