Region/State: Midwest

Start line of Ride Across Indiana event
Ride Across Indiana – RAIN 2024
The Ride Across Indiana - RAIN is a premier cycling event that encapsulates the spirit…
Terre Haute, IN
Riders with unique South Dakota hills backdrop
Ride Across South Dakota – RASDAK 2024
RASDak, or Ride Across South Dakota, is a captivating event that invites cyclists to explore…
Garretson, SD
Happy rider on course of Glenwood Superbloom
Glenwood Superbloom 2024
Last Updated February 17, 2024 The Glenwood Superbloom Women's Gravel Cycling Event is a thrilling…
Glenwood, IA
trail runner at Indiana Trail 100 (IT100)
Indiana Trail 100 2024
Last Updated April 4, 2024 The final leg of the Midwest Grand Slam of Ultrarunning and…
Albion, IN
run woodstock hallucination 100 event a best trail running event midwest
Run Woodstock Hallucination 100 2024
Last Updated April 2, 2024 Set against the backdrop of Michigan’s luscious forest, meandering dirt…
Gregory, MI
trail runners at kettle moraine 100
Kettle Moraine 100 2024
This classic ultra marathon, the Kettle Moraine 100 Endurance Trail Races was started in 1996. …
La Grange, WI
Runner in Mohican Trail 100
Mohican Trail 100-50-Marathon 2024
The 34th Annual Mohican Trail 100-50-Marathon is the 5th oldest Ultra race in North America…
Loudonville, OH
trail runners at burning river endurance run a best trail running event midwest
Burning River Endurance Run 2024
Updated April 1, 2024 The 17th Annual Burning River Endurance Run & Relay offers 100-mile,…
Cuyahoga Falls, OH
Rider in the Lumberjack 100
Lumberjack 100 2024
The Lumberjack 100 Mountain Bike event is an annual race that draws experienced mountain bikers…
ironbull ultra trail runner best trail running event midwest
Ironbull Ultra Trail 2024
Last Updated April 2, 2024 Ironbull invites all trail runners to gather in Rib Mountain…
Wasau, WI
rural scenery at gravel worlds event
Gravel Worlds 2024
Updated April 2, 2024 Gravel Worlds is celebrating its 14th annual event in 2023, and…
Lincoln, NE
Ore to Shore (O2S) 2024
Updated April 2, 2024 Ore to Shore (O2S) Mountain Bike Epic is touted as Michigan's…
Marquette, MI