The SKIPPO Trail Race 2026 — Ballwin, MO

Date
October 31, 2026
Location
Ballwin, MO
Venue
Castlewood State Park
Start Time
9:00 AM
Entry Fee
$49.00 – $108.00
Events
10k, Half-Marathon, 30k, 10k - Half Marathon Challenge, 40k Challenge - 10k and 30k
Includes
Long Sleeve Tech T-Shirt
Register NowRegistration OpenOfficial Race Website

The SKIPPO Trail Race offers trail running options across 10K, half marathon, and 30K distances at Castlewood State Park near Ballwin, Missouri. Set for October 31, 2026, the event starts at 9:00 AM, giving runners their choice of distances based on fitness level and race goals. Entry fees range from $49 to $108 depending on the distance selected. The park setting provides a natural trail running environment for athletes training for fall trail races or looking to add variety to their training schedule. Whether you're targeting a quick 10K effort or tackling the longer 30K challenge, SKIPPO delivers multiple options for trail runners of different abilities and ambitions.

From the Race Organizer
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. Consider entering the team competition for the Skippo Saturday 10k! Sign up, convince a few friends to join you and come see if you are St. Louis' fastest trail team. Up to Five people may join the same team, and the three fastest members of your team will have their times combined to determine the winner.

Hotels Near This Race

Find accommodation close to the start line in Ballwin, MO. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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The SKIPPO Trail Race 2026 — Ballwin, MO

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Race Travel Insurance

Don't forget travel insurance for October 31.

You've trained for months and booked a trip to Ballwin, MO. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.

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Frequently Asked Questions

When is The SKIPPO Trail Race 2026 — Ballwin, MO?

The SKIPPO Trail Race 2026 — Ballwin, MO takes place on October 31, 2026. The race is held in Ballwin, Missouri.

Where is The SKIPPO Trail Race 2026 — Ballwin, MO held?

The SKIPPO Trail Race 2026 — Ballwin, MO is held at Castlewood State Park in Ballwin, Missouri.

Where can I find hotels near The SKIPPO Trail Race 2026 — Ballwin, MO?

RaceHotelFinder shows hotels sorted by distance from the race venue in Ballwin. Use the map or list view on this page to compare options and book race weekend accommodation.