Outdoor events near Leesburg, Florida
33 outdoor events are on within 25 miles of Leesburg over the next three months: 33 races. One is this weekend. A typical October day in Leesburg reaches about 85°F and drops to 66°F, with rain or snow about 1 day in 4 (NOAA 30-year average).
- 33 upcoming
- 1 this weekend
- October: 11
- November: 15
- December: 6
- January: 1
- RaceAnnual Cycle Mount DoraSat, Oct 10 · 8:00 AMMount Dora · 17 mi from Leesburg
- RaceRunning of the Squares BrownwoodSat, Oct 17 · 8:00 AMThe Villages · 16 mi from Leesburg
- 5KRunning Wild in Wekiva 5kSat, Oct 17 · 8:30 AMSorrento · 23 mi from Leesburg
- 5KPumpkin Patch Dash 5KSat, Oct 17 · 5:50 PMWinter Garden · 21 mi from Leesburg
- 5K · 1 milePink Ribbon 5K & 1 Mile Fun RunSun, Oct 18 · 8:00 AMLake David Park, Groveland · 11 mi from Leesburg
- RaceHealthy Kids Running Series Fall 2026 - Leesburg, FLSat, Oct 24 · 3:30 PMPalmetto Point Park, Eustis · 17 mi from Leesburg
- 15K · 5KAdventHealth Clermont Clay 15K & 5K presented by LiveTrends Design GroupSun, Oct 25 · 6:30 AMClermont · 22 mi from Leesburg
- RaceHealthy Kids Running Series Fall 2026 - Apopka, FLSun, Oct 25 · 3:00 PMJason Dwelley Park, Apopka · 24 mi from Leesburg
- 5KOrlando Halloween Pumpkin Glow Run 5K (Night)Fri, Oct 30 · 6:00 PMWinter Garden · 22 mi from Leesburg
- RaceLSSC Monster DashSat, Oct 31 · 8:00 AMLeesburg · 9.8 mi from Leesburg
- 5KNightmare on the Clermont Trails 5KSat, Oct 31 · 6:30 PMClermont · 14 mi from Leesburg
- RaceGrupo Día De Los Muertos RunSun, Nov 1 · 2:45 PMGroveland · 11 mi from Leesburg
- RaceRun for the GiftSat, Nov 7 · 7:00 AMWinter Garden · 24 mi from Leesburg
- RaceThe Florida Run @ Lake Louisa State ParkSat, Nov 7 · 7:00 AMClermont · 22 mi from Leesburg
- 5KWGPAL Donut Dash 5KSat, Nov 7 · 8:00 AMWinter Garden · 22 mi from Leesburg
- RaceTurkey Trails- OrlandoSat, Nov 7 · 8:00 AMEagles Nest Park, Orlando · 14 mi from Leesburg
- 5K · 1 mileRun on Round Lake 5K & Youth 1 MileSat, Nov 7 · 4:50 PMMount Dora · 20 mi from Leesburg
- 5KJack and Allie Superhero 5KSat, Nov 7 · 5:00 PMClermont · 14 mi from Leesburg
- 5K12th Annual Umatilla Kiwanis 5K For The KidsSat, Nov 14 · 7:30 AMUmatilla · 20 mi from Leesburg
- 5KFlapjack 5KSat, Nov 14 · 8:00 AMLeesburg Towne Square, Leesburg · 6.3 mi from Leesburg
- 5KTunnel to Towers 5K Run & Walk - The Villages, FLSat, Nov 14 · 9:00 AMThe Villages · 17 mi from Leesburg
- 5KHunger Run 5K at the WaterfrontFri, Nov 20 · 4:30 PMClermont · 14 mi from Leesburg
- 5K5K with the 5-0Sat, Nov 21 · 8:00 AMOakland · 20 mi from Leesburg
- 5K · 10KAdventHealth Groveland Turkey Trot 5K & 10K presented by LiveTrends Design GroupThu, Nov 26 · 7:15 AMGroveland · 11 mi from Leesburg
- 5KTurkey Day 5K ClermontThu, Nov 26 · 9:00 AMClermont · 14 mi from Leesburg
- RaceWildwood's Pie Breakfast RunSat, Nov 28 · 8:00 AMWildwood · 13 mi from Leesburg
- 5KOrlando Ugly Sweater 5K (Team GRINCH vs Team SANTA)Sun, Dec 6 · 10:00 AMClermont · 14 mi from Leesburg
- 5KAdventHealth Howey-in-the-Hills Reindeer Dash 5K presented by LiveTrends Design GroupSat, Dec 12 · 8:00 AMHowey-in-the-Hills · 8.0 mi from Leesburg
- half marathon · 5KMount Dora Half Marathon & 5KSat, Dec 19 · 7:05 AMMount Dora · 17 mi from Leesburg
- 5KDream Finders Homes 12Ks of Christmas, Christmas 5k & Kids RacesSat, Dec 19 · 7:30 AMWinter Garden · 24 mi from Leesburg
- 5KAdventHealth Santa's Twilight 5K - Downtown ClermontSat, Dec 19 · 6:00 PMClermont · 14 mi from Leesburg
- Race2026 Clermont Dirty Dozen Hill Climb Ride/RaceSun, Dec 20 · 8:00 AMClermont · 14 mi from Leesburg
- ultraFlorida Outlaw UltraSat, Jan 2 · 7:30 AMOcklawaha · 21 mi from Leesburg
More in Florida
Schedules come from park agencies, race sites and organizers' own calendars, checked daily. Events can change, so check the event page before you go. Typical weather is the NOAA 1991–2020 average.
