Trail Running calendar near Grafton 2025-2026

Miles for Marshall 5K Trail Run for Childhood Cancer is held in Greenville, Illinois, at 1000 Patriot's Park, on Saturday, September 27, 2025. The event features a 5K Run/Walk along a scenic trail course suitable for runners of all levels. Described as an extraordinary, heartwarming adventure, it bl..

The Great Pumpkin Run in Washington, Missouri, is hosted at Drews Dream Pumpkin Patch, with the start and finish near the YMCA at 400 Grand Avenue. The event blends a trail run and a road race, featuring uphill sections and a unique requirement: participants carry a pumpkin for the duration. It offe..

DeClue Loops Trail Race is a premier Missouri trail event held at Greensfelder Park in Wildwood. The DeClue Trail offers four distance options: 8 miles (one loop), 16 miles (two loops), a marathon (three loops), and 50K (four loops) on an 8.2‑mile loop starting and finishing near the Visitor’s Cente..

Backyard Ultra in New Town is the first annual ultra to be held in Saint Charles, Missouri, at the New Town amphitheater (3246 Rue Royale St). The event centers on a 4.17-mile loop, with a last-person-standing format requiring runners to be back at the start within the next hour to begin the next la..

The event takes place at Minnie Ha Ha Park in St. Louis, MO (801 Old Gravois Road). It is a timed endurance event with the following race options: 12-hour 6-hour The course is a USATF-certified paved loop measuring 1.17 miles. The loop is chip timed and runs through a mostly flat, wooded park wi..

Tom Sawyer's Trial by Trail is a 10K trail race held in Hannibal, Missouri, known as America’s Hometown. The course features a mix of technical single track, double-wide dirt paths, and scenic paved walking trails within the Sodalis Nature Preserve. Runners face 900 feet of elevation gain, including..

The Babler Bongo 15K Trail Race, taking place at Dr. Edmund A. Babler Memorial Park in Wildwood, MO, is an exciting trail running event scheduled for October 25, 2025.This race features a 15K trail run and a new 15K RUCK option, where participants carry a weighted backpack. The course includes a loo..

The Run 4 Impact is a 5K trail run/walk held at Cliff Cave County Park, 806 Cliff Cave Road, St. Louis, MO, on October 25, 2025. Online registration has tiered pricing: $39.05 (May 7 - Jun 30), $44.35 (Jul 1 - Sep 30), and $49.65 (Oct 1 - Oct 24). Late and race-day registrations are accepted after..

The SKIPPO Trail Race takes place at Castlewood State Park’s Special Events Area in Ballwin, Missouri. It offers multiple trail distances: 10k, Half-Marathon, 30k, plus the 10k-Half Marathon Challenge and the 40k Challenge (10k and 30k). The event spans two days (November 1–2, 2025) to accommodate g..

MCDD Beaver Dam Dash Trail Run 2025 is scheduled for Saturday, November 1, 2025, at Beaver Dam State Park, 14548 Beaver Dam Ln, Carlinville, IL. The course is run mostly on single-track trails. The event is a fundraiser for the Macoupin Center for the Developmentally Disabled (MCDD). MCDD serves ad..

Whiskey Run St. Louis / St. Charles unfolds along the Katy Trail in Saint Charles, MO, with a race start/finish at the Katy Trail Parking Lot (1050 S Riverside Dr).The event offers 5K, 10K, and Half Marathon distances; the Half Marathon is described as two 10K laps plus 1K. Aid stations are located..

Turkey Trails - St. Louis, a Bodies Race Company event, is a family-friendly Thanksgiving-themed race at Queeny Park—Smith Shelter, Ballwin, MO 63011. The lineup includes 5k and 10k routes, a 1-mile Kids Dash, a virtual race option, and a Volunteer then Run track.Expect great swag—a designer shirt a..

Trail Trot on Turkey Ridge takes place in Wildwood, Missouri. The race offers two timed endurance options on Turkey Ridge: 2 hours and 4 hours, each run on a 1.8-mile loop with 347 feet of elevation gain per lap. Courses run counterclockwise, start and finish at the trailhead, challenging runners to..

Wild in the Woods - 5 & 10 mile Trail Race is held at Broemmelsiek Park, Defiance, MO, in St. Charles County. The fifth annual edition on December 6, 2025, offers two trail distances: 5 miles and 10 miles.It is the second event in the Big River Trail Series, a points-based circuit where runners earn..

The event is at LaSalle Springs Middle School, 3300 Highway 109, Wildwood, MO 63038 on December 6, 2025. It offers two race distances: Marathon (about 26.2-ish miles) 1/2 Marathon (about 13.1-ish miles) Online registration closes November 30, 2025. Race day registration is available; race day fee..

The Pere Marquette Endurance Trail Run is a challenging 7.8-mile trail race held annually in December at Pere Marquette State Park in Grafton, Illinois. Celebrating its 35th year, the course features hilly terrain and scenic views through the park. Participants enjoy pre-race coffee and packet picku..

Doomsday 5K is a 5K trail race at Cliff Cave County Park near Oakville, Missouri. The course starts on pavement, then follows the dirt Spring Valley Trail Outer Loop for most of the race, finishing on pavement, totaling about 5K with roughly 272 feet of elevation gain. The all-dirt Spring Valley Tra..

The Shippey Endurance Runs take place January 17-18, 2026 at Beaumont Scout Reservation, High Ridge, Missouri. Event distances include: 100 miles 100k 40 miles (night) 20 miles 100-mile 3-5 person relay Registration closes January 9, 2026. No refunds are allowed after registration. Runners may ch..

The FROZEN STICK Trail Run takes place on January 24, 2026 in Glencoe, Missouri (3300 Mo-109, 63038). The event is a stand-alone race and also serves as the finale to the Stick Season Trail Run Series. Series registration includes a hoodie and registers the entrant for this race as well; single-eve..

Castlewood Cup returns for its 18th year on January 31, 2026, at Castlewood State Park in Ballwin, Missouri. The 15-kilometer trail race courses through Castlewood’s renowned single-track, offering a scenic mix of hills, switchbacks, and occasional flat sections. As part of the Big River Trail Serie..