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2026 Skippo Swag will be announced soon!


Registration is open.
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| Event | Distance | When | Entry fee | Cap |
|---|---|---|---|---|
| Saturday, Oct 31, 2026 | ||||
| 10k | 10K | Oct 31, 20269:00 AM | $49$54 after Oct 27, 2026 | – |
| Sunday, Nov 1, 2026 | ||||
| 10k - Half Marathon Challenge | Half Marathon | Nov 1, 20268:00 AM | $98 | – |
| 30k | Other | Nov 1, 20268:00 AM | $69$74 after Oct 27, 2026 | – |
| 40k Challenge - 10k and 30k | 10K | Nov 1, 20268:00 AM | $108 | – |
| Half-Marathon | Half Marathon | Nov 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.
The 10K fee goes up to $54 on Oct 27, 2026.
Online registration closes Nov 2, 2026, unless the race fills first.
At $98, entry is about 51 percent above a typical half marathon in Missouri, which costs $65 right now.
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.
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.
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.
What the organizers of The SKIPPO Trail Race cover on their registration page, in brief.
Shirt and medal
2026 Skippo Swag will be announced soon!
Organize this race? Add details or a correction
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.