Upcoming 5K Races Near Winter Park, FL

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

Howey-in-the-Hills, FL

Saturday, December 12th, 2026

Trail

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

Stuff Your Face Race

Orlando, FL

Saturday, December 12th, 2026

1 Mile

View details for race Stuff Your Face Race

Holiday 5K, 10K, & 13.1M at Deland, FL (50)

Deland, FL

Saturday, December 12th, 2026

10K

Half

View details for race Holiday 5K, 10K, & 13.1M at Deland, FL (50)

AdventHealth Santa's Twilight 5K - Cocoa Village

Cocoa, FL

Saturday, December 12th, 2026

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

Deltona Jingle Jog 5K

Deltona, FL

Saturday, December 12th, 2026

View details for race Deltona Jingle Jog 5K

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

Sunday, December 13th, 2026

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

Candy Cane Course - Orlando

Orlando, FL

Sunday, December 13th, 2026

1 Mile

10K

View details for race Candy Cane Course - Orlando

AdventHealth Santa's Twilight 5K - Downtown Cle...

Clermont, FL

Saturday, December 19th, 2026

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

Santa Hustle Orlando

Kissimmee, FL

Saturday, December 19th, 2026

10K

View details for race Santa Hustle Orlando

Holiday 5K, 10K, & 13.1M at DeBary, FL (51)

DeBary, FL

Saturday, December 19th, 2026

10K

Half

View details for race Holiday 5K, 10K, & 13.1M at DeBary, FL (51)

Holiday 5K & 10K at Merritt Island, FL (51)

Merritt Island, FL

Saturday, December 19th, 2026

10K

View details for race Holiday 5K & 10K at Merritt Island, FL (51)

Santa's Run Fest

Winter Haven, FL

Saturday, December 19th, 2026

15K

10K

Trail

View details for race Santa's Run Fest

Mount Dora Half Marathon & 5K

Mount Dora, FL

Saturday, December 19th, 2026

10K

Half

View details for race Mount Dora Half Marathon & 5K

Holiday Stress Buster 5K - 14th Annual

Lake Helen, FL

Thursday, December 24th, 2026

View details for race Holiday Stress Buster 5K - 14th Annual

The Ritz-Carlton Winter GLO 5k

Orlando, FL

Saturday, December 26th, 2026

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

Holiday 5K, 10K, & 13.1M at Deltona, FL (52)

Deltona, FL

Saturday, December 26th, 2026

10K

Half

View details for race Holiday 5K, 10K, & 13.1M at Deltona, FL (52)

Holiday Five

Winter Park, FL

Sunday, December 27th, 2026

Ultra

Marathon

Half

Trail

View details for race Holiday Five

Cheers to New Year's 5k Run/Walk - Orlando

Kissimmee, FL

Saturday, January 2nd, 2027

View details for race Cheers to New Year's 5k Run/Walk - Orlando

2026 WALT DISNEY WORLD® Marathon Weekend presen...

Orlando, FL

Wednesday, January 6th, 2027

10K

Half

View details for race 2026 WALT DISNEY WORLD® Marathon Weekend presented by State Farm® With A Running Passion

TECH CORPS Charity Group Registration (2027 Wal...

Kissimmee, FL

Thursday, January 7th, 2027

10K

Half

View details for race TECH CORPS Charity Group Registration (2027 Walt Disney World® Marathon Weekend)

2027 Walt Disney World® Marathon Weekend

Orlando, FL

Thursday, January 7th, 2027

10K

Half

View details for race 2027 Walt Disney World® Marathon Weekend

AdventHealth Moonlight Beach Run

Daytona Beach, FL

Saturday, January 9th, 2027

15K

10K

View details for race AdventHealth Moonlight Beach Run

Operation Changing Lives 5K Run and Walk 2027

Ponce Inlet, FL

Saturday, January 9th, 2027

View details for race Operation Changing Lives 5K Run and Walk 2027

Light the Darkness 5K

Cocoa Beach, FL

Saturday, January 16th, 2027

View details for race Light the Darkness 5K

Shark Bite Half Marathon & 5k

New Smyrna Beach, FL

Saturday, January 16th, 2027

10K

Half

View details for race Shark Bite Half Marathon & 5k

COCOA BEACH INTERNATIONAL 5K/10K

Cocoa Beach, FL

Sunday, January 17th, 2027

View details for race COCOA BEACH INTERNATIONAL 5K/10K

Chasing the Dream 5K -MLK Day Celebration

Orlando, FL

Monday, January 18th, 2027

View details for race Chasing the Dream 5K -MLK Day Celebration

Tooth Trot 5K

Melbourne, FL

Saturday, January 23rd, 2027

View details for race Tooth Trot 5K

Wild Florida 5K

Orlando, FL

Saturday, January 30th, 2027

Trail

View details for race Wild Florida 5K

Patriot Pride 5k

Altamonte Springs, FL

Saturday, January 30th, 2027

View details for race Patriot Pride 5k

5th Annual School Spirit Run & Kids Run IGNITED...

Orlando, FL

Saturday, February 6th, 2027

View details for race 5th Annual School Spirit Run & Kids Run IGNITED By Addition Financial

The Tumbleweed Run & Gravel Ride!

Eustis, FL

Saturday, February 6th, 2027

10 Miles

View details for race The Tumbleweed Run & Gravel Ride!

Cherrylake Farm Races presented by Orlando Health

Groveland, FL

Saturday, February 6th, 2027

10K

View details for race Cherrylake Farm Races presented by Orlando Health

6th Annual Run for the Cherubs 5K & Walk benefi...

Saint Cloud, FL

Saturday, February 6th, 2027

View details for race 6th Annual Run for the Cherubs 5K & Walk benefiting Orlando Health Winnie Palmer Hospital for Women & Babies

Health First Florida Marathon Weekend

Melbourne, FL

Sunday, February 7th, 2027

Marathon

Half

View details for race Health First Florida Marathon Weekend

Husky Hearts 5K

Lake Helen, FL

Saturday, February 13th, 2027

1 Mile

View details for race Husky Hearts 5K

Run for Resilience 5K

Orlando, FL

Saturday, February 13th, 2027

Fast

View details for race Run for Resilience 5K

Daytona Beach Half Marathon & 5K

Daytona Beach, FL

Saturday, February 13th, 2027

Half

View details for race Daytona Beach Half Marathon & 5K

AdventHealth Lake Apopka Scenic Trail 30K Run, ...

Apopka, FL

Saturday, February 13th, 2027

Ultra

Half

Trail

View details for race AdventHealth Lake Apopka Scenic Trail 30K Run, 8 Miler & 5K

Bigfoot Challenge 5k/8k Presidents’ Day

Clermont, FL

Sunday, February 14th, 2027

1 Mile

View details for race Bigfoot Challenge 5k/8k Presidents’ Day

TECH CORPS Charity Group Registration (Princess...

Kissimmee, FL

Friday, February 26th, 2027

10K

15K

View details for race TECH CORPS Charity Group Registration (Princess Half Marathon Weekend 2027)

Brianna Marie Foundation 5K

Melbourne, FL

Saturday, February 27th, 2027

View details for race Brianna Marie Foundation 5K

Inua 5k

Orlando, FL

Saturday, February 27th, 2027

View details for race Inua 5k

Gateway to Space

Kennedy Space Center, FL

Saturday, March 6th, 2027

10K

View details for race Gateway to Space

HOPE's 16th Annual Sham Rock N Run 5k

Oviedo, FL

Saturday, March 6th, 2027

View details for race HOPE's 16th Annual Sham Rock N Run 5k

Chuck Wagon 5K Run/Walk

Titusville, FL

Saturday, March 6th, 2027

View details for race Chuck Wagon 5K Run/Walk

OCBA Law Day 5K - 13th Annual

Orlando, FL

Saturday, March 6th, 2027

View details for race OCBA Law Day 5K - 13th Annual

Best Damn Race Orlando

Orlando, FL

Saturday, March 6th, 2027

Half

10K

View details for race Best Damn Race Orlando

AdventHealth Great Clermont Triathlon

Clermont, FL

Sunday, March 7th, 2027

Ultra

1 Mile

View details for race AdventHealth Great Clermont Triathlon

LSSC Shamrock Shuffle

Clermont, FL

Saturday, March 13th, 2027

1 Mile

10K

Trail

View details for race LSSC Shamrock Shuffle

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