Upcoming Races Near Leesburg, FL

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Gobbler 5K, 10K, & 13.1M at Deltona, FL (48)

Deltona, FL

Saturday, November 28th, 2026

10K

Half

View details for race Gobbler 5K, 10K, & 13.1M at Deltona, FL (48)

Mount Dora 1 Mile - Invitation Only

Mount Dora, FL

Saturday, December 5th, 2026

1 Mile

Fast

View details for race Mount Dora 1 Mile - Invitation Only

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

DeBary, FL

Saturday, December 5th, 2026

10K

Half

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

OUC Orlando Half Marathon Weekend

Orlando, FL

Saturday, December 5th, 2026

Half

View details for race OUC Orlando Half Marathon Weekend

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

Ocala, FL

Saturday, December 5th, 2026

10K

Half

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

Ocala Reindeer Run Presented by the Gaekwad Family

Ocala, FL

Saturday, December 12th, 2026

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

Deltona Jingle Jog 5K

Deltona, FL

Saturday, December 12th, 2026

View details for race Deltona Jingle Jog 5K

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

Deland, FL

Saturday, December 12th, 2026

10K

Half

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

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

Winter Springs, FL

Saturday, December 12th, 2026

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

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

Howey-in-the-Hills, FL

Saturday, December 12th, 2026

Trail

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

Stuff Your Face Race

Orlando, FL

Saturday, December 12th, 2026

1 Mile

View details for race Stuff Your Face Race

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

Sunday, December 13th, 2026

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

Candy Cane Course - Orlando

Orlando, FL

Sunday, December 13th, 2026

1 Mile

10K

View details for race Candy Cane Course - Orlando

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

Clermont, FL

Saturday, December 19th, 2026

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

Santa Hustle Orlando

Kissimmee, FL

Saturday, December 19th, 2026

10K

View details for race Santa Hustle Orlando

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

DeBary, FL

Saturday, December 19th, 2026

10K

Half

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

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

Ocala, FL

Saturday, December 19th, 2026

10K

Half

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

Mount Dora Half Marathon & 5K

Mount Dora, FL

Saturday, December 19th, 2026

10K

Half

View details for race Mount Dora Half Marathon & 5K

Holiday Stress Buster 5K - 14th Annual

Lake Helen, FL

Thursday, December 24th, 2026

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

The Ritz-Carlton Winter GLO 5k

Orlando, FL

Saturday, December 26th, 2026

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

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

Deltona, FL

Saturday, December 26th, 2026

10K

Half

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

Holiday Five

Winter Park, FL

Sunday, December 27th, 2026

Ultra

Marathon

Half

Trail

View details for race Holiday Five

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

Kissimmee, FL

Saturday, January 2nd, 2027

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

2026 WALT DISNEY WORLD® Marathon Weekend presen...

Orlando, FL

Wednesday, January 6th, 2027

10K

Half

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

2027 Walt Disney World® Marathon Weekend

Orlando, FL

Thursday, January 7th, 2027

10K

Half

View details for race 2027 Walt Disney World® Marathon Weekend

TECH CORPS Charity Group Registration (2027 Wal...

Kissimmee, FL

Thursday, January 7th, 2027

10K

Half

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

Masaryk Wine Run 5k

Masaryktown, FL

Saturday, January 16th, 2027

View details for race Masaryk Wine Run 5k

Chasing the Dream 5K -MLK Day Celebration

Orlando, FL

Monday, January 18th, 2027

View details for race Chasing the Dream 5K -MLK Day Celebration

Patriot Pride 5k

Altamonte Springs, FL

Saturday, January 30th, 2027

View details for race Patriot Pride 5k

Wild Florida 5K

Orlando, FL

Saturday, January 30th, 2027

Trail

View details for race Wild Florida 5K

Town of Celebration Marathon & Half Marathon

Celebration, FL

Sunday, January 31st, 2027

Marathon

Half

Fast

View details for race Town of Celebration Marathon & Half Marathon

AdventHealth Nighthawk Trail Run - Night Owl 5K...

Lakeland, FL

Saturday, February 6th, 2027

15K

10K

Trail

View details for race AdventHealth Nighthawk Trail Run - Night Owl 5K and Coyote 10K

Cherrylake Farm Races presented by Orlando Health

Groveland, FL

Saturday, February 6th, 2027

10K

View details for race Cherrylake Farm Races presented by Orlando Health

The Tumbleweed Run & Gravel Ride!

Eustis, FL

Saturday, February 6th, 2027

10 Miles

View details for race The Tumbleweed Run & Gravel Ride!

6th Annual School Spirit Run & Kids Run IGNITED...

Orlando, FL

Saturday, February 6th, 2027

View details for race 6th Annual School Spirit Run & Kids Run IGNITED By Addition Financial

Husky Hearts 5K

Lake Helen, FL

Saturday, February 13th, 2027

1 Mile

View details for race Husky Hearts 5K

AdventHealth Lake Apopka Scenic Trail 30K Run, ...

Apopka, FL

Saturday, February 13th, 2027

Ultra

Half

Trail

View details for race AdventHealth Lake Apopka Scenic Trail 30K Run, 8 Miler & 5K

Run for Resilience 5K

Orlando, FL

Saturday, February 13th, 2027

Fast

View details for race Run for Resilience 5K

Bigfoot Challenge 5k/8k Presidents’ Day

Clermont, FL

Sunday, February 14th, 2027

View details for race Bigfoot Challenge 5k/8k Presidents’ Day

Boone Brave Run

Orlando, FL

Saturday, February 20th, 2027

View details for race Boone Brave Run

TECH CORPS Charity Group Registration (Princess...

Kissimmee, FL

Friday, February 26th, 2027

10K

15K

View details for race TECH CORPS Charity Group Registration (Princess Half Marathon Weekend 2027)

Run for The Springs 5k

Dunnellon, FL

Saturday, February 27th, 2027

View details for race Run for The Springs 5k

Inua 5k

Orlando, FL

Saturday, February 27th, 2027

View details for race Inua 5k

Best Damn Race Orlando

Orlando, FL

Saturday, March 6th, 2027

Half

10K

View details for race Best Damn Race Orlando

HOPE's 16th Annual Sham Rock N Run 5k

Oviedo, FL

Saturday, March 6th, 2027

View details for race HOPE's 16th Annual Sham Rock N Run 5k

OCBA Law Day 5K - 13th Annual

Orlando, FL

Saturday, March 6th, 2027

View details for race OCBA Law Day 5K - 13th Annual

AdventHealth Great Clermont Triathlon

Clermont, FL

Sunday, March 7th, 2027

Ultra

1 Mile

View details for race AdventHealth Great Clermont Triathlon

LSSC Shamrock Shuffle

Clermont, FL

Saturday, March 13th, 2027

1 Mile

10K

Trail

View details for race LSSC Shamrock Shuffle

Formosa Spiked Apple 5k

Kissimmee, FL

Sunday, March 14th, 2027

View details for race Formosa Spiked Apple 5k

The Spring Rising

Oviedo, FL

Saturday, March 20th, 2027

1 Mile

10K

Trail

View details for race The Spring Rising

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