If you are looking for races in Madison, Connecticut, you have come to the right place. Madison has a growing running scene with 5 races listed in our directory, including 2 upcoming events in 2026. Whether you are lacing up for your first 5K or chasing a new personal record, there is something here for every runner.
Upcoming Races in Madison, Connecticut
Here is a look at the top upcoming races in Madison this year. We update our listings weekly so you always have the most current information.
2026 Dave Parcells Madison Triathlon
Date: September 12, 2026
Distance: Triathlon
Get ready to test your triathlon skills on Saturday, September 12, 2026, at Madison Town Beach with multiple options to match your fitness levelchoose from the classic Sprint Tri (half-mile swim, 13-mile bike, 3-mile run), bring a young one along for the Youth “Try” event, or go… Read full details →
2026 Run for The Cove 5K & Memorial Walk
Date: October 18, 2026
Distance: 5K
Lace up and head to Madison this October for a day of running, walking, and community spirit that honors those we’ve lost while supporting grieving families across Connecticut. Read full details →
Why Run in Madison?
Running events in Madison offer a mix of community fun runs, charity 5Ks, and competitive road races throughout the year. The local running community is active and welcoming to runners of all levels — from first-timers to seasoned racers. Many of these events benefit local charities and organizations, making race day about more than just your finish time.
Find More Races in Connecticut
Madison is just one part of a thriving Connecticut running scene. If you want to explore more events across the state, check out our full race listings for Connecticut — we track every upcoming running event from 1 mile fun runs to full marathons.
Get Ready to Race
Found a race you want to run? The next step is making sure you are properly trained for it. Whether you are a first-timer aiming to finish or a veteran chasing a PR, having the right training plan makes all the difference.
Take our free 3-question training plan quiz and get matched to the right plan for your fitness level in under a minute. We will send it straight to your inbox so you can start training today.
Good luck out there — see you at the finish line in Madison!
