Upcoming Races Near Winchester, VA

Name: 7th Annual Farm 5K Benefit Run/Walk at Wardensville Garden Market
Start: 2026-05-23
End: 2026-05-23
Location: Wardensville

Clarksburg 5k Run, 5k Walk, and Kids Fun Run

Clarksburg, MD

Saturday, April 18th, 2026

Featured

View details for race Clarksburg 5k Run, 5k Walk, and Kids Fun Run

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Aloha 5K!

Purcellville, VA

Saturday, April 18th, 2026

1 Mile

View details for race Aloha 5K!

Fodderstack 10K

Flint Hill, VA

Saturday, April 18th, 2026

10K

View details for race Fodderstack 10K

Frederick Running Festival Preview Run, hosted ...

Frederick, MD

Saturday, April 18th, 2026

Trail

View details for race Frederick Running Festival Preview Run, hosted by FSRC

SMHS Makin' Hay 10K & 5K

Middletown, MD

Saturday, April 18th, 2026

10K

View details for race SMHS Makin' Hay 10K & 5K

Superhero 5k and Kids' Runs Benefiting the Chi...

Winchester, VA

Saturday, April 18th, 2026

1 Mile

View details for race Superhero 5k and Kids' Runs Benefiting the ChildSafe Center - CAC

VWAA Good Walks

Bluemont, VA

Sunday, April 19th, 2026

View details for race VWAA Good Walks

Spring Backyard Burn Trail Run - Lake Fairfax

Reston, VA

Sunday, April 19th, 2026

Trail

View details for race Spring Backyard Burn Trail Run - Lake Fairfax

Healthy Kids Running Series Spring 2026 - Manas...

Manassas, VA

Sunday, April 19th, 2026

View details for race Healthy Kids Running Series Spring 2026 - Manassas, VA

CACI Fizzy Mile 2026

Sterling, VA

Friday, April 24th, 2026

1 Mile

View details for race CACI Fizzy Mile 2026

EmpowerHer 5K/2K

Ashburn, VA

Saturday, April 25th, 2026

View details for race EmpowerHer 5K/2K

Middleburg Wellness Day 5K & Kids Fun Run

Middleburg, VA

Saturday, April 25th, 2026

1 Mile

View details for race Middleburg Wellness Day 5K & Kids Fun Run

6th Annual Fist Bump 5K

Warrenton, VA

Saturday, April 25th, 2026

View details for race 6th Annual Fist Bump 5K

Rock the Run- Pirates vs. Princess 5K

Hagerstown, MD

Saturday, April 25th, 2026

1 Mile

View details for race Rock the Run- Pirates vs. Princess 5K

Mount Olive Baptist Church 3rd Annual Fitness W...

Culpeper, VA

Saturday, April 25th, 2026

View details for race Mount Olive Baptist Church 3rd Annual Fitness Witness 5K Run/Walk

JPMS PTSA Color Run

Poolesville, MD

Saturday, April 25th, 2026

View details for race JPMS PTSA Color Run

Run the Rock | Leesburg

Ashburn, VA

Saturday, April 25th, 2026

Trail

View details for race Run the Rock | Leesburg

Stomp Out Addiction 5K Run/Walk

Frederick, MD

Sunday, April 26th, 2026

View details for race Stomp Out Addiction 5K Run/Walk

Courage Day 5K

Purcellville, VA

Sunday, April 26th, 2026

Trail

View details for race Courage Day 5K

2026 Cal Tri Culpeper - 4.26.26

Culpeper, VA

Sunday, April 26th, 2026

View details for race 2026 Cal Tri Culpeper - 4.26.26

Mount Aetna Adventist School's Fun Trail Run

Hagerstown, MD

Sunday, April 26th, 2026

Trail

View details for race Mount Aetna Adventist School's Fun Trail Run

Healthy Kids Running Series Spring 2026 - Clark...

Clarksburg, MD

Sunday, April 26th, 2026

View details for race Healthy Kids Running Series Spring 2026 - Clarksburg, MD

Run Thru Reston Half Marathon & 5K

Reston, VA

Sunday, April 26th, 2026

Half

View details for race Run Thru Reston Half Marathon & 5K

Get Strong in 2026 (Optional, you can run Marat...

Aldie, VA

Friday, May 1st, 2026

Marathon

View details for race Get Strong in 2026 (Optional, you can run Marathon or half marathon, 10k or 5k)

Apple Blossom Valley Health 10K and Shenandoah ...

Winchester, VA

Friday, May 1st, 2026

1 Mile

10K

View details for race Apple Blossom Valley Health 10K and Shenandoah Valley Orthodontics Kids' Bloomin' Mile

Loudoun Serenity House - 5K Run/Walk for Recovery

Leesburg, VA

Saturday, May 2nd, 2026

View details for race Loudoun Serenity House - 5K Run/Walk for Recovery

LifeSpring Pregnancy Centers 5K Race

Culpeper, VA

Saturday, May 2nd, 2026

View details for race LifeSpring Pregnancy Centers 5K Race

Team AIMS Marathon Training Program

Herndon, VA

Saturday, May 2nd, 2026

View details for race Team AIMS Marathon Training Program

Ashburn Village Fiesta 5K/10K/Fun Run

Ashburn, VA

Saturday, May 2nd, 2026

10K

View details for race Ashburn Village Fiesta 5K/10K/Fun Run

Frederick Running Festival

Frederick, MD

Saturday, May 2nd, 2026

Half

View details for race Frederick Running Festival

Cougar Literacy Run

Manassas Park, VA

Saturday, May 2nd, 2026

View details for race Cougar Literacy Run

2026 Frederick Running Festival with Girls on t...

Frederick, MD

Saturday, May 2nd, 2026

1 Mile

View details for race 2026 Frederick Running Festival with Girls on the Run

Flip N Cheer Booster Club 5Kake Fun Run/Walk

Harpers Ferry, WV

Saturday, May 2nd, 2026

View details for race Flip N Cheer Booster Club 5Kake Fun Run/Walk

BRRC Spring 2026 Long Run/Half Marathon Trainin...

Frederick, MD

Sunday, May 3rd, 2026

Half

View details for race BRRC Spring 2026 Long Run/Half Marathon Training Group

Run The Greenway

Ashburn, VA

Sunday, May 3rd, 2026

10K

View details for race Run The Greenway

Shenanduro

Bentonville, VA

Saturday, May 9th, 2026

Fast

View details for race Shenanduro

Tiki Trot 5K, Beer Mile & Tiki-tizer Mile

Williamsport, MD

Saturday, May 9th, 2026

1 Mile

View details for race Tiki Trot 5K, Beer Mile & Tiki-tizer Mile

Move for Mental Health

Warrenton, VA

Saturday, May 9th, 2026

View details for race Move for Mental Health

Strasburg Mayfest 5K to Benefit Abigail's Journey

Strasburg, VA

Saturday, May 9th, 2026

View details for race Strasburg Mayfest 5K to Benefit Abigail's Journey

The Bettie Jane Cancer Foundation 5K Run/Walk

Frederick, MD

Saturday, May 9th, 2026

View details for race The Bettie Jane Cancer Foundation 5K Run/Walk

Historic Waterford Trail Run/Walk

Waterford, VA

Saturday, May 9th, 2026

10K

View details for race Historic Waterford Trail Run/Walk

=PR= Races: Devotion to Children Mother's Day 4...

Reston, VA

Sunday, May 10th, 2026

1 Mile

View details for race =PR= Races: Devotion to Children Mother's Day 4 Miler

5k Neon Run and 1-Mile Fun Run/Walk presented b...

Greencastle, PA

Friday, May 15th, 2026

1 Mile

View details for race 5k Neon Run and 1-Mile Fun Run/Walk presented by Relay For Life of Franklin & Fulton Counties

Harpers Ferry Half Marathon & 5K

Harpers Ferry, WV

Saturday, May 16th, 2026

Half

View details for race Harpers Ferry Half Marathon & 5K

Luray Police Foundation 5K - 2026

Luray, VA

Saturday, May 16th, 2026

View details for race Luray Police Foundation 5K - 2026

Front Royal Kiwanis 5K

Front Royal, VA

Saturday, May 16th, 2026

View details for race Front Royal Kiwanis 5K

Group run/ruck/walk with Shenandoah Valley Runn...

Winchester, VA

Saturday, May 16th, 2026

View details for race Group run/ruck/walk with Shenandoah Valley Runners and Girls on the Run of the Shenandoah Valley!

Amani Brewing 5K & Beer Mile

Martinsburg, WV

Saturday, May 23rd, 2026

1 Mile

View details for race Amani Brewing 5K & Beer Mile

Gainesville High School Cardinal 5K Run/Walk

Gainesville, VA

Saturday, May 23rd, 2026

View details for race Gainesville High School Cardinal 5K Run/Walk

7th Annual Farm 5K Benefit Run/Walk at Wardensv...

Wardensville, WV

Saturday, May 23rd, 2026

View details for race 7th Annual Farm 5K Benefit Run/Walk at Wardensville Garden Market

Explore more in Winchester, VA

Distances:

5K 10K Half Marathon Marathon

Months:

April May June

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Virginia races

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