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.

In 2023 we're excited to announce our all new 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.