Upcoming 5K Races Near Winchester, VA

Organize a race? Get it in front of thousands of runners.

Add it free Feature it

Bob Gurtler Memorial 5K Run/Walk

The Plains, VA

Saturday, November 7th, 2026

5K

View details for race Bob Gurtler Memorial 5K Run/Walk

Narrow Way

Cumberland, MD

Saturday, November 7th, 2026

10K

5K

Trail

View details for race Narrow Way

Big Cork Wine Run Turkey Trot 5k

Rohrersville, MD

Saturday, November 14th, 2026

5K

View details for race Big Cork Wine Run Turkey Trot 5k

Gobble Gobble Run or Wobble 5K

Warrenton, VA

Saturday, November 21st, 2026

5K

View details for race Gobble Gobble Run or Wobble 5K

10th Annual MoTown Turkey Trot

Montgomery Township Aka: "MoTown", PA

Thursday, November 26th, 2026

5K

View details for race 10th Annual MoTown Turkey Trot

Turkey Day 5K

Reston, VA

Thursday, November 26th, 2026

5K

1 Mile

View details for race Turkey Day 5K

Thanksgiving Day 5K, Kids' Fun Runs & Tot Trot

Stephens City, VA

Thursday, November 26th, 2026

5K

View details for race Thanksgiving Day 5K, Kids' Fun Runs & Tot Trot

Sheppard Pratt Turkey Trot in Frederick

Frederick, MD

Thursday, November 26th, 2026

5K

View details for race Sheppard Pratt Turkey Trot in Frederick

Powell Wellness Center Turkey Trot 5k

Culpeper, VA

Thursday, November 26th, 2026

5K

View details for race Powell Wellness Center Turkey Trot 5k

Candy Cane Dash

Frederick, MD

Saturday, December 5th, 2026

5K

View details for race Candy Cane Dash

Jingle Dash 10K, 5K, and Fun Run

Chantilly, VA

Saturday, December 5th, 2026

10K

5K

1 Mile

View details for race Jingle Dash 10K, 5K, and Fun Run

Run with Santa 5K

Reston, VA

Sunday, December 6th, 2026

5K

View details for race Run with Santa 5K

2026 South Berkeley Christmas 5K ~ 16th Annual

Inwood, WV

Sunday, December 6th, 2026

5K

View details for race 2026 South Berkeley Christmas 5K ~ 16th Annual

Head Timer Test Race

Williamsport, MD

Friday, January 1st, 2027

5K

View details for race Head Timer Test Race

St. Patrick's Day Run Fest

Hagerstown, MD

Saturday, March 13th, 2027

1 Mile

5K

View details for race St. Patrick's Day Run Fest

=PR= Races: Lucky Leprechaun 5K

Reston, VA

Sunday, March 14th, 2027

5K

View details for race =PR= Races: Lucky Leprechaun 5K

Frederick Running Festival

Frederick, MD

Saturday, May 1st, 2027

Half

5K

View details for race Frederick Running Festival

Panda 5K & 1K Fun Run

Frederick, MD

Monday, May 31st, 2027

5K

View details for race Panda 5K & 1K Fun Run

Explore more in Winchester, VA

Jump straight to races by distance, month, or type.

Distance

5K 10K Half Marathon Marathon

Month

June July August

Race type

Trail Boston Qualifiers Fast Courses

Run clubs

Run clubs in Winchester

Nearby

Stephens City Martinsburg Williamsport Ashburn Hagerstown Dickerson All Virginia races