Mon May 29, 2023 Winchester, VA 22601 US Directions


Fitness Walk

8:00AM EDT - 8:30AM EDT

Mile Race

8:30AM EDT - 10:00AM EDT
Open to ages 5+.

Tot Trot

10:00AM EDT - 10:10AM EDT
Open to ages 5 and under.


Runners' Retreat
135 N. Loudoun St.
Winchester, VA US 22601


This year is the 36th annual Loudoun Street Mile

RACE FORMAT: The race will be run in waves of approximately 50 runners each. The non-competitive Fitness Walk will go off at 8:00. That will be followed by the Top 50 men (A-Wave) at 8:30, then the Top 50 women (B-Wave) at 8:40 The next wave (C-Wave) will be the next fastest times. We will continue to fill the waves based on entry time. The last few waves will be random to allow families to run together. See full schedule below. Each wave will start 10 minutes after the preceding wave. The Tot Trot will follow the final mile wave. 

There will be NO RACE DAY REGISTRATION! You must enter the race by 5:00 PM on Sunday May 28th in order to compete. This will allow us time to organize the waves. 

Awards ceremony will follow the Tot Trot and be held on the steps of the Old Town Courthouse.

We will not have race packets, only bib numbers and shirts (if purchased). If at all possible, please pick up your bib (and shirt) at Runners' Retreat starting Wed. May 24th. If you register on-line, allow 24 hours to pick up your bib. On race day, we will begin pick-up AT THE STORE at 6:30AM. Allow enough time to arrive at the starting line. 

Your bib number will indicate your wave. The letter preceding the number will be your wave. For example, if your number is E123 you will be in Wave E. Please try to run in your assigned wave. However, if you miss your wave run in the next one. You will still receive an accurate time.  

When you arrive at the start area, line up with your wave. The A-wave will line up on the starting line and other waves will be staggered south on Loudoun Street and along Commerce Ave. As one wave begins the remaining waves will move up closer to the starting line. 

There will be bottled water at the starting line. There will also be porta-potties at the start. 



8:00 -- FITNESS WALK (untimed)

8:30 -- WAVE A: FAST MEN (TOP 50) ==> this will include the CRA men's championship

8:40 -- WAVE B: FAST WOMEN (TOP 50) ==> this will include the CRA women's championship

8:50 -- WAVE C: Next fastest group, etc. 

9:00 -- WAVE D

9:10 -- WAVE E

9:20 -- WAVE F

9:30 -- WAVE G

9:40 -- WAVE H


10:00 (or 15 mins. after final wave) -- TOT TROT 

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. 

Please stay tuned for other changes that may occur -- we will post them here, on our website and our Facebook page. In light of all of this, if you still desire or require a refund, please contact us at mark@runnersretreat.com



STARTING LINE: All One Mile races will start at 1604 S. Loudoun Street near Blue Ridge Electric. 

PRIZE MONEY: Equal for women and men.

1st place: $750

2nd place: $400

3rd place: $250

4th place: $175

5th place: $125

1st Masters:  $100

AGE GROUPS AWARDS to top 3 in each age group: 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 collegians. This is open to anyone who has taken at least one college class (even on-line) in the first half of 2023. Eligibility must be verified through the Collegiate Running Association. Equal for men & women. Prize money:

1st place: $500

2nd place: $250

3rd place: $100

Double-dipping with open prize money WILL be allowed. 

Anyone interested in a complimentary entry can email race director 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. 

Race Contact Info

If you have any questions about this race, click the button below.





Race Website

Additional race information can be found at http://www.loudounstreetmile.com.

Collegiate Running Association National Championship Mile race

Don't Forget!  This year we will 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 and prize money to be determined, 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 (checks to be mailed out after the race, not handed out on race day), contact CRA as they will have the final say. 

Printable Registration Form

Download and mail in or drop off a registration form to Runners Retreat (135 N. Loudoun St., Winchester, VA 22601) if you prefer.

Click the icon below to download the attached PDF.



Race Participant Survey

Please complete the following survey to help us better understand your race experience.

Did you participate in the race?

Would you recommend this race to a friend?

If you continue to use this site, you consent to use all cookies. We use cookies to offer you a better browsing experience. Read how we use cookies and how you can control them by visiting our Privacy Policy.

If you continue to use this site, you consent to use all cookies.