Trail Running calendar near Campbellsville 2026-2027

GRC Cross Country Daniel Boone 5K is in Winchester, KY on September 5, 2026, with a down and back course from Lincoln and East Hickman to the country club. Entry fee is $30 and shirt registration is available until August 22.

A community Pride Run at Coldstream Park on September 19, 2026 featuring a chip timed 5K with awards and a 1 mile fun walk. Proceeds support local LGBTQ+ school programs and related resources.

The 30th annual Spoonbread Festival 5K in Berea KY offers a chip timed 5K on a flat paved trail, an untimed 1 mile fun walk, and a virtual 5K option with commemorative shirts and age group awards.

A running event in Iroquois Park with an approximately 7.5 mile Lookout course and a 3.4 mile Short Loop option. Finishers receive medals and shirts are available by preorder with limited race day sales.

A charity 5K at Coldstream Park/Legacy Trail in Lexington on September 26, 2026 benefits NICU babies, with an in-person chip timed 5K, a kids 1/4 mile dash, and a virtual 5K option with mailed shirts.

A 24-hour endurance event at Bowling Green Hot Rods Baseball Park on September 26, 2026, run on a 0.31-mile concourse loop. Solo and four-person relay formats, full overnight aid station, finishers' medals, shirts and awards including a 100..

Experience the natural beauty of the Big South Fork National River and Recreation Area with a loop trail race featuring 17.5 mile and 10K options primarily on single track terrain.

Experience the natural beauty of Lexington at the Raven 10K Trail Run. Run or walk through grassy fields and primitive trails at the Raven Run Nature Sanctuary or join the event virtually from any location.

Honor history at the Mogadishu Mile, a four person team obstacle course and one mile ruck run in Georgetown. Work together to complete 500 total reps and a weighted run without leaving any team member behind.

Trail runs at Jefferson Memorial Forest with an 8-mile route and a 5-mile option, cupless hydration, on-course water for the 8 miler, restroom facilities, awards for overall male and female, and a virtual option.

Experience a unique trail run through the hills and woodlands of Gravel Switch. Enjoy a route featuring meadows and steep climbs followed by a pancake breakfast and handmade awards at the local heritage festival.

A second-annual fall 5K hosted by Gleaning Housing at Coldstream Park / Legacy Trail in Lexington, KY, with pumpkins for donors and snacks and drinks for all participants. Participants may bring or wear a pumpkin costume.

Experience a technical hundred mile loop through the Big South Fork National River and Recreation Area. Runners will encounter sandstone arches and waterfalls across Tennessee and Kentucky with a thirty four hour cutoff.

On Oct 24, 2026 trail races at O'Bannon Woods State Park include a 50K featuring the Adventure Hiking Trail with about 4500 ft elevation gain, plus a two lap half marathon on a 6.6 mile loop, a single 6.6 mile loop, and a 5K.

Two trail races, 50K and 25K, take place at Mammoth Cave National Park on October 24, 2026 starting from Bell's Tavern Pavilion. The crushed gravel out and back course has ascents and descents, cupless aid stations, and limited entries.

Little Batty Trail Runs on 10/25/2026 in Nancy, KY features trail courses of 13.1 miles, 10K and 5K with creek or dry lake bed crossings, cross country sections and a short pavement segment; registration runs 3/20 to 8/31/2026.

A Last Man Standing backyard ultra in Jamestown TN using a 4.167 mile out-and-back loop through private woods and across Barn Creek. Aid next to the corral, RV and tent camping, and a belt buckle for 100 mile finishers.

A Thanksgiving trail event at Pulaski Park in Nancy, Kentucky on November 26, 2026 featuring a 5K and a 1 mile fun run with proceeds benefiting the American Cancer Society and awards for overall, age group, and team divisions.

Experience an exclusive trail event at the Harry S. Frazier Scout Reservation featuring looping courses through Kentucky forest and a runner's village by John Barr Lake with distances from 5K up to 100 miles.

Road running event in Bowling Green, KY on 12/12/2026 offering 5K, 10K and a half marathon on gravel out-and-back courses, with registration via RunSignup and finisher medals and awards available.