Upcoming Races in Williamsburg, Virginia 2026

Written By: Jeremy N

If you are looking for races in Williamsburg, Virginia, you have come to the right place. Williamsburg has a growing running scene with 18 races listed in our directory, including 8 upcoming events in 2026. Whether you are lacing up for your first 5K or chasing a new personal record, there is something here for every runner.

Upcoming Races in Williamsburg, Virginia

Here is a look at the top upcoming races in Williamsburg this year. We update our listings weekly so you always have the most current information.

5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut

Date: September 5, 2026

Distance: 5K

Join the 5th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut in Williamsburg on Saturday, September 5, 2026, presented by Colonial Sports! You can register online until midnight on Tuesday, September 1st, or grab a same-day registration starting at 7 a.m. Read full details →

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Buff Betty Adventure Race

Date: September 26, 2026

Get ready for a full day of adventure in Williamsburg, VA! This women-focused race welcomes everyone from total beginners to experienced adventurers, combining biking, trekking, paddling, and navigation over 8-10 hours in a supportive, no-pressure atmosphere. Read full details →

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Busch Gardens® Fiends Frenzy 5k Run

Date: September 27, 2026

Distance: 5K

Join us for a spooktacular 3K jaunt through Busch Gardens Williamsburg on Sunday, September 27, 2026, starting at 7:30 amand don’t worry, the scares are all in good fun! Read full details →

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8th Annual Weighted Angels 5k Run & Walk

Date: September 27, 2026

Distance: 5K

Come celebrate with us in Williamsburg, VA for this meaningful 8th annual 5K run and walk supporting Weighted Angels, a local nonprofit dedicated to providing comforting weighted stuffed animals to families grieving stillbirth and infant loss. Read full details →

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17th Annual Williamsburg Landing 5k Run/Walk for The Arc

Date: October 3, 2026

Distance: 5K

Get ready to run or walk for an amazing cause at this beloved community event celebrating The Arc of Greater Williamsburg’s incredible 50 years of service! Read full details →

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2026 Grove Trotter 5K/10K Bridge Run at Chickahominy Riverfront Park

Date: October 11, 2026

Distance: 10K

Get ready to run a beautiful course while helping a great cause! On Sunday, October 11, 2026, you’ll start at Chickahominy Riverfront Park in Williamsburg and enjoy a scenic route that crosses the Chickahominy River Bridge before heading out onto the Capital Trailall on smooth,… Read full details →

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Bikes & Beers Williamsburg

Date: October 17, 2026

Get ready for a fun-filled adventure at Bikes & Beers Williamsburg, where you can enjoy the scenic routes of historic Williamsburg, VA! Whether you’re a seasoned runner or just starting out, this race combines great exercise with a fantastic community vibe and a well-deserved… Read full details →

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Barbarian Bruiser

Date: October 17, 2026

Get ready to push yourself while having a blast at this action-packed obstacle course adventure happening at CAX Outdoors in Williamsburg on Saturday, October 17, 2026 at 8 a.m. Read full details →

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Why Run in Williamsburg?

Running events in Williamsburg offer a mix of community fun runs, charity 5Ks, and competitive road races throughout the year. The local running community is active and welcoming to runners of all levels — from first-timers to seasoned racers. Many of these events benefit local charities and organizations, making race day about more than just your finish time.

Find More Races in Virginia

Williamsburg is just one part of a thriving Virginia running scene. If you want to explore more events across the state, check out our full race listings for Virginia — we track every upcoming running event from 1 mile fun runs to full marathons.

Get Ready to Race

Found a race you want to run? The next step is making sure you are properly trained for it. Whether you are a first-timer aiming to finish or a veteran chasing a PR, having the right training plan makes all the difference.

Take our free 3-question training plan quiz and get matched to the right plan for your fitness level in under a minute. We will send it straight to your inbox so you can start training today.

Good luck out there — see you at the finish line in Williamsburg!

Hi, Jeremy Here, 

I am the the guy behind Train for a 5K. On this site, I share everything that learned along my running journey. The content I create is the running training I wish I had before we started this journeyAbout Jeremy. 

I have run over 250 races including the California International Marathon, Clarksburg Country Run, and various other 5K & 10K races throughout the United States. I am a former Athletics department employee at University of the Pacific and Shoe Consultant with Dicks Sporting Goods

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