Upcoming Races Near Leesburg, FL

Name: Run with Howie 5k Fun Run
Start: 2026-02-07
End: 2026-02-07
Location: Oviedo

RaceDay Checkin Test Race for RaceDay Team

Orlando, FL

Thursday, December 18th, 2025

Featured

10K

View details for race RaceDay Checkin Test Race for RaceDay Team

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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

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

Clermont, FL

Saturday, December 20th, 2025

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

Holiday 5K, 10K, 13.1 & 26.2 at Baseline Trailh...

Ocala, FL

Saturday, December 20th, 2025

10K

Half

View details for race Holiday 5K, 10K, 13.1 & 26.2 at Baseline Trailhead Park, Ocala, FL (51) 50

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

Holiday 1M, 5K, 10K, 15K, & Half Marathon at Ge...

DeBary, FL

Saturday, December 20th, 2025

10K

15K

1 Mile

View details for race Holiday 1M, 5K, 10K, 15K, & Half Marathon at Gemini Springs Park, DeBary, FL (51)

Mount Dora Half Marathon & 5K

Mount Dora, FL

Saturday, December 20th, 2025

10K

Half

View details for race Mount Dora Half Marathon & 5K

Jingle Jog 5K

Deltona, FL

Sunday, December 21st, 2025

View details for race Jingle Jog 5K

Holiday Stress Buster 5K - 13th Annual

Lake Helen, FL

Wednesday, December 24th, 2025

View details for race Holiday Stress Buster 5K - 13th 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

New Year 5K, 10K, & Half Marathon at Baseline T...

Ocala, FL

Thursday, January 1st, 2026

10K

Half

View details for race New Year 5K, 10K, & Half Marathon at Baseline Trailhead Park, Ocala, FL (New Year) 80

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

DeBary, FL

Thursday, January 1st, 2026

10K

Half

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

Westly's 9th Annual 5K

Oakland, FL

Thursday, January 1st, 2026

View details for race Westly's 9th Annual 5K

Whispering Oaks Cheers to New Years

Oxford, FL

Saturday, January 3rd, 2026

1 Mile

View details for race Whispering Oaks Cheers to New Years

Celebrate the New Year Run

Orlando, FL

Saturday, January 3rd, 2026

View details for race Celebrate the New Year Run

Whispering Oaks Cheers to New Years Wine Run 5k

Oxford, FL

Saturday, January 3rd, 2026

1 Mile

View details for race Whispering Oaks Cheers to New Years Wine Run 5k

2026 GYC 5K

Orlando, FL

Sunday, January 4th, 2026

View details for race 2026 GYC 5K

2025 WALT DISNEY WORLD® Marathon Weekend presen...

Orlando, FL

Wednesday, January 7th, 2026

10K

15K

View details for race 2025 WALT DISNEY WORLD® Marathon Weekend presented by State Farm® With A Running Passion

2026 Walt Disney World® Marathon Weekend presen...

Orlando, FL

Thursday, January 8th, 2026

10K

Half

View details for race 2026 Walt Disney World® Marathon Weekend presented by State Farm

Teaching & Learning Collaborative Charity Group...

Kissimmee, FL

Thursday, January 8th, 2026

10K

View details for race Teaching & Learning Collaborative Charity Group Registration (2026 Walt Disney World® Marathon Weekend)

New Year 5K & 10K, Orlando, FL (02)

Orlando, FL

Saturday, January 10th, 2026

10K

View details for race New Year 5K & 10K, Orlando, FL (02)

New Year 5K, 10K, & 13.1 at Lake Beresford Park...

Deland, FL

Saturday, January 10th, 2026

10K

Half

View details for race New Year 5K, 10K, & 13.1 at Lake Beresford Park, Deland, FL (02S40)

Running of the Squares Lake Sumter Landing

The Villages, FL

Saturday, January 10th, 2026

View details for race Running of the Squares Lake Sumter Landing

New Year New Me 5K - Orlando

Kissimmee, FL

Sunday, January 11th, 2026

View details for race New Year New Me 5K - Orlando

Finish the Dam 5k

Crystal River, FL

Saturday, January 17th, 2026

View details for race Finish the Dam 5k

LRC 5k Training Program | Lakeland, FL

Lakeland, FL

Saturday, January 17th, 2026

View details for race LRC 5k Training Program | Lakeland, FL

Park Ave 5K

Winter Park, FL

Saturday, January 17th, 2026

View details for race Park Ave 5K

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

Ocala, FL

Saturday, January 17th, 2026

10K

Half

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

Time Travel Half-Marathon (and 5k/10k) - Orlando

Orlando, FL

Saturday, January 17th, 2026

Half

10K

View details for race Time Travel Half-Marathon (and 5k/10k) - Orlando

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

DeBary, FL

Saturday, January 17th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & Half Marathon at Gemini Springs Park, DeBary, FL (03) 80

Jurassic Jog 5k

Oviedo, FL

Sunday, January 18th, 2026

View details for race Jurassic Jog 5k

Renegade Rehab Run

Lecanto, FL

Sunday, January 18th, 2026

Marathon

Half

Trail

Fast

View details for race Renegade Rehab Run

Elevate 5k Corporate Challenge

Clermont, FL

Saturday, January 24th, 2026

Trail

View details for race Elevate 5k Corporate Challenge

Freakin Freezin 5K - Lakeland

Lakeland, FL

Saturday, January 24th, 2026

View details for race Freakin Freezin 5K - Lakeland

Medal Madness 5K, 10K, & 13.1 at Green Springs ...

Deltona, FL

Saturday, January 24th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1 at Green Springs Park, Deltona, FL (04M60)

Midway CD5K | Run, Walk & Roll

Sanford, FL

Saturday, January 24th, 2026

Ultra

View details for race Midway CD5K | Run, Walk & Roll

Goldsboro Unity 5k Run Ride Walk

Sanford, FL

Saturday, January 24th, 2026

View details for race Goldsboro Unity 5k Run Ride Walk

Lake Mary's 9th Annual Run with a Hero 5K and K...

Lake Mary, FL

Saturday, January 24th, 2026

View details for race Lake Mary's 9th Annual Run with a Hero 5K and Kids Run Sponsored by Orlando Health

Patriot Pride 5k

Altamonte Springs, FL

Saturday, January 24th, 2026

View details for race Patriot Pride 5k

2nd Annual Kumquat Run

Dade City, FL

Saturday, January 24th, 2026

View details for race 2nd Annual Kumquat Run

Town of Celebration Marathon & Half Marathon

Celebration, FL

Sunday, January 25th, 2026

Marathon

Half

Fast

View details for race Town of Celebration Marathon & Half Marathon

Masaryk Wine Run 5k

Masaryktown, FL

Sunday, January 25th, 2026

View details for race Masaryk Wine Run 5k

Ugly Pajama 5K Run - Clermont

Clermont, FL

Saturday, January 31st, 2026

View details for race Ugly Pajama 5K Run - Clermont

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

Deland, FL

Saturday, January 31st, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & Half Marathon at Lake Beresford Park, Deland, FL (05) 50

ME STRONG 5K

DeLand, FL

Saturday, January 31st, 2026

View details for race ME STRONG 5K

Wild Florida 5K

Orlando, FL

Saturday, January 31st, 2026

Trail

View details for race Wild Florida 5K

Cherrylake Farm Races presented by Orlando Health

Groveland, FL

Saturday, January 31st, 2026

10K

View details for race Cherrylake Farm Races presented by Orlando Health

Run with Howie 5k Fun Run

Oviedo, FL

Saturday, February 7th, 2026

View details for race Run with Howie 5k Fun Run

Explore more in Leesburg, FL

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

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