Upcoming Races Near Winchester, VA in October, 2025

Name: Sprout 5K
Start: 2025-10-26
End: 2025-10-26
Location: Ashburn

Featured Races Get Seen

Be the first race runners see — and grow your registrations. Put your race at the top.

Feature Your Race

Learn how to feature your race

Oatlands 5K Fun Run

Leesburg, VA

Saturday, October 4th, 2025

View details for race Oatlands 5K Fun Run

Judges Classic

Winchester, VA

Saturday, October 4th, 2025

View details for race Judges Classic

Freedom's Run

Shepherdstown, WV

Saturday, October 4th, 2025

Marathon

Half

10K

View details for race Freedom's Run

Headwaters Monster Mash Fun Run Dash

Washington, VA

Saturday, October 4th, 2025

View details for race Headwaters Monster Mash Fun Run Dash

Philip Carter Haunted Wine Run 5k

Hume, VA

Saturday, October 4th, 2025

View details for race Philip Carter Haunted Wine Run 5k

2025 Key City Foundation Oktoberfest 5K Fun Run

Frederick, MD

Saturday, October 4th, 2025

1 Mile

View details for race 2025 Key City Foundation Oktoberfest 5K Fun Run

Rifleman Classic

Winchester, VA

Saturday, October 4th, 2025

View details for race Rifleman Classic

Lift Up Luca 1-mile Fun Run

Chantilly, VA

Sunday, October 5th, 2025

1 Mile

View details for race Lift Up Luca 1-mile Fun Run

Friends of Reston Fall 5K

Reston, VA

Sunday, October 5th, 2025

View details for race Friends of Reston Fall 5K

Do it Your Way 0.5K

Reston, VA

Sunday, October 5th, 2025

View details for race Do it Your Way 0.5K

HUA Sports 5K, Half Marathon & Marathon

Point Of Rocks, MD

Sunday, October 5th, 2025

Half

Marathon

View details for race HUA Sports 5K, Half Marathon & Marathon

Tree of Life 5K - Race with a Cause

Purcellville, VA

Saturday, October 11th, 2025

View details for race Tree of Life 5K - Race with a Cause

Tie Dye Run

Hagerstown, MD

Saturday, October 11th, 2025

10K

View details for race Tie Dye Run

Run the Vineyards Williams Gap 5K

Round Hill, VA

Saturday, October 11th, 2025

View details for race Run the Vineyards Williams Gap 5K

Trails 4 Miles

Stephens City, VA

Saturday, October 11th, 2025

1 Mile

Trail

View details for race Trails 4 Miles

Fire and Rescue 5K

Winchester, VA

Saturday, October 11th, 2025

View details for race Fire and Rescue 5K

Spring Mills Rotary Ready, Set, Glow 5K Fun Run...

Martinsburg, WV

Saturday, October 11th, 2025

View details for race Spring Mills Rotary Ready, Set, Glow 5K Fun Run and Tot Trot

Run for MWS 5K

Frederick, MD

Sunday, October 12th, 2025

View details for race Run for MWS 5K

Rocky Gap 25K, 50K, Relay Trail Run

Flintstone, MD

Sunday, October 12th, 2025

1 Mile

Trail

View details for race Rocky Gap 25K, 50K, Relay Trail Run

Bob Baronner Apple Trample 5k

Martinsburg, WV

Saturday, October 18th, 2025

View details for race Bob Baronner Apple Trample 5k

MCRRC Black Hill 10K XC

Boyds, MD

Saturday, October 18th, 2025

10K

View details for race MCRRC Black Hill 10K XC

Boulder Dash at Pinesburg Quarry

Williamsport, MD

Saturday, October 18th, 2025

1 Mile

View details for race Boulder Dash at Pinesburg Quarry

Fall Backyard Burn Trail Run - Lake Fairfax

Reston, VA

Sunday, October 19th, 2025

1 Mile

10 Miles

Trail

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

PR Fall Classic 10K

Ashburn, VA

Sunday, October 19th, 2025

10K

View details for race PR Fall Classic 10K

We've Got Your Back 5K

Reston, VA

Sunday, October 19th, 2025

1 Mile

View details for race We've Got Your Back 5K

Buzz Sawyer Western Maryland Marathon/Half Mara...

Hancock, MD

Sunday, October 19th, 2025

Marathon

Half

10K

Trail

View details for race Buzz Sawyer Western Maryland Marathon/Half Marathon/10k

Halloween Scavenger Hunt Fun Run

Winchester, VA

Thursday, October 23rd, 2025

View details for race Halloween Scavenger Hunt Fun Run

Pink Ribbon 5K

Frederick, MD

Friday, October 24th, 2025

View details for race Pink Ribbon 5K

Ghost 5k & Scarecrow Sprint Fun Run

Ashburn, VA

Saturday, October 25th, 2025

View details for race Ghost 5k & Scarecrow Sprint Fun Run

Victoria's Race Against Child Abuse

Inwood, WV

Saturday, October 25th, 2025

View details for race Victoria's Race Against Child Abuse

2025 Running with the Saints 5K

Manassas, VA

Saturday, October 25th, 2025

View details for race 2025 Running with the Saints 5K

Run For Your Life 5k

Rixeyville, VA

Saturday, October 25th, 2025

View details for race Run For Your Life 5k

Sprout 5K

Ashburn, VA

Sunday, October 26th, 2025

View details for race Sprout 5K

Explore more in Winchester, VA

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Virginia races

Don't see your race? Add it!

Add Your Race (Free)