Running Races in Williamsburg, Virginia — 2026

There are 29 running races in Williamsburg, Virginia in 2026. The next is the Fall Foliage Adventure Race on October 10. Distances include 5K races, half marathons, 10K races.

Fall Foliage Adventure Race

Sat, Oct 10 · Williamsburg, VA Williamsburg

15-Hour Race - SOLOIST5-Hour Race - SOLOIST5-Hour Race - TEAM +1

From $90 Open Closing Soon 40 spots left

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Frightening 4 Trail Run/Hike

Sat, Oct 10 · Williamsburg, VA Williamsburg

Road Frightening 4 mile Trail Race

From $30 Closed 100 spots left

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

Sun, Oct 11 · Williamsburg, VA Williamsburg

Road 2026 Grove Trotter 5K Bridge Run/Walk2026 Grove Trotter 10K Bridge Walk2026 Grove Trotter 10K Bridge Run

From $35 Open Closing Soon

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Bikes & Beers Williamsburg

Sat, Oct 17 · Williamsburg, VA Williamsburg

15 MILE (10:00 AM Start Time)30 MILE (9:00 AM Start Time)30 MILE (9:30 AM Start Time) +4

From $34 Open Closing Soon 1 spots left

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Dash for CASA 5K Run and Walk

Sat, Oct 17 · Williamsburg, VA Williamsburg

Road 5K Run5K Walk

From $30 Closed

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Barbarian Bruiser

Sat, Oct 17 · Williamsburg, VA Williamsburg

OCR Barbarian Bruiser IndividualBarbarian Bruiser Team

From $0 Open Closing Soon

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Haunted 5K, 10K & 13.1M at Williamsburg, VA (42)

Sat, Oct 17 · Williamsburg, VA Williamsburg

Road 5K10KHalf Marathon

From $30 Open Closing Soon

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

Sat, Oct 24 · Williamsburg, VA Williamsburg

Virtual Discovery MileVirtual Virginia 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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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 RACE WALK +1

From $25 Open

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

Sun, Nov 8 · Williamsburg, VA Williamsburg

Road Adult RegistrationFirst Responders & Military RegistrationChild Registration 12 & Under +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 Competitive Walk +3

From $20 Closed

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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 Closing Soon

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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 Run/Walk +2

From $30 Closed

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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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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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Christmas Town Dash

Sun, Dec 6 · Williamsburg, VA Williamsburg

Road Christmas Town Dash 8KChristmas Town Dash 8K- Competitive Race WalkerDasher 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

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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

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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 75 spots left

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Virginia Fire Chiefs Foundation 5k

Sat, Mar 13 · Williamsburg, VA Williamsburg

Virtual Fun RunFun Run5k Run +5

From $0 Open

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Spring Bloom Adventure Race

Sat, Apr 24 · Williamsburg, VA Williamsburg

24-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

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

From $30 Closed

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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 SwimBikeSprint Swim (400 yards)Olympic RunBikeRun (5km run, 40km bike, 10km run) +23

From $23.86 Open

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