Concerts &amp; Live Music in Annapolis, Maryland

Thu, Aug 20Music

Jazz Wire Jam Session

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Fri, Aug 21Music

Old Pine Trio

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Fri, Aug 21Music

Old Pine Trio

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Sam Farthing Trio

Sat, Aug 22Music

Sam Farthing Trio

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Sam Farthing Trio

Sat, Aug 22Music

Sam Farthing Trio

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Intimate Jazz-Donato Soviero

Sun, Aug 23Music

Intimate Jazz-Donato Soviero

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Intimate Jazz-Donato Soviero

Sun, Aug 23Music

Intimate Jazz-Donato Soviero

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Seth Mitchell Band

Tue, Aug 25Music

Seth Mitchell Band

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Seth Mitchell Band

Tue, Aug 25Music

Seth Mitchell Band

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Tue, Aug 25 · 8:00 PMMusic

Ghalia Volt

Rams Head On Stage

Annapolis, MD

Tue, Aug 25 · 8:00 PMMusic

Ghalia Volt

Rams Head On Stage

Annapolis, MD

Wed, Aug 26 · 8:00 PMMusic

7 Bridges

Rams Head On Stage

Annapolis, MD

Wed, Aug 26 · 8:00 PMMusic

7 Bridges

Rams Head On Stage

Annapolis, MD

Sat, Aug 29 · 8:00 PMMusic

The Verve Pipe

Rams Head On Stage

Annapolis, MD

Sat, Aug 29 · 8:00 PMMusic

The Verve Pipe

Rams Head On Stage

Annapolis, MD

Sat, Sep 19 · 7:30 PMFrom $0Music

¡Viva la Música! A Night of Fire & Flair

Maryland Hall

Annapolis, MD

Sat, Sep 19 · 7:30 PMFrom $0Music

¡Viva la Música! A Night of Fire & Flair

Maryland Hall

Annapolis, MD

Sat, Sep 19 · 8:00 PMMusic

Sam Grisman Project

Rams Head On Stage

Annapolis, MD

Sat, Sep 19 · 8:00 PMMusic

Sam Grisman Project

Rams Head On Stage

Annapolis, MD

Sun, Sep 20 · 4:00 PMFrom $20Music

The Sound of Liberty: Celebrating America 250

St Margarets Episcopal Church

Annapolis, MD

Sun, Sep 20 · 4:00 PMFrom $20Music

The Sound of Liberty: Celebrating America 250

St Margarets Episcopal Church

Annapolis, MD

Mon, Sep 21 · 7:30 PM$23.18Music

MUTLU in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Mon, Sep 21 · 7:30 PM$23.18Music

MUTLU in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Wed, Sep 23 · 8:00 PM$23.18Music

Walt Wilkins and Marc Douglas Berardo in Annapolis

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Wed, Sep 23 · 8:00 PM$23.18Music

Walt Wilkins and Marc Douglas Berardo in Annapolis

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Sat, Sep 26 · 8:00 PMMusic

Southern Culture On the Skids

Rams Head On Stage

Annapolis, MD

Sat, Sep 26 · 8:00 PMMusic

Southern Culture On the Skids

Rams Head On Stage

Annapolis, MD

Michael Franti Trio: Heartstrings & Dynamite

Mon, Sep 28 · 8:00 PMMusic

Michael Franti Trio: Heartstrings & Dynamite

Rams Head On Stage

Annapolis, MD

Mon, Sep 28 · 8:00 PMMusic

Michael Franti Trio: Heartstrings & Dynamite

Rams Head On Stage

Annapolis, MD

Tue, Oct 6 · 8:00 PMMusic

Lynch Mob

Rams Head On Stage

Annapolis, MD

Tue, Oct 6 · 8:00 PMMusic

Lynch Mob

Rams Head On Stage

Annapolis, MD

Thu, Oct 8 · 8:00 PMMusic

North Mississippi Allstars

Rams Head On Stage

Annapolis, MD

Thu, Oct 8 · 8:00 PMMusic

North Mississippi Allstars

Rams Head On Stage

Annapolis, MD

Sat, Oct 17 · 5:00 PMFrom $189Wellness

2nd Annual Wellness & Waves Yacht Event 2026

Annapolis City Dock

Annapolis, MD

Sat, Oct 17 · 5:00 PMFrom $189Wellness

2nd Annual Wellness & Waves Yacht Event 2026

Annapolis City Dock

Annapolis, MD

Sat, Oct 17 · 9:00 PMMusic

Boney James

Rams Head On Stage

Annapolis, MD

Sat, Oct 17 · 9:00 PMMusic

Boney James

Rams Head On Stage

Annapolis, MD

Sun, Oct 25Music

Caliente Karaoke - Powered by KJ DJ Ben

Caliente Grill

Annapolis, MD

Sun, Oct 25Music

Caliente Karaoke - Powered by KJ DJ Ben

Caliente Grill

Annapolis, MD

Tue, Oct 27 · 8:00 PMMusic

Mike Dawes

Rams Head On Stage

Annapolis, MD

Tue, Oct 27 · 8:00 PMMusic

Mike Dawes

Rams Head On Stage

Annapolis, MD

Mon, Nov 16 · 7:30 PM$23.18Music

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Mon, Nov 16 · 7:30 PM$23.18Music

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery

Annapolis, MD

Thu, Nov 19 · 8:00 PMMusic

Dave Matthews Tribute Band

Rams Head On Stage

Annapolis, MD

Thu, Nov 19 · 8:00 PMMusic

Dave Matthews Tribute Band

Rams Head On Stage

Annapolis, MD

Sun, Nov 22 · 7:30 PMMusic

Herman's Hermits w/ Peter Noone

Rams Head On Stage

Annapolis, MD

Sun, Nov 22 · 7:30 PMMusic

Herman's Hermits w/ Peter Noone

Rams Head On Stage

Annapolis, MD

Mon, Dec 7Music

Family Karaoke Sunday

Caliente Grill

Annapolis, MD

Mon, Dec 7Music

Family Karaoke Sunday

Caliente Grill

Annapolis, MD

Sun, Feb 21 · 3:00 PMFrom $0Music

Echoes of Love & Longing

Maryland Hall

Annapolis, MD

Sun, Feb 21 · 3:00 PMFrom $0Music

Echoes of Love & Longing

Maryland Hall

Annapolis, MD

Sun, Apr 11 · 3:00 PMFrom $0Music

It's Magic! Hits of the Hi-Fi Era

Maryland Hall

Annapolis, MD

Sun, Apr 11 · 3:00 PMFrom $0Music

It's Magic! Hits of the Hi-Fi Era

Maryland Hall

Annapolis, MD

Sat, Jun 5 · 7:30 PMFrom $0Music

Landscapes of Radiance & Light

Maryland Hall

Annapolis, MD

Sat, Jun 5 · 7:30 PMFrom $0Music

Landscapes of Radiance & Light

Maryland Hall

Annapolis, MD