
5K with the 5-0
Sat, Nov 21, 2026, 8:00 AM EST
- Location
- Oakland, FL
- 540 East Oakland Ave., 34760
- Type
- RUN
Sign up and verify details on the organizer’s official page.
At a glance
Run with the Oakland Police Department on the West Orange Trail, supporting community programs and earning a finisher medal.
- Scenic
- Competitive
- For a Cause
Great for
- Military & First Responders
Join the Oakland Police Department for a 5K run along the scenic West Orange Trail. This event offers a chance to explore Oakland, passing through the Oakland Nature Preserve, while supporting a meaningful cause. All proceeds directly benefit the Oakland Police Department Community Programs, fostering a stronger connection between the community and local law enforcement. Finishers receive a medal, and top age group performers are recognized.
What to expect
- Run a flat course along the West Orange Trail, passing through scenic Oakland and the Nature Preserve.
- Hydrate at water stations located at the one and two-mile markers.
- All finishers receive a medal, with awards for the top three in each age group.
Standout details
- Run with the Oakland Police Department
- Benefits community programs
- Scenic West Orange Trail course
- Finisher medal for all
Perks & features
- Medal
From the public listing — confirm on the official site.
Auto-drafted from the public listing — confirm details on the official event page before signing up.
Distances & registration
3 optionsRegistration for all distances is through the official signup link above.
- 3.1 Miles
Sat, Nov 21, 8:00 AM EST · From $27.50
Opens Mar 3, 2026, 2:00 AM EST · Closes Nov 21, 2026, 6:59 PM EST
- 3.1 Miles
Sat, Nov 21, 8:00 AM EST · From $38.10
Opens Jan 31, 2026, 6:02 AM EST · Closes Nov 21, 2026, 6:59 PM EST
- 3.1 Miles
Sat, Nov 21, 8:00 AM EST · From $43.40
Opens Nov 2, 2026, 8:38 AM EST · Closes Nov 21, 2026, 6:59 PM EST
Vibe Check
Easygoing
The course
- Flat
- Timed race
From the organizer
Run with the Oakland Police Department along the West Orange Trail. All proceeds will benefit the Oakland Police Department Community Programs.
Event Timeline:
Friday, November 20, 2026: Packet pick up at Oakland Police Department from 4:00 PM to 6:00 PM.
Saturday, November 21, 2026: Packet pick up at Oakland Police Department from 6:30 AM to 7:30 AM.
Race START time: 8:00 AM
Parking:
Parking for the 5K will be at Oakland Charter School, located at 456 E. Oakland Ave. Oakland, FL 34760.
Downtown Oakland 230 N. Tubb St Oakland, FL 34760
Handicap Parking at Oakland Charter School, 456 E. Oakland Ave.456 E. Oakland Ave. Oakland FL 34760
Vendors:
Will Set Up in Police Department Parking Lot 540 E. Oakland Ave. Oakland, FL 34760
Route:
Run will start on the Entrance to the Oakland Police Department. You will run North on Winter Landing Dr. to the West Orange Trails, then Westbound on the West Orange Trails through Scenic Oakland, to the Oakland Nature Preserve Entrance. You will then turn around at the entrance to the Oakland Nature Preserve and return to the Oakland Police Department Finish Line.
Water Stations:
There will be a water station at the one (1) mile marker and two (2) mile marker.
AWARDS:
All Finishers will receive a Finisher Medal.
Awards will be awarded to the Top Three in Each Age Group.
VIRTUAL RUN:
If you are running or walking the virtual 5K, you will have until November 29, 2026, to enter your results.
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