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Fri September 1 - Sat September 30 Winter Garden, FL 32787 US Directions


Chapin Station, West Orange Trail
501 Crown Point Cross Rd
Winter Garden, FL US 32787


Get your steps in and smile on! 

Healthy Selfie 5K Your Way has both a virtual and in-person option, so you can crush 3.1 miles in your own way, on your own time, or with a community group!

Here’s how a virtual 5K works: register first, then complete 3.1 miles at your own pace, wherever you like, whenever you like from September 1-30. Want to bike the West Orange Trail? Sweet. Hike at Oakland Nature Preserve? Do it. Rollerblade around your neighborhood? We support you. If you want to break it up into segments, by all means – go for it!

Want to complete your 3.1 miles in-person with an awesome group? Join us on September 9 at 7:30am at Chapin Station along the West Orange Trail to walk, run, or bike a 5K as a community. We like to call it a WOW (West Orange Walk). All ages, strollers, and even pups are welcome!

Address: Chapin Station, 501 Crown Point Cross Rd, Winter Garden, FL 

7:30am – Sign-in

7:50am – Warm-ups

8:00am – Ready, set, GO!

Both virtual and in-person participants will earn a sweet (and FREE) race T-shirt and medal to show off that healthy victory!*

P.S. Show us how you’re completing your 5K between September 1-30 and you could WIN a Family Membership to the YMCA or 100s of dollars of gift cards (for things like theme parks, groceries, and more)!! Email a photo (AKA Healthy Selfie) to, or use hashtag #healthyselfie5K #HealthyWestOrange and tag @healthywestorange (Facebook, Instagram, Twitter).

* Please note the prize details below, as some of our guidelines have changed.

How do I get my T-shirt and medal?

We have received such a great response in our past few 5Ks, that we are now giving prizes on a first come, first serve basis. Sizes cannot be reserved ahead of time, and quantities are limited.

T-shirts and medals for participants will be available for pickup:

For virtual AND in-person event participants: Saturday, September 9, from 7:30am – 10:30am at Chapin Station, 501 Crown Point Cross Rd, Winter Garden, FL 

* Due to prizes being first come, first serve, we recommend attending the first opportunity for pickup on Saturday, September 9 for the best chance of receiving your preferred T-shirt size and medal. Although we encourage folks to join us, you do not have to complete the group 5K to pick up your prizes on this date.

For virtual participants: Thursday, September 28, from 4:00pm – 7:00pm at Healthy West Orange’s building: 1200 E. Plant Street, Winter Garden, FL

Please note: Prizes are limited to residents of the following zip codes: 32703; 32710; 32808; 32810; 32818; 32819; 32821; 32830; 32835; 32836; 34734; 34740; 34760; 34761; 34786; 34787.

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