Trail Running calendar near Oakville 2026-2027

We have found 38 Trailruns within 80 miles of Oakville. See below where and when you can find the races.

This trail run/walk in Greenville's Patriot's Park is a 5K event supporting childhood cancer research. It takes place on scenic trails and is inspired by a personal story of courage.

Trail races at Greensfelder County Park on September 26, 2026 offering 53K, half marathon and half marathon ruck on technical single track with significant elevation gain, four stocked aid stations, finisher medals and post race food.

Run the scenic Katy Trail with 5k 10k or half marathon options followed by a celebration at The Wine Cafe featuring whiskey sampling coffee and local donuts in St. Charles.

October 2026

A 13 mile trail event on rugged sections of the Ozark Trail from Taum Sauk Mountain to Johnson Shut-ins State Park, offered as both a run and a hike and held to raise funds for the Ozark Trail Association.

Experience technical trails and rolling hills at Greensfelder Park with distance options ranging from 8 miles to a 50K ultra. This cup free event features a repeating loop format through scenic Missouri woodlands.

Event Details This is the second annual Backyard Ultra marathon in New Town, Missouri. It takes place in October. Course Format The event involves runners completing a loop of 4.17 miles each hour. Participants have until the start of the n..

Experience the first foot race at Dr. Edmund A. Babler Memorial State Park with a 15 km trail run or a 20 lb weighted ruck division in Wildwood, Missouri.

An 18th annual **101-mile** point-to-point ultramarathon near Steelville, Missouri, on technical single-track with about 12,000 feet of climb, 13 aid stations, drop bags, crew access, and pacer options; 2026 Missouri RRCA State Ultra Champi..

November 2026

Test your endurance at Turkey Ridge with a timed trail race in Wildwood. Complete as many 1.8 mile loops as possible in two or four hours while navigating 347 feet of elevation gain per lap.

Celebrate Thanksgiving in St. Louis with this annual running event featuring multiple distances from a half marathon to a kids dash. Enjoy chip timing designer shirts and custom medals for all participants.

December 2026

Honor history through a winter endurance trek in the St. Francois Mountains. Choose between a 40 mile expedition, a 17 mile overnight challenge, or an accessible 4 mile hike through Johnson Shut Ins State Park.

January 2027

Multiple distances at Beaumont Scout Reservation near High Ridge Missouri. Routes run on hilly single and double track with indoor aid stations and include new 50K and 25K options with set hour cutoffs.

February 2027

Test your endurance at Maramec Spring Park with trail distances ranging from a 5K to a 100 mile ultra. Experience historic forest trails and technical Ozark terrain at this multi distance running event.