Upcoming 5K Races Near Winchester, VA

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Pleasant Valley Aquathlon/5K and Dog Swim

Chantilly, VA

Saturday, September 6th, 2025

5K

View details for race Pleasant Valley Aquathlon/5K and Dog Swim

Howard's Half Marathon/5K Run Festival

Cumberland, MD

Sunday, September 7th, 2025

Half

5K

View details for race Howard's Half Marathon/5K Run Festival

The Cinnamon Bun Fun Run and 5K

Smithsburg, MD

Saturday, September 13th, 2025

1 Mile

5K

View details for race The Cinnamon Bun Fun Run and 5K

Tails on Trails 5K Run/Walk

Berkeley Springs, WV

Saturday, September 13th, 2025

5K

Trail

View details for race Tails on Trails 5K Run/Walk

Junior Mentoring Program 5k Color Run

Harpers Ferry, WV

Saturday, September 13th, 2025

5K

1 Mile

View details for race Junior Mentoring Program 5k Color Run

Poolesville Day 5K Run/Walk

Poolesville, MD

Saturday, September 20th, 2025

5K

View details for race Poolesville Day 5K Run/Walk

Laurel Ridge Community College 5K

Middletown, VA

Saturday, September 20th, 2025

5K

View details for race Laurel Ridge Community College 5K

AWLFC 2025 PAWS & CLAWS 5K Run and 1 Mile Walk

Frederick, MD

Sunday, September 21st, 2025

5K

1 Mile

View details for race AWLFC 2025 PAWS & CLAWS 5K Run and 1 Mile Walk

Pennington Blue Jay Legacy Challenge

Manassas, VA

Friday, September 26th, 2025

5K

1 Mile

View details for race Pennington Blue Jay Legacy Challenge

AVFRD Harvest Blaze 5K Run

Ashburn, VA

Saturday, September 27th, 2025

5K

View details for race AVFRD Harvest Blaze 5K Run

Runnin' with the Dogs 5K

Martinsburg, WV

Saturday, September 27th, 2025

5K

Trail

View details for race Runnin' with the Dogs 5K

Color Splash 5K Run/Walk 2024

Hagerstown, MD

Saturday, September 27th, 2025

5K

View details for race Color Splash 5K Run/Walk 2024

Ashland Bruin Fun Run and 5K

Manassas, VA

Saturday, September 27th, 2025

5K

1 Mile

View details for race Ashland Bruin Fun Run and 5K

Dulles 5K/10K on the Runway

Chantilly, VA

Saturday, September 27th, 2025

5K

10K

View details for race Dulles 5K/10K on the Runway

Cookie Run for Mar Lu Ridge

Jefferson, MD

Sunday, September 28th, 2025

5K

View details for race Cookie Run for Mar Lu Ridge

MCRRC Country Road Run

Dickerson, MD

Sunday, September 28th, 2025

5K

View details for race MCRRC Country Road Run

2025 Key City Foundation Oktoberfest 5K Fun Run

Frederick, MD

Saturday, October 4th, 2025

5K

1 Mile

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

Philip Carter Haunted Wine Run 5k

Hume, VA

Saturday, October 4th, 2025

5K

View details for race Philip Carter Haunted Wine Run 5k

Judges Classic

Winchester, VA

Saturday, October 4th, 2025

5K

View details for race Judges Classic

Headwaters Monster Mash Fun Run Dash

Washington, VA

Saturday, October 4th, 2025

5K

View details for race Headwaters Monster Mash Fun Run Dash

Freedom's Run

Shepherdstown, WV

Saturday, October 4th, 2025

Marathon

Half

10K

View details for race Freedom's Run

Oatlands 5K Fun Run

Leesburg, VA

Saturday, October 4th, 2025

5K

View details for race Oatlands 5K Fun Run

Friends of Reston Fall 5K

Reston, VA

Sunday, October 5th, 2025

5K

View details for race Friends of Reston Fall 5K

HUA Sports 5K, Half Marathon & Marathon

Point Of Rocks, MD

Sunday, October 5th, 2025

5K

Half

Marathon

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

Tie Dye Run for Freedom

Hagerstown, MD

Saturday, October 11th, 2025

5K

10K

View details for race Tie Dye Run for Freedom

Run the Vineyards Williams Gap 5K

Round Hill, VA

Saturday, October 11th, 2025

5K

View details for race Run the Vineyards Williams Gap 5K

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

Martinsburg, WV

Saturday, October 11th, 2025

5K

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

Tree of Life 5K - Race with a Cause

Purcellville, VA

Saturday, October 11th, 2025

5K

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

Fire and Rescue 5K

Winchester, VA

Saturday, October 11th, 2025

5K

View details for race Fire and Rescue 5K

Run for MWS 5K

Frederick, MD

Sunday, October 12th, 2025

5K

View details for race Run for MWS 5K

Bob Baronner Apple Trample 5k

Martinsburg, WV

Saturday, October 18th, 2025

5K

View details for race Bob Baronner Apple Trample 5k

Boulder Dash at Pinesburg Quarry

Williamsport, MD

Saturday, October 18th, 2025

5K

1 Mile

View details for race Boulder Dash at Pinesburg Quarry

We've Got Your Back 5K

Reston, VA

Sunday, October 19th, 2025

5K

1 Mile

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

Pink Ribbon 5K

Frederick, MD

Friday, October 24th, 2025

5K

View details for race Pink Ribbon 5K

2025 Running with the Saints 5K

Manassas, VA

Saturday, October 25th, 2025

5K

View details for race 2025 Running with the Saints 5K

Victoria's Race Against Child Abuse

Inwood, WV

Saturday, October 25th, 2025

5K

View details for race Victoria's Race Against Child Abuse

Run For Your Life 5k

Rixeyville, VA

Saturday, October 25th, 2025

5K

View details for race Run For Your Life 5k

Ghost 5k & Scarecrow Sprint Fun Run

Ashburn, VA

Saturday, October 25th, 2025

5K

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

Sprout 5K

Ashburn, VA

Sunday, October 26th, 2025

5K

View details for race Sprout 5K

Bob Gurtler Memorial 5K Run/Walk

The Plains, VA

Saturday, November 1st, 2025

5K

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

Trailblazer Trot 5K and the Monster Mile

Culpeper, VA

Saturday, November 1st, 2025

5K

1 Mile

View details for race Trailblazer Trot 5K and the Monster Mile

Haunted Hustle 5k & Spooky Sprint

Culpeper, VA

Saturday, November 1st, 2025

5K

View details for race Haunted Hustle 5k & Spooky Sprint

test raceday scoring

Frederick, MD

Sunday, November 2nd, 2025

5K

View details for race test raceday scoring

Narrow Way

Cumberland, MD

Saturday, November 8th, 2025

10K

5K

Trail

View details for race Narrow Way

Run Friends Run 5k & Pet-Friendly Fun Run

Ijamsville, MD

Saturday, November 8th, 2025

5K

1 Mile

View details for race Run Friends Run 5k & Pet-Friendly Fun Run

Andy King Memorial 5K AND NEW KIDS RUN

Woodstock, VA

Saturday, November 8th, 2025

5K

1 Mile

View details for race Andy King Memorial 5K AND NEW KIDS RUN

Journey of Faith 5K

Culpeper, VA

Saturday, November 15th, 2025

5K

View details for race Journey of Faith 5K

Berryville Turkey Trot 5K & 1 Mile Kids Fun Run

Berryville, VA

Saturday, November 15th, 2025

5K

1 Mile

Trail

View details for race Berryville Turkey Trot 5K & 1 Mile Kids Fun Run

Toca Juniors' Sugarloaf Mountain View Run/Walk

Ijamsville, MD

Sunday, November 16th, 2025

5K

View details for race Toca Juniors' Sugarloaf Mountain View Run/Walk

Herndon Turkey Trot 5K

Herndon, VA

Saturday, November 22nd, 2025

5K

Trail

View details for race Herndon Turkey Trot 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

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