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Owensboro · United States

Cycling & running events in Owensboro, 2026

72events this year

72 races within 80 km of Owensboro

Road, trail, gravel, MTB — you name it, we've got it. Find something worth telling your friends about.

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Top events

A few races to know in Owensboro

We all need a goal — why not think big? Pick one and start training for it. Already happened this year? Find some practice races to build toward next year's edition.
Run·Road
Owensboro

Run For Foxy Roxie

Run For Foxy Roxie is a community 5K run/walk in downtown Owensboro, Kentucky. It begins at 8:00 a.m. CDT from Smother's Park Overlook Stage. This is the race's fourth year, held in memory of Roxanne Pickrell, known as Foxy Roxie, who passed away from brain cancer. In addition to the 5K, there is a 1-mile walk and a Kids Dash, allowing families, walkers, and young children to participate. The course begins and ends at the riverfront stage. Part of the route follows Frederica Street. The race benefits the Roxanne Pickrell Memorial Fund, which collects donations for local nonprofits under the mission #supportacause. Proceeds from the 5K go to the Owensboro Fire Department Hose Handlers. The event also provides T-shirts and awards.

Road
Run·Trail
Owensboro

Rudy Rumble Trail Run

The Rudy Rumble Trail Run is a 10K trail race held on the Rudy Mines trails in Owensboro, Kentucky. The event is based at 137 Overstreet Road. The main race begins at 9:00 AM EDT. A 10 & Under Kids Run is scheduled for earlier in the morning, catering to younger participants. The course follows trails through Rudy Mines, offering an off-road 10K experience distinct from a street race. All participants receive a finisher medal. The top three male and top three female finishers will be presented with awards. The kids race provides a shorter distance for families prior to the main event.

Trail
Run·Road
Owensboro

RYR Endurance Race Weekend

The RYR Endurance Race Weekend is an annual event held in Owensboro, Kentucky, featuring a marathon, half marathon, 50K ultra, 10K, and 5K spread across two days. The marathon structure is distinctive: a Saturday marathon with a 9-hour time limit, followed by a Sunday competitive marathon for those aiming for a Boston qualifier or a personal best. Both marathons utilize the same USATF-certified course, which also includes the area's first certified marathon and half marathon routes. The course is a multi-loop out-and-back on an asphalt greenway with minimal elevation gain, following a creek, passing two lakes, and crossing wooded areas. This loop design allows spectators to view participants multiple times from a single location, and runners have access to standard aid stations as well as personal support tables. The Saturday marathon shares the course with the half marathon and 50K, whereas the Sunday marathon has a limited field and runs exclusively. All participants receive a shirt, all finishers receive a substantial medal, and all profits benefit the Wendell Foster Center.

Road
About cycling & running in Owensboro

Owensboro Training Notes

Running: Yellow Creek Trail gives runners about 2 miles of gravel, and Riverside Walk gives the city centre a 1-mile paved shakeout along the Ohio River. Yellow Creek Trail gives runners about 2 miles of gravel, and Riverside Walk gives the city centre a 1-mile paved shakeout along the Ohio River. Trail of Dreams, Legend Park Trail, Moreland Trail, and Joe Ford Nature Park fill the shorter Z2 days. Rudy Mines Trail brings the punchy stuff, and the Rudy Rumble Trail Run makes it matter. Owensboro YMCA BBQ 5K, MLK Dreamer's Dash 5k, and Run For Foxy Roxie keep the road-race calendar familiar.

Cycling: Owensboro Bicycle Club gives riders the local pack, with group rides 4 nights a week and nearly every morning during the warmer parts of the year. The club pulls from Owensboro and the surrounding counties, so group rides have consistent turnout during the season. Underground Railroad Cycling Route and TransAmerica Trail both pass through Owensboro, while Keen Road, Sutherland Road to Pettit Road, Barclay Ave, and Sharp Rd give gravel bikes quick dirt. The area has 25 miles of singletrack designed by mountain bikers. The main loop is 53 km and gains 261 m.

Season: Warmer parts of the year suit both sports best, especially when the Owensboro Bicycle Club rides stop feeling like bottle-freezing business. Summer brings hot, humid days, so locals start early, keep intervals honest, and save longer Z2 rides or runs for the steadier parts of the week. The Greenbelt, Riverside Walk, and Yellow Creek Trail stay useful because shade, pavement, and gravel let you choose the effort. Winter brings moderately cold days and bigger day-to-day swings, so runners stay flexible on pace and cyclists trade some pack miles for shorter rides, Rudy Mines laps, or maintenance miles when the weather opens.

Upcoming

Coming soon in Owensboro

All races within 80 km, sorted by date. Click any event for the route, registration link, and past results.
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