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Live Music


Sure, Annapolis and the Chesapeake Bay is known for its 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. Plus, Annapolis boasts one of the most renowned regional music venues which draws national acts weekly: Rams Head Live. Genres here and at the several other places in Annapolis and the Chesapeake Bay where you can hear live music range from soul, rock, and blues, to jazz country, and reggae, to go go, psychedelic funk, and everything in between. Look below to find out where live music is happening.

Erin McNaboe from Rams Head On Stage talks about live music in Annapolis, MD.

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09-17-2014

Events & Festivals

Karaoke Live!

Take Center Stage and be the star of the show at Karaoke Live! Sing your favorite songs with a live band to back you up!

Karaoke Live!

Take Center Stage and be the star of the show at Karaoke Live! Sing your favorite songs with a live band to back you up!

Live Music: Dean Rosenthal

Join us every Wednesday 5 - 8 PM on the patio for live music from Dean Rosenthal.

Raul Midon

Singer-songwriter and guitarist Raul Midón is a contemporary soul singer whose impassioned acoustic guitar playing -- a mix of rock, classical, and flamenco -- has gotten him just as much atten...

09-18-2014

Asleep At The Wheel

Asleep at the Wheel has seen miles and miles of Texas.  They got their kicks on Route 66 and now in their 45th year, the band continues to introduce the western swing genre to a new generation.&n...

Live Music at Brian Boru!

Live music Thursday, Friday and Saturday nights, year round!

Live Music: Pressing Strings

Enjoy live music from Pressing Strings every Thursday in the Tavern from 10 PM to 1 AM

Taste of South County

South County's most treasured eateries together for you to Wine & Dine! Participating restaurants from Edgewater to the southern tip of Anne Arundel County!  It's a festive evening of fu...

09-19-2014

Charles Kavoossi

Singer and songwriter from Annapolis, MD will play at Two Rivers Steak & Fish House on Friday night at 8:00 p.m. He brings refreshing creative energy to a seemingly familiar sound.

Live Music at Brian Boru!

Live music Thursday, Friday and Saturday nights, year round!

Live Music at Killarney House!

Live music Every Friday and Saturday night at Killarney House. go to our website for current artist listings and schedules.

The Deanna Bogart Band

Today, Deanna Bogart is an award-winning multi-instrumentalist and multifaceted musician whose fans value the diversity of her genre-free zone. As a bandleader/singer/songwriter/producer/pianist/sax p...

The idea of The Sax Pack originated in 2004 with saxophonist Jeff Kashiwa after he saw a movie about the “Rat Pack,” a group of legendary entertainers led by Frank Sinatra, Dean Martin, an...

09-20-2014

Albert Castiglia & Damon Fowler

Ask Bluesman Albert Castiglia (ka-steel-ya) what it takes to become a good Blues player, he’ll likely say you have to go to the college of the Blues, Chicago! The young, by Blues standards, guit...

Live Music at Brian Boru!

Live music Thursday, Friday and Saturday nights, year round!

Live Music at Killarney House!

Live music Every Friday and Saturday night at Killarney House. go to our website for current artist listings and schedules.

Maryland Renaissance Festival

  • Date: August 23, 2014 to October 19, 2014 (Every Sunday, Saturday)
  • Times: From: 10:00 AM to 7:00 PM
  • Location: Revel Grove

The region's premier outdoor event and second largest Renaissance Festival in the country is celebrating its 38th season at Revel Grove.  Travel back in time as you immerse yourself in the cultur...

Orlando Phillips - Caribbean style music

Summer isn't over at Two Rivers Steak & Fish House! Come join us to hear Orlando Phillips play his Caribbean style music while enjoying some tasty beverages and robust flavored food!

Enjoy an evening of great music, food, and drink on the shores of the Chesapeake Bay.  With the help of Florida-based singer/songwriter John Frinzi, musical guests have included long-time Coral R...

09-21-2014

24th Annual West Annapolis Oktoberfest

  • Date: September 21, 2014
  • Times: From: 10:00 AM to 5:00 PM
  • Location: West Annapolis – Annapolis Street from Taylor Ave. to Melvin St.
  • Cost: Free

Join the festivities at one of Annapolis’ premier street fairs where everyone can be German for the day. Activities include authentic German food, vendor booths, music, dancing, beer-drinki...

Annual Fall Festival

Fall is in the air! Come celebrate the beginning of autumn at the Annual Fall Festival along Maryland Avenue and State Circle in the heart of Historic Annapolis. An old-fashioned street festival with ...

Dishwalla, Nine Days & Stroke 9 *All Ages Matinee

When A&M released Dishwalla's debut album, Pet Your Friends, it lit up the airwaves in 1996 with their edgy smash-hit single Counting Blue Cars. With a gritty attitude and edgy musicianship remini...

Jazz on Sundays: Doug Byerly and Marty Knepp

Jazz on Sundays: Doug Byerly and Marty Knepp The Chesapeake Arts Center Presents: Jazz on Sundays: Doug Byerly and Marty Knepp at the Chesapeake Arts Center in Studio 194 Theatre Sunday, September 21,...

Maryland Renaissance Festival

  • Date: August 23, 2014 to October 19, 2014 (Every Sunday, Saturday)
  • Times: From: 10:00 AM to 7:00 PM
  • Location: Revel Grove

The region's premier outdoor event and second largest Renaissance Festival in the country is celebrating its 38th season at Revel Grove.  Travel back in time as you immerse yourself in the cultur...

Wishbone Ash

The classic rock bands of the late '60s and early '70s enjoy a unique place in popular musical history.  The Beatles had gone their separate ways, Britain had already experienced the Blues Boom, ...

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Annapolis & Anne Arundel County Conference & Visitors Bureau

26 West Street, Annapolis, MD 21401

Phone: 410.280.0445   Fax: 410.263.9591
Toll-free from the U.S. 888.302.2852

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