5K with the 5-0
5K with the 5-0 is a running race on November 21, 2026 in Oakland, FL, with entry fees from $30 to $40.
- Date
- November 21, 2026 (121 days to go)
- Price
- $30–$40
- Sport
- Running
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.
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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:
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Parking for the 5K will be at Oakland Charter School, located at 456 E. Oakland Ave. Oakland, FL 34760.
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Downtown Oakland 230 N. Tubb St Oakland, FL 34760
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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:
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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:
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There will be a water station at the one (1) mile marker and two (2) mile marker.
AWARDS:
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All Finishers will receive a Finisher Medal.
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Awards will be awarded to the Top Three in Each Age Group.
VIRTUAL RUN:
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If you are running or walking the virtual 5K, you will have until November 29, 2026, to enter your results.
Events
Weather
Typical Conditions
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
78°
Typical Low
55°
Based on US Climate Normals data from Orlando W, 6 mi from the venue.
Host City
About Oakland, FL
Population
3,566
as of 2023
City Elevation
122 ft
Nearest Airport
MCO
Orlando International Airport · 21 mi
Time Zone
Eastern Time
From Endurance Grid
A small town race. Lodging near the start could be limited, so book early.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at 5K with the 5-0, put it on the calendar, and turn “someday” into a start date.
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From Endurance Grid
About This Sport
Endurance Grid is here to help you understand the sport, decide if it’s the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
Running
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Coming Up
More Running races near Oakland, FL
Hickory Hammock 5K & Kids Fun Run
5K · From $15 · Hickory Hammock Community Park - Near Lake Viewing Pier
2 miles away
2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K
5K · 10K · From $55 · Windermere Town Hall
6 miles away
Pumpkin Patch Dash 5K
5K · From $5 · 1055 Pawley Way
Less than a mile away
WGPAL Donut Dash 5K
5K · From $40 · 1 Surprise Drive
3 miles away
Plan your trip
Make it a Racecation
Coming from out of town? There's more to Oakland than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.
Plan your trip to OaklandFrequently Asked Questions (FAQs)
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5K with the 5-0
Nov 21, 2026