Upcoming Races Near Windermere, FL in December, 2025

Name: Holiday Five
Start: 2025-12-27
End: 2025-12-27
Location: Winter Park

ASH Foundation Run/Walk 5K/3K

Orlando, FL

Monday, December 1st, 2025

Featured

View details for race ASH Foundation Run/Walk 5K/3K

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CORE's 2025 Reindeer Run & Roll 5k

Altamonte Springs, FL

Saturday, December 6th, 2025

Trail

View details for race CORE's 2025 Reindeer Run & Roll 5k

Muddy Dash | Tampa Bay | December 1st

Dade City, FL

Saturday, December 6th, 2025

View details for race Muddy Dash | Tampa Bay | December 1st

Lake Jovita 5K Reindeer Run

Dade City, FL

Saturday, December 6th, 2025

View details for race Lake Jovita 5K Reindeer Run

Little Big Water River 5K Trail Run/Walk

Dade City, FL

Saturday, December 6th, 2025

1 Mile

Trail

View details for race Little Big Water River 5K Trail Run/Walk

Medal Madness 5K, 10K, & Half Marathon at Gemin...

DeBary, FL

Saturday, December 6th, 2025

10K

Half

View details for race Medal Madness 5K, 10K, & Half Marathon at Gemini Springs Park, DeBary, FL (49) 80

Naughty or Nice 1 mile

Mount Dora, FL

Saturday, December 6th, 2025

1 Mile

View details for race Naughty or Nice 1 mile

The Hub 5K/1-Mile Race 2024

Titusville, FL

Saturday, December 6th, 2025

1 Mile

View details for race The Hub 5K/1-Mile Race 2024

OUC Orlando Half Marathon Weekend

Orlando, FL

Saturday, December 6th, 2025

Half

10K

View details for race OUC Orlando Half Marathon Weekend

TLC Jingle Jog

Belleview, FL

Sunday, December 7th, 2025

View details for race TLC Jingle Jog

Medal Madness 5K & 10K at Cypress Grove Park, O...

Orlando, FL

Saturday, December 13th, 2025

10K

View details for race Medal Madness 5K & 10K at Cypress Grove Park, Orlando, FL (50) 50

2025 Jingle Bell Run - Orlando, FL

Orlando, FL

Saturday, December 13th, 2025

View details for race 2025 Jingle Bell Run - Orlando, FL

FFC Chosen 4 Change 5K

Debary, FL

Saturday, December 13th, 2025

View details for race FFC Chosen 4 Change 5K

AdventHealth Howey-in-the-Hills Reindeer Dash 5...

Howey-in-the-Hills, FL

Saturday, December 13th, 2025

View details for race AdventHealth Howey-in-the-Hills Reindeer Dash 5K presented by LiveTrends Design Group

Jingle Bell 5k Fun Run

Saint Cloud, FL

Saturday, December 13th, 2025

View details for race Jingle Bell 5k Fun Run

Greg Warmoth Reindeer Run Presented by AdventHe...

Orlando, FL

Saturday, December 13th, 2025

Code:FTR5OFF

View details for race Greg Warmoth Reindeer Run Presented by AdventHealth for Children

Keel Farms Christmas Wine Run 5k

Plant City, FL

Saturday, December 13th, 2025

1 Mile

View details for race Keel Farms Christmas Wine Run 5k

Medal Madness 5K, 10K, & Half Marathon at Lake ...

Deland, FL

Saturday, December 13th, 2025

10K

Half

View details for race Medal Madness 5K, 10K, & Half Marathon at Lake Beresford Park, Deland, FL (50)

AdventHealth Santa's Twilight 5K - Cocoa

Cocoa, FL

Saturday, December 13th, 2025

View details for race AdventHealth Santa's Twilight 5K - Cocoa

Trail Running Festival

New Smyrna Beach, FL

Saturday, December 13th, 2025

Ultra

Trail

View details for race Trail Running Festival

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

Sunday, December 14th, 2025

Fast

View details for race Naughty or Nice 5K - Lake Mary

Santa Hustle Orlando

Kissimmee, FL

Sunday, December 14th, 2025

10K

1 Mile

View details for race Santa Hustle Orlando

2025 Packing District Jingle Jog 5K Fun Run & Walk

Orlando, FL

Sunday, December 14th, 2025

View details for race 2025 Packing District Jingle Jog 5K Fun Run & Walk

Candy Cane Course - Orlando

Clermont, FL

Sunday, December 14th, 2025

1 Mile

12K

View details for race Candy Cane Course - Orlando

Medal Madness 1M, 5K, 10K, 15K, & Half Marathon...

DeBary, FL

Saturday, December 20th, 2025

10K

15K

1 Mile

View details for race Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at Gemini Springs Park, DeBary, FL (12-20-2025)

Mount Dora Half Marathon & 5K

Mount Dora, FL

Saturday, December 20th, 2025

10K

Half

View details for race Mount Dora Half Marathon & 5K

Lake Nona Jingle Bell 5k and fun run

Orlando, FL

Saturday, December 20th, 2025

View details for race Lake Nona Jingle Bell 5k and fun run

Ancient Oaks 100-Mile Endurance Run

Titusville, FL

Saturday, December 20th, 2025

Ultra

Fast

View details for race Ancient Oaks 100-Mile Endurance Run

AdventHealth Santa's Twilight 5K - Downtown Cle...

Clermont, FL

Saturday, December 20th, 2025

View details for race AdventHealth Santa's Twilight 5K - Downtown Clermont

Dream Finders Homes 12Ks of Christmas, Christma...

Winter Garden, FL

Saturday, December 20th, 2025

12K

View details for race Dream Finders Homes 12Ks of Christmas, Christmas 5k & Kids Races

Santa's Run Fest

Winter Haven, FL

Saturday, December 20th, 2025

15K

10K

Trail

View details for race Santa's Run Fest

Jingle Jog 5K

Deltona, FL

Sunday, December 21st, 2025

View details for race Jingle Jog 5K

Holiday Stress Buster 5K - 12th Annual

Lake Helen, FL

Wednesday, December 24th, 2025

View details for race Holiday Stress Buster 5K - 12th Annual

The Ritz-Carlton Winter GLO 5k

Orlando, FL

Saturday, December 27th, 2025

View details for race The Ritz-Carlton Winter GLO 5k

Holiday 5K, 10K, & Half Marathon at Green Sprin...

Deltona, FL

Saturday, December 27th, 2025

10K

Half

View details for race Holiday 5K, 10K, & Half Marathon at Green Springs Park, Deltona, FL (52) 60

Holiday Five

Winter Park, FL

Saturday, December 27th, 2025

Marathon

Half

10K

Trail

View details for race Holiday Five

Explore more in Windermere, FL

Distances:

5K 10K Half Marathon Marathon

Months:

October November December

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

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