271 Upcoming 5K Races Near Winter Springs, FL

Fri, Dec 42 races

EXCLUSIVE ONSITE REG! CLASH Endurance Daytona 2026

Daytona Beach, FL

CLASH Endurance Daytona

Daytona Beach, FL

Sat, Dec 56 races

Oh, What Fun Run 5K

Orlando, FL

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

DeBary, FL

OUC Orlando Half Marathon Weekend

Orlando, FL

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

Melbourne, FL

CORE's 2026 Reindeer Run & Roll 5k

Altamonte Springs, FL

Sun, Dec 63 races

Orlando Ugly Sweater 5K (Team GRINCH vs Team SANTA)

Clermont, FL

Orlando Ugly Sweater 5K: Christmas Battle

Clermont, FL

Port 27 Race Series

Lake Hamilton, FL

Sat, Dec 1210 races

Jingle Bell 5k Fun Run

Saint Cloud, FL

Chosen 4 Change 5K

Debary, FL

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

Orlando, FL

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

Winter Springs, FL

2026 Jingle Bell Run - Orlando, FL

Orlando, FL

AdventHealth Santa's Twilight 5K - Cocoa Village

Cocoa, FL

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

Deland, FL

Stuff Your Face Race

Orlando, FL

AdventHealth Howey-in-the-Hills Reindeer Dash 5K presented by LiveTrends Design Group

Howey-in-the-Hills, FL

Sun, Dec 132 races

Naughty or Nice 5K - Lake Mary

Lake Mary, FL

Candy Cane Course - Orlando

Orlando, FL

Sat, Dec 1910 races

Mount Dora Half Marathon & 5K

Mount Dora, FL

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

DeBary, FL

Holiday Bridge Challenge 5K

Ormond Beach, FL

Dream Finders Homes 12Ks of Christmas, Christmas 5k & Kids Races

Winter Garden, FL

FIT STREET MARKET: RUN THE SEASON

Orlando, FL

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

ORLANDO, FL

Fear Not. Jingle 5k

Orlando, FL

Santa Hustle Orlando

Kissimmee, FL

AdventHealth Santa's Twilight 5K - Downtown Clermont

Clermont, FL

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

Merritt Island, FL

Sun, Dec 201 race

Deltona Jingle Jog 5K

Deltona, FL

Thu, Dec 241 race

Holiday Stress Buster 5K - 14th Annual

Lake Helen, FL

Sat, Dec 262 races

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

Deltona, FL

The Ritz-Carlton Winter GLO 5k

Orlando, FL

Sun, Dec 271 race

Holiday Five (Five Days, Five Distances to choose from)

Winter Park, FL

Thu, Dec 311 race

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

Deland, FL

Sat, Jan 2, 20275 races

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

DeBary, FL

Game On! Run for Responders 5K

Cocoa, FL

Strides for Haiti 5k 2027

Orlando, FL

Cocoa Beach 5k Color Fun Run

Cocoa Beach, FL

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

Kissimmee, FL

Wed, Jan 6, 20272 races

Walt Disney World® Marathon Weekend

Lake Buena Vista, FL

2026 WALT DISNEY WORLD® Marathon Weekend presented by State Farm® With A Running Passion

Orlando, FL

Thu, Jan 7, 20272 races

2027 Walt Disney World® Marathon Weekend

Orlando, FL

TECH CORPS Charity Group Registration (2027 Walt Disney World® Marathon Weekend)

Kissimmee, FL

Sat, Jan 9, 20272 races

Fight Child Hunger 5K Run/Walk

Melbourne, FL

Operation Changing Lives 5K Run and Walk 2027

Ponce Inlet, FL