Upcoming Races Near Windermere, 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's Day NSB 5k 2026

New Smyrna Beach, FL

Thursday, January 1st, 2026

View details for race New Year's Day NSB 5k 2026

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 Year's 5k

Oxford, FL

Saturday, January 3rd, 2026

1 Mile

View details for race Whispering Oaks Cheers to New Year's 5k

Game On! Run for Responders 5K

Cocoa, FL

Saturday, January 3rd, 2026

View details for race Game On! Run for Responders 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)

No Longer Fatherless 5k

New Smyrna Beach, FL

Saturday, January 10th, 2026

View details for race No Longer Fatherless 5k

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.M, Deland, FL (02)

Deland, FL

Saturday, January 10th, 2026

10K

Half

View details for race New Year 5K, 10K, & 13.M, Deland, FL (02)

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

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)

Shark Bite Half Marathon & 5k

New Smyrna Beach, FL

Saturday, January 17th, 2026

10K

Half

View details for race Shark Bite Half Marathon & 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

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

COCOA BRAZIL INTERNATIONAL 5K/10K/15K

Cocoa, FL

Sunday, January 18th, 2026

View details for race COCOA BRAZIL INTERNATIONAL 5K/10K/15K

Jurassic Jog 5k

Oviedo, FL

Sunday, January 18th, 2026

View details for race Jurassic Jog 5k

Light the Night 5K Run/Walk

New Smyrna Beach, FL

Friday, January 23rd, 2026

Trail

View details for race Light the Night 5K Run/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

Elevate 5k Corporate Challenge

Clermont, FL

Saturday, January 24th, 2026

Trail

View details for race Elevate 5k Corporate Challenge

2nd Annual Kumquat Run

Dade City, FL

Saturday, January 24th, 2026

View details for race 2nd Annual Kumquat Run

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)

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

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

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

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

Medal Madness 5K & 10K, Plant City, FL (05)

Plant City, FL

Saturday, January 31st, 2026

10K

View details for race Medal Madness 5K & 10K, Plant City, FL (05)

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

Ugly Pajama 5K Run - Clermont

Clermont, FL

Saturday, January 31st, 2026

View details for race Ugly Pajama 5K Run - Clermont

Explore more in Windermere, 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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