
From the Organizer
It's time to grab your cowboy hat and running shoes for the 3rd Annual Cowboy Canter 5K Fun Run at The Magical Meadows! Join us for a morning of fresh air, fun, and exercise in the country on Saturday, September 20th! Registration begins at 8:30 a.m. with the race starting promptly at 10:00 a.m. The route will start at The Magical Meadows before winding around the beautiful country roads of Oswego and then finishing back at the farm!
Early bird pricing is $30/person - Standard registration costs $35/person - Family Registration costs $65 (2 adults and up to 3 kids 18 and younger) *To receive family pricing, register at least 3 participants and select "Family Pricing."
*Only those who register by September 12th are guaranteed an event T-shirt. Extra t-shirts may be available for purchase on race day, but are not guaranteed.
Prizes will be awarded for winners of each age group based on gender.
All proceeds benefit the life-changing mission of The Magical Meadows Therapeutic Horseback Riding!
Events
Weather
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
75°
Typical Low
51°
Chance of Rain
31%
Based on US Climate Normals data from Warsaw, 1 mi from the venue.
Host City
Population
16,592
as of 2023
Elevation
806 ft
Nearest Airport
SBN
South Bend International Airport · 39 mi
Major Hub
MDW
Chicago Midway International Airport · 105 mi
Time Zone
Eastern Time
From Endurance Grid
A mid-size host city. Enough lodging and amenities to keep race weekend easy, without big-city sprawl.
Race Location
Your Next Start Line
Every finish line starts with a single decision. Claim your spot at Magical Meadows Cowboy Canter 5K, put it on the calendar, and turn “someday” into a start date.
103
Days to train
Coming Up
Blackburn Run 4 Others
3 miles away
myTEAM TRIUMPH FIRECRACKER 5K
3 miles away
"Miles That Matter" 5K & 10K Run/Walk
Less than a mile away
Popeye and Olive Oil's 5K
9 miles away
From Endurance Grid
Endurance Grid is here to help you understand the sport, decide if it's the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer's event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Frequently Asked Questions (FAQs)
Magical Meadows Cowboy Canter 5K
Sep 19, 2026