The West Orange Junior Service League is excited to host this year’s 17th Annual 5K as the 'Pumpkin Patch Dash' on Saturday, October 17, 2026. All proceeds from the race will go towards the West Orange Junior Service League Scholarship Fund! Your contributions and support will directly impact local high school seniors in our community to achieve their college goals. Come run or walk this evening race and enjoy the creative decorations through beautiful Oakland Park in Winter Garden. This unique, nighttime, family-friendly 5K is sure to be fun for everyone. Bring your friends, family, or a team to create new healthy, autumnal traditions and memories. This event features a 5K, a Kid’s Fun Run, games, treats, festive activities, food trucks, live DJ, and much more. Each registered 5K participant will receive a timed race, dry-fit t-shirt, goodie bag, finisher’s medal, and post-race snacks. We will have prizes for our top finishers (best time) and a special cash prize for our top under 18
Hotels Near This Race
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Race Travel Insurance
Don't forget travel insurance for October 17.
You've trained for months and booked a trip to Winter Garden, FL.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
