Events in May in Winston Salem

• Sat, 02 May, 2026 - 08:00 PM

  Laura Jane Grace at The Ramkat

  The Ramkat
• Sat, 09 May, 2026 - 10:00 AM

  Hanes Mall Food Truck Festival & Market

  3320 Silas Creek Pkwy, Winston-Salem, NC, United States, North Carolina 27103

  40+ Interested
• On Demand

  Louisville Cardinals at Wake Forest Demon Deacons Baseball

  Gene Hooks Field At David F. Couch Ballpark
• Fri, 08 May, 2026 - 07:00 PM

  Wake Forest Demon Deacons vs. Western Carolina Catamounts

  Gene Hooks Field At David F. Couch Ballpark
• Tue, 05 May, 2026 - 05:00 PM

  Winston-Salem Cinco De Mayo Bar Crawl

  Wise Man Brewing & Coffee Bar

  USD 7
• Tue, 12 May Onwards

  Wilmington Blue Rocks at Winston-Salem Dash at Truist Stadium

  Truist Stadium
• Mon, 25 May Onwards

  Winston-Salem Dash vs. Rome Emperors

  Truist Stadium - Winston Salem
• Mon, 11 May Onwards

  Winston-Salem Dash vs. Wilmington Blue Rocks

  Truist Stadium - Winston Salem
• Sun, 10 May, 2026 - 05:00 PM

  Western Carolina Catamounts at Wake Forest Demon Deacons Baseball (DH)

  Gene Hooks Field At David F. Couch Ballpark
• Sat, 02 May, 2026 - 11:00 AM

  Winston-Salem Alumni Chapter Scholarship Jazz Brunch

  5000 Noble St, Winston-Salem, NC 27105-3120, United States

  18+ Interested
• Sat, 09 May, 2026 - 10:00 AM

  2nd Annual Cardboard Boat Regatta

  Winston Lake Park

  Free
• Sat, 09 May, 2026 - 10:00 PM

  Parking Western Carolina Catamounts at Wake Forest Demon Deacons Baseball

  Gene Hooks Field At David F. Couch Ballpark
• Sat, 09 May, 2026 - 07:00 PM

  Summerlark - The Fray at Bailey Park

  Bailey Park
• Sat, 09 May, 2026 - 07:00 PM

  Daniel Kimbro - a grammy-nominated appalachian​

  626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101

  8+ Interested
• Sat, 02 May, 2026 - 11:00 AM

  Winston Junction Spring Market

  901 N Trade, Downtown Winston-Salem, NC, United States, North Carolina 27101

  61+ Interested