Zelda’s Speakeasy in Chestertown, MD, is a hidden gem with a nostalgic, vintage vibe. Located at 108 S. Cross Street, it embodies the spirit of classic speakeasies with a unique twist. The speakeasy is run by Jeff Maguire, who handles everything from bartending to curating the venue’s eclectic decor, which is full of memorabilia and mementos from his life.
True to speakeasy tradition, Zelda’s keeps a low profile, relying on word-of-mouth instead of digital marketing. One of its distinctive features is the green light—a signal to locals that the bar is open. Inside, you’ll find an intimate, personalized experience where patrons are often greeted with their favorite drinks remembered by Jeff. The bar itself is filled with quirky decor, including old photos, travel souvenirs, and more, adding to its charm as a one-of-a-kind venue in Chestertown!