Trail Running calendar near Franklin Park 2025-2026

Run the Trail Golf Endurance Challenge at Trailyard Outpost in Valparaiso with 50K or 10M loop courses and relay teams. Unique golf style scoring by Hole turns every loop into a strategic race that rewards speed and smart pacing.

Tackle scenic single track and winding trails at the Oakadoke Trail Runs in Valparaiso on August 1, 2026, with 4, 9, and 18 mile options. Enjoy creek crossings, farmland views and a friendly post race gathering for all finishers.

Take on the Chupacabra Endurance 10 hour Run in Westville, IN, a looped trail challenge with an hourly clock that keeps the pace intense. Enjoy aid stations, a limited edition shirt and a wooden medal while racing for prizes and pride.

Tackle rugged trails at the GristMill Grind in Franklin Creek State Natural Area, featuring 5K and 10K routes with creek crossings, bluffs and forest canopy. All proceeds support Franklin Creek conservation and park improvements.

Timely Nonsense is a playful timed ultrarun in Chicago offering 3, 6, and 12 hour options on a roughly one mile paved loop inside a scenic 58 acre park. Hourly challenges, team relays, and a lively aid and vendor area keep the day fun for r..

Run scenic trails at Tryon Farm in Michigan City with distances from a 2 mile fun run to a 50k ultra. Enjoy grassy fields, single track and friendly aid stations while supporting the Tryon Farm Institute and the Crazy Legs Race Series.

Enjoy a scenic fall trail run at Saw Wee Kee Park with twisting soft paths, ups and downs and seasonal mud or wildflowers. Chip timed wave starts, unique series medal piece and seasonal swag for early registrants.