Virginia · Race calendar

Running Races in Williamsburg, Virginia

Upcoming running races in and near Williamsburg, Virginia - 5Ks, 10Ks, half marathons and more, with dates, pricing, finish-time stats, start-line maps, and local run clubs to train with.

25 upcoming races · 15 with finish-time stats

5K 2210K 12Half Marathon 11
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By the numbers

The Biggest and Longest-Running

The Williamsburg races that stand out on the numbers: the biggest field, and the longest unbroken run of editions.

Largest field1,526 finishersChristmas Town Dashin the 8KLongest-running17th year17th Annual Williamsburg Landing 5K Run/Walkannual tradition
Sat, Aug 1, 2026Ninja 5K, 10K, & 13.1M at Williamsburg, VA (31) Williamsburg, VA5K10KHalf MarathonFrom $30Details Sat, Aug 15, 2026Ninja 5K, 10K, & 13.1M at Williamsburg, VA (33) Williamsburg, VA5K10KHalf MarathonFrom $30Register Sat, Aug 22, 2026Flippin' 5K and 1 Mile Fun Run Williamsburg, VA5K1 MileFrom $25Details Sat, Sep 5, 20265th Annual Pints And Paws 5K and 1 Mile Run Walk and Pup Strut Williamsburg, VA1 Mile5KFrom $20Details Sat, Sep 5, 2026Medal Madness 5K, 10K & 13.1M at Williamsburg, VA (36) Williamsburg, VA5K10KHalf MarathonFrom $30Details Sat, Sep 19, 2026Medal Madness 5K, 10K & 13.1M at Williamsburg, VA (38) Williamsburg, VA5K10KHalf MarathonFrom $30Register Sun, Sep 27, 20268th Annual Weighted Angels 5k Run & Walk Williamsburg, VA5K1 MileFrom $20Details Sun, Sep 27, 2026Busch Gardens® Fiends Frenzy 5k Run Williamsburg, VA5KFrom $60Details Sat, Oct 3, 202617th Annual Williamsburg Landing 5K Run/Walk Williamsburg, VA3 Miles1 MileFrom $50Details Sat, Oct 3, 2026Haunted 5K, 10K & 13.1M at Williamsburg, VA (40) Williamsburg, VA5K10KHalf MarathonFrom $30Details Sat, Oct 10, 2026Frightening 4 Trail Run/Hike Williamsburg, VA4 MilesFrom $30Register Sun, Oct 11, 20262026 Grove Trotter 5K/10K Bridge Run Williamsburg, VA10K5KFrom $40Details Sat, Oct 17, 2026Dash for CASA 5K Run and Walk Williamsburg, VA5K1 MileFrom $30Details Sat, Oct 17, 2026Haunted 5K, 10K & 13.1M at Williamsburg, VA (42) Williamsburg, VA5K10KHalf MarathonFrom $30Register Sat, Oct 24, 2026The Jamestown Half Marathon, Virginia Company 5K and Discovery Mile Williamsburg, VAHalf Marathon5K1 MileFrom $30Details Sat, Nov 7, 2026Gobbler 5K, 10K, 13.1M, & 26.2M Williamsburg, VA5K10KHalf MarathonMarathonFrom $30Details Sat, Nov 7, 2026Olde Towne's "Stride for Wellness" 10K & 5K Williamsburg, VA10K5K1 MileFrom $25Details Sat, Nov 7, 2026Tunnel to Towers 5K Run & Walk - Williamsburg, VA Williamsburg, VA5KFrom $5Details Sat, Nov 21, 2026Pie Gobbler 5K, 10K, 13.1M, & 26.2M Williamsburg, VA5K10KHalf MarathonMarathonFrom $30Details Thu, Nov 26, 2026Blue Talon Bistro Turkey Trot Williamsburg, VA5K1 MileFrom $20Details Sat, Dec 5, 2026Holiday 5K, 10K, & 13.1M at Williamsburg, VA (49) Williamsburg, VA5K10KHalf MarathonFrom $30Details Sun, Dec 6, 2026Christmas Town Dash Williamsburg, VA8K880 YardsFrom $45Details Sat, Dec 19, 2026JLHR Jingle Jog 1 Mile Fun Run/Walk & 5k Run/Walk Williamsburg, VA5K1 MileFrom $15Details Sat, Dec 19, 2026Holiday 5K, 10K, & 13.1M at Williamsburg, VA (51) Williamsburg, VA5K10KHalf MarathonFrom $30Register Sat, Jun 5, 2027Precarious Beer Hall's Anniversary 5K Williamsburg, VA5KFrom $25Details

How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Jul 27, 2026.

Common Questions About Racing in Williamsburg

What race distances can I run in Williamsburg?

Williamsburg has 5K (22), 10K (12), Half Marathon (11). The 5K is usually the easiest entry point if you are new, and the links above jump straight to each distance.

When is race season in Williamsburg?

October is the busiest month for races in Williamsburg, with 7 of the 25, followed by September with 5. If you are flexible on the date, that is the quickest way to narrow things down.

How early should I register for a race in Williamsburg?

13 of the 25 races in Williamsburg already have a price increase scheduled, so entry gets more expensive the longer you leave it. Race pricing almost always steps up as the date approaches, and signing up early is usually the cheapest option.

Are Williamsburg races beginner-friendly?

Yes, for the most part. Across the 15 races in Williamsburg with published results, the typical median finish is around 40:46, which means half of every one of those fields came in slower than that. Recreational runners and walk-runners are the bulk of these fields, not the exception.

Where can I train for a race in Williamsburg?

Browse Williamsburg run clubs on RunSesh to find a training group at your pace.

Are there trail races near Williamsburg?

Yes, 2 races around Williamsburg get you off the pavement: 1 is a trail race, and 1 mixes road and trail. Surfaces are not always published, so it is worth checking a specific race before you register.