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6 events in Chesapeake, Virginia

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

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  • Tidewater Striders 2026 Distance Series #2 at the Dismal Swamp Canal Trail [runsignup.com]

    Sun, Feb 08, 2026 at 8:30 AM

    Description

    EVENT OVERVIEW:

    5 Mile, 10 Mile & 15 Mile Sunday, February 8, 2026 8:30AM start for everyone.

    Race Course:

    Distance Series 2 on February 8th is now at the Dismal Canal Trail, 1246 Dismal Canal Trail,...

    EVENT OVERVIEW:

    5 Mile, 10 Mile & 15 Mile Sunday, February 8, 2026 8:30AM start for everyone.

    Race Course:

    Distance Series 2 on February 8th is now at the Dismal Canal Trail, 1246 Dismal Canal Trail, Chesapeake 23322. Those running the 5 miles will go out and back 2.5 miles. Those doing the 10 miles will go out and back 5 miles. Those doing the 15 miles will go out and back 5 miles, cross the timing mats and go out 2.5 miles and turn around. Everyone will start at 8:30 and the finish line will stay open until 12:15.

    After Race Party:

    Will be at Tap It Local, 648 Grassfield Pkwy, #12, Chesapeake 23323. Just 3 1/2 miles from the race venue.

    Race Day Packet Pickup for Distance Series 2 will be at the Start/Finish line. Look for the Striders tent.

    Inclement Weather: The Race Director and the Tidewater Striders reserve the right to cancel or reschedule or adjust distances as needed in the interest of safety or access restrictions to the venue. There are no refunds but we will try and reschedule.

    Grand Prix: The 10 and 15 milers are part of the Tidewater Striders Grand Prix

    If you want to register for Distance Series 3, click here

    https://runsignup.com/tidewaterstridersdistanceseries3

    15 miler for Distance Series 2 only is a Hampton Roads Super Grand Prix

    5 Miles 10 Miles 15 Miles Run Trail Walk

    424 Albemarle Drive, Chesapeake, Virginia, 23322, United States
    OpenStreetMap Google Maps
  • Tidewater Striders 2026 Distance Series #3 [tidewaterstriders.com] [Register at runsignup.com]

    Sat, Feb 28, 2026 at 8:30 AM

    Description

    EVENT OVERVIEW:

    10K, 20K & 30K Saturday, February 28, 2026 8:30 AM At Dismal Swamp Canal Trail, 1246 Dismal Canal Trail, Chesapeake. There are no refunds. Everyone will start at 8:30.

    Race Courses:...

    EVENT OVERVIEW:

    10K, 20K & 30K Saturday, February 28, 2026 8:30 AM At Dismal Swamp Canal Trail, 1246 Dismal Canal Trail, Chesapeake. There are no refunds. Everyone will start at 8:30.

    Race Courses:

    Begin and finish at the entrance to the Dismal Swamp Canal Trail. 10K runners and walkers will go out to the 5K turnaround (3.1 miles) and return to the finish line. The 20K and 30K runners and walkers will go out to the 10K turnaround (6.2 miles) and return to the finish line, where the 20K participants will be done, while the 30K participants, after crossing the timing mats will go back out to the 5K turnaround and return to the finish line completing the 30K. Finish line closure is based on a 15 minute per mile and will close at 1:15. Early start, 8:15AM, for 30K walkers/slow runners ONLY may be arranged by contacting jphelanrun@gmail.com.

    After Race Parties:

    After race party is Tap It Local, 648 Grassfield Pkwy, #12, Chesapeake 23323 just 3 1/2 miles from the start/finish line in the Wal-Mart shopping center

    Directions:

    Dismal Swamp Canal Trail:, Trail Start, Old Route 17 and George Washington Hwy, Chesapeake, VA 23323 just off Rt 17. GPS tracking 1246 Dismal Canal Trail, Chesapeake, VA.

    Inclement Weather: The Race Director and the Tidewater Striders reserve the right to cancel or reschedule or adjust distances as needed in the interest of safety or access restrictions to the venue.

    Registration closes at 9:00 PM the Friday before each event. You may pick up your race number starting at 7:15 to 8:20 AM race morning at the start/finish line. Early packet pickup will be at Running Etc., Hilltop Location on Friday, February 27 starting at 4:00 to 6:00.

    Distance Series 3 20k and 30k is a Strider Running Grand Prix.

    The 10k is a walker Grand Prix.

    10k 20k 30k Run Trail Walk

    1246 Dismal Swamp Canal Trail, Chesapeake, Virginia, 23322, United States
    OpenStreetMap Google Maps

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