Upcoming Races Near Strasburg, VA in May, 2026

Name: Virginia Wine Country Half Marathon 2026
Start: 2026-05-30
End: 2026-05-30
Location: Hillsboro

Apple Blossom Valley Health 10K and Shenandoah ...

Winchester, VA

Friday, May 1st, 2026

Featured

1 Mile

10K

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

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Perfect Day 50K - Massanutten

Keezletown, VA

Saturday, May 2nd, 2026

Ultra

View details for race Perfect Day 50K - Massanutten

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

LifeSpring Pregnancy Centers 5K Race

Culpeper, VA

Saturday, May 2nd, 2026

View details for race LifeSpring Pregnancy Centers 5K Race

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

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

Run The Greenway

Ashburn, VA

Sunday, May 3rd, 2026

10K

View details for race Run The Greenway

Move for Mental Health

Warrenton, VA

Saturday, May 9th, 2026

View details for race Move for Mental Health

Historic Waterford Trail Run/Walk

Waterford, VA

Saturday, May 9th, 2026

10K

View details for race Historic Waterford Trail Run/Walk

Shenanduro

Bentonville, VA

Saturday, May 9th, 2026

Fast

View details for race Shenanduro

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!

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

Rockingham Park 5K

Penn Laird, VA

Saturday, May 16th, 2026

View details for race Rockingham Park 5K

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

Gainesville High School Cardinal 5K Run/Walk

Gainesville, VA

Saturday, May 23rd, 2026

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

Amani Brewing 5K & Beer Mile

Martinsburg, WV

Saturday, May 23rd, 2026

1 Mile

View details for race Amani Brewing 5K & Beer Mile

39th Annual Loudoun Street Mile

Winchester, VA

Monday, May 25th, 2026

1 Mile

View details for race 39th Annual Loudoun Street Mile

A SALUTE TO OUR TROOPS

Ashburn, VA

Monday, May 25th, 2026

View details for race A SALUTE TO OUR TROOPS

Ringing in Hope: A Salute to our Troops

Ashburn, VA

Monday, May 25th, 2026

10K

View details for race Ringing in Hope: A Salute to our Troops

May 25th, Hamilton Day Mighty Miler

Hamilton, VA

Monday, May 25th, 2026

1 Mile

View details for race May 25th, Hamilton Day Mighty Miler

Culpeper Law Enforcement Torch Run Run/Walk

Culpeper, VA

Saturday, May 30th, 2026

View details for race Culpeper Law Enforcement Torch Run Run/Walk

Virginia Wine Country Half Marathon 2026

Hillsboro, VA

Saturday, May 30th, 2026

Half

10K

View details for race Virginia Wine Country Half Marathon 2026

Explore more in Strasburg, VA

Distances:

5K 10K Half Marathon Marathon

Months:

March April May

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Virginia races

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