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Running Calendar near Oakville 2025-2026

Monthly updates for Oakville

Get new running races (and updates) in your inbox every month.

Explore the top running races near Oakville for 2025-2026! We've gathered 73 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
December 2025
Dec
20
Sa

Jingle Bell Run - Saint Charles

5 km
Dec
20
Sa

Reindeer Run - Columbia

5 km
Dec
21
Su

Bodies Race Company - St. Peters

5 km 12 km
Dec
27
Sa

St. Louis Track Club Frostbite Series

2 mi 5 km ... 20 km 13 mi
Dec-Jan
27-24
Sa

Stick Season Trail Run Series

Triathlon
January 2026
Jan
1
Th

Doomsday 5k - Oakville, MO

Trail Run 5 km
Jan
1
Th

Way of Lights Run

2 mi 5 km
Jan
1
Th

Snowball Series - Clayton-Tamm

5 km 4 mi 7 km 5 mi
Jan
3
Sa

Stick Season Trail Run Series

Triathlon
Jan
4
Su

Shivery Icy Trail Run

Trail Run 5 km 10 km 13 km
Jan
10
Sa

St. Louis Track Club Frostbite Series

2 mi 5 km ... 20 km 13 mi
Jan
10
Sa

Stick Season Trail Run Series

Triathlon
Jan
17-18
Sa - Su

The Shippey Endurance Runs

Trail Run 20 mi 40 mi 100 km 100 mi
Jan
17
Sa

Stick Season Trail Run Series

Triathlon
Jan
24
Sa

Time Travel Half-Marathon - St. Louis

5 km 10 km Half Marathon
Jan
24
Sa

The Frozen Stick Half Marathon Trail Run

Trail Run 5 mi 13 mi
Jan
24
Sa

St. Louis Track Club Frostbite Series

2 mi 5 km ... 20 km 13 mi
Jan
24
Sa

Stick Season Trail Run Series

Triathlon
Jan
31
Sa

Castlewood Cup

Trail Run 15 km
February 2026
Feb
7
Sa

963 Beulah Challenge

Trail Run 13 mi 25 mi 50 km