Annapolis isn’t just a sailing town. It’s a music town. From packed shows at Rams Head On Stage to sidewalk sing- alongs downtown, live music adds rhythm to life around here. Whether you're a longtime fan or just discovering the local scene, there’s something undeniably special about the way this town sounds. To spotlight that sound, we chose to feature artists who regularly play right here in our community on the stages, patios, and festivals that give Annapolis its voice. Our list was thoughtfully shaped with input from some of the area’s most trusted music insiders, including BeeprBuzz, Annapolis Musicians Fund for Musicians (AMFM), and Laura Price, Director of Marketing for Rams Head Group. We’ve put together a close look at the artists, venues, and stories that make the Annapolis music scene feel more like a community than a competition. As BeeprBuzz, one of the scene’s biggest champions, says: “The Annapolis music scene is really like a big family. Musicians here are genuinely rooting for each other, helping each other out, and sharing gigs when someone’s in need. Even during tough times like COVID, we came together to support each other and keep the music alive.” DOUG SEGREE: SPREADING SUNSHINE AND POSITIVITY About the Artist Doug Segree’s music is steeped in positivity, with a soulful edge that resonates across generations. Whether he’s playing solo, with his kids’ band SQRRL! or headlining a packed house, Segree’s songs aim to uplift—even in life’s toughest moments. How would you describe your music to someone who’s never heard it before? "Hopeful. Even in the hard stuff, I try to find the silver
Doug Segree. Photo Credit: Danielle Lawrance of DANIE Photography
Best memory of performing in Annapolis? "Hard to pick one, but selling out Rams Head for my shows— especially with my band SQRRL! —makes me feel like a proud parent. Also, singing the national anthem at FedEx Field (now Northwest Stadium) was a highlight." A local act you’d love to collaborate with? "Dan Haas, Pressing Strings, Jimi Davies …I don't want to leave anyone out, but I'll collaborate with anybody, really.” What do you love most about the Annapolis music scene? "The brotherhood. We’re all doing what we love, and the town truly supports that."
lining and put it into a song." Favorite venue in Annapolis?
"Rams Head On Stage is my go-to—it’s where people truly listen. But I have love for any spot that supports live music, like 49 West ."
JULY 2025 | 31
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