An aerial view of a forest with a narrow, winding dirt trail running through it. The trees are mostly coniferous, some with snow on the ground around their bases, indicating a winter season.

Chequamegon 40 Fat Tire Race – Hayward, Wisconsin

Where Northwoods Grit Meets Mountain Biking Glory

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An aerial view of an outdoor event with tents, food trucks, and vehicles on a grassy field bordered by trees.
Cyclists participating in a mountain biking race along a dirt trail in a wooded area.

What Is Chequamegon 40?

The Chequamegon 40 isn’t just a race — it’s a rite of passage for off-road cyclists. Every September, thousands of riders line up on Hayward’s historic Main Street, shoulder-to-shoulder, waiting for the blast that sends them charging into the legendary wilderness of the Chequamegon National Forest. What follows is 40 miles of grit, speed, determination, and pure Northwoods adrenaline.

Cyclists race along a dirt path surrounded by a crowd of spectators on a grassy field with trees in the background.

A Race With Its Own Personality

What makes the Chequamegon 40 so iconic isn’t just the distance — it’s the character of the course. Riders plow through twisting Birkie Trail sections, rumble over gravel roads, power up lung-burning climbs, and slice through stretches of forest that feel untouched by time. It’s rugged, unpredictable, and wildly fun.

This is the race where seasoned pros, weekend warriors, and first-timers all find common ground: the drive to conquer the Northwoods on two fat tires.

A large group of cyclists at the start of a race on a patriotic-themed street, with flags and spectators on both sides.

The Heart and Soul of the Event

  • The legendary mass start on Hayward’s Main Street—hundreds of bikes thundering forward in a sea of excitement.

  • The atmosphere, where spectators cheer from porches, trail crossings, and forest edges.

  • The fall colors, painting the course in brilliant reds, yellows, and oranges.

  • The iconic Firetower climb, the ultimate test of legs and lungs.

The finish in Cable, where every rider earns bragging rights and a place in race history.

Four men wearing cycling gear and helmets, smiling and posing with their bikes at an outdoor event on a grassy field, with trees and tents in the background.

More Than a Race—A Community Celebration

The Chequamegon 40 brings together riders, families, volunteers, and spectators for a full weekend of energy and tradition. From the camaraderie at the start line to the stories shared at the finish festival, the event captures the spirit of Hayward in a way nothing else does.

Take on the Challenge

If you’re looking for a race that pushes you, surprises you, and rewards you with unforgettable memories, the Chequamegon 40 delivers. It’s a bold blend of endurance, adventure, and Northwoods charm—an event that riders return to year after year.

Coming for the Chequamegon 40?

Book your Hayward stay now — race weekend fills up fast.