Running Races in Williamsburg, Virginia — 2026

There are 23 running races in Williamsburg, Virginia in 2026. The next is the The Jamestown Half Marathon, Virginia Company 5K and Discovery Mile on October 24. Distances include 5K races, half marathons, ultras.

The Jamestown Half Marathon, Virginia Company 5K and Discovery Mile

Sat, Oct 24 · Williamsburg, VA Williamsburg

Virtual Discovery MileVirginia Company 5KVirginia Company 5K Competitive Walk +5

From $30 Open Closing Soon

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Grove Gobbler Invitational

Wed, Nov 4 · Williamsburg, VA Williamsburg

Grove Gobbler Invitational

From $0 Closed

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Get Out and Play 5k

Sat, Nov 7 · Williamsburg, VA Williamsburg

Open

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Gobbler 5K, 10K, 13.1M, & 26.2M at Williamsburg, VA (45)

Sat, Nov 7 · Williamsburg, VA Williamsburg

Road 5K10KHalf Marathon +1

From $30 Open

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Olde Towne's "Stride for Wellness" CARTER'S GROVE 10K | 5K | Fun Run

Sat, Nov 7 · Williamsburg, VA Williamsburg

Road Healthy Hike Fun Run5K WALK & RUN10K RUN +1

From $25 Open

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Tunnel to Towers 5K Run & Walk - Williamsburg, VA

Sun, Nov 8 · Williamsburg, VA Williamsburg

Road Youth Registration 13 to 17 yrsAdult RegistrationFirst Responders & Military Registration +1

From $5 Open

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The Hare and Tortoise 8K/5K Run Walk, 1 Mile Fun Run

Sat, Nov 14 · Williamsburg, VA Williamsburg

Virtual 1-Mile Fun Run5K Run/Walk8K Run/Walk +3

From $20 Open Closing Soon

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Pie Gobbler 5K, 10K, 13.1M, & 26.2M at Williamsburg, VA (47)

Sat, Nov 21 · Williamsburg, VA Williamsburg

Road 5K10KHalf Marathon +1

From $30 Open

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Blue Talon Bistro Turkey Trot

Thu, Nov 26 · Williamsburg, VA Williamsburg

Road 1 Mile5K

From $20 Open

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After Ate 8K and 2 Mile

Sat, Nov 28 · Williamsburg, VA Williamsburg

Virtual 2 mile Run/Walk2 Mile Ruck or Weighted Vest8K Competitive Walk +2

From $30 Closed

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Run the River Ultra

Sat, Dec 5 · Williamsburg, VA Williamsburg

Ultra Half Marathon50K51.7 Mile

From $35 Open 8 spots left

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Holiday 5K, 10K, & 13.1M at Williamsburg, VA (49)

Sat, Dec 5 · Williamsburg, VA Williamsburg

Road 5K10KHalf Marathon

From $30 Open

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Christmas Town Dash

Sun, Dec 6 · Williamsburg, VA Williamsburg

Road Christmas Town Dash 8K- Competitive Race WalkerChristmas Town Dash 8KDasher 1/2 Mile

From $20 Open

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18th Annual Sleighbell 5K Run/Walk

Sat, Dec 12 · Williamsburg, VA Williamsburg

Virtual 1 Mile Fun RunVirtual 5K - OPEN5K Competitive Walk +2

From $20 Open Closing Soon

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JLHR Jingle Jog 1 Mile Fun Run/Walk & 5k Run/Walk

Sat, Dec 19 · Williamsburg, VA Williamsburg

Road JLHR Jingle Jog 1 Mile Fun Run/WalkJLHR Jingle Jog 5k RUNJLHR Jingle Jog 5k WALK

From $15 Open Closing Soon

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Holiday 5K, 10K, & 13.1M at Williamsburg, VA (51)

Sat, Dec 19 · Williamsburg, VA Williamsburg

Road 5K10KHalf Marathon

From $30 Open

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48th Colonial Half Marathon and 5K

Sat, Feb 13 · Williamsburg, VA Williamsburg

Virtual Mini HalfVirtual Mini Half5K Competitive Walk +5

From $20 Open Closing Soon 75 spots left

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Virginia Fire Chiefs Foundation 5k

Sat, Mar 13 · Williamsburg, VA Williamsburg

Virtual Fun RunFun Run5k Walk +5

From $0 Open

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Spring Bloom Adventure Race

Sat, Apr 24 · Williamsburg, VA Williamsburg

15-Hour - SOLOIST24-Hour - TEAM5-Hour - SOLOIST +7

From $80 Open 2 spots left

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The Arc's 5th Annual Community Pickleball Challenge

Sat, May 1 · Williamsburg, VA Williamsburg

2026 Community Pickleball ChallengeTeen Bracket - 2027 Community Pickleball ChallengeTeen Bracket - 2026 Community Pickleball Challenge +1

From $30 Closed

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Jamestown Open Water Festival

Sun, May 30 · Williamsburg, VA Williamsburg

Triathlon Half Mile RaceOne Mile RaceHalf Mile Splash / Half Mile Dash +6

From $85 Open

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Precarious Beer Hall's Anniversary 5K

Sat, Jun 5 · Williamsburg, VA Williamsburg

Road Precarious Beer Hall's Anniversary 5KPrecarious Beer Hall's Anniversary 5K

From $25 Open

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2027 Cal Tri Williamsburg - 7.18.27

Sun, Jul 18 · Williamsburg, VA Williamsburg

Triathlon Sprint RunBikeRun (5km run, 21km bike, 5km run)Olympic TriathlonOlympic Swim (1640 yards) +23

From $23.86 Open

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