Trail Running calendar near Oakville 2024-2025

We have found 18 Trailruns within 80 miles of Oakville. See below where and when you can find the races.

The Doomsday 5K is an inaugural trail race taking place at Cliff Cave County Park in Oakville, MO, on January 1, 2025. Organized by Terrain Trail Runners, this event offers a beginner-friendly course that combines paved and dirt trails, featuring rolling hills and natural obstacles. Participants can..

The Shivering Icy Trail Run (ShITR) is an exciting winter running event taking place at Creve Coeur Park in Saint Louis, MO. Participants can choose from various distances, including a 1-mile run, 5k, 10k, and a half marathon, all set against the scenic backdrop of Mallard Lake. The courses feature ..

The Shippey Endurance Runs, taking place in January 2025, is a premier trail ultra event located at the Beaumont Scout Reservation near St. Louis, Missouri. This event features various distances, including a 100-mile race, 100K, 40-mile, and 20-mile options, as well as relays.The course consists of ..

February 2025

The Castlewood Cup is a challenging 15km trail running event held at Castlewood State Park, featuring a course that includes various terrains such as uphills, downhills, and switchbacks. Celebrating its 17th edition in 2025, participants can enjoy a post-race party with BBQ, beer, and live music. Th..

The 963 Beulah Challenge is an annual night trail race taking place on February 1, 2025, at Greensfelder County Park in Wildwood, Missouri. Organized by Terrain Trail Runners, this event features three timed race options: 9 hours, 6 hours, and 3 hours, with a scenic 4.2-mile loop course that include..

Iron Heart is a Valentine's Day Trail Run taking place at the Forest City MTB Trail in St. James, MO. This event celebrates love, friendship, and the outdoors, offering participants the choice of a 5K or 5-Mile loop.Runners can participate solo or in a relay team, making it a versatile event for all..

The Queeny Backyard Ultra is a unique running event taking place in Queeny Park, St. Louis, MO, featuring a "Last Person Standing" format. Participants must complete a 4.19-mile loop within one hour, continuing this process until only one runner remains.The course includes a mix of paved and dirt tr..

March 2025

The Weldon Spring Trail Marathon and Half, organized by the St. Louis Track Club, invites runners to experience a scenic and challenging course in Weldon Spring, MO. Set against a backdrop of beautiful landscapes, participants will navigate through wooded areas, scenic overlooks, and diverse terrain..

The Schon Park 3/6/9 Endurance Runs, hosted by Ultra Bound Coaching, is an exciting endurance event taking place in Glen Carbon, Illinois. Participants can choose from three timed events: a 3-hour, 6-hour, or 9-hour run, all set on a scenic 1.5-mile looped course featuring paved paths and rolling hi..

April 2025

The Ozark Foothills Endurance Runs is a premier running event taking place in Wildwood, Missouri, featuring a variety of race distances including 100M, 100K, 50M, 50K, a NIGHT 50K, marathon, and 25K. Scheduled for April 5-6, 2025, the event emphasizes sustainability by being cup-free, encouraging pa..

The Double Chubb event in St. Louis, MO, offers participants a choice of three race distances: 50K, 25K, and 8M, taking place at West Tyson County Park. This trail race emphasizes a relaxed atmosphere, with an approximate 8.5-hour cutoff for all distances.Participants can pick up their race packets ..

May 2025

The Thunder Chicken 100K Stage Races is a three-day trail running event held at Camp Wyman in Eureka, Missouri. Scheduled for May 2-4, 2025, participants can choose to run all three stages or select individual races, including a 21-mile, 26-mile, or 25K course. The event features challenging terrain..

The Berryman 50 Mile and Marathon Trail Races, organized by the Saint Louis Ultrarunners Group, will take place on May 17, 2025, at Berryman Campground in the Mark Twain National Forest, Missouri. This annual event features a challenging 26.4-mile loop course, with participants completing one loop f..

June 2025

Baby Shippey is an exciting summer running event held at the Beaumont scouting property, featuring challenging trails that test participants' endurance and skills. Runners can choose between a Half Marathon (approximately 13.25 miles) and a 10K (approximately 6.25 miles), both of which include rugge..

The Dark 2 Dawn Night Trail Races, organized by Terrain Trail Runners, is an exciting overnight trail running event taking place at Indian Camp Creek Park in Foristell, MO. Participants can choose from three race options: a 10K, a 6-hour, or a 9-hour timed ultra, all set on a scenic loop course feat..

August 2025

The 3 Legged Monster Race is an exciting relay event scheduled for August 16, 2025, in the scenic Ozark Trail, Missouri. This unique race features teams of two competing in three distinct legs: trail running, mountain biking, and paddling. Participants will navigate through the beautiful landscapes ..

October 2025

The Devil's Toll Race is a challenging 13-mile event set in the scenic Ozark Trail of Missouri, featuring rugged terrain and significant elevation changes. Participants can choose to run or hike solo or in teams, navigating through stunning landscapes, including Taum Sauk Mountain and Mina Sauk Fall..

The Ozark Trail 100 Mile Endurance Run is a premier ultra-running event held in the stunning landscapes of Missouri's Mark Twain National Forest. Celebrating its 17th year, this challenging race covers 101 miles of scenic single-track trails, featuring approximately 12,000 feet of elevation gain and..