Holiday Five
- Date Sat 27th December 2025 - Wed 31st December 2025
- Time 6:00AM EST
- Location Winter Park, Florida
- Price $32.80 - $368.50
- Races 30 races
- Distances Marathon, Half Marathon, 10km, 5km, Ultra
Last chance to enter
Race day is fast approaching
Event summary
Start your mornings early with races beginning at 6:00 AM for the 50K and Marathon, 6:10 AM for the Half Marathon, and 7:00 AM for the 5K and 10K. With a generous time limit of 9.5 hours, you can take your time and soak up the friendly atmosphere while you race. This event is all about simplicity and community, so while you won't find age group awards or elaborate swag, you will experience low entry fees, a supportive environment, and the opportunity to ring the bell at the finish line to celebrate your achievement. Get ready to lace up your running shoes and be part of
Organiser's Description
DESCRIPTION: Holiday Five, December 27, 28, 29, 30, 31, 2025
What: 5 Distances, 5 days. 50K, Marathon, Half marathon, 10K, and 5K each day.
Where: Cady Way Trail Head, 2529 Cady Way, Winter Park, FL 32792
Start Times: 50K and Marathon6:00 am; Half Marathon6:10 am; 5K and 10K7:00 am.
Time limit: 9.5 hours (or so)
Parking: Cady Way Trailhead, near the Cady Way Pool. GPS coordinates:
N 28.59458, W -081.31670
WARNING: Before you continue, be warned that these are low-key, bare bones, casual events. Set your expectations lowvery lowso that your disappointment will be minimal. But wait! We have easy logistics, great course, and an abundance of friendliness. Also, very convenient parkingpass your car every lap. If youre still interested, heres what to expect.
You WILL NOT get age group awards, a cleverly designed t-shirt or hat, great bling (actually, any bling), cute reusable race bag filled with goodies, spectators lining the course, crowds cheering you in, hearty food at the finish, exciting music, or a party afterward.
You WILL get LOW ENTRY FEES, courses that are guaranteed not short, a nice finishers medal, basic support (see below), a VERY generous time limit, and lots of friendly support from staff and runners. Also, convenient locations for supporters.
START/FINISH AND AID STATION: The start and finish are in a small pavilion, where you may leave a drop bag. This is also the aid station, which you will pass twice each lap. (More about laps below.) We will provide water, Gatorade, sodas, and light sweet and salty snacks, including pickles and pickle juice.
COURSES: The paved, urban run/bike trail is flat and partly shaded. This is an open course, and includes two street crossings. You are responsible for crossing safely. The 50K/marathon/half marathon course is a double out-and-back loop of approximately 2.2 miles; marathon 12 loops, half marathon 6 loops, 50K 14 loops plus 2 "baby" loops. The 5K/10K course is approximately 1.55 miles, 2 and 4 loops respectively. Turn arounds will be clearly marked. The trail is popular with local residents, so be prepared to share. For more information about the courses, see DETAILED COURSE DESCRIPTION above.
FINISH: When you are finished, RING THE BELL at the timing table and let the timer know you're finished. That's the only way to get an accurate time. Remember we are hand-timed. If you don't tell us, we won't know.
CUPLESS: Bring your own hydration devicewater bottle, hydration belt/pack. There will be a table at the start/finish for your bottles. (We will have small cups for the soda.)
LIGHT: If you start at 6:00 or 6:10, you will need a light for the first half hour.
VOLUNTEERS NEEDED: Each volunteer day earns a free race entry for yourself or someone else for either one long race (50K, marathon, or half marathon) or for two short races (5K or 10K). Contact Bettie at [email protected].
BMW Running Company
Races
-
Holiday Five Marathon, All Five Days
Incl. $16.00 Fee
Sat 27th December 2025 (6:00AM EST)
$316.00
-
Holiday Five Marathon, Day 1
Incl. $4.90 Fee
Sat 27th December 2025 (6:00AM EST)
$69.90
-
Holiday Five Marathon, Day 2
Incl. $4.90 Fee
Sun 28th December 2025 (6:00AM EST)
$69.90
-
Holiday Five Marathon, Day 3
Incl. $4.90 Fee
Mon 29th December 2025 (6:00AM EST)
$69.90
-
Holiday Five Marathon, Day 4
Incl. $4.90 Fee
Tue 30th December 2025 (6:00AM EST)
$69.90
-
Holiday Five Marathon, Day 5
Incl. $4.90 Fee
Wed 31st December 2025 (6:00AM EST)
$69.90
-
Holiday Five Half Marathon, All Five Days
Incl. $13.50 Fee
Sat 27th December 2025 (6:10AM EST)
$263.50
-
Holiday Five Half Marathon, Day 1
Incl. $4.30 Fee
Sat 27th December 2025 (6:10AM EST)
$59.30
-
Holiday Five Half Marathon, Day 2
Incl. $4.30 Fee
Sun 28th December 2025 (6:10AM EST)
$59.30
-
Holiday Five Half Marathon, Day 3
Incl. $4.30 Fee
Mon 29th December 2025 (6:10AM EST)
$59.30
-
Holiday Five Half Marathon, Day 4
Incl. $4.30 Fee
Tue 30th December 2025 (6:10AM EST)
$59.30
-
Holiday Five Half Marathon, Day 5
Incl. $4.30 Fee
Wed 31st December 2025 (6:10AM EST)
$59.30
-
Holiday Five 10K, All Five Days
Incl. $11.50 Fee
Sat 27th December 2025 (7:00AM EST)
$186.50
-
Holiday Five 10K, Day 1
Incl. $3.40 Fee
Sat 27th December 2025 (7:00AM EST)
$43.40
-
Holiday Five 10K, Day 2
Incl. $3.40 Fee
Sun 28th December 2025 (7:00AM EST)
$43.40
-
Holiday Five 10K, Day 3
Incl. $3.40 Fee
Mon 29th December 2025 (7:00AM EST)
$43.40
-
Holiday Five 10K, Day 4
Incl. $3.40 Fee
Tue 30th December 2025 (7:00AM EST)
$43.40
-
Holiday Five 10K, Day 5
Incl. $3.40 Fee
Wed 31st December 2025 (7:00AM EST)
$43.40
-
Holiday Five 5K, All Five Days
Incl. $8.50 Fee
Sat 27th December 2025 (7:00AM EST)
$133.50
-
Holiday Five 5K, Day 1
Incl. $2.80 Fee
Sat 27th December 2025 (7:00AM EST)
$32.80
-
Holiday Five 5K, Day 2
Incl. $2.80 Fee
Sun 28th December 2025 (7:00AM EST)
$32.80
-
Holiday Five 5K, Day 3
Incl. $2.80 Fee
Mon 29th December 2025 (7:00AM EST)
$32.80
-
Holiday Five 5K, Day 4
Incl. $2.80 Fee
Tue 30th December 2025 (7:00AM EST)
$32.80
-
Holiday Five 5K, Day 5
Incl. $2.80 Fee
Wed 31st December 2025 (7:00AM EST)
$32.80
-
Holiday Five 50K, All Five Days
Incl. $18.50 Fee
Sat 27th December 2025 (6:00AM EST)
$368.50
-
Holiday Five 50K, Day 1
Incl. $5.50 Fee
Sat 27th December 2025 (6:00AM EST)
$80.50
-
Holiday Five 50K, Day 2
Incl. $5.50 Fee
Sun 28th December 2025 (6:00AM EST)
$80.50
-
Holiday Five 50K, Day 3
Incl. $5.50 Fee
Mon 29th December 2025 (6:00AM EST)
$80.50
-
Holiday Five 50K, Day 4
Incl. $5.50 Fee
Tue 30th December 2025 (6:00AM EST)
$80.50
-
Holiday Five 50K, Day 5
Incl. $5.50 Fee
Wed 31st December 2025 (6:00AM EST)
$80.50
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Cady Way Trail Head, 2529 Cady Way, Winter Park, 32792, FL, United States
Holiday Five
