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Upcoming 5K Races Near Winter Garden, FL

Name: Love The Run You're With 5k
Start: 2026-02-14
End: 2026-02-14
Location: Lakeland

Holiday Five

Winter Park, FL

Saturday, December 27th, 2025

Featured

Marathon

Half

10K

Trail

View details for race Holiday Five

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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 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

LRC Member Events

Lakeland, FL

Thursday, January 1st, 2026

View details for race LRC Member Events

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

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

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 at Cypress Grove Park, Orland...

Orlando, FL

Saturday, January 10th, 2026

10K

View details for race New Year 5K & 10K at Cypress Grove Park, Orlando, FL (02S30)

New Year 5K & 10K, Westminster, MD (02)

Westminster, FL

Saturday, January 10th, 2026

10K

View details for race New Year 5K & 10K, Westminster, MD (02)

New Year 5K, 10K, & 13.1M, Deland, FL (02)

Deland, FL

Saturday, January 10th, 2026

10K

Half

View details for race New Year 5K, 10K, & 13.1M, 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

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)

Jurassic Jog 5k

Oviedo, FL

Sunday, January 18th, 2026

View details for race Jurassic Jog 5k

AdventHealth Elevate 5k Corporate Challenge

Clermont, FL

Saturday, January 24th, 2026

View details for race AdventHealth Elevate 5k Corporate Challenge

2nd Annual Kumquat Run

Dade City, FL

Saturday, January 24th, 2026

View details for race 2nd Annual Kumquat Run

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

Midway CD5K | Run, Walk & Roll

Sanford, FL

Saturday, January 24th, 2026

Ultra

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

Patriot Pride 5k

Altamonte Springs, FL

Saturday, January 24th, 2026

View details for race Patriot Pride 5k

Freakin Freezin 5K - Lakeland

Lakeland, FL

Saturday, January 24th, 2026

View details for race Freakin Freezin 5K - Lakeland

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

ME STRONG 5K

DeLand, FL

Saturday, January 31st, 2026

View details for race ME STRONG 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

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

Medal Madness 5K & 10K at Ellis-Methvin Park, P...

Plant City, FL

Saturday, January 31st, 2026

10K

View details for race Medal Madness 5K & 10K at Ellis-Methvin Park, Plant City, FL (05) 30

Wild Florida 5K

Orlando, FL

Saturday, January 31st, 2026

View details for race Wild Florida 5K

Sunflower 5K Run and Walk (Helping Orphans)

Longwood, FL

Sunday, February 1st, 2026

View details for race Sunflower 5K Run and Walk (Helping Orphans)

The Tumbleweed Run & Gravel Ride!

Eustis, FL

Saturday, February 7th, 2026

10 Miles

View details for race The Tumbleweed Run & Gravel Ride!

The Hunt for Sasquatch

Mulberry, FL

Saturday, February 7th, 2026

10K

1 Mile

Trail

View details for race The Hunt for Sasquatch

Run with Howie 5k Fun Run

Oviedo, FL

Saturday, February 7th, 2026

View details for race Run with Howie 5k Fun Run

Purple Pride 5k presented by Once Upon A Coconut

Orlando, FL

Saturday, February 7th, 2026

View details for race Purple Pride 5k presented by Once Upon A Coconut

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

Viking 5K, 10K, & 13.1M at DeBary, FL (06)

DeBary, FL

Saturday, February 7th, 2026

10K

Half

View details for race Viking 5K, 10K, & 13.1M at DeBary, FL (06)

5th Annual School Spirit Run & Kids Run

Orlando, FL

Saturday, February 7th, 2026

Fast

View details for race 5th Annual School Spirit Run & Kids Run

Angie Sharon Memorial 5K Heart Walk/Run

Edgewater, FL

Saturday, February 7th, 2026

View details for race Angie Sharon Memorial 5K Heart Walk/Run

5th Annual Run for the Cherubs 5K & Walk benefi...

Saint Cloud, FL

Saturday, February 7th, 2026

View details for race 5th Annual Run for the Cherubs 5K & Walk benefiting Orlando Health Winnie Palmer Hospital for Women & Babies

Love The Run You're With 5k

Lakeland, FL

Saturday, February 14th, 2026

View details for race Love The Run You're With 5k

Explore more in Winter Garden, 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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