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Holiday Five

Winter Park, Florida · Sunday, December 27, 2026 · 50K, Marathon, Half Marathon, 10K, 5K

Official race page & registration ↗

Holiday Five takes place on Sunday, December 27, 2026 in Winter Park, Florida. The race offers 5 distances: 50K, Marathon, Half Marathon, 10K, 5K. For anyone travelling in, Maitland is about 4 miles away and Orlando is about 6 miles away.

It is one of 194 races on the Florida calendar that December. At $30, entry sits below the $35 median for a Florida ultra.

Date
Sunday, December 27, 2026
Location
Winter Park, Florida
Distances
50K, Marathon, Half Marathon, 10K, 5K
Entry fee
from $30

Listing from the 2026 race calendar, refreshed nightly. Details can change: confirm date and entry on the official race page before travelling. Spot an error? Tell us here.

Making a race weekend of it?

Stay near the start line in Winter Park: check in Dec 26, out Dec 28.

Hotels on Booking.com ↗ Hotels on Expedia ↗

Common questions

When is Holiday Five?

Holiday Five is scheduled for Sunday, December 27, 2026.

Where is Holiday Five held?

Holiday Five is held in Winter Park, Florida. It is about 4 miles from Maitland and 6 miles from Orlando.

What distances does Holiday Five offer?

The listed distances are 50K, Marathon, Half Marathon, 10K, 5K.

How much does Holiday Five cost?

Entry is listed from $30. Check the official race page for the current price, which usually rises closer to race day.

How do I register for Holiday Five?

Registration is handled on the official race page, linked at the top of this listing. Entry can close early if the race sells out.

More races nearby

See every race on the Florida calendar, Florida Marathons, Florida Half Marathons, or use the Race Finder for maps and filters.