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 Pumpkin Patch Dash 5K on October 17. Distances include ultras, 5K races, half marathons.

Pumpkin Patch Dash 5K

Sat, Oct 17 · Winter Garden, FL Winter Garden

Road Pumpkin Patch Dash 5KKids 1/2 Mile Run

From $5 Open Closing Soon

Orlando Halloween Pumpkin Glow Run 5K (Night)

Fri, Oct 30 · Winter Garden, FL Winter Garden

Virtual Beastmode Challenge Orlando Pumpkin Glow Run 5K (Carry a Pumpkin)Orlando Pumpkin Glow Run 5KOrlando Pumpkin Glow Run 5K (Virtual)

From $42.5 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 Closing Soon 10 spots left

Run for the Gift

Sat, Nov 7 · Winter Garden, FL Winter Garden

Road 5k Run with Free Aquatica Tickets (first 100)5K Run/Walk8:15 Free Kids Run - Not chip timed! (30 Yards in Parking Lot)

From $0 Open 100 spots left

WGPAL Donut Dash 5K

Sat, Nov 7 · Winter Garden, FL Winter Garden

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

From $35 Open Closing Soon

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

All Florida Races