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The SKIPPO Trail Race 2026

Date
Race weekend: Saturday to Sunday, October 31 to November 1, 2026
Start time
9:00 AM start (Chicago)
Entry fee
From $49 · goes up to $54 on Oct 27, 2026
Included with entry
Includes a shirt
Fundraising
Takes optional donations when you register
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Official race website

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Events and entry fees

EventDistanceWhenEntry feeCap
Saturday, Oct 31, 2026
10k10KOct 31, 20269:00 AM$49$54 after Oct 27, 2026–
Sunday, Nov 1, 2026
10k - Half Marathon ChallengeHalf MarathonNov 1, 20268:00 AM$98–
30kOtherNov 1, 20268:00 AM$69$74 after Oct 27, 2026–
40k Challenge - 10k and 30k10KNov 1, 20268:00 AM$108–
Half-MarathonHalf MarathonNov 1, 20268:00 AM$59$64 after Oct 27, 2026–

Entry fees exclude processing fees. Prices and dates come from the race's registration page and refresh nightly.

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The 10K fee goes up to $54 on Oct 27, 2026.

Race day planning

Entry fee schedule

  • 10k: $49 until Oct 27, then $54 until Oct 31, then $59 until Oct 31.
  • 10k - Half Marathon Challenge: $98 until Nov 2.
  • 30k: $69 until Oct 27, then $74 until Nov 1, then $79 until Nov 2.
  • 40k Challenge - 10k and 30k: $108 until Nov 2.

Online registration closes Nov 2, 2026, unless the race fills first.

How the price compares

At $98, entry is about 51 percent above a typical half marathon in Missouri, which costs $65 right now.

Light and altitude

Sunrise on race morning is at about 7:26 AM, and the 10k starts at 9:00 AM. The start sits about 550 feet above sea level.

Fees exclude processing fees. Comparisons use current entry fees and published results from races nearby.

Start location and course

Castlewood State Park, Ballwin, MO 63021

The pin marks the address the race lists, which is usually the start. The organizers have not shared a course map with us yet.

Typical race-day weather

Around October 31 the day usually runs from 47°F at dawn to 62°F in the afternoon, with measurable rain on about 24% of days. Cold snaps dip to 34°F and hot years reach 77°F.

Based on 75 days within a week of the date over the last 5 years, from historical weather for the start area. Not a forecast.

From the race's page

What the organizers of The SKIPPO Trail Race cover on their registration page, in brief.

Shirt and medal

Race Swag

2026 Skippo Swag will be announced soon!

Full details on the race's RunSignup page

Race details

Where
Castlewood State Park, Ballwin, MO 63021Map
Course
Trail
Start elevation
About 550 feet
Results posted by the race
Results
Included with entry
Long Sleeve Tech T-Shirt
Donations
Accepted when you register
Distances
10K, Half Marathon, Other
Editions
2026 (Oct 31, 2026), 2025 (Nov 1, 2025), 2024 (Nov 2, 2024), 2023 (Nov 11, 2023), 2022 (Nov 12, 2022), 2021 (Nov 13, 2021)

Organize this race? Add details or a correction

Plan your race

Quick answers

When is The SKIPPO Trail Race?
It is a race weekend, Saturday to Sunday, October 31 to November 1, 2026: 10K on Saturday; Half Marathon, Other, 10K on Sunday.
How much does it cost?
Entry starts at $49 before processing fees, and rises to $54 on Oct 27, 2026.
When does registration close?
Online registration closes Nov 2, 2026, unless the race fills first.
Is the entry fee high for Missouri?
At $98, entry is about 51 percent above a typical half marathon in Missouri, which costs $65 right now.
Do runners get a shirt or medal?
Entry includes a shirt, according to the race's registration page. Check it for sizes and whether kids' races get the same.
Can I donate to a cause when I register?
Yes. The registration form offers an optional donation, usually for the charity or nonprofit the race supports. The race's own page names the cause.
What distances can I run?
10K, Half Marathon, Other.
Where does it start?
Castlewood State Park, Ballwin, MO 63021.

From the organizers

The Skippo began in 2009 as a 20k trail race in beautiful Castlewood State Park that featured two 10k loops on a fairly flat course except, of course, for the famous stairs! In 2011, we wanted to involve as many runners as possible so we added two more options, a 10k and a 30k. The Skippo then evolved into a two-day format in order to accommodate growth and popularity. In 2019 the 20k was changed to a Half-Marathon, and thus the modern day SKIPPO was born.

Read the full description on RunSignup