146 Upcoming Races Near Winchester, VA

Shenandoah River 5k, 10k, & Half

Bentonville, VA

Saturday, September 19th, 2026

Half

10K

Trail

View details for race Shenandoah River 5k, 10k, & Half

Laurel Ridge Community College 5K

Middletown, VA

Saturday, September 19th, 2026

View details for race Laurel Ridge Community College 5K

Poolesville Day 5K Run & Walk

Poolesville, MD

Saturday, September 19th, 2026

View details for race Poolesville Day 5K Run & Walk

The Final Countdown - Tribute

Martinsburg, WV

Saturday, September 19th, 2026

Trail

Fast

View details for race The Final Countdown - Tribute

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MCRRC Country Road Run

Dickerson, MD

Sunday, September 20th, 2026

View details for race MCRRC Country Road Run

Freedom Futbol Club First Annual 5K

Warrenton, VA

Saturday, September 26th, 2026

View details for race Freedom Futbol Club First Annual 5K

River's Edge Endurance Challenge

Brunswick, MD

Saturday, September 26th, 2026

Trail

View details for race River's Edge Endurance Challenge

Color Splash 5K Run/Walk 2025

Hagerstown, MD

Saturday, September 26th, 2026

View details for race Color Splash 5K Run/Walk 2025

Run On The Rocks • 10M / Half / 20M

Point Of Rocks, MD

Saturday, September 26th, 2026

10 Miles

Half

Ultra

Fast

View details for race Run On The Rocks • 10M / Half / 20M

AVFRD Harvest Blaze 5K Run

Ashburn, VA

Saturday, September 26th, 2026

View details for race AVFRD Harvest Blaze 5K Run

Eagle Nation 5k

Berryville, VA

Saturday, September 26th, 2026

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Trails 4 Miles

Stephens City, VA

Saturday, September 26th, 2026

1 Mile

Trail

View details for race Trails 4 Miles

Runnin' with the Dogs 5K

Martinsburg, WV

Saturday, September 26th, 2026

Trail

View details for race Runnin' with the Dogs 5K

JuMP Color Splash Obstacle Dash

Harpers Ferry, WV

Sunday, September 27th, 2026

1 Mile

View details for race JuMP Color Splash Obstacle Dash

Lovettsville 5k & 10k

Lovettsville, VA

Sunday, September 27th, 2026

10K

View details for race Lovettsville 5k & 10k

Marathon Charity Cooperation - Summer Training ...

Herndon, VA

Wednesday, September 30th, 2026

View details for race Marathon Charity Cooperation - Summer Training Program

Spook Hill Cider & Wine 4 Mile Run

Burkittsville, MD

Thursday, October 1st, 2026

View details for race Spook Hill Cider & Wine 4 Mile Run

Fall Harvest 5k

Sterling, VA

Saturday, October 3rd, 2026

Trail

View details for race Fall Harvest 5k

Headwaters Monster Mash Fun Run Dash

Washington, VA

Saturday, October 3rd, 2026

View details for race Headwaters Monster Mash Fun Run Dash

Pink and Blue 5k Run/Walk for Breast Cancer

Middletown, MD

Saturday, October 3rd, 2026

View details for race Pink and Blue 5k Run/Walk for Breast Cancer

Vanish Brewing 5k – The House That Beer Built

Leesburg, VA

Saturday, October 3rd, 2026

View details for race Vanish Brewing 5k – The House That Beer Built

Haunted Hustle 5k & Spooky Sprint

Culpeper, VA

Saturday, October 3rd, 2026

View details for race Haunted Hustle 5k & Spooky Sprint

Oatlands 5K Fun Run

Leesburg, VA

Saturday, October 3rd, 2026

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Friends of Reston Fall 5K

Reston, VA

Sunday, October 4th, 2026

Trail

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Tie Dye Run and Ruck

Hagerstown, MD

Saturday, October 10th, 2026

10K

View details for race Tie Dye Run and Ruck

Freedom's Run

Shepherdstown, WV

Saturday, October 10th, 2026

Marathon

Half

10K

View details for race Freedom's Run

Fire and Rescue 5K

Winchester, VA

Saturday, October 10th, 2026

View details for race Fire and Rescue 5K

Run Like Michael

Darnestown, MD

Sunday, October 11th, 2026

1 Mile

Trail

View details for race Run Like Michael

Run for MWS 5K

Frederick, MD

Sunday, October 11th, 2026

View details for race Run for MWS 5K

Rocky Gap 25K, 50K, Relay Trail Run

Flintstone, MD

Sunday, October 11th, 2026

1 Mile

Trail

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

Boulder Dash at Pinesburg Quarry

Williamsport, MD

Saturday, October 17th, 2026

1 Mile

View details for race Boulder Dash at Pinesburg Quarry

Steps Towards Healing for Mental Health Awarene...

Hagerstown, MD

Saturday, October 17th, 2026

View details for race Steps Towards Healing for Mental Health Awareness 5K

MCRRC Black Hill 10K

Boyds, MD

Saturday, October 17th, 2026

10K

View details for race MCRRC Black Hill 10K

WVU Hospitals East Foundation Bob Baronner Appl...

Martinsburg, WV

Saturday, October 17th, 2026

View details for race WVU Hospitals East Foundation Bob Baronner Apple Trample 5k

Buzz Sawyer Western Maryland Marathon/Half Mara...

Hancock, MD

Sunday, October 18th, 2026

Marathon

Half

10K

Trail

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

Fall Run for the Wounded 5k, 10k, & Half

Prince William County, VA

Sunday, October 18th, 2026

Half

10K

Trail

View details for race Fall Run for the Wounded 5k, 10k, & Half

=PR= Races: Fall Classic 10K

Ashburn, VA

Sunday, October 18th, 2026

10K

View details for race =PR= Races: Fall Classic 10K

Fall Backyard Burn Trail Run - Lake Fairfax

Reston, VA

Sunday, October 18th, 2026

1 Mile

10 Miles

Trail

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

Pink Ribbon 5K

Frederick, MD

Sunday, October 18th, 2026

View details for race Pink Ribbon 5K

2026 Running with the Saints 5K

Manassas, VA

Saturday, October 24th, 2026

View details for race 2026 Running with the Saints 5K

Ghost 5k & Scarecrow Sprint Fun Run

Ashburn, VA

Saturday, October 24th, 2026

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

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

Martinsburg, WV

Saturday, October 24th, 2026

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

VALOR 5K and Fun Run

Haymarket, VA

Saturday, October 24th, 2026

1 Mile

View details for race VALOR 5K and Fun Run

Halloween Horror 5k & 10k

Gainesville, VA

Sunday, October 25th, 2026

10K

Trail

View details for race Halloween Horror 5k & 10k

Sprout 5K

Ashburn, VA

Sunday, October 25th, 2026

View details for race Sprout 5K

Run the Vineyards - Rocklands Farm 5K

Poolesville, MD

Sunday, October 25th, 2026

View details for race Run the Vineyards - Rocklands Farm 5K

Ghostly Grapes 5k & 10k at Two Twisted Posts

Purcellville, VA

Sunday, October 25th, 2026

10K

View details for race Ghostly Grapes 5k & 10k at Two Twisted Posts

test raceday scoring

Frederick, MD

Sunday, November 1st, 2026

10 Miles

View details for race test raceday scoring

Schaeffer Half Marathon, 10K, 5K Trail Run

Germantown, MD

Saturday, November 7th, 2026

10K

Half

Trail

View details for race Schaeffer Half Marathon, 10K, 5K Trail Run

Andy King Memorial 5K and Kids Run - NEW VIRTUA...

Woodstock, VA

Saturday, November 7th, 2026

1 Mile

View details for race Andy King Memorial 5K and Kids Run - NEW VIRTUAL 5K OPTION

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