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Trail races in West County & Chesterfield (2026-27)

Updated November 6, 2026

3 trail races are coming up in West County & Chesterfield in the next 90 days; the next is Trail Trot on Turkey Ridge on Saturday, November 28 in Wildwood. 5 trail races are listed in West County & Chesterfield for the next 12 months; the next one starts from $75.

All St. LouisSt. Louis & Inner Suburbs (6)West County & Chesterfield (5)St. Charles County (6)Metro East (Illinois) (4)

• Sat28Nov

  Trail Trot on Turkey Ridge

  Sat Nov 28 · 8:00 AM · Wildwood · West County & Chesterfield

  1.8 milesTrail

  from $75Sign up ↗
• Sat28Nov

  Turkey Trails - St. Louis

  Sat Nov 28 · 8:00 AM · Maryland Heights · West County & Chesterfield

  1 mile5K10KHalf marathonTrail

  from $22Goes up Nov 9Sign up ↗
• Sat16Jan

  The Stick Season Trail Run and Series

  Sat Jan 16 · 9:00 AM · Glencoe · West County & Chesterfield

  4 miles5.5 miles · Jan 3010KHalf marathon · Jan 30Trail

  from $39Goes up Dec 11Sign up ↗
• Sat13Feb

  The Frozen Stick 5 Mile and Half Marathon Trail Run

  Sat Feb 13 · 9:00 AM · Glencoe · West County & Chesterfield

  5KHalf marathonTrail

  from $49Goes up Dec 25Sign up ↗
• Sat1May

  The Spring Sprung 5k-10k 10K Ruck and Half Marathon

  Sat May 1 · 8:00 AM · Ballwin · West County & Chesterfield

  5K10KHalf marathonTrail

  from $39Goes up Apr 3Sign up ↗

Quick answers

How many trail races are in West County & Chesterfield in the next 3 months?

3 trail races are listed in West County & Chesterfield between November 7 and February 5. The next is Trail Trot on Turkey Ridge on Saturday, November 28 in Wildwood.

What is the cheapest trail race in West County & Chesterfield right now?

Turkey Trails - St. Louis on November 28 has the lowest listed entry fee in the next 90 days: $22. Prices are before the registration platform's processing fee.

When does the next early-bird price end for trail races in West County & Chesterfield?

Turkey Trails - St. Louis: the 5K goes from $40 to $44 after November 9. 3 more of these trail races publish a later price increase.

Are there trail races in West County & Chesterfield this weekend?

None are listed for November 7 to November 8. The next is Trail Trot on Turkey Ridge on Saturday, November 28 in Wildwood.