Found 188 races near Osteen, FL

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OCT
4

Palm Coast, FL
• 7.1 miles
$40
Pink on Parade 5K and 1 Mile Pet Friendly Fun WalkRaising money for breast cancer awareness, education and screening, 100 percent of the proceeds raised by the Pink Army 5k go toward financially...
1m 5K
27
OCT
10

Windermere, FL
• 10.0 miles
$55 -$67
🇺🇸🏃‍♀️🏅 2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K  Join us in beautiful Windermere as we celebrate the 25th Anniversary of this beloved community tradition! 🌳🌊✨ 🏁 Race...
5K 10K
20
OCT
10

Orlando, FL
• 3.3 miles
$30 -$45
US Road Running Races US Road Running races are built for runners and walkers who like friendly, low-pressure race days with just enough competition to keep things exciting. Our events are local,...
5K 10K
27
OCT
10

Longwood, FL
• 17.8 miles
$30
We Care 5K Run & Walk Join Lutheran Counseling Services for our annual We Care 5k and raise funds and awareness for mental health. Beginning at 8:30am at St. Stephen’s in Longwood, the We Care 5k...
5K
27
OCT
10

Cocoa, FL
• 42.2 miles
$35 -$40
Join Matthew's Hope for the 2nd Annual Paint the Town Purple 5K! “Help us, Help them, Help themselves.”  Matthew's Hope fosters the physical, emotional, and spiritual well-being of the homeless...
5K
44
OCT
10

Sanford, FL
• 6.5 miles
$30
Join the ladies of Pearlie Mae Ford for our 2nd Annual Breast Cancer Walk, where we shall stride together in solidarity, hope, and determination. In this empowering event, we come together as a...
5K
11
OCT
11

Orlando, FL
• 21.6 miles
$25 -$49
Get ready for the sweetest race of your life at the Chocoholics 5K! This fun-filled event is a treat for your taste buds and your fitness goals, with chocolate delights waiting for you at the...
5K
22
OCT
15

Orlando, FL
• 34.6 miles
$75 -$90
Run, Walk, and Support a Healthier WorldThe Foundation for Fresh Produce invites you to place purpose at the center of your Global Show experience. Whether you’re running, walking, cheering from...
5K
28
OCT
17

De Leon Springs, FL
• 32.6 miles
$40 -$45
Saturday, October 17, 2026DeLeon Springs State Park - 601 Ponce De Leon Blvd. De Leon Springs, FL 32130Benefits Friends of DeLeon Springs State Park  DeLeon Springs State Park is hosting the 4th...
5K
20
OCT
17

Oviedo, FL
• 13.3 miles
$20 -$45
A 5K run/walk and Tribute Walk at Oviedo Mall raising funds for cancer research.
1m 5K
56
OCT
17

Melbourne, FL
• 59.2 miles
$35 -$40
Ghostly Gecko 5K Date: Saturday, October 17th, 2026 Time: 6:00 PM 
5K
46
OCT
17

Merritt Island, FL
• 44.4 miles
$30 -$45
US Road Running Races US Road Running races are built for runners and walkers who like friendly, low-pressure race days with just enough competition to keep things exciting. Our events are local,...
5K 10K
46
OCT
17

Winter Garden, FL
• 33.5 miles
$5 -$45
The West Orange Junior Service League is excited to host this year’s 17th Annual 5K as the 'Pumpkin Patch Dash' on Saturday, October 17, 2026. All proceeds from the race will go towards the West...
2m 5K
17
OCT
18

Groveland, FL
• 51.6 miles
$15 -$40
Race to survivorship by bringing much needed funds to South Lake County and to the disease that impacts ONE in EIGHT women. This chip TIMED 5K or fun run/walk helps us provide support to Lake...
1m 5K
60
OCT
24

Lake Mary, FL
• 86.2 miles
$25 -$49
Nighttime Halloween 5K through a historic cemetery in Lake Mary, FL.
5K
27
OCT
24

Ormond Beach, FL
• 120.7 miles
$20
Registration Deadline September 28 The Ormond Beach Senior Games, is a week of competitions for athletes age 50 and over. Now in its 41st year, the Ormond Beach Senior Games will be held Oct 23rd...
53
OCT
24

Sorrento, FL
• 16.2 miles
$50 -$60
We’re on a mission to make life richer for our PawPals — the companions who steady us, cheer us on, and remind us what connection feels like. As PawRents, we’ve learned that enrichment isn’t just...
5K
35
OCT
24

Cocoa Beach, FL
• 48.8 miles
$50 -$70
The Trick & Trot Challenge is a festive 5K race series that combines the spooky fun of Halloween with the heartwarming spirit of Thanksgiving. Participants can join themed races celebrating both...
27
OCT
25

Clermont, FL
• 41.8 miles
$45 -$75
  🎉 The Clermont Clay Races Are Better Than Ever!  Join Us on October 25th for an Epic Run on 5 Mile Road! We’re thrilled to announce that the AdventHealth Clermont Clay 5K & 15K presented by...
5K 15K
59
OCT
25

Orlando, FL
• 24.9 miles
The Disney Wine & Dine Half Marathon combines running with the EPCOT Food & Wine Festival. Night race with post-race festival access.
5K Half Marathon
2
116