Nightlife
Looking for the best nightlife in Annapolis and Anne Arundel County? Whether your perfect night out means strolling historic streets lined with restaurants, bars, and boutiques, dancing late into the night, enjoying waterfront cocktails, or catching live music after dinner, you’ll find plenty of ways to spend an evening here.
Annapolis is known for its lively downtown nightlife, where visitors can walk from dinner to drinks, live entertainment, and late-night spots. Across Anne Arundel County, you’ll also find cozy pubs, waterfront bars, rooftop patios, dance parties, and live music venues featuring both nationally recognized performers and local favorites.
Whatever your ideal night looks like, you can build your perfect evening in Annapolis and Anne Arundel County—from a relaxed night by the water to a night of dancing and live entertainment.
Annapolis Jazz & Roots Festival
Annapolis Jazz & Roots is launching its fifth festival on the scenic shores of the Chesapeake Bay. Events combine music, art, poetry and history on two weekends, November 6-15. Based in the maritime community of Eastport, the festival includes eight venues in nearby neighborhoods. Each has its...
Rocking the dock Live music
Live music every Thursday 5:00-8:00pm & Sunday 2:00-5:00pm 9/17 Ryan Forrester 9/20 Chesapeake Sons 9/24 Greg Barrick 9/27 Shook Shack
American Darling w/ Gordon Sterling and the People
American Darling blends Motown inspired soul songs with Southern Rock inspired instrumentation. This up-and-coming five-piece rock and roll band draws inspiration from greats like the Allman Brothers, Lynyrd Skynyrd, Creedence Clearwater Revival, and Marshall Tucker Band. Their gruff, in your face...
Mickey Guyton & Friends Holiday Tour (6PM)
Mickey Guyton is a 4-time, Grammy-nominated artist and country music trailblazer. With her debut studio album, Remember Her Name, Mickey made history as the first Black female artist to earn a GRAMMY nomination in the country music sector with nominations for “Best Country Album.” “Best Country...
Mickey Guyton & Friends Holiday Tour (9PM)
Mickey Guyton is a 4-time, Grammy-nominated artist and country music trailblazer. With her debut studio album, Remember Her Name, Mickey made history as the first Black female artist to earn a GRAMMY nomination in the country music sector with nominations for “Best Country Album.” “Best Country...