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10 events in Williamsburg, Virginia

From big races to Saturday morning group runs—find trail running events and connect with the local endurance sports community.

  • Jamestown High School Swamp Run 5k [runsignup.com]

    Thu, Jan 01, 2026 at 9:00 AM

    Description

    Jamestown High School Cross Country/Track & Field is hosting the SWAMP RUN 5K on Saturday, March 8th.

    We are just having a simple race! $15.00 for students and $20.00 for adults! No T-shirts or...

    Jamestown High School Cross Country/Track & Field is hosting the SWAMP RUN 5K on Saturday, March 8th.

    We are just having a simple race! $15.00 for students and $20.00 for adults! No T-shirts or Awards - just a 5k on the trail!

    $20.00 on race day

    9:00 am - Jamestown High School Swamp Run - Colonial Runners Grand Prix Event (Proceeds - Jamestown HS XC/Track)

    No Frills Race - No T-shirts and no medals.

    The course is 100% on track, trails, and bridges.

    Jamestown High School Swamp Run 5k

    Date: Saturday, March 8th, 2025

    What: Walk or Run 5K

    Where: Jamestown High School, Williamsburg, VA

    Colonial Road Runners Grand Prix Event

    8:30 am 1-mile fun run on the track

    5k Start Time: 9:00 am

    Course: Jamestown High School Cross Country Course

    Course Map: https://www.scribblemaps.com/maps/view/JHSCC5k/JHSNEWXCCOURSE2022

    • Race Day Registration $20.00 online only – available on race day 7:15-8:30 am

    • Support Jamestown Cross Country and Track

    • Race Bib Pick up 7:15-8:45 am at the track

    • Questions: Email Mark.Tompkins@wjccschools.org

    • CRR Race Coordinator: Rick Platt 757-345-1431, Email: Rickplatt14@gmail.com

    5k Fun Run Run Trail Walk

    1350 John Tyler Hwy, Williamsburg, Virginia, 23185, United States
    OpenStreetMap Google Maps
  • Bike the Bridge [runsignup.com] [Register at runsignup.com]

    Sat, Apr 04, 2026 at 8:00 AM

    Description

    Join James City County Parks & Recreation in the sixth annual Bike the Bridge event taking place Saturday, April 4 from 8 a.m. - 1 p.m. The route will start in James City County, cross the...

    Join James City County Parks & Recreation in the sixth annual Bike the Bridge event taking place Saturday, April 4 from 8 a.m. - 1 p.m. The route will start in James City County, cross the Chickahominy River and enter into Charles City County along the Virginia Capital Trail. Routes options include 15, 25 and 50 miles. Parking, rider check-in and lunch will be located at Jamestown Beach Event Park, 2205 Jamestown Rd, Williamsburg, VA 23185. Light refreshments, event t-shirt and lunch are included with rider registration.

    50-Mile Route Check In: 8-9 a.m.

    25-Mile Route Check In: 8:30-9:30 a.m.

    15-Mile Route Check In: 9:30-10 a.m.

    *There are no bike restrictions for this ride, however, please abide by the Virginia Capital Trail rules and regulations which can be found here: www.virginiacapitaltrail.org/trail-rules

    50 Miles Cycling Trail

    2205 Jamestown Rd, Williamsburg, Virginia, 23185, United States
    OpenStreetMap Google Maps

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