Upcoming Races Near Leesburg, FL in January, 2026

Name: Ugly Pajama 5K Run - Clermont
Start: 2026-01-31
End: 2026-01-31
Location: Clermont

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

DeBary, FL

Thursday, January 1st, 2026

Featured

10K

Half

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

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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

Whispering Oaks Cheers to New Years

Oxford, FL

Saturday, January 3rd, 2026

1 Mile

View details for race Whispering Oaks Cheers to New Years

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 WALT DISNEY WORLD® Marathon Weekend presen...

Orlando, FL

Wednesday, January 7th, 2026

10K

Half

View details for race 2026 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, & Half Marathon at Lake Beres...

Deland, FL

Saturday, January 10th, 2026

10K

Half

View details for race New Year 5K, 10K, & Half Marathon at Lake Beresford Park, Deland, FL (02) 50

Park Ave 5K

Winter Park, FL

Saturday, January 17th, 2026

View details for race Park Ave 5K

Finish the Dam 5k

Crystal River, FL

Saturday, January 17th, 2026

View details for race Finish the Dam 5k

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

LRC 5k Training Program | Lakeland, FL

Lakeland, FL

Saturday, January 17th, 2026

Trail

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

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

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

Renegade Rehab Run

Lecanto, FL

Sunday, January 18th, 2026

Marathon

Half

Trail

Fast

View details for race Renegade Rehab Run

Jurassic Jog 5k

Oviedo, FL

Sunday, January 18th, 2026

View details for race Jurassic Jog 5k

Freakin Freezin 5K - Lakeland

Lakeland, FL

Saturday, January 24th, 2026

View details for race Freakin Freezin 5K - Lakeland

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

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

Deltona, FL

Saturday, January 24th, 2026

10K

Half

View details for race Medal Madness 5K, 10K, & Half Marathon at Green Springs Park, Deltona, FL (04) 60

Masaryk Wine Run 5k

Masaryktown, FL

Sunday, January 25th, 2026

View details for race Masaryk Wine Run 5k

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

Wild Florida 5K

Orlando, FL

Saturday, January 31st, 2026

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

ME STRONG 5K

DeLand, FL

Saturday, January 31st, 2026

View details for race ME STRONG 5K

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

Ugly Pajama 5K Run - Clermont

Clermont, FL

Saturday, January 31st, 2026

View details for race Ugly Pajama 5K Run - Clermont

Explore more in Leesburg, FL

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

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