Trail Running calendar near Stillwater 2026-2027

We have found 21 Trailruns within 80 miles of Stillwater. See below where and when you can find the races.

Experience the 12th annual Ancient Trail Trek in Sand Springs, Oklahoma at Keystone Ancient Forest, where scenic trails wind through old growth post oaks, cedars and rocky outcrops. Choose 5K, 10K or 15K and collect a custom finisher medal.

Join Rodeo Stampede Oklahoma City for a fun run with distances from a kids dash to a half marathon, chip timed races, and finisher shirts and medals. Enjoy varied trails, aid stations, a costume contest, and post race refreshments.

March 2026

Run Trail Madness at Turkey Mountain in Tulsa on March 8, 2026 with 4K, 8K or 16K courses that wind through popular and hidden trails. Enjoy a finisher tee and medal plus a post race cookout with beer for 21+.

Discover the Red Coyote Lucky 66 5K on March 15, 2026 in Edmond, featuring a new route along the Spring Creek trail. Run or walk in person with a pushchair option or go virtual and support Cleats For Kids while enjoying a fun community race..

Run the Dessert Dash in Oklahoma City on March 22 at Stars & Stripes Park for a sweet, family friendly race with in person and virtual options. Choose Kids Dash, 1 mile, 5K or 10K and enjoy a race tee, finisher medal and dessert.

Join Finish the Race at Ruby Grant Park in Norman on March 28, 2026 for a family friendly 5K, 1 Mile Fun Run and Kids Dash. Enjoy a scenic trail course, race swag and timing while helping send kids to Camp Unite.

April 2026

Explore scenic single track trails around Lake McMurtry from 5K to 50K with a welcoming vibe for runners, hikers and dogs on leash. Finishers earn a buckle or medal and get a race tee, stocked aid stations, photos and a post race meal.

May 2026

Take on the Chisholm Trail Fest Run half marathon in Caldwell, Kansas May 2, 2026, where 13.1 miles wind through rocky terrain and red dirt hills. Enjoy a scenic, challenging trail experience and secure your spot before registration closes.

Run or walk the fourth annual Trail To Recovery 5K and 1 Mile at Ruby Grant Park on May 9, 2026 to support Cleveland County recovery court and local mental health services. Scenic, mostly flat park trails welcome all abilities.

A trail run at Camp McClintock near Bartlesville on May 16, 2026, featuring a 5-mile loop that returns to the start. Dogs on leash and trekking poles are allowed; participants are responsible for their own safety.

Bring neon and nostalgia to Running Through the Decades 1980s Edition at Wheeler Park on May 17, 2026. Run distances from a kids dash to a half marathon, enjoy live 80s music, a costume contest, and a finisher medal and shirt.

June 2026

Celebrate summer at the Red White and Blue Half Marathon in Oklahoma City. Choose from a kids dash through 13.1 miles, enjoy a finisher shirt and medal, aid stations and awards, plus in person or virtual options for every runner.

Join Trail Nut at Turkey Mountain on June 20, 2026 for a spirited 5K and 1 Mile on scenic trails. Timed races with finisher medals and a double entry option make this a fun challenge for first timers and seasoned runners alike.

August 2026

Beat the heat at the Summer Meltdown Half Marathon, Aug 2, 2026, at Wheeler Park in Oklahoma City. Choose from kids dash, 1 mile, 5K, quarter or half plus a virtual option, enjoy aid stations, postrace awards and a race rally.

September 2026

Trail races at Turkey Mountain on September 7, 2026 offering 5 Mile and 2 Mile courses that start and finish at the lower parking lot. Entrants receive a race t-shirt and a finisher medal and the event closes the Turkey Triple series.

Join Barely Running for a fun clothing optional 5K at Oaklake Trails in Depew, Oklahoma on September 26. Entry includes park access, refreshments and a keepsake magnet. Meal upgrades are available and first time visitors must call ahead.

A multi distance race day at Draper Park on September 27, 2026 featuring a kids dash, chip timed 5K, quarter and half marathons, a costume contest, medals and shirts for all finishers, and postrace awards and music.

October 2026

Celebrate Day of the Dead with a festive run in Oklahoma City at Wheeler Park. Costume contest, live music and Mexican food pair with distances from a kids dash to a half marathon for a fun, family friendly race day.

November 2026

Join the Turkey Shuffle in Oklahoma City on November 7, 2026 at Stars & Stripes Park for family friendly races, a lively DJ, costume contest and medals for all finishers. Choose from a kids dash, 1 mile, 5K, 10K or virtual entry with snacks..

December 2026

Celebrate the season with the Gingerbread Lane 5K and 10K at Stars & Stripes Park in Oklahoma City on December 6. Enjoy festive fun with shirts, medals, a holiday costume contest, music, and cookies and milk at the finish.