Fleet Feet Poughkeepsie's "Fall in Love with Running" Challenge

Events

$43.40 incl. $3.40 Fee Price increases after September 30, 2025 at 11:59pm EDT

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Ready, Set, FALL!

Looking for a fresh way to stay motivated this autumn? 🏃‍♀️🍂

Our Fall in Love with Running scavenger hunt-style challenge with 50 unique running/walking tasks will keep you moving! You’ll find a mix of everything: some tasks are simple and fun, while others will push your limits and get you out of your comfort zone. 🥳

Here’s how it works:

🗓️ The challenge kicks off on October 1st and wraps up on November 30th.
🌎 You can participate from anywhere in the world—no need to be in the Hudson Valley!
💻 Log your completed tasks in RunSignup, where you’ll earn a cool virtual badge for each one you finish.
🏅 Complete at least 35 of the 50 tasks to earn a gorgeous, custom-designed race medal.
✨ Finish all 50 tasks and you’ll not only get the medal but also be entered to win one of ten $100 Fleet Feet Gift Cards! ✨

Be sure to read all the details on the registration page below so you know what to expect, and make sure to register with an email address you check often so you don't miss important updates!

We can’t wait to see you out there!

A Challenge to Fall For 🍂

All 50 tasks have been revealed. Make sure to scroll to the bottom of this page to check them out.

On Wednesday, October 1st, the challenge officially begins! The registration fee will be $45 at that point.
Registration closes on Sunday, October 5th, so don't miss your chance to sign up!

Fall in Love with Every Mile

This challenge is all about creativity, effort, and having a blast! While some tasks will make you think and plan, they're designed to be accessible to everyone, no matter your running or walking experience. You won't find anything overly difficult, like rock climbing, but you will need to put in some effort. We're confident that every single person who registers can complete at least 35 tasks!

Getting all 50 tasks is a tougher goal, but that's what makes it a challenge! 🏅

Here are a few examples of tasks from our previous events to give you a taste of what's to come (these won't be in the new challenge, though!)

Run or walk past a brewery 🍻
Complete a run or walk wearing a lei 🌺
Complete a run or walk wearing suspenders 👀

The Rules of Engagement 📝

Before you register, here are a few rules to keep the challenge fun and fair for everyone:

Timing is Everything: All tasks must be completed between October 1st and November 30th. Tasks completed outside of this window won't count, so no jumping the gun!
Run or Walk, It's All Good: Whether you're a runner or a walker, your miles count.
Minimum Mile Requirement: Each task must be completed during a run or walk of at least one (1) mile.
Stacking Tasks: You can complete multiple tasks on a single outing, but your mileage must match the number of tasks you're checking off. For example, if you complete three (3) tasks on one run, your run must be at least three (3) miles long.
Log It to Win It: All tasks must be logged as complete in RunSignup to count—no exceptions! We'll email you detailed instructions on how to do this before the challenge begins.
The Honor System: This challenge is based on the honor system. We highly encourage you to share photos of your completed tasks in our private Facebook group and on this event website (check out the 'Photos' tab up top). It's a blast to see how everyone is tackling the challenge.

Staying in the Loop 📧

You can expect to receive your first email from us on Saturday, September 27th. If you register after this date, you'll receive it within 48 hours of signing up. This email will have all the important details you need, including:

Instructions on how to log your tasks in RunSignup.
How to share your progress in our private Facebook group.
Information on local pickup for your SWAG.

Please be patient and wait for this email. There's nothing you need to do before the challenge officially kicks off on October 1st, other than maybe mapping out your strategy!

We'll be sending important updates via email, so be sure to register with an email address that you check regularly. Critical information will also be posted to our private Facebook group, which you can find here. Just be sure to request to join AFTER you've registered. This is a private group, and only confirmed registered participants will be approved to join.

Fall for this SWAG!

Your signup fee includes an exclusive, custom Fall in Love with Running baseball tee! It's designed to be your perfect companion for every mile of the challenge.

Shirts should be available for pickup starting Monday, October 13th
If you choose shipping ($10 fee), we'll mail your shirt at the beginning of the challenge. Medals (if earned) will be mailed at the end, around December 1st. We'll send more info on that later!***

The shirts are true to size, so no need to size up unless you prefer a looser fit. Check out the shirt designs 👉!

And what about the medal? We can't reveal it just yet, but you can be sure it's going to be absolutely amazing! Stay tuned for a sneak peek soon!

Local Pickup vs. Shipping

When registering, if you select shipping, please double-check that your address is accurate in your RunSignup profile.

If you live close to our store, we kindly ask that you opt for local pickup instead of shipping. We get that it's not always easy to swing by, but the cost and time it takes to ship items have gone up a lot. Choosing local pickup makes a huge difference and helps us out a ton!