Holiday Five

About

Get ready to lace up and say goodbye to the holiday treats with our Holiday Five running event! From December 27 to 31 in scenic Winter Park, FL, you can choose to tackle a Marathon, Half, 10K, or 5K – mix and match distances each day to fit your vibe. This is a low-frills race, meaning no fancy swag or cheering crowds—just pure, unadulterated running bliss at a bargain price.
The fun starts early with the Marathon and Half Marathon kicking off at 6 am, while the 10K and 5K races begin an hour later. This cupless and eco-friendly event promises basic support and a flat, looped course to keep you focused on your stride. Remember, it's December in Orlando, so anything goes, weather-wise! For those willing to volunteer, there's even a chance to score a free race entry. Embrace the simplicity, the challenge, and wrap up your year on the run!

Holiday Five Marathon, all five days, Holiday Five Marathon, Day 1, Holiday Five Half Marathon, all five days, and 111 more

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Wed, Dec 27, 2023 - Thu, Dec 31, 2026

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Winter Park, United States

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Where and when

Location
Cady Way Trail, Cady Way Trail, Winter Park, FL 32792, USA
Start times
Holiday Five Marathon, all five days: 6:00 AMHoliday Five Marathon, Day 1: 6:00 AMHoliday Five Half Marathon, all five days: 6:00 AMHoliday Five Half Marathon, Day 1: 6:00 AMHoliday Five 10K, all five days: 7:00 AMHoliday Five 10K, Day 1: 7:00 AMHoliday Five 5K, all five days: 7:00 AMHoliday Five 5K, Day 1: 7:00 AM
Holiday Five Marathon, Day 2: 6:00 AMHoliday Five Half Marathon, Day 2: 6:00 AMHoliday Five 10K, Day 2: 7:00 AMHoliday Five 5K, Day 2: 7:00 AM
Holiday Five Marathon, Day 3: 6:00 AMHoliday Five Half Marathon, Day 3: 6:00 AMHoliday Five 10K, Day 3: 7:00 AMHoliday Five 5K, Day 3: 7:00 AM
Holiday Five Marathon, Day 4: 6:00 AMHoliday Five Half Marathon, Day 4: 6:00 AMHoliday Five 10K, Day 4: 7:00 AMHoliday Five 5K, Day 4: 7:00 AM
Holiday Five Marathon, Day 5: 6:00 AMHoliday Five Half Marathon, Day 5: 6:00 AMHoliday Five 10K, Day 5: 7:00 AMHoliday Five 5K, Day 5: 7:00 AM
Holiday Five Marathon, all five days: 6:00 AMHoliday Five Marathon, Day 1: 6:00 AMHoliday Five Half Marathon, all five days: 6:10 AMHoliday Five Half Marathon, Day 1: 6:10 AMHoliday Five 10K, all five days: 7:00 AMHoliday Five 10K, Day 1: 7:00 AMHoliday Five 5K, all five days: 7:00 AMHoliday Five 5K, Day 1: 7:00 AMHoliday Five 50K, all five days: 6:00 AMHoliday Five 50K, Day 1: 6:00 AM
Holiday Five Marathon, Day 2: 6:00 AMHoliday Five Half Marathon, Day 2: 6:10 AMHoliday Five 10K, Day 2: 7:00 AMHoliday Five 5K, Day 2: 7:00 AMHoliday Five 50K, Day 2: 6:00 AM
Holiday Five Marathon, Day 3: 6:00 AMHoliday Five Half Marathon, Day 3: 6:10 AMHoliday Five 10K, Day 3: 7:00 AMHoliday Five 5K, Day 3: 7:00 AMHoliday Five 50K, Day 3: 6:00 AM
Holiday Five Marathon, Day 4: 6:00 AMHoliday Five Half Marathon, Day 4: 6:10 AMHoliday Five 10K, Day 4: 7:00 AMHoliday Five 5K, Day 4: 7:00 AMHoliday Five 50K, Day 4: 6:00 AM
Holiday Five Marathon, Day 5: 6:00 AMHoliday Five Half Marathon, Day 5: 6:10 AMHoliday Five 10K, Day 5: 7:00 AMHoliday Five 5K, Day 5: 7:00 AMHoliday Five 50K, Day 5: 6:00 AM
Holiday Five Marathon, all five days: 6:00 AMHoliday Five Marathon, Day 1: 6:00 AMHoliday Five Half Marathon, all five days: 6:10 AMHoliday Five Half Marathon, Day 1: 6:10 AMHoliday Five 10K, all five days: 7:00 AMHoliday Five 10K, Day 1: 7:00 AMHoliday Five 5K, all five days: 7:00 AMHoliday Five 5K, Day 1: 7:00 AMHoliday Five 50K, all five days: 6:00 AMHoliday Five 50K, Day 1: 6:00 AM
Holiday Five Marathon, Day 2: 6:00 AMHoliday Five Half Marathon, Day 2: 6:10 AMHoliday Five 10K, Day 2: 7:00 AMHoliday Five 5K, Day 2: 7:00 AMHoliday Five 50K, Day 2: 6:00 AM
Holiday Five Marathon, Day 3: 6:00 AMHoliday Five Half Marathon, Day 3: 6:10 AMHoliday Five 10K, Day 3: 7:00 AMHoliday Five 5K, Day 3: 7:00 AMHoliday Five 50K, Day 3: 6:00 AM
Holiday Five Marathon, Day 4: 6:00 AMHoliday Five Half Marathon, Day 4: 6:10 AMHoliday Five 10K, Day 4: 7:00 AMHoliday Five 5K, Day 4: 7:00 AMHoliday Five 50K, Day 4: 6:00 AM
Holiday Five Marathon, Day 5: 6:00 AMHoliday Five Half Marathon, Day 5: 6:10 AMHoliday Five 10K, Day 5: 7:00 AMHoliday Five 5K, Day 5: 7:00 AMHoliday Five 50K, Day 5: 6:00 AM
Holiday Five 50K, all five days: 6:00 AMHoliday Five 50K, Day 1: 6:00 AMHoliday Five Marathon, all five days: 6:00 AMHoliday Five Marathon, Day 1: 6:00 AMHoliday Five Half Marathon, all five days: 6:00 AMHoliday Five Half Marathon, Day 1: 6:00 AMHoliday Five 10K, all five days: 7:00 AMHoliday Five 10K, Day 1: 7:00 AMHoliday Five 5K, all five days: 7:00 AMHoliday Five 5K, Day 1: 7:00 AM
Holiday Five 50K, Day 2: 6:00 AMHoliday Five Marathon, Day 2: 6:00 AMHoliday Five Half Marathon, Day 2: 6:00 AMHoliday Five 10K, Day 2: 7:00 AMHoliday Five 5K, Day 2: 7:00 AM
Holiday Five 50K, Day 3: 6:00 AMHoliday Five Marathon, Day 3: 6:00 AMHoliday Five Half Marathon, Day 3: 6:00 AMHoliday Five 10K, Day 3: 7:00 AMHoliday Five 5K, Day 3: 7:00 AM
Holiday Five 50K, Day 4: 6:00 AMHoliday Five Marathon, Day 4: 6:00 AMHoliday Five Half Marathon, Day 4: 6:00 AMHoliday Five 10K, Day 4: 7:00 AMHoliday Five 5K, Day 4: 7:00 AM
Holiday Five 50K, Day 5: 6:00 AMHoliday Five Marathon, Day 5: 6:00 AMHoliday Five Half Marathon, Day 5: 6:00 AMHoliday Five 10K, Day 5: 7:00 AMHoliday Five 5K, Day 5: 7:00 AM

Event summary

Here are the distances available for Holiday Five
Holiday Five Marathon, all five days
26.2mi
free
Holiday Five Marathon, Day 1
26.2mi
free
Holiday Five Marathon, Day 2
26.2mi
free
Holiday Five Marathon, Day 3
26.2mi
free

How to get there

Cady Way Trail, Cady Way Trail, Winter Park, FL 32792, USA
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