272 Upcoming 5K Races Near Winter Park, FL

Most popular races in Florida →

Wildwood's Pie Breakfast Run

Wildwood, FL

Saturday, November 28th, 2026

View details for race Wildwood's Pie Breakfast Run

EXCLUSIVE ONSITE REG! CLASH Endurance Daytona 2026

Daytona Beach, FL

Friday, December 4th, 2026

1 Mile

Ultra

View details for race EXCLUSIVE ONSITE REG! CLASH Endurance Daytona 2026

CLASH Endurance Daytona

Daytona Beach, FL

Friday, December 4th, 2026

1 Mile

Ultra

View details for race CLASH Endurance Daytona

Holiday 5K, 10K, & 13.1M at DeBary, FL (49)

DeBary, FL

Saturday, December 5th, 2026

10K

Half

Fast

View details for race Holiday 5K, 10K, & 13.1M at DeBary, FL (49)

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OUC Orlando Half Marathon Weekend

Orlando, FL

Saturday, December 5th, 2026

Half

View details for race OUC Orlando Half Marathon Weekend

Merritt Island Holiday Fest 3K

Merritt Island, FL

Saturday, December 5th, 2026

View details for race Merritt Island Holiday Fest 3K

CORE's 2026 Reindeer Run & Roll 5k

Altamonte Springs, FL

Saturday, December 5th, 2026

Trail

View details for race CORE's 2026 Reindeer Run & Roll 5k

Oh, What Fun Run 5K

Orlando, FL

Saturday, December 5th, 2026

View details for race Oh, What Fun Run 5K

Holiday 5K, & 10K at Melbourne, FL (49)

Melbourne, FL

Saturday, December 5th, 2026

10K

Fast

View details for race Holiday 5K, & 10K at Melbourne, FL (49)

Port 27 Race Series

Lake Hamilton, FL

Sunday, December 6th, 2026

View details for race Port 27 Race Series

Orlando Ugly Sweater 5K (Team GRINCH vs Team SA...

Clermont, FL

Sunday, December 6th, 2026

View details for race Orlando Ugly Sweater 5K (Team GRINCH vs Team SANTA)

Orlando Ugly Sweater 5K: Christmas Battle

Clermont, FL

Sunday, December 6th, 2026

View details for race Orlando Ugly Sweater 5K: Christmas Battle

2026 Jingle Bell Run - Orlando, FL

Orlando, FL

Saturday, December 12th, 2026

1 Mile

View details for race 2026 Jingle Bell Run - Orlando, FL

Chosen 4 Change 5K

Debary, FL

Saturday, December 12th, 2026

View details for race Chosen 4 Change 5K

Jingle Bell 5k Fun Run

Saint Cloud, FL

Saturday, December 12th, 2026

View details for race Jingle Bell 5k Fun Run

AdventHealth Santa's Twilight 5K - Cocoa Village

Cocoa, FL

Saturday, December 12th, 2026

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

Holiday 5K & 10K at Orlando, FL (50)

Orlando, FL

Saturday, December 12th, 2026

10K

Fast

View details for race Holiday 5K & 10K at Orlando, FL (50)

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

Deland, FL

Saturday, December 12th, 2026

10K

Half

Fast

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

Cape Canaveral Reindeer Run 5K

Cape Canaveral, FL

Saturday, December 12th, 2026

View details for race Cape Canaveral Reindeer Run 5K

Stuff Your Face Race

Orlando, FL

Saturday, December 12th, 2026

1 Mile

View details for race Stuff Your Face Race

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

Lights & Laces 5K

Lake Wales, FL

Saturday, December 12th, 2026

Trail

View details for race Lights & Laces 5K

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

Winter Springs, FL

Saturday, December 12th, 2026

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

Candy Cane Course - Orlando

Orlando, FL

Sunday, December 13th, 2026

1 Mile

10K

View details for race Candy Cane Course - Orlando

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

Sunday, December 13th, 2026

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

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

DeBary, FL

Saturday, December 19th, 2026

10K

Half

Fast

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

Fear Not. Jingle 5k

Orlando, FL

Saturday, December 19th, 2026

View details for race Fear Not. Jingle 5k

Holiday 5K ,10K, 13.1M & 26.2M at ORLANDO, FL (51)

ORLANDO, FL

Saturday, December 19th, 2026

10K

Half

Fast

View details for race Holiday 5K ,10K, 13.1M & 26.2M at ORLANDO, FL (51)

Santa's Run Fest

Winter Haven, FL

Saturday, December 19th, 2026

15K

10K

Trail

View details for race Santa's Run Fest

FIT STREET MARKET: RUN THE SEASON

Orlando, FL

Saturday, December 19th, 2026

View details for race FIT STREET MARKET: RUN THE SEASON

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

Merritt Island, FL

Saturday, December 19th, 2026

10K

Fast

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

Santa Hustle Orlando

Kissimmee, FL

Saturday, December 19th, 2026

10K

View details for race Santa Hustle Orlando

Dream Finders Homes 12Ks of Christmas, Christma...

Winter Garden, FL

Saturday, December 19th, 2026

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 19th, 2026

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

Mount Dora Half Marathon & 5K

Mount Dora, FL

Saturday, December 19th, 2026

10K

Half

View details for race Mount Dora Half Marathon & 5K

Deltona Jingle Jog 5K

Deltona, FL

Sunday, December 20th, 2026

View details for race Deltona Jingle Jog 5K

Holiday Stress Buster 5K - 14th Annual

Lake Helen, FL

Thursday, December 24th, 2026

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

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

Deltona, FL

Saturday, December 26th, 2026

10K

Half

Fast

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

The Ritz-Carlton Winter GLO 5k

Orlando, FL

Saturday, December 26th, 2026

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

Holiday Five (Five Days, Five Distances to choo...

Winter Park, FL

Sunday, December 27th, 2026

Ultra

Marathon

Half

Trail

View details for race Holiday Five (Five Days, Five Distances to choose from)

New Year 5K, 10K, & 13.1M at Deland, FL (53)

Deland, FL

Thursday, December 31st, 2026

10K

Half

Fast

View details for race New Year 5K, 10K, & 13.1M at Deland, FL (53)

New Year 5K, 10K, & 13.1M at DeBary, FL (01)

DeBary, FL

Saturday, January 2nd, 2027

10K

Half

Fast

View details for race New Year 5K, 10K, & 13.1M at DeBary, FL (01)

Strides for Haiti 5k 2027

Orlando, FL

Saturday, January 2nd, 2027

View details for race Strides for Haiti 5k 2027

Game On! Run for Responders 5K

Cocoa, FL

Saturday, January 2nd, 2027

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

Cocoa Beach 5k Color Fun Run

Cocoa Beach, FL

Saturday, January 2nd, 2027

View details for race Cocoa Beach 5k Color Fun Run

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

Walt Disney World® Marathon Weekend

Lake Buena Vista, FL

Wednesday, January 6th, 2027

Half

Marathon

View details for race Walt Disney World® Marathon Weekend

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

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