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Mon January 1 - Wed January 31 Oakland, FL 34760 US Directions


126 W. Petris Ave
Oakland, FL US 34760



Is your new year’s resolution to get active? Now’s the time to crush those goals! Westly’s 7th Annual Virtual 5K is a great way to start. Let’s get moving together – virtually or in person!

Here’s how a virtual 5K works: register first, then complete 3.1 miles between January 1-31 at your own pace, wherever you like, whenever you like. 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! Tell your family and friends, because it’s open to all ages.

Want to complete 3.1 miles in person with an awesome group? Join us on Saturday, January 27 at the Healthy West Orange Fresh Start Zone at Oakland’s Heritage Day! Walk, run, or bike a 5K as a community. All ages, strollers, and even pups are welcome! The race will begin at the Healthy West Orange Arts & Heritage Center at the Town of Oakland, with check-in at 8:00am, warm-ups at 9:00am, and race kick off at 9:30am.  

Step 1:
Register for your free T-shirt and medal. Registration is now open! 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. Participants are able to pick up prizes for members of their household only.

Step 2:
Complete your 5K virtually before January 31, or in person at the Healthy West Orange Fresh Start Zone at Oakland’s Heritage Day on January 27.

Step 3:
Share your finish line photo or video with us via social media with #HealthyWestOrange, #westlysvirtual5K and tag @healthywestorange, or email

T-Shirt & Medal Pick-up:

For in-person event participants: Saturday, January 27, from 8:30am – 9:30am at the Healthy West Orange Arts & Heritage Center at the Town of Oakland.

For virtual participants: Saturday, January 27 from 10:00am – 2:00pm at Speer Park in Oakland.*

* Due to prizes being first come, first serve, we recommend attending the first opportunity for pickup on Saturday, January 27 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.

**UPDATE!!! For virtual participants - previous year's T-shirts and medals (see below): Thursday, February 1, from 4:00pm – 7:00pm at Healthy West Orange building: 1200 E. Plant Street, Winter Garden, FL.

WOW!! We had the largest number of participants ever show up at Westly’s 7th Annual 5K this past Saturday, and we ran out of T-shirts and medals. For virtual participants who did not receive T-shirts and medals, you are welcome to come to our Packet Pickup this Thursday, Feb 1 from 4 – 7pm at 1200 E Plant Street, Winter Garden, to get a T-shirt and medal from a previous year's race! Assorted sizes and colors available. We understand this may be disappointing. Thanks to generous community donations, we had increased this year's prize quantities for both shirts and medals, but the turnout was double last year’s, a larger growth than we had anticipated. We love offering our free events and challenges to the Community and appreciate your support and understanding as our events continue to grow! Together, we are building the healthiest community in the nation.

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.

Race Contact Info

If you have any questions about this race, please contact the race director at


Race Participant Survey

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