Music Venue

Annapolis Sailing Cruises: Schooner Woodwind

Sail away on a 74-foot wooden, schooner with terrific local musicians performing while under full sail on the Chesapeake Bay. Schooner Woodwind specializes in 2-hour public cruises, as well as longer...

Music Venue

Live! Center Stage

The new standard for live entertainment is at Live! Center Stage, a 500-seat performance venue, featuring state-of-the-art light, sound and video systems. A Baltimore favorite, the popular nightclub ...

Music Venue

Middleton Tavern

Join us for Annapolis’ BEST live music Friday and Saturday nights. With bands downstairs & Larry Lay upstairs at the Piano Bar! NEVER A COVER!!! While enjoying the music, enjoy traditional Maryland...

Music Venue

Mike's North

With live music, and more, Mike’s is the place to come to have a good time. And coming soon (weather permitting) our beautiful outdoor tiki bar will be open. Established in 1958, Mike’s Crab H...

Music Venue

Rams Head Dockside

The Rams Head Group is a family owned and operated restaurant and entertainment company established in 1989 and based in Annapolis, Maryland. 

Rams Head Dockside celebrated its grand open...

Music Venue

Rams Head on Stage

The top music club under 500 seats in the world!  This beautiful smoke free seated nightclub offers an amazing array of national talent.  Food and beverage served before and during show....

Music Venue

Rams Head Pier Six Pavilion

In the Spring of 2006, a new Pavilion has arrived in Baltimore – with a fresh new look towards entertainment. Still under the name of “Pier Six Pavilion” and still one of the most beautiful ...

Music Venue

Metropolitan Kitchen & Lounge

A vision of upscale dining, serving modern American cuisine in elegant dining rooms and from its sophisticated rooftop bar.  Great food and wine paired with seamless service....

Music Venue

Brian Boru

Live music most Friday an Saturday evenings. Call to confirm performers or check our website for an updated listing....

Music Venue

Killarney House

Music most Friday and Saturday nights starting at 8:30 pm. Please call to confirm or check our website for an updated listing of performers....

Music Venue

Maryland Theatre for the Performing Arts

With exciting plans to build a world-class performing arts center at Park Place, MTPA currently hosts live concerts, festivals and more at our outdoor venue, Stage One. Visit our website for event lis...

Music Venue

49 West Coffeehouse

Voted #1 in Annapolis out of the 100 Best Restaurants in Washington & Baltimore. The flavor of Europe with the hospitality of the Chesapeake and sophistication reminiscent of a French country inn. Cal...