Events
From the classic Run for the Roses to the festive Winter Garden Golf Cart Parade and the Pumpkin Patch Dash, there's something for everyone with WOJSL events. Discover the magic of community involvement and make memories with us!
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Pumpkin Patch Dash 5k
Saturday, October 17, 2026
5:30 pm
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8:00 pm
Oakland Park
1055 Pawley Way Winter Garden, FL, 34787
Step into the Fall spirit at the West Orange Junior Service League’s 17th Annual 5K, where evening thrills meet family-friendly fun in the picturesque Oakland Park of Winter Garden.
Online registration and waiver required. 5K starts at 6:30 p.m.
View race details
Christmas Golf Cart Parade
Saturday, December 5, 2026
6:00 p.m. parade kickoff
Downtown Winter Garden
Golf cart staging: 800 W Bay Street, Winter Garden, FL 34787.
Experience the magic of the season as the West Orange Junior Service League and the City of Winter Garden present the enchanting WG Christmas Golf Cart Parade.
Preregistration required by November 22, 2026, or when capacity is reached.
View parade details
Run for the Roses
Saturday, May 1, 2027
5:00 pm
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9:00 pm
Pargh Event Center at the Rosen JCC
11184 S Apopka Vineland Rd, Bldg B, Orlando, FL 32836
Indulge in Southern charm, exquisite fashion, and the thrill of giving back at the Run for the Roses – where the Kentucky Derby meets West Orange elegance.
Make a Donation
Support our mission to serve the West Orange community! Your donations help us continue our tradition of making a difference through various community programs and fundraising for local nonprofits. Whether you choose to contribute to specific initiatives or our general fund, your generosity makes a significant impact. Join us in supporting our community today!