• Christmas Comes to Gwynn’s Island

    Gwynn's Island Museum State Rte 633, Gwynn, VA, United States

    Join us on Gwynn’s Island to kick-off your Holiday Season! During this free event, see the educational exhibits that portray our rich history. As the oldest museum in Mathews County, […]

  • Gavin Dustin 5k

    Mathews Elementary School 347 Church Street, Mathews, VA, United States

    Join MHS student Gavin Dustin on the morning of April 19th as he hosts a 5k race at Mathews Elementary School to benefit the youth soccer program at the Mathews […]

    $10
  • Get Your Glow On

    Mathews, VA, United States

    Join the Mathews Little League for a Sponsorship Appreciation Night at the ball field! Let's light it up for the sponsors and everyone who makes the league possible with a […]

  • Islander Regatta

    Islander Hotel & Resort 633 Old Ferry Road, Mathews, VA, United States

    Annual 9 mile paddling event for non-motorized craft, circumnavigating one of Virginia’s few inhabited islands: Gwynn’s Island in Mathews County. Registration cost is $65 per person not per boat. Tandem kayaks, 8-person racing shells, paddle boats and even dragon boats (!!) are permitted as long as they are human powered, non-motorized. Each paddler must register […]

    $65
  • Wharf to Wharf Swim

    Williams Wharf 1039 Williams Wharf Road, Mathews, VA, United States

    The one-mile swim will begin at 10 am in waves, based on the following categories: PUFFERFISH uses swim aids/ swim fins/ flotation device. You’re not a strong swimmer OR just want to relax in the water and will feel much more comfortable completing the one-mile distance if you use a swim aid, such as fins, a […]

    $50
  • Mathews Marathon, Half-Marathon & Relay

    Put-In-Creek Landing 50 Brickbat Road, Mathews, VA, United States

    Come out and run the "world's flattest race course!" Check out the schedule of events here: https://mocva.net/marathon/schedule/ 2025 Registration for Mathews Marathon, Half Marathon & Marathon Relay includes a Friday […]

  • Turkey Trot!

    Williams Wharf Landing 1039 Williams Wharf Road, Mathews, VA, United States

    Meet us at Williams Wharf for a Turkey Trot Run! There's no entry fee- we only request a donation of nonperishable goods! Race starts at 8:30 so get there early!

  • Raw Bar Run 5k

    The Hatchery 425 Callis Wharf Road, Mathews, VA, United States

    Mark your calendars for the Gwynn’s Island Raw Bar Run! The event is features a 5k course, an all new vibe, a waterfront post-race celebration featuring live music, award ceremony, and a free oyster raw bar and drink tickets with registration. Run along the shorelines of the Piankatank River & Milford Haven to and from […]

    $35
  • Islander Regatta

    Islander Hotel & Resort 633 Old Ferry Road, Mathews, VA, United States

    Annual 9 mile paddling event for non-motorized craft. Circumnavigating one of Virginia’s few inhabited islands: Gwynn’s Island in Mathews County. Registration cost is $65 per person not per boat. Tandem kayaks, 8-person racing shells, paddle boats and even dragon boats (!!) are permitted as long as they are human powered, non-motorized. Each paddler must register […]

    $65
  • 1.776 Mile Walk/ Run

    Courthouse Square Court St, Mathews, VA, United States

    Join the Mathews VA250 in celebrating the Semiquincentennial of our nation with a patriotic walk/run and picnic - ALL FREE - on July 4th! Stay tuned for more info- but […]

  • Wharf to Wharf Swim

    Williams Wharf Landing 1039 Williams Wharf Road, Mathews, VA, United States

    Swimmer Categories – the one mile swim will start in waves at 10am, based on the following categories: PUFFERFISH uses swim aids/ swim fins/ flotation device. You’re not a strong swimmer […]

    $50