Upcoming 5K Races Near Windermere, FL

Name: Medal Madness 5K, 10K, & 13.1 at Green Springs Park, Deltona, FL (04M60)
Start: 2026-01-24
End: 2026-01-24
Location: Deltona

Jingle Bell 5k Fun Run

Saint Cloud, FL

Saturday, December 13th, 2025

Featured

View details for race Jingle Bell 5k Fun Run

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Keel Farms Christmas Wine Run 5k

Plant City, FL

Saturday, December 13th, 2025

1 Mile

View details for race Keel Farms Christmas Wine Run 5k

ITMS Howl-iday Hustle, Run, Walk, and Play!

Winter Springs, FL

Saturday, December 13th, 2025

View details for race ITMS Howl-iday Hustle, Run, Walk, and Play!

AdventHealth Santa's Twilight 5K - Cocoa

Cocoa, FL

Saturday, December 13th, 2025

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

2025 Jingle Bell Run - Orlando, FL

Orlando, FL

Saturday, December 13th, 2025

View details for race 2025 Jingle Bell Run - Orlando, FL

Chosen 4 Change 5K

Debary, FL

Saturday, December 13th, 2025

View details for race Chosen 4 Change 5K

Ninja 5K, 10K, & Half Marathon at Lake Beresfor...

Deland, FL

Saturday, December 13th, 2025

10K

Half

View details for race Ninja 5K, 10K, & Half Marathon at Lake Beresford Park, Deland, FL (12-13-25)

AdventHealth Howey-in-the-Hills Reindeer Dash 5...

Howey-in-the-Hills, FL

Saturday, December 13th, 2025

Trail

View details for race AdventHealth Howey-in-the-Hills Reindeer Dash 5K presented by LiveTrends Design Group

Medal Madness 5K & 10K at Cypress Grove Park, O...

Orlando, FL

Saturday, December 13th, 2025

10K

View details for race Medal Madness 5K & 10K at Cypress Grove Park, Orlando, FL (50) 50

Candy Cane Course - Orlando

Clermont, FL

Sunday, December 14th, 2025

1 Mile

12K

View details for race Candy Cane Course - Orlando

Windermere SDA 5K Walk/Run for Hope

Ocoee, FL

Sunday, December 14th, 2025

View details for race Windermere SDA 5K Walk/Run for Hope

Santa Hustle Orlando

Kissimmee, FL

Sunday, December 14th, 2025

10K

1 Mile

View details for race Santa Hustle Orlando

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

Sunday, December 14th, 2025

View details for race Naughty or Nice 5K - Lake Mary

2025 Williams Family Y Jingle Jog 5K Fun Run & ...

Orlando, FL

Sunday, December 14th, 2025

View details for race 2025 Williams Family Y Jingle Jog 5K Fun Run & Walk

RaceDay Checkin Test Race for RaceDay Team

Orlando, FL

Thursday, December 18th, 2025

10K

View details for race RaceDay Checkin Test Race for RaceDay Team

Santa's Run Fest

Winter Haven, FL

Saturday, December 20th, 2025

15K

10K

Trail

View details for race Santa's Run Fest

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

Mount Dora Half Marathon & 5K

Mount Dora, FL

Saturday, December 20th, 2025

10K

Half

View details for race Mount Dora Half Marathon & 5K

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 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)

Jingle Jog 5K

Deltona, FL

Sunday, December 21st, 2025

View details for race 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

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

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

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

Game On! Run for Responders 5K

Cocoa, FL

Saturday, January 3rd, 2026

View details for race Game On! Run for Responders 5K

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

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 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)

No Longer Fatherless 5k

New Smyrna Beach, FL

Saturday, January 10th, 2026

View details for race No Longer Fatherless 5k

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

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

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

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

Elevate 5k Corporate Challenge

Clermont, FL

Saturday, January 24th, 2026

Trail

View details for race Elevate 5k Corporate Challenge

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)

Explore more in Windermere, FL

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

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