39th Annual Loudoun Street Mile
When is 39th Annual Loudoun Street Mile?
39th Annual Loudoun Street Mile takes place on Monday, May 25, 2026 in Winchester, VA.
What distances does 39th Annual Loudoun Street Mile offer?
39th Annual Loudoun Street Mile offers 5 events: Fitness Walk, Mile Race, Tot Trot, Men Collegiate, Women Collegiate.
| Event | Distance | Price | |
|---|---|---|---|
| Fitness Walk | 1.0 mi | $15.00 | Register |
| Mile Race | 1.0 mi | $25.00 | Register |
| Tot Trot | 100.0 km | $7.00 | Register |
| Men Collegiate | — | $0.00 | Register |
| Women Collegiate | — | $0.00 | Register |
How much does 39th Annual Loudoun Street Mile cost?
Registration for 39th Annual Loudoun Street Mile starts at $0.00. Prices vary by event distance.
Where is 39th Annual Loudoun Street Mile held?
39th Annual Loudoun Street Mile is held in Winchester, VA at Starting Line.
About 39th Annual Loudoun Street Mile
We are very excited to welcome you to the 2026 Loudoun Street Mile!
Awards
Awards ceremony will follow the Tot Trot and be held on the steps of the Old Town Courthouse.
2025 Loudoun Street Mile Overall Prize Money
- 1st place male/female: $750
- 2nd place male/female: $400
- 3rd place male/female: $250
- 4th place male/female: $175
- 5th place male/female: $125
- 1st Masters male/female: $100
Age Group Awards (top 3 male/female in each division):
- 6-7, 8-9, 10-11, 12-14, 15-19, 20-24, 25-29, 30-34, 35-39, 40-44, 45-49 for men and women; 50-54, 55-59, 60-69, 70-79 & 80+ for men; 50-59, 60-69 & 70+ for women.
Collegiate Road Mile Championship
- Separate prize money for the top 3 male/female collegiate runners. This is open to anyone who has taken at least one college class (in person or online) in the first half of 2024. Eligibility must be verified through the Collegiate Running Association.
- Prize money:
- 1st place: $500
- 2nd place: $250
- 3rd place: $100
Double-dipping with open prize money WILL be allowed.
Course Map
FAQs
Can someone else run with my race bib?
For the safety and security of all our runners, people are not permitted to run with someone else’s race bib.
Where can I pick up my race packet?
Please pick up your bib numbers and shirts (if purchased) at Runners' Retreat starting Thursday, May 22. After registering, allow 24 hours for your bib to be ready for pickup. On race day, pickup at Runners' Retreat will begin at 6:15 am. Allow enough time to arrive at the starting line.
Can someone else pick up my packet for me?
You may authorize another person to pick up your packet/bib number.
Will spectators be allowed to view the finish?
Yes, there will be plenty of space to view the finish.
Will there be an awards ceremony? What are the award categories?
Yes, the awards ceremony will happen at approximately 10:30 am. Award information can be found HERE.
Where will my results be posted?
Live results will be uploaded to the Registration Page. Look for the Results QR Code near the Registration Tent.
Will there be porta potties on the course?
Johnnie Blues will be located at the start and finish area.
Will there be hydration on the course?
Water will be available at the start and finish line areas.
What are the age limits for each race?
Fitness Walk: any age!
Mile: 6 and up
Tot Trot: 5 and under
What are the event start times?
Please visit the Race Schedule page for more information.
Are headphones, strollers or pets allowed during the race?
We follow Road Runners Club of America (RRCA) recommendations that strongly advise against allowing strollers, dogs and headphones at races. Unlike running alone with a stroller or headphones, races often involve hundreds of runners. Races run on roads sometimes open to minimal traffic with road hazards such as potholes, loose gravel, blind turns, and given that this is the Shenandoah Valley, major hills. While Frederick County Parks and Recreation tries to make our race courses as safe as possible through good course management, marshaling, and marking, we believe that runners have a responsibility for their own safety and the safety of the runners around them.
Race Schedule
Each wave will start 10 minutes after the preceding wave. The Tot Trot will follow the final mile wave.
Time Schedule (subject to change)
8:00 am: Fitness Walk (untimed)
8:30 am: WAVE A: FASTEST MEN (TOP ~50) ==> this will include the CRA men's championship
8:40 am: WAVE B: FASTEST WOMEN (TOP ~50) ==> this will include the CRA women's championship
8:50 am: WAVE C: Next fastest group, etc.
9:00 am: WAVE D
9:10 am: WAVE E
9:20 am: WAVE F
9:30 am: WAVE G
9:40 am: WAVE H
Tot Trot will begin ~10 minutes after the last runner in the last wave
We will have as many waves as necessary to accommodate all runners. We will seed you by time unless you wish to run with your family.
Wave/Bib Assignments
Collegiate Running Association National Championship Mile race
We will once again host the Collegiate Running Association (CRA) National championship mile race! Collegiate runners will compete in the men's or women's races and will be eligible for separate prizes, including prize money. Overall awards to the top 5, equal for men and women. Prize money winners WILL be able to 'double-dip' and accept open prize money if applicable.
To be eligible for the collegiate championships, runner must be enrolled in at least one college course (online included) as of spring of this year. To confirm eligibility for CRA awards (awards to be mailed out after the race, not handed out on race day), contact CRA.
Anyone interested in a complimentary entry can email Mark Stickley at mark@runnersretreat.com There will be a limited number of entries comp'd, but minimum requirements are sub 4:15 for men and sub 4:55 for women.
RRCA State Championship

The Loudoun Street Mile is the 2025 Virginia RRCA State Championship Mile!
The RRCA Championship Event Series is the largest grassroots-organized running series in the U.S. with over 200 races participating that attract nearly 300,000 participants. RRCA Championship Events are designated annually at the State, Regional, and National level through a competitive bidding process. The goal of the RRCA Championship Event Series is to celebrate and shine a spotlight on well-run, community-focused events and to award their top performing runners.
RRCA provides awards for:
- Open male and female
- 40+ male and female
- 50+ male and female
- 60+ male and female
