261 Upcoming 5K Races Near Leesburg, FL

Sat, Dec 54 races

Sleigh the Day 5K / 10K

Silver Springs, FL

10K

Trail

View details for race Sleigh the Day 5K / 10K

CORE's 2026 Reindeer Run & Roll 5k

Altamonte Springs, FL

Trail

View details for race CORE's 2026 Reindeer Run & Roll 5k

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Holiday 5K, 10K, 13.1M & 26.2M at Ocala, FL (49)

Ocala, FL

10K

Half

Fast

View details for race Holiday 5K, 10K, 13.1M & 26.2M at Ocala, FL (49)

OUC Orlando Half Marathon Weekend

Orlando, FL

Half

View details for race OUC Orlando Half Marathon Weekend

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Sun, Dec 62 races

Orlando Ugly Sweater 5K (Team GRINCH vs Team SA...

Clermont, FL

View details for race Orlando Ugly Sweater 5K (Team GRINCH vs Team SANTA)

Orlando Ugly Sweater 5K: Christmas Battle

Clermont, FL

View details for race Orlando Ugly Sweater 5K: Christmas Battle

Sat, Dec 1211 races

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

Howey-in-the-Hills, FL

Trail

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

Holly Jolly Jingle Bell Jog 5k

Lakeland, FL

Trail

View details for race Holly Jolly Jingle Bell Jog 5k

Stuff Your Face Race

Orlando, FL

1 Mile

View details for race Stuff Your Face Race

2026 Jingle Bell Run - Orlando, FL

Orlando, FL

1 Mile

View details for race 2026 Jingle Bell Run - Orlando, FL

Chosen 4 Change 5K

Debary, FL

View details for race Chosen 4 Change 5K

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

Orlando, FL

10K

Fast

View details for race Holiday 5K & 10K at Orlando, FL (50)

Lake Jovita 5K Reindeer Run

Dade City, FL

View details for race Lake Jovita 5K Reindeer Run

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

Winter Springs, FL

View details for race ITMS Howl-iday Hustle, Run, Walk, and Play!

Ocala Reindeer Run Presented by the Gaekwad Family

Ocala, FL

View details for race Ocala Reindeer Run Presented by the Gaekwad Family

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

Deland, FL

10K

Half

Fast

View details for race Holiday 5K, 10K, & 13.1M at Deland, FL (50)

Jingle Bell 5K Run & 1 Mile Walk

Inverness, FL

1 Mile

View details for race Jingle Bell 5K Run & 1 Mile Walk

Sun, Dec 132 races

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

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

Candy Cane Course - Orlando

Orlando, FL

1 Mile

10K

View details for race Candy Cane Course - Orlando

Thu, Dec 171 race

LRC Member Events

Lakeland, FL

View details for race LRC Member Events

Sat, Dec 1911 races

Mount Dora Half Marathon & 5K

Mount Dora, FL

10K

Half

View details for race Mount Dora Half Marathon & 5K

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

Ocala, FL

10K

Half

Fast

View details for race Holiday 5K, 10K & 13.1M at Ocala, FL (51)

FIT STREET MARKET: RUN THE SEASON

Orlando, FL

View details for race FIT STREET MARKET: RUN THE SEASON

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

ORLANDO, FL

10K

Half

Fast

View details for race Holiday 5K ,10K, 13.1M & 26.2M at ORLANDO, FL (51)

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

DeBary, FL

10K

Half

Fast

View details for race Holiday 5K, 10K, & 13.1M at DeBary, FL (51)

Santa Hustle Orlando

Kissimmee, FL

10K

View details for race Santa Hustle Orlando

Jolly Jog 1 Mile Fun Run/Walk by Fleet Feet

Lakeland, FL

1 Mile

View details for race Jolly Jog 1 Mile Fun Run/Walk by Fleet Feet

Tinsel Trot Holiday 5K

Crystal River, FL

Trail

View details for race Tinsel Trot Holiday 5K

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

Winter Garden, FL

12K

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

Fear Not. Jingle 5k

Orlando, FL

View details for race Fear Not. Jingle 5k

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

Clermont, FL

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

Sun, Dec 201 race

Deltona Jingle Jog 5K

Deltona, FL

View details for race Deltona Jingle Jog 5K

Thu, Dec 241 race

Holiday Stress Buster 5K - 14th Annual

Lake Helen, FL

View details for race Holiday Stress Buster 5K - 14th Annual

Sat, Dec 262 races

The Ritz-Carlton Winter GLO 5k

Orlando, FL

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

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

Deltona, FL

10K

Half

Fast

View details for race Holiday 5K, 10K, & 13.1M at Deltona, FL (52)

Sun, Dec 271 race

Holiday Five (Five Days, Five Distances to choo...

Winter Park, FL

Ultra

Marathon

Half

Trail

View details for race Holiday Five (Five Days, Five Distances to choose from)

Thu, Dec 311 race

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

Deland, FL

10K

Half

Fast

View details for race New Year 5K, 10K, & 13.1M at Deland, FL (53)

Sat, Jan 2, 20274 races

New Year 5K, 10K, 13.1M, & 26.2M, Ocala, FL (01)

Ocala, FL

10K

Half

Fast

View details for race New Year 5K, 10K, 13.1M, & 26.2M, Ocala, FL (01)

New Year 5K, 10K, & 13.1M at DeBary, FL (01)

DeBary, FL

10K

Half

Fast

View details for race New Year 5K, 10K, & 13.1M at DeBary, FL (01)

Cheers to New Year's 5k Run/Walk - Orlando

Kissimmee, FL

View details for race Cheers to New Year's 5k Run/Walk - Orlando

Strides for Haiti 5k 2027

Orlando, FL

View details for race Strides for Haiti 5k 2027

Wed, Jan 6, 20272 races

2026 WALT DISNEY WORLD® Marathon Weekend presen...

Orlando, FL

10K

Half

View details for race 2026 WALT DISNEY WORLD® Marathon Weekend presented by State Farm® With A Running Passion

Walt Disney World® Marathon Weekend

Lake Buena Vista, FL

Half

Marathon

View details for race Walt Disney World® Marathon Weekend

Thu, Jan 7, 20272 races

TECH CORPS Charity Group Registration (2027 Wal...

Kissimmee, FL

10K

Half

View details for race TECH CORPS Charity Group Registration (2027 Walt Disney World® Marathon Weekend)

2027 Walt Disney World® Marathon Weekend

Orlando, FL

10K

Half

View details for race 2027 Walt Disney World® Marathon Weekend

Sat, Jan 9, 20272 races

The Crimson Resilient Run/Walk

Orlando, FL

View details for race The Crimson Resilient Run/Walk

New Year 5K, 10K, & 13.1M, Deland, FL (02)

Deland, FL

10K

Half

Fast

View details for race New Year 5K, 10K, & 13.1M, Deland, FL (02)

Sat, Jan 16, 20273 races

Medal Madness 5K, 10K, & 13.1M at DeBary, FL (03)

DeBary, FL

10K

Half

Fast

View details for race Medal Madness 5K, 10K, & 13.1M at DeBary, FL (03)

Medal Madness 5K ,10K, 13.1M & 26.2M at ORLANDO...

ORLANDO, FL

10K

Half

Fast

View details for race Medal Madness 5K ,10K, 13.1M & 26.2M at ORLANDO, FL (03)

Masaryk Wine Run 5k

Masaryktown, FL

View details for race Masaryk Wine Run 5k

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