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Upcoming 5K Races Near Leesburg, FL

Name: AdventHealth Nighthawk Trail Run - Night Owl 5K and Coyote 10K
Start: 2026-02-07
End: 2026-02-07
Location: Lakeland

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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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 (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

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

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, 15K, 13.1 & 26.2 at Baseline T...

Ocala, FL

Saturday, December 20th, 2025

10K

15K

View details for race Holiday 5K, 10K, 15K, 13.1 & 26.2 at Baseline Trailhead Park, Ocala, FL (51) 50

Deltona Jingle Jog 5K

Deltona, FL

Sunday, December 21st, 2025

View details for race Deltona 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

Holiday Five

Winter Park, FL

Saturday, December 27th, 2025

Marathon

Half

10K

Trail

View details for race Holiday Five

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

The Ritz-Carlton Winter GLO 5k

Orlando, FL

Saturday, December 27th, 2025

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

New Year 1M, 5K, 10K, 15K, & Half Marathon at B...

Ocala, FL

Thursday, January 1st, 2026

10K

15K

1 Mile

View details for race New Year 1M, 5K, 10K, 15K, & Half Marathon at Baseline Trailhead Park, Ocala, FL (New Year) 80

Westly's 9th Annual 5K

Oakland, FL

Thursday, January 1st, 2026

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

New Year 5K, 10K, & Half Marathon at Gemini Spr...

DeBary, FL

Thursday, January 1st, 2026

10K

Half

View details for race New Year 5K, 10K, & Half Marathon at Gemini Springs Park, DeBary, FL (01) 80

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

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

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

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)

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

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 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 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

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

Park Ave 5K

Winter Park, FL

Saturday, January 17th, 2026

View details for race Park Ave 5K

LRC 5k Training Program | Lakeland, FL

Lakeland, FL

Saturday, January 17th, 2026

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

Medal Madness 5K, 10K, & 13.M, DeBary, FL (03)

DeBary, FL

Saturday, January 17th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.M, DeBary, FL (03)

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

Ocala, FL

Saturday, January 17th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & Half Marathon at Baseline Trailhead Park, Ocala, FL (03) 80

Jurassic Jog 5k

Oviedo, FL

Sunday, January 18th, 2026

View details for race Jurassic Jog 5k

2nd Annual Kumquat Run

Dade City, FL

Saturday, January 24th, 2026

View details for race 2nd Annual Kumquat Run

Midway CD5K | Run, Walk & Roll

Sanford, FL

Saturday, January 24th, 2026

Ultra

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

Elevate 5k Corporate Challenge

Clermont, FL

Saturday, January 24th, 2026

Trail

View details for race Elevate 5k Corporate Challenge

Medal Madness 5K, 10K, & 13.1M, Deltona, FL (04)

Deltona, FL

Saturday, January 24th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1M, Deltona, FL (04)

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

Freakin Freezin 5K - Lakeland

Lakeland, FL

Saturday, January 24th, 2026

View details for race Freakin Freezin 5K - Lakeland

Patriot Pride 5k

Altamonte Springs, FL

Saturday, January 24th, 2026

View details for race Patriot Pride 5k

Goldsboro Unity 5k Run Ride Walk

Sanford, FL

Saturday, January 24th, 2026

View details for race Goldsboro Unity 5k Run Ride Walk

Masaryk Wine Run 5k

Masaryktown, FL

Sunday, January 25th, 2026

View details for race Masaryk Wine Run 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

Ugly Pajama 5K Run - Clermont

Clermont, FL

Saturday, January 31st, 2026

View details for race Ugly Pajama 5K Run - Clermont

Wild Florida 5K

Orlando, FL

Saturday, January 31st, 2026

Trail

View details for race Wild Florida 5K

Medal Madness 5K, 10K, & 13.1M, Deland, FL (05)

Deland, FL

Saturday, January 31st, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & 13.1M, Deland, FL (05)

ME STRONG 5K

DeLand, FL

Saturday, January 31st, 2026

View details for race ME STRONG 5K

The Tumbleweed Run & Gravel Ride!

Eustis, FL

Saturday, February 7th, 2026

10 Miles

View details for race The Tumbleweed Run & Gravel Ride!

Viking 5K, 10K, & Half Marathon at Baseline Tra...

Ocala, FL

Saturday, February 7th, 2026

10K

Half

View details for race Viking 5K, 10K, & Half Marathon at Baseline Trailhead Park, Ocala, FL (06) 80

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

Lakeland, FL

Saturday, February 7th, 2026

15K

10K

Trail

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

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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