5K with the 5-0

Sat, Nov 21, 2026, 8:00 AM EST

Location: Oakland, FL; 540 East Oakland Ave., 34760
Type: RUN

Vibe analysis coming soon

Course feel, difficulty, and community fit are being added to this listing. Check back, and always confirm details on the official registration page.

At a glance

Great for

Military & First Responders

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 options

Registration 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 May 30, 2026, 7:59 PM EDT
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 8, 2026, 6:59 PM EST

Vibe Check

Easygoing

Based on terrain, weather, and distance data.

The course

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.

Also in this area

More demanding options nearby

Higher-difficulty races in the same state.