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Trail Running Calendar near Webster Groves 2026-2027

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Explore the top trail runs near Webster Groves for 2026-2027! We've gathered 35 exciting races in the area. Check out our detailed list below to find your next local race.

January 2027
Jan
9
Sa

Stick Season Trail Run Series

Trail Run 4 mi 8 km 10 km Half Marathon
Jan
16-17
Sa - Su

The Shippey Endurance Runs

Trail Run 25 km 20 mi ... 100 km 100 mi
Jan
30
Sa

Castlewood Cup

Trail Run 15 km
February 2027
Feb
6
Sa

963 Beulah Challenge

Trail Run
Feb
13
Sa

The Frozen Stick Half Marathon Trail Run

Trail Run 5 mi 13 mi
Monthly updates for Webster Groves

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Feb
13
Sa

Stick Season Trail Run Series

Trail Run 4 mi 8 km 10 km Half Marathon
April 2027
Apr
3
Sa

Double Chubb 50K

Trail Run 8 mi 25 km 50 km
Apr
9-11
Fr - Su

Ozark Foothills Endurance Runs

Trail Run 25 km 26 mi ... 100 km 100 mi
Apr-May
30-2
Fr - Su

Thunder Chicken 100K Stage Races

Trail Run 25 km 21 mi 26 mi 100 km
May 2027
May
1
Sa

The Spring Sprung Ruck and Half Marathon

Trail Run 5 km 10 km 13 mi
May
1
Sa

Drink MO Wine Run

Road Race Trail Run 5 km 10 km 13 mi
June 2027
Jun
1
Tu

Love to Run St. Charles

Trail Run 5 km 10 km 13 mi
Jun
6
Su

Baby Shippey

Trail Run 6 mi 13 mi
July 2027
Jul
3
Sa

Rockin' Riverfest Half Marathon

Trail Run 5 km 10 km 13 mi
Jul
3
Sa

Rockin' Riverfest 10k Fun Run

Trail Run 5 km 10 km Half Marathon
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