Running Races in Winter Garden, Florida 2026 | Browse All Races

There are 8 running races in Winter Garden, Florida in 2026. The next is the Hickory Hammock 5K & Kids Fun Run on September 27. Distances include ultras, 5K races, half marathons.

Hickory Hammock 5K & Kids Fun Run

Sun, Sep 27 · Winter Garden, FL Winter Garden

Road 5K Run/WalkSponsorshipKids Fun Run

From $0 Closed

Pumpkin Patch Dash 5K

Sat, Oct 17 · Winter Garden, FL Winter Garden

Road Pumpkin Patch Dash 5KKids 1/2 Mile Run

From $5 Open

Halloween Edition - Wag & Waddle Pet Run/Walk

Sat, Oct 31 · Winter Garden, FL Winter Garden

Road 0.25 Mile: For small dogs (under 20 lbs)0.5 Mile: For medium-sized dogs (20–40 lbs)0.25 Mile: For small dogs (under 20 lbs) +3

From $35 Open 10 spots left

WGPAL Donut Dash 5K

Sat, Nov 7 · Winter Garden, FL Winter Garden

Road WGPAL Donut Dash 5K Run/WalkVIRTUAL 5K (REMOTE PARTICIPATION)

From $35 Open

Run for the Gift

Sat, Nov 7 · Winter Garden, FL Winter Garden

Road 5K Run/Walk5k Run with Free Aquatica Tickets (first 100)8:15 Free Kids Run - Not chip timed! (30 Yards in Parking Lot)

From $0 Open 100 spots left

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

Sat, Dec 19 · Winter Garden, FL Winter Garden

Road Orlando Health Christmas Kids RacesDream Finders Homes Christmas 5KDream Finders Homes 12Ks of Christmas

From $15 Open

Dream Finders Homes Lucky Charm 5K & 10K

Sun, Mar 14 · Winter Garden, FL Winter Garden

Road Dream Finders Homes Lucky Charm 5KDream Finders Homes Lucky Charm 5KDream Finders Homes Lucky Charm 10K +3

From $15 Open 75 spots left

Dream Finders Homes Hippity Hop 5K

Sat, Mar 27 · Winter Garden, FL Winter Garden

Road Dream Finders Homes Hippity Hop 5KDream Finders Homes Hippity Hop 5KOrlando Health Kids Races +1

From $15 Open 90 spots left

Running Races in Winter Garden, Florida — 2026

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