First Mondays Summer Trail Series

Iola, United States • 1-3 Jun-Aug 2026

Event Overview

The First Mondays Summer Trail Series is a three-event trail running series. It takes place at the Iola Winter Sports Club in Iola, Wisconsin. The races are scheduled for the first Mondays of June, July, and August, with the final event serving as the series championship.

Distances and Activities

The main event is a 5 km trail race. Each monthly event features a different course. Alongside the 5 km, there is a separate "vertical challenge" race where participants run from the bottom of ski jumps to the top on a different hill each event. A free 1 km race is available for kids.

Event Details

This is an untimed event. Participants can earn points throughout the series, which convert into raffle tickets for a giveaway at the final August event. Day-of registration is available for each event. Visit the organization's website for the most recent information.

Race information

3 mi
First Mondays Summer Trails Series: August
3 mi
First Mondays Summer Trail Series: July
3 mi
First Mondays Summer Trail Series: June
Visit the organization's website for the most recent information.
Trail runs nearby

A spring trail event at the Iola Winter Sports Club offering **5k** and **15k** courses on ski trails and singletrack, plus a free kids 1k when weather permits. Food and drinks will be available in the Chalet and entry fees change after Mar..

This point-to-point half-marathon travels from Plover to Amherst, Wisconsin, with over nine miles on the scenic Tomorrow River Trail. The finish line is at Central Waters Brewing Co. Register by early May to secure your t-shirt size.