05/06/2025
🎉 Looking for something fun to do around Baltimore this May? Here are some of the month’s biggest events happening across Baltimore!
🎶 Monkton Music Festival
🗓️ May 10 | ⏰ 1–8 PM
📍 Puh'tok In The Pines, Monkton
Live music, local food trucks, vendors, and a beautiful outdoor setting in the countryside.
🍷 Wine Village at the Inner Harbor
🗓️ May 8 – June 1 | ⏰ Open daily
📍 Inner Harbor, Baltimore
Sip European wines, enjoy live music, and savor tasty eats right on the waterfront.
🐎 Preakness Stakes – 150th Running
🗓️ May 17 | ⏰ Gates open 9 AM
📍 Pimlico Race Course
A Baltimore tradition full of racing, fashion, and InfieldFest fun—don’t miss the iconic Black-Eyed Susan!
🎨 Artscape 2025
🗓️ May 24–25 | ⏰ All day
📍 Downtown Baltimore
America’s largest free arts festival returns with installations, performances, food trucks, and local vendors.
👑 The Queens Tour at CFG Bank Arena
🗓️ May 23 | ⏰ 7 PM
📍 CFG Bank Arena, Baltimore
Catch legends Gladys Knight, Chaka Khan, and Stephanie Mills live for one unforgettable night of soul and power.
⚾ Orioles vs. Red Sox Series
🗓️ May 29–June 1 | ⏰ Various game times
📍 Oriole Park at Camden Yards
Cheer on the O’s as they take on Boston in a classic AL East showdown at one of baseball’s most iconic stadiums.