2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K

The Orlando Health Town of Windermere Run Among the Lakes 5K & 10K returns to picturesque Windermere, Florida on October 10th, 2026, marking a quarter-century of community spirit and athletic camaraderie. This year’s edition celebrates twenty-five years of runners lacing up for a scenic journey through some of Central Florida's most serene landscapes.
As autumn settles over the town with crisp air and vibrant hues, Windermere transforms into a sanctuary for endurance athletes from across the state and beyond. The race unfolds along Main Street and its surrounding lakeside paths, offering participants an intimate glimpse of local charm that blends historic architecture with lush natural beauty. Whether you’re navigating the challenging 10K route or enjoying the more leisurely 5K option, every step is a testament to Windermere’s enduring appeal as a top-tier running destination.
Since its inception in 1986, Run Among the Lakes has grown into a beloved tradition that celebrates both athletic achievement and community solidarity. Each year sees hundreds of runners crossing the finish line to honor this longstanding legacy. In addition to recognizing exceptional performances with awards for overall male and female winners as well as age group distinctions, participants also look forward to receiving custom t-shirts and commemorative medals that serve as tangible symbols of their commitment. For its 25th anniversary, organizers are promising a special edition medal to commemorate the milestone year.
Participants in both the 10K and 5K races will traverse meticulously planned courses known for their scenic beauty and challenging terrain. The event kicks off with early morning starts: at 7:35 AM for the 5K race and just five minutes earlier for the more rigorous 10K course, ensuring that runners can take full advantage of the cool pre-dawn hours. Both races start and finish in Windermere’s vibrant downtown area where local landmarks provide a backdrop to this annual celebration.
Race day conditions typically feature moderate temperatures with an average high around 24 degrees Celsius (75°F), complemented by low humidity levels making for comfortable running weather despite the morning chill. While there's potential for light showers, most of race day sees clear skies and gentle breezes that keep runners cool as they make their way through this picturesque town.

10K Run | 6.2 Miles | fee=$59.00
5K Run | 3.1 Miles | fee=$49.00
Race registration for the Orlando Health Town of Windermere Run Among the Lakes can be completed online through [https://runsignup.com/Race/FL/Windermere/Windermere5KRunAmongtheLakes](https://runsignup.com/Race/FL/Windermere/Windermere5KRunAmongtheLakes). Early bird pricing is available until August 30th, and participants are encouraged to register early as the event caps at 1,200 runners. Bib pickup for race day packets will take place on Thursday October 8th from 3:00 PM-6:00 PM or Friday October 9th between the same hours at Windermere Town Hall located at 520 Main Street.
To ensure a smooth experience during packet pick-up, participants are advised to bring their confirmation number and identification. On race day itself, all runners should aim to arrive early enough to collect any remaining items such as awards or forgotten packets from the designated pickup location near Windermere Town Hall starting at 6:00 AM.
For those new to this event or unfamiliar with running in Florida during October, it’s wise to plan for comfortable yet breathable clothing that allows you to stay cool throughout your run. The terrain is generally flat and hard-packed trails are well-maintained but can be slippery when wet due to occasional light rainfall preceding race day mornings.
As the 2026 Orlando Health Town of Windermere Run Among the Lakes draws near, locals and visitors alike prepare for another memorable edition that promises not only a challenging course but also an atmosphere rich with community spirit. Whether you're joining in on your first year or celebrating alongside long-time participants, this event remains as much about coming together as it is about crossing the finish line.