Trail Running calendar near Lexington 2026-2027

A trail run at Waverly Park on June 13 with 6 mile and half marathon options; complete three of four series races to earn a cryptid medal and series survivor shirt.

Run a scenic lakeside out and back 5K at Freeman Lake Park to support families affected by Batten Disease. Every participant receives a finisher medal for completing this meaningful community event in Elizabethtown.

A June 20 nature run at Loretto Motherhouse offering 5K, 10K and a virtual 5K. The course goes through woodlands, lakes and grassy trails, walkers are welcome and proceeds support the Loretto Community.

Experience a 3.6 mile trail run at French Park featuring meadows and multiple creek crossings. This fourth leg of the Dirt Days Trail Series offers age graded awards and random door prizes in a picturesque Cincinnati park.

Trail event at Turkey Run Park offering timed 5 mile race with awards and a timed 3 mile fun run; proceeds benefit Second Chances Wildlife Center with a single track wooded course and a midway water stop.

Experience private trails and spectacular arch views at The Ascent in the Red River Gorge. Choose between the 5K and 10K distances for a rewarding trail event featuring significant climbs and professional timing.

Experience a weekend of outdoor sports at McDougal Lake with trail runs and mountain bike races ranging from 4 to 32 miles. Compete for podium spots or enjoy the party lap at this multi discipline trail festival.

A 30K trail race at Mount Airy Forest in Cincinnati made of three 10K loops. Finishers receive a t-shirt and medal; the race counts toward the Alpine Trail Race Series and awards series points.

A strategy-driven trail event at Paintsville Lake State Park where a marked half marathon course includes ten optional off-trail checkpoints with time bonuses. Two checkpoints are drawn mandatory at the start and skipping them creates penal..

The Zenith Adventure Trek will take place in Pine Ridge on Saturday 11 July 2026. You can run 20 miles.

A point-to-point *31 Miler* from Downtown Elizabethtown to Brandenburg waterfront with a 50-runner limit, required crew support, verified qualifying results, and mandatory safety equipment and procedures.

Tiger Trail is a series of 5K events on July 18, 2026 at Lawrenceburg Trail in Lawrenceburg, Indiana. It is organized as SIRC 3, a fundraiser for the Lawrenceburg cross country team, with separate fees and registration dates.

An overnight relay event at Kroger Field in Lexington offering marathon, double marathon and 12 hour ultra relay options. Proceeds support cancer patient care and the event is cupless, so participants should bring their own cup.

Evening cross country races of 5k and 10k at Masterson Station Park on July 24, 2026, with music, food trucks and bourbon tastings. The 5k allows walkers and the 10k has a 16 minutes per mile cutoff.

A trail event at French Shelter Park in Cincinnati offering 5K, 10K and half marathon routes with notable elevation gain, themed 5K and 10K races, finisher medals, and a half marathon finisher t shirt.

Run For Dreams in Shelbyville offers 12 hour, 6 hour and 3 hour individual timed races plus a 6 hour team relay to benefit The Dream Factory. The course is a two mile cross country loop at Red Orchard Park and food will be available.

Experience the original event of the Dirt Days Trail Series at East Fork State Park. Run through densely wooded trails on a 5.6 mile or 10.8 mile course with options for early starts and various participation categories.

Trail runs in Iroquois Park with 7 mile and 4 mile options as part of the Kentucky Cryptid Series. Complete three of four races in-person or virtually to earn a Cryptid Series survivor medal and shirt.

A women-only 5K obstacle mud run in Glencoe, KY on August 16, 2026, featuring 18+ obstacles and open to participants aged seven and up. Participants may run, jog, or walk the course with an emphasis on teamwork and fun.

Experience a cross country race through the scenic grounds of Talon Winery in Lexington. Enjoy a finisher award plus a glass of wine and live music at the post race celebration.