Trail Running calendar near Gravel Switch 2026-2027

Trail 5K and new 10K on private property near Natural Bridge Campground in Red River Gorge with packet pickup, awards, shirts and medals. A virtual option includes a commemorative shirt and finisher medal for a donation.

A 31-mile road endurance run on July 12, 2026, from downtown Elizabethtown to Brandenburg with strict qualification and safety requirements, limited to 50 runners and supported by crew vehicles.

Overnight running relays and ultramarathon events at Kroger Field in Lexington on July 18 to 19, 2026 raise funds for cancer patient support care. Options include marathon relays, a double marathon relay, a 12 hour ultra, and a survivors wa..

A cross-country 5k and 10k at Masterson Station Park on July 24, 2026, and the first race in a three-event series. Participants receive a race shirt, finisher award and a bourbon tasting ticket; under-21s do not receive tasting tickets.

A fundraising running event at Red Orchard Park in Shelbyville supporting The Dream Factory. Timed 3 hour, 6 hour and 12 hour events plus a 6 hour team relay take place on a two mile cross country course.

A charity 5K and virtual 5K at River Front Park in Brandenburg supporting an 11 year old boy with a serious brain injury; proceeds will help cover medical and out of pocket treatment expenses.

A two-day trail running and mountain bike weekend at McDougal Lake in Hodgenville, KY, featuring distances from 4 to 32 miles, junior and e-bike divisions, looped courses, and a Double Down multi-event option.

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 at Pop's Landing, Haddix Farms on August 16, 2026, featuring 18+ obstacles. Open to women aged 7 and older, the event emphasizes teamwork and a non-competitive atmosphere.

An evening of trail races at Pulaski County Park in Nancy, Kentucky, offering distances from 5K up to a 36K stage race, plus relay and combined-entry options. Registration windows and fees are listed for several events.

A 12 hour trail event at Saunder Springs Nature Preserve in Radcliff, Kentucky, offering solo, two person, and four person team options on a loop course that mixes technical and runnable trail with waterfalls and creekside sections.

A cross-country 5K and 10K at Talon Winery in Lexington with finisher awards and a wine drink ticket; under-21 participants receive the award but not the wine. The event includes wine sales, live music, and an after-party in the tasting roo..

Freedom 250 2.5K Trail Race at Pulaski County Park on August 29, 2026 features winding trails and rolling hills. The event acknowledges National Overdose Awareness Month and lists a $25 registration fee.

Experience a unique trail race through the historic Blackacre Nature Preserve featuring wooded paths and farm animal sightings. Choose between 4 or 8 mile distances and enjoy post race ice cream at the historic homestead.

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 trail stage race on the Knobstone Trail with 5 mile, Half Marathon, 18 miler and a new 50K option; proceeds support the Suicide Awareness Mission and local scholarship grants.

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.

Set on the Adventure Trail at O'Bannon Woods State Park on Sept 19, 2026, this event offers 50-mile (solo or relay), 50K and 25K options on rolling technical singletrack. Camping and on-site lodging are available, with aid stations and fini..

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.