Gravel & cycling events in Wisconsin

21 upcoming events in Wisconsin: gravel rides and races, road events, mountain bike and cyclocross.

October 2026

High Plains Shootout Race 3 Hudson, WI

CX

October 31, 2026Registration Open

Hudson, WI

10 registered

Cross Fire

CX

October 31, 2026Closes 10/29/2026

Sun Prairie, WI

15 registered

November 2026

Stump Farm Mountain Bike Races

MTB

November 1, 2026Registration Open

Suamico, WI

7 / 20 mi · $30–$50 · 50 registered

Kern Park Kross

CX

November 7, 2026Registration Open

Milwaukee, WI

19 registered

Sheboygan County Cycling Classic 2026

CX

November 8, 2026Registration Open

Sheboygan Falls, WI

2 registered

Kringle Kross-Midwest Regional CX Championships

CX

November 14, 2026Registration Open

Waukesha, WI

2 registered

Wisconsin State Cyclocross Championships 2026

CX

November 21, 2026Registration Open

Waterloo, WI

2 registered

January 2027

Snow Crown Series

RoadMTB

January 9, 2027Opens 11/29/2026

Suamico, WI

March 2027

Madison Shamrock Shuffle

Road

March 13, 2027Registration Open

Madison, WI

6.2 mi · $35

May 2027

The Bear 100

Gravel

May 1, 2027Opens 1/1/2027

Laona, WI

18 / 31 / 61 / 103 mi · $0–$69

Hungry Bear Gravel

Gravel

May 8, 2027Registration Open

Cable, WI

28 / 60 / 100 mi · $49 · 70 registered

June 2027

Gordon Pine Barrens 50

Gravel

June 5, 2027Registration Open

Gordon, WI

25 / 50 mi · $45 · 8 registered

Refo24

MTB

June 12, 2027Opens 1/1/2027

Suamico, WI

Horribly Hilly Hundreds

Road

June 19, 2027Opens 2/6/2027

Blue Mounds, WI

Loop the Lake - A bike ride to benefit our lakes

Road

June 19, 2027Registration Open

Madison, WI

July 2027

Catfish Days 50 Bike Tour

Road

July 10, 2027Opens 11/1/2026

Trempealeau, WI

50 mi · $30–$50

Dairyland Dare Presented by Incredible Bank

Road

July 31, 2027Opens 11/27/2026

Dodgeville, WI

31 / 62 / 93 / 124 mi · $95–$110

Pedal The Peace Rides

Road

July 31, 2027Registration Open

Afton, WI

9 / 25 / 50 mi · $15

Loon Ride at Mercer Bike Fest

Road

July 31, 2027Opens 12/23/2026

Mercer, WI

7 / 24 / 50 mi · $55

August 2027

Big Bull Falls Grand Fondo

Road

August 28, 2027Opens 12/3/2026

Wausau, WI

35 / 73 / 101 mi · $50

September 2027

Fall Color Festival

MTB

September 25, 2027Opens 2/28/2027

Whitewater, WI

5 / 13 / 18 / 31 mi · $25–$35