40 Upcoming Races Near Winter Garden, FL in December, 2026

Sat, Dec 56 races

CORE's 2026 Reindeer Run & Roll 5k

Altamonte Springs, FL

5K

Holiday 5K, 10K, & 13.1M at DeBary, FL (49)

DeBary, FL

5K, 10K, Half

Mount Dora 1 Mile - Invitation Only

Mount Dora, FL

1 Mile

Oh, What Fun Run 5K

Orlando, FL

5K

Your Next Step is the Cure 5K

Plant City, FL

5K

OUC Orlando Half Marathon Weekend

Orlando, FL

Half, 5K

Sun, Dec 63 races

Orlando Ugly Sweater 5K: Christmas Battle

Clermont, FL

5K

Port 27 Race Series

Lake Hamilton, FL

5K

Orlando Ugly Sweater 5K (Team GRINCH vs Team SANTA)

Clermont, FL

5K

Sat, Dec 1212 races

Chosen 4 Change 5K

Debary, FL

5K

Medal Madness 5K, 10K, & 13.1M at Deland, FL (50)

Deland, FL

5K, 10K, Half

AdventHealth Howey-in-the-Hills Reindeer Dash 5K presented by LiveTrends Design Group

Howey-in-the-Hills, FL

5K

Holly Jolly Jingle Bell Jog 5k

Lakeland, FL

5K

Holiday 5K & 10K at Orlando, FL (50)

Orlando, FL

5K, 10K

2026 Jingle Bell Run - Orlando, FL

Orlando, FL

5K, 1 Mile

ITMS Howl-iday Hustle, Run, Walk, and Play!

Winter Springs, FL

5K

Stuff Your Face Race

Orlando, FL

5K, 1 Mile

Keel Farms Christmas Wine Run 5k

Plant City, FL

5K, 1 Mile

Jingle Bell 5k Fun Run

Saint Cloud, FL

5K

Lake Jovita 5K Reindeer Run

Dade City, FL

5K

Sun, Dec 132 races

Candy Cane Course - Orlando

Orlando, FL

1 Mile, 5K, 10K

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

5K

Sat, Dec 1911 races

FIT STREET MARKET: RUN THE SEASON

Orlando, FL

5K

Dream Finders Homes 12Ks of Christmas, Christmas 5k & Kids Races

Winter Garden, FL

12K, 5K

Fear Not. Jingle 5k

Orlando, FL

5K

Greg Warmoth Reindeer Run Presented by AdventHealth for Children

Orlando, FL

Santa's Run Fest

Winter Haven, FL

15K, 10K, 5K

Holiday 5K, 10K, & 13.1M at DeBary, FL (51)

DeBary, FL

5K, 10K, Half

Holiday 5K ,10K, 13.1M & 26.2M at ORLANDO, FL (51)

ORLANDO, FL

5K, 10K, Half

AdventHealth Santa's Twilight 5K - Downtown Clermont

Clermont, FL

5K

Santa Hustle Orlando

Kissimmee, FL

10K, 5K

Mount Dora Half Marathon & 5K

Mount Dora, FL

10K, Half, 5K

Ancient Oaks 100-Mile Endurance Run

Titusville, FL

Ultra

Sun, Dec 201 race

Deltona Jingle Jog 5K

Deltona, FL

5K

Thu, Dec 241 race

Holiday Stress Buster 5K - 14th Annual

Lake Helen, FL

5K

Sat, Dec 262 races

Holiday 5K, 10K, & 13.1M at Deltona, FL (52)

Deltona, FL

5K, 10K, Half

The Ritz-Carlton Winter GLO 5k

Orlando, FL

5K

Sun, Dec 271 race

Holiday Five (Five Days, Five Distances to choose from)

Winter Park, FL

Ultra, Marathon, Half

Thu, Dec 311 race

New Year 5K, 10K, & 13.1M at Deland, FL (53)

Deland, FL

5K, 10K, Half