Chasing Happiness 100-Mile Winter Challenge
MO, United StatesDec 1, 2026 – Jan 31, 2027
- Date
- Dec 1, 2026 – Jan 31, 2027
- Location
- MO
- Price
- From $40
- Category
- Individual
At a glance
Completing 100 miles on foot throughout December 2026 and January 2027 forms the core objective of the Chasing Happiness 100-Mile Winter Challenge. Based in Missouri, United States, this challenge runs from 1 December 2026 through 31 January 2027. Participants can walk or run the distance, with an optional 300-mile bonus milestone available.
Athletes take part individually in the 100-Mile Participant division at a cost of 40 USD. Finishers of the 100-mile requirement earn a custom Winter Challenge T-shirt, while those who reach the optional 300 miles receive a custom 300-Mile Achievement Medal.
Registration opens on 23 August 2026 and remains open until the event concludes on 31 January 2027.
Summary written from the information published by the organiser. Check the details with them before registering.
Organiser’s description
Published by the organiser on competitioncorner.net
Chasing Happiness: 100-Mile Challenge – Winter Edition ❄️
The primary goal is still 100 miles during December 2026 and January 2027. Anyone who completes 100 miles earns the custom Winter Challenge T-shirt.
And we’ll bring back the bonus milestone:
🏅 300-Mile Achievement Medal Anyone who reaches 300 miles during the challenge will also earn a custom 300-Mile Achievement Medal!
So the updated Details section could read:
Cost: $40 to participate Goal: Complete 100 miles by the end of January (walk or run) 100-Mile Finisher: Custom Winter Challenge T-shirt 300-Mile Achievement: Reach 300 miles and earn a custom 300-Mile Achievement Medal
The 300 miles is completely optional. The main challenge remains 100 miles, with the medal giving people who want an extra challenge something bigger to chase.

Event website
Divisions & Pricing
| Division | Category | Price |
|---|---|---|
| 100-Mile Participant | Individual | $40 |
Price stated by the organiser.
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