Embrace your inner pirate for a fun 5K, 10K, or half marathon in Williamsburg, featuring a costume contest and finisher medals.

• Fun
• Competitive
• Quirky

Sat, Apr 4, 2026, 8:30 AM EDT·5K, 10K, 13.1 Miles·Williamsburg, VA

Steady EffortRUN

Course · Rolling · Timed race

Set sail for a fun, pirate-themed 5K or 10K in Midlothian, complete with themed medals and costume awards.

• Fun
• Competitive
• Quirky

Sat, Apr 11, 2026, 8:00 AM EDT·5K, 10K·Midlothian, VA

EasygoingRUN

Course · Rolling · Timed race

Run a scenic 8K through Ingleside Vineyards, then celebrate your finish with wine, live music, and good company at the post-race party.

• Fun
• Scenic
• Competitive
• Festive

Sat, Apr 11, 2026, 9:00 AM EDT·5K, 8K·Colonial Beach, VA

EasygoingRUN

Course · Rolling · Family-oriented

Run, walk, and savor the beautiful scenery and fine wines at Cunningham Creek Winery's annual 5k event.

• Fun
• Scenic
• Competitive
• Quirky

Sun, Apr 12, 2026, 9:00 AM EDT·5K·Palmyra, VA

EasygoingRUN

Course · Rolling · Timed race

Move with purpose at this inclusive 5K and 1K Fun Run, supporting EquallyAble's mission to empower people of all abilities.

• Fun
• Competitive
• For a Cause

Sun, Apr 12, 2026, 9:00 AM EDT·1K, 5K·Fairfax, VA

EasygoingRUN

Course · Rolling · Walkers welcome

A five-week running series for kids, offering age-appropriate races, a points system, and an inclusive Challenger Division.

• Fun
• Competitive

A five-week spring running program in Alexandria for kids Pre-K to 8th grade, featuring age-appropriate races and an inclusive Challenger Division.

• Fun
• Competitive

A seasonal run series for kids, building confidence and community with age-appropriate weekly runs and a fun 5K finale.

• Fun
• Quirky
• Festive

Embrace your inner pirate for a fun, themed run in Williamsburg, VA, featuring a best costume contest and finisher medals.

• Fun
• Competitive
• Quirky

Sat, Apr 18, 2026, 8:30 AM EDT·5K, 10K, 13.1 Miles·Williamsburg, VA

Steady EffortRUN

Course · Rolling · Timed race

A five-week running series designed for kids Pre-K to 8th grade, featuring age-appropriate distances and a supportive Challenger Division.

• Fun
• Competitive

A supportive, five-week running series for kids Pre-K through 8th grade, featuring age-appropriate races and an inclusive Challenger Division.

• Fun
• Competitive

A five-week running program for kids Pre-K to 8th grade, featuring age-appropriate races and an inclusive Challenger Division.

• Fun
• Competitive

Set sail for a pirate-themed adventure in Colonial Heights, VA, offering distances from 5K to marathon with finisher medals and costume awards.

• Fun
• Competitive
• Quirky
• Festive

Sat, Apr 25, 2026, 8:00 AM EDT·5K, 10K, 13.1 Miles, 26.2 Miles·Colonial Heights, VA

Steady EffortRUN

Course · Rolling · Timed race

A welcoming half-mile fun run for kids at Harrison Road Elementary, encouraging movement and celebrating every finisher with a medal.

• Fun
• Competitive

Sat, Apr 25, 2026, 8:40 AM EDT·0.5 Miles, 300 Yards·Fredericksburg, VA

EasygoingRUN

Course · Rolling · Timed race

A vibrant, family-friendly run in historic Cape Charles featuring a color zone, Chesapeake Bay views, and a lively post-race celebration.

• Fun
• Scenic
• Quirky

Sat, Apr 25, 2026, 9:15 AM EDT·1 Miles, 3.1 Miles, 6.2 Miles, 200 Yards·Cape Charles, VA

EasygoingRUN

Course · Flat · Family-oriented

Celebrate 155 years with Mount Olive Baptist Church's 5K Run/Walk, supporting vital local non-profits and enjoying a day of community and fun.

• Fun
• Competitive
• Festive
• For a Cause

Sat, Apr 25, 2026, 9:15 AM EDT·3.1 Miles·Culpeper, VA

EasygoingRUN

Course · Mixed · Rolling · Timed race

Run or walk for a cause at this family-focused 5K, celebrating fathers and supporting community programs in beautiful Pratt Park.

• Fun
• Scenic
• Competitive
• Festive
• For a Cause

Sat, Jun 13, 2026, 8:00 AM EDT·5K·Fredericksburg, VA

Steady EffortRUN

Course · Mixed · Rolling · Timed race

Embrace your inner ninja on this themed out-and-back course, complete with finisher medals and a chance to win for best costume.

• Fun
• Competitive
• Quirky

Sat, Aug 22, 2026, 8:00 AM EDT·5K, 10K, 13.1 Miles·Colonial Heights, VA

Steady EffortRUN

Course · Rolling · Timed race

Run or walk a 5K through Chrysalis Vineyards, then celebrate your finish with a pour of wine and a unique wine stopper medal.

• Fun
• Competitive
• Quirky

Sat, Aug 22, 2026, 8:30 AM EDT·5K·Middleburg, VA

EasygoingRUN

Course · Rolling · Timed race

Embrace the challenge of multiple loops and celebrate your finish with a medal, perhaps even in your best costume.

• Fun
• Competitive
• Quirky

Sat, Sep 26, 2026, 8:00 AM EDT·5K, 10K, 13.1 Miles, 26.2 Miles·Colonial Heights, VA

Push PotentialRUN

Course · Rolling · Timed race

Run a haunted course this October in Colonial Heights, VA, with distances from 5K to marathon, finisher medals, and a best costume contest.

• Fun
• Competitive
• Quirky
• Festive

Sat, Oct 24, 2026, 8:00 AM EDT·5K, 10K, 13.1 Miles, 26.2 Miles·Colonial Heights, VA

Steady EffortRUN

Course · Rolling · Timed race

Run a USATF-certified, Boston-Qualifying marathon or shorter distance on Virginia's "most spectacular rail trail," featuring stunning fall scenery.

• Fun
• Scenic
• Competitive
• Quirky

Sat, Nov 7, 2026, 8:00 AM EST·5K, 10K, 13.1 Miles, 26.2 Miles·Lexington, VA

Push PotentialRUN

Course · Mixed · Hilly · Family-oriented

Embrace the holiday spirit with a festive Gobbler run featuring a costume contest and out-and-back courses in Colonial Heights.

• Fun
• Competitive
• Quirky
• Festive

Sat, Nov 28, 2026, 8:00 AM EST·5K, 10K, 13.1 Miles·Colonial Heights, VA

Steady EffortRUN

Course · Rolling · Timed race