Nightlife
Everyone has their own version of the perfect night out on the town. Maybe yours involves strolling quaint streets lined with bars, restaurants, and boutiques. Maybe it’s dancing into the wee hours of the night. Maybe it’s enjoying dinner before some live music (many of Annapolis’ restaurants host nationally-recognized performers and local favorites). Pub crawl? There’s no better place than Annapolis & Anne Arundel County.
That's what makes Anne Arundel County the perfect choice for nightlife: Whatever itinerary you imagine, we can make it happen. From cozy pubs and waterfront cocktails to dance parties and rooftop patios, it's all in Anne Arundel County.
Dan Tyminski Band
Throughout his 30+ year career, Tyminski has left his mark in every corner of modern music. His voice famously accompanies George Clooney’s performance of the Stanley Brothers’ classic song, “I Am A Man of Constant Sorrow,” in the film, Oh Brother, Where Art Thou? and his vocal collaboration with...
O'Brien's Nightlife
Come down to O'Brien's Oyster Bar & Seafood Tavern every Friday and Saturday from 10:00 PM - 1:45 AM and dance the night away with one of our live DJs, on Downtown Annapolis' largest dance floor!
Vanessa Collier
Blues Blast Mag said, “Vanessa is an important part of the future of the blues.” Singer/songwriter Vanessa Collier’s sixth album Do It My Own Way released September 13 via Phenix Fire Records. Recorded on analog gear with the musicians largely in one room, Do It My Own Way is sonically inspired by...
Candlelight: Valentine’s Day Special
Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Annapolis. Get your tickets now to discover the music of Valentine’s Day Special at Maryland Hall under the gentle glow of candlelight. General Info Venue: Maryland...
Emmaline: Be My Valentine Tour
Fall in Love All Over Again: Emmaline's Sold-Out Tour Is Back for 2026! This Valentine's weekend, join acclaimed jazz-pop vocalist, violinist, and songwriter Emmaline for a candlelit evening filled with romance and roses! Following the entirely sold-out 2025 "Be My Valentine" tour, this beloved...
Sure, Annapolis and Anne Arundel County are known for their sailing scene. But did you know our live music scene is thriving, too? With dozens of bands living within a 20-mile radius of Annapolis, music lovers are never far from local musicians who play regularly in our restaurants, bars, and pubs. Enjoy world-renowned artists at the Let's Go Music Fest in June, or come for the Annapolis Songwriters Festival in September. Annapolis and Anne Arundel County is the place where you can hear live music ranging from soul, rock, and blues to jazz, country, reggae, psychedelic funk, and everything in between.
Did you know Annapolis is home to the number one nightclub with fewer than 500 seats in the world? Rams Head On Stage is one of the premier musical attractions in downtown Annapolis. It is joined by more than a dozen downtown restaurants offering live music to get you out of your seat and onto the dance floor.
Want more? Scroll for more live music acts and venues as you plan your next visit to Anne Arundel County.