Experience one of the most beautiful and unique runs in Central Florida! This year's race will again feature both a 10K & 5K Run! This is a walker & family friendly event benefiting the Town of Windermere Parks & Recreation Department! 

Event Information


Saturday, April 4th, 2020

Town Hall on Main Street, Windermere, FL

10K Run - 7:15am
5K Run/Walk - 7:45am
Awards Ceremony - 9:15am

All proceeds from the event benefit the Town of Windermere Parks and Recreation


Take I-4 to Conroy Road (Exit #78) and travel west 6 miles into town. From West Colonial Drive, HWY 50, take Maguire Road South 2 miles into town. Look for Parking attendants when you arrive in town.

5K (3.1 miles) and 10K (6.2 miles).

The 5K course is on unpaved, hard packed sand/clay roads and is unlike any you will find in Florida as it meanders along the lakefront under a canopy of ancient oak trees. Course Map  The 10K course is the 5K course plus a scenic out and back segment on Lake Butler Blvd.  Course Map 

Interactive Course Maps:  10K Run       5K Run/Walk

The main parking areas are designated on this local map. Please allow plenty of time on race morning for parking.  If you are running the 5K, we encourage you to arrive in the area no later than 7:00am. Local traffic will be restricted when the 10K starts at 7:15am and delays can be expected.

Top three overall finishers, top masters finisher, and the top three finishers in each 10 year age division, male and female will receive awards. All 10K & 5K runners will be Chip timed.

Chip timing, colorful commemorative T-shirt, custom finisher medal, complimentary breakfast of bagels, chicken biscuits, fresh fruit and bottled water. Gatorade and water will be provided on the course.

2018 art:


                     Florida Highwaymen painting by Alfred Hair

5K Run:
$32 by Dec. 31st, 2019;
$37 by March 21st, 2020;
$42 by April 3rd, 2020;
$47 Race Day 
10K Run:
$40 by Dec. 31st, 2019;
$45 by March 21st, 2020;
$50 by April 3rd, 2020;
$55 Race Day 


Virtual Run Option (Includes shipping)

*Correct T-shirt size not guaranteed to late registrants.  Register by March 25 to reserve your shirt size!


Packet Pick-up & Late Registration:


Thursday, April 2 & Friday, April 3, 4pm - 7pm at Windermere Town Hall, 520 Main Street, Windermere, FL  34786.  Phone 407-876-2563 x5321

Race Day packet pick-up at race site 6:00am - 7:30am


Presenting Sponsors:




Associate Sponsors:







Patron Sponsors: 





Feel free to contact us via phone or email. 


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