Upcoming Races Near Grottoes, VA in October, 2025

Name: JackFest 2025
Start: 2025-10-26
End: 2025-10-26
Location: Charlottesville

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

2025 Chessie Trail Marathon, Half Marathon, 10K...

Lexington, VA

Wednesday, October 1st, 2025

Marathon

Half

10K

Trail

Fast

View details for race 2025 Chessie Trail Marathon, Half Marathon, 10K, 5K, & 26.2 Relay

The Rehab Rover Canicross and Trail Race - 10k,...

Gordonsville, VA

Saturday, October 4th, 2025

10K

Trail

View details for race The Rehab Rover Canicross and Trail Race - 10k, 5K, Casual Dog Friendy 5K and Virtual 5K

Hope's Legacy's 8th Annual "Hoofin' It For Hor...

Afton, VA

Saturday, October 4th, 2025

Trail

View details for race Hope's Legacy's 8th Annual "Hoofin' It For Horses" 5k Trail Run/Walk and Open-House

The Rehab Rover Canicross and Trail Race

Gordonsville , VA

Saturday, October 4th, 2025

Code:Special10

10K

Trail

View details for race The Rehab Rover Canicross and Trail Race

Headwaters Monster Mash Fun Run Dash

Washington, VA

Saturday, October 4th, 2025

View details for race Headwaters Monster Mash Fun Run Dash

YL RoCo 5k & Fun Run

Lexington, VA

Saturday, October 4th, 2025

1 Mile

Trail

View details for race YL RoCo 5k & Fun Run

2025 Harrisonburg Half Marathon

Harrisonburg, VA

Saturday, October 4th, 2025

Half

View details for race 2025 Harrisonburg Half Marathon

5K Race For Relief

Harrisonburg, VA

Saturday, October 4th, 2025

View details for race 5K Race For Relief

West Virginia Trilogy

Circleville, WV

Friday, October 10th, 2025

1 Mile

Ultra

Half

View details for race West Virginia Trilogy

Bridgewater College Homecoming Virtual 5K and 1...

Bridgewater, VA

Friday, October 10th, 2025

1 Mile

View details for race Bridgewater College Homecoming Virtual 5K and 1 Mile Virtual Walk

Charlottesville Catholic School Annual 5K Run/W...

Charlottesville, VA

Saturday, October 11th, 2025

View details for race Charlottesville Catholic School Annual 5K Run/Walk and Kids' Fun Run

FREE Buzz By Belmont 5K Fun Run and Fitness Fest

Charlottesville, VA

Saturday, October 11th, 2025

View details for race FREE Buzz By Belmont 5K Fun Run and Fitness Fest

Fall Foliage 10K & 5K Run

Waynesboro, VA

Saturday, October 11th, 2025

10K

View details for race Fall Foliage 10K & 5K Run

SPARC of Hope 5K

Louisa, VA

Saturday, October 18th, 2025

View details for race SPARC of Hope 5K

Knight Run

Buena Vista, VA

Saturday, October 18th, 2025

View details for race Knight Run

Monster Mash 5K at Bold Rock Cidery

Nellysford, VA

Saturday, October 25th, 2025

View details for race Monster Mash 5K at Bold Rock Cidery

Greasy-Gooney 10K

Browntown, VA

Saturday, October 25th, 2025

10K

View details for race Greasy-Gooney 10K

Andy's Backyard Ultra

Earlysville, VA

Saturday, October 25th, 2025

Trail

Fast

View details for race Andy's Backyard Ultra

YMCA Gatorade Halloween Hustle 10K

Charlottesville, VA

Saturday, October 25th, 2025

10K

View details for race YMCA Gatorade Halloween Hustle 10K

Fight Cancer Halloween 5K!

Charlottesville, VA

Saturday, October 25th, 2025

View details for race Fight Cancer Halloween 5K!

23rd Annual Race to Beat Breast Cancer 5K Run/Walk

Harrisonburg, VA

Saturday, October 25th, 2025

View details for race 23rd Annual Race to Beat Breast Cancer 5K Run/Walk

Crozet Trails Crew 5K/10k Trail Run + Family Fu...

Crozet, VA

Saturday, October 25th, 2025

10K

Trail

View details for race Crozet Trails Crew 5K/10k Trail Run + Family Fun Run

JackFest 2025

Charlottesville, VA

Sunday, October 26th, 2025

1 Mile

View details for race JackFest 2025

Explore more in Grottoes, 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)