Annapolis Concerts in October 2026

Independent event guide

Annapolis Concerts in October 2026

Find Annapolis concerts in October 2026 fast—your live music calendar for Annapolis is here. Browse the schedule below and grab the best shows now.

Image of Victory Boyd

Oct 01Thu • 8:00 PM

Victory Boyd

Rams Head On StageAnnapolis, MD

Image of The Buena Vista Orchestra

Oct 04Sun • 8:00 PM

The Buena Vista Orchestra

Rams Head On StageAnnapolis, MD

Image of 40 fingers

Oct 05Mon • 8:00 PM

40 fingers

Rams Head On StageAnnapolis, MD

Image of Lynch Mob

Oct 06Tue • 8:00 PM

Lynch Mob

Rams Head On StageAnnapolis, MD

Image of North Mississippi Allstars

Oct 08Thu • 8:00 PM

North Mississippi Allstars

Rams Head On StageAnnapolis, MD

Image of Technicolor Motor Home - A Steely Dan Tribute

Oct 10Sat • 8:00 PM

Technicolor Motor Home - A Steely Dan Tribute

Rams Head On StageAnnapolis, MD

Image of Technicolor Motor Home: A Tribute to Steely Dan

Oct 10Sat • 8:00 PM

Technicolor Motor Home: A Tribute to Steely Dan

Rams Head On StageAnnapolis, MD

Image of The Carole King & James Taylor Story - Tribute Show

Oct 11Sun • 7:30 PM

The Carole King & James Taylor Story - Tribute Show

Rams Head On StageAnnapolis, MD

Image of Gerald Albright

Oct 14Wed • 8:00 PM

Gerald Albright

Rams Head On StageAnnapolis, MD

Image of Josh Blue

Oct 15Thu • 8:00 PM

Josh Blue

Rams Head On StageAnnapolis, MD

Image of Boney James

Oct 17Sat • 9:00 PM

Boney James

Rams Head On StageAnnapolis, MD

Image of Five For Fighting

Oct 18Sun • 8:00 PM

Five For Fighting

Rams Head On StageAnnapolis, MD

Image of Evan Honer

Oct 19Mon • 8:00 PM

Evan Honer

Rams Head On StageAnnapolis, MD

Image of Acoustic Alchemy

Oct 20Tue • 8:00 PM

Acoustic Alchemy

Rams Head On StageAnnapolis, MD

Image of Eddie 9v

Oct 21Wed • 8:00 PM

Eddie 9v

Rams Head On StageAnnapolis, MD

Image of Phil Vassar

Oct 23Fri • 9:30 PM

Phil Vassar

Rams Head On StageAnnapolis, MD

Image of Mike Dawes

Oct 27Tue • 8:00 PM

Mike Dawes

Rams Head On StageAnnapolis, MD

Image of Candlelight: 90s Unplugged

Oct 29Thu • 6:30 PM

Candlelight: 90s Unplugged

Maryland HallAnnapolis, MD

Image of Candlelight: A Haunted Evening of Halloween Classics

Oct 29Thu • 8:45 PM

Candlelight: A Haunted Evening of Halloween Classics

Maryland HallAnnapolis, MD

Concert Calendar

(2)Jan (1)Feb (0)Mar (0)Apr (0)May (0)Jun (0)Jul (3)Aug (13)Sep (19)Oct (7)Nov (3)Dec