Virginia · 5K

5K Races in Williamsburg, Virginia

Every upcoming 5K around Williamsburg, with start times, entry fees, finish-time stats from past editions, start-line maps, and the local run clubs to train with.

22 upcoming 5K races found · 11 with finish-time stats

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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 field730 finishers18th Annual Sleighbell 5K Run/Walkin the 5KLongest-running18th year18th Annual Sleighbell 5K Run/Walkannual tradition
Sat, Sep 19, 2026Medal Madness 5K, 10K & 13.1M at Williamsburg, VA (38) Williamsburg, VA5K10KHalf MarathonFrom $30Register Sat, Sep 26, 2026Run for the Stacks Williamsburg, VA5K1 MileFrom $20Details 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 $70Details Sat, Oct 3, 2026Haunted 5K, 10K & 13.1M at Williamsburg, VA (40) Williamsburg, VA5K10KHalf MarathonFrom $30Details Sun, Oct 11, 20262026 Grove Trotter 5K/10K Bridge Run Williamsburg, VA10K5KFrom $45Details 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" CARTER'S GROVE 10K Williamsburg, VA10K5K1 MileFrom $25Details Sun, Nov 8, 2026Tunnel to Towers 5K Run & Walk - Williamsburg, VA Williamsburg, VA5KFrom $10Details Sat, Nov 14, 2026The Hare and Tortoise 8K/5K Run Walk, 1 Mile Fun Run Williamsburg, VA1 Mile4.97 Miles5KFrom $20Details 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 $25Details Sat, Dec 5, 2026Holiday 5K, 10K, & 13.1M at Williamsburg, VA (49) Williamsburg, VA5K10KHalf MarathonFrom $30Details Sat, Dec 12, 202618th Annual Sleighbell 5K Run/Walk Williamsburg, VA5K1 MileFrom $20Details 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, Feb 13, 202748th Colonial Half Marathon and 5K Williamsburg, VAHalf Marathon5K1.31 Miles5KFrom $20Details Sat, Mar 13, 2027Virginia Fire Chiefs Foundation 5k Williamsburg, VA5K1 MileFrom $30Details 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 Sep 10, 2026.

Common Questions About Running a 5K in Williamsburg

When are most 5K races held in Williamsburg?

November is the busiest month for 5K races in Williamsburg, with 6 of the 22, followed by October with 5. If you are flexible on the date, that is the quickest way to narrow things down.

How much do Williamsburg 5K races cost?

Entry fees for 5K races here run from $10 to about $69.99, depending on the event and how early you register.

How early should I register for a 5K in Williamsburg?

14 of the 22 5K 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 5K races beginner-friendly?

Yes, for the most part. Across the 10 5K races in Williamsburg with published results, the typical median finish is around 34:15, 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 5K in Williamsburg?

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

Are there trail 5K races near Williamsburg?

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