Entertainment events in Annapolis

Check out happening entertainment events all around Annapolis, MD

Billy Price Band

 Sat, 31 Jan at 07:00 pm Rams Head On Stage

The Magic of Cinema - April 18, 2026

 Sat, 18 Apr at 07:30 pm Maryland Hall USD 0 to 28

American Voices United Through Song - June 6, 2026

 Sat, 06 Jun at 07:30 pm Maryland Hall USD 0 to 28

Legends & Landcapes - February 22, 2026

 Sun, 22 Feb at 03:00 pm Maryland Hall USD 0 to 28

Dan Tyminski Band

 Thu, 12 Feb at 07:00 pm Rams Head On Stage

Bruce in the USA - Bruce Springsteen Tribute

 Sat, 24 Jan at 01:00 am Rams Head On Stage

Cash Unchained – The Ultimate Johnny Cash Tribute

 Thu, 22 Jan at 08:00 pm Rams Head On Stage

Black Violin

 Fri, 27 Feb at 07:00 pm Rams Head On Stage

Black Violin: Full Circle at Rams Head On Stage

 Sat, 28 Feb at 03:00 pm Rams Head On Stage

G. Love & Special Sauce - Lemonade 20th Anniversary Tour with Special Guest MAKUA

 Wed, 04 Feb at 08:00 pm Rams Head On Stage

Maryland Day Celebration 2026 - filled with fun events!

 Thu, 19 Mar at 10:00 am Across Annapolis & Anne Arundel County, MD, United States, Maryland

2026 Annapolis St. Patrick's Hooley!

 Sat, 07 Mar at 05:00 pm U.S. Naval Academy Alumni Association & Foundation USD 178

AMFM & Songbird Collective Present: A Tribute to Aretha Franklin (matinee)

Sun, 25 Jan at 12:30 pm Rams Head On Stage

Emmaline: LIVE in Annapolis, MD "Be My Valentine" Tour

Sun, 15 Feb at 08:00 pm Rams Head On Stage

Marcus Miller (8:00PM)

 Sun, 24 May at 08:00 pm Rams Head On Stage

The Chuck Brown Band (Dance Area!)

Sat, 31 Jan at 08:30 pm Rams Head On Stage

Rams Head Presents The Bacon Brothers: Freestanding Tour - Maryland Hall - Annapolis, MD

 Thu, 22 Jan at 08:00 pm Maryland Hall

Dave Matthews Tribute Band

 Sat, 24 Jan at 07:00 pm Rams Head On Stage

Bacon Brothers at Maryland Hall for the Creative Arts

 Thu, 22 Jan at 08:00 pm Maryland Hall for the Creative Arts

Fallin' Free: A Tribute to Tom Petty & The Heartbreakers feat. Scott Kurt

 Sat, 21 Feb at 08:00 pm Rams Head On Stage

Captain Mike & The Shipwrecked

 Thu, 29 Jan at 08:00 pm Rams Head On Stage

Bruce in the USA

 Sun, 25 Jan at 01:00 am Rams Head On Stage - Annapolis

Kashmir - The Led Zeppelin Experience

 Fri, 09 Jan at 07:00 pm Rams Head On Stage

Don Jovi - The Ultimate Tribute to the Music of Bon Jovi

 Wed, 14 Jan at 08:00 pm Rams Head On Stage

Naptown Brass Band Mardi Gras at Rams Head!!!

 Tue, 17 Feb at 08:00 pm Rams Head On Stage

DMTB: The Dave Matthews Tribute Band: Tomorrow We Die Tour

 Sun, 25 Jan at 08:00 pm Rams Head On Stage

Sue Foley

 Thu, 12 Mar at 07:00 pm Rams Head On Stage

The High Kings

 Sun, 08 Mar at 09:00 pm Rams Head On Stage - Annapolis

DMTB: The Dave Matthews Tribute Band

 Mon, 26 Jan at 01:00 am Rams Head On Stage - Annapolis

Ram's Head on Stage

 Sat, 10 Jan at 08:30 pm Rams Head On Stage

The Super 70's Concert Experience feat. Super Trans Am at Rams Head On Stage

 Sun, 22 Feb at 08:00 pm Rams Head On Stage

Reverend Horton Heat & Black Joe Lewis

 Tue, 07 Apr at 07:00 pm Rams Head On Stage

Dead Letter Office: A Tribute of R.E.M

 Sun, 11 Jan at 08:00 pm Rams Head On Stage

Signature Series: "Legends" with soprano Christine Goerke at Maryland Hall

 Fri, 30 Jan at 07:30 pm Maryland Hall for the Creative Arts

Bruce in the USA: The World's #1 Tribute to Bruce Springsteen and the E Street Band

 Fri, 23 Jan at 08:00 pm Rams Head On Stage

Duane Betts at Rams Head On Stage

 Tue, 21 Apr at 08:00 pm Rams Head On Stage

Dio Rules: A Tribute to Rainbow, Black Sabbath & Dio

Thu, 19 Feb at 08:00 pm Rams Head On Stage

Signature Series: "Legends" with soprano Christine Goerke at Maryland Hall

 Sat, 31 Jan at 07:30 pm Maryland Hall for the Creative Arts

Suede

 Thu, 19 Feb at 07:00 pm Rams Head On Stage

Quinn Sullivan at Rams Head On Stage

 Sat, 21 Mar Rams Head On Stage

Danah Denice Band

 Thu, 15 Jan at 07:00 pm Rams Head On Stage

2026 Mountain Maryland PACE

 Thu, 22 Jan at 05:00 pm The Westin Annapolis USD 189 to 242

🎸The Linda Ronstadt Experience w/American Idol Star Tristan McIntosh Returns to Rams Head

Thu, 26 Feb at 07:30 pm Rams Head Tavern Annapolis

The Honey Dew Drops in Annapolis, MD.

 Mon, 16 Feb at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 20

Bill Starks with Greg Hardin in Annapolis

 Tue, 20 Jan at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

The Young Fables in Annapolis, MD

 Fri, 20 Feb at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Burning Witches

 Tue, 31 Mar at 07:00 pm Rams Head On Stage

Parking DMTB: The Dave Matthews Tribute Band

 Mon, 26 Jan at 01:00 am Rams Head On Stage - Annapolis

Burning Witches

 Thu, 02 Apr at 12:00 am Rams Head On Stage - Annapolis

The Annapolis Opry

 Sun, 11 Jan at 02:00 pm St. Margaret's Episcopal Church

Live on the Red Stage at ArtFarm!

 Sat, 21 Feb at 06:00 pm ArtFarm USD 29

Live Music with Guava Jelly

 Sat, 10 Jan at 09:00 pm Rams Head Roadhouse

Black Violin: Full Circle Tour (7:30PM)

Sat, 28 Feb at 07:30 pm Rams Head On Stage

Taj Farrant

 Tue, 17 Mar at 07:00 pm Rams Head On Stage

Live Music with BroRoy

 Fri, 09 Jan at 08:00 pm Rams Head Roadhouse

Kashmir: The Spirit of Led Zeppelin LIVE: 55/50 TOUR

 Sat, 10 Jan at 08:00 pm 33 West St, Annapolis, MD, United States, Maryland 21401

Fireside Revelry: A Colonial Twelfth Night Concert

 Sat, 10 Jan at 06:00 pm 19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

First Homes Fight Night Party

 Sat, 24 Jan at 08:30 pm Miller's Ale House Free

Pure Comedy: Annapolis Stand Up Showcase

 Fri, 09 Jan at 08:00 pm Pure Boardshop USD 15

End of The Line : An Allman Brothers Tribute

 Fri, 20 Mar at 08:00 pm Rams Head On Stage

Stand Up Comedy Night at The Lounge @ Stan and Joe's Saloon

 Fri, 16 Jan at 07:00 pm Stan & Joe's Saloon USD 23

Celtic Cinco de Mayo with La Unica at Rams Head On Stage

 Tue, 05 May at 08:00 pm Rams Head On Stage

Jonathan Hampton & Rob Battle

 Fri, 23 Jan at 07:00 pm 333 Dubois Road, Annapolis, MD , 21401

Be Still and Know: A Journey Into Sound & Soul

 Fri, 16 Jan at 05:30 pm Prana Studio USD 39

LIVE MUSIC with Bravenoise

 Fri, 20 Feb at 09:00 pm Blackwall Hitch - Annapolis

Dar Williams w/ Seth Glier

 Fri, 06 Feb at 08:00 pm Rams Head On Stage

Annapolis English Country Dance--Kappy Laning Calls to Amberwing!

 Sat, 17 Jan at 06:30 pm Annapolis Friends Meeting, Quakers

Honky Tonk Casanovas Comes to The Annapolis Smokehouse

 Sat, 21 Feb at 08:30 pm Annapolis Smokehouse and Tavern

One Step Down at Rams Head Tavern, Annapolis, MD

 Thu, 29 Jan at 05:00 pm Rams Head Tavern Annapolis

Parking The Phil Collins Experience

 Wed, 18 Mar at 12:00 am Rams Head On Stage - Annapolis

Annapolis Comic-Con

 Fri, 17 Apr at 07:00 pm Byzantium Event and Conference Center

Naptown Brass Band

 Mon, 16 Feb at 07:00 pm Rams Head On Stage

Caribbean Class

 Fri, 09 Jan at 06:30 pm 1907 West Street 102B, Annapolis, MD, United States, Maryland 21401

January Film Club - "Passion of Joan of Arc" (1928) w/ live music accomp

 Fri, 23 Jan at 06:00 pm AND Creative Studio USD 18

A Tale of Two Cities

 Tue, 24 Feb Main Stage At Classic Theatre of Maryland

Danah Denice Band at Rams Head On Stage

 Fri, 16 Jan at 08:00 pm Rams Head On Stage

Signature Series: Echoes of Heritage with Olga Kern, piano

 Sat, 28 Feb at 07:30 pm Maryland Hall for the Creative Arts

Jarrod Lawson concert at Rams Head On Stage

 Sat, 17 Jan at 08:00 pm Rams Head On Stage

LIVE MUSIC with Dan Haas Trio

 Fri, 09 Jan at 09:00 pm Blackwall Hitch - Annapolis

LIVE MUSIC with Michael McHenry Tribe

 Fri, 16 Jan at 09:00 pm Blackwall Hitch - Annapolis

Thunder from Down Under

 Thu, 26 Mar Rams Head On Stage

Annapolis Contra Dance! Chloe Levine calls with The Jay Birds!

 Sat, 31 Jan at 06:30 pm Annapolis Friends Meeting, Quakers

FASO Dine, Delight & Donate at Luna Blu

 Sun, 11 Jan at 05:00 pm Luna Blu Ristorante

Marc Douglas Berardo and Grace Morrison in Annapolis, MD

 Mon, 20 Apr at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Ana Popovic: Dance To The Rhythm Tour (Matinee)

Sun, 11 Jan at 01:00 pm Rams Head On Stage

Music for Maryland: Annapolis

Wed, 14 Jan at 07:30 pm 60 College Ave, Annapolis, MD 21401-1687, United States

Paint Night @ NEO PIZZA - Annapolis

 Wed, 14 Jan at 06:00 pm Neo Pizza & Taphouse USD 45

Fuerza y Energía: Movimiento para Tu Cuerpo y Tu Vida

 Thu, 07 May at 06:30 pm 2158 Renard Ct Free

Green River: 15th Anniversary Legacy Tour

 Sat, 07 Mar at 08:00 pm Rams Head On Stage

A Women’s Wellness Dance Party

 Fri, 29 May at 07:00 pm 2158 Renard Ct Free

WED 2/25/26: Punisher #1 Launch Signing with Writer Ben Percy

 Wed, 25 Feb at 07:00 pm 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

AUDITIONS — Poor Clare by Chiara Atik

 Sun, 18 Jan at 01:00 pm 2134 Renard Ct, Annapolis, MD 21401-6755, United States

The High Kings in Annapolis

 Sun, 08 Mar at 08:00 pm Rams Head On Stage

LIVE MUSIC with Bravenoise

 Fri, 30 Jan at 09:00 pm Blackwall Hitch - Annapolis

The High Kings: The Rocky Road Tour (8:00pm)

 Sun, 08 Mar at 08:00 pm Rams Head On Stage

LIVE MUSIC with Alt Rewind

 Sat, 14 Feb at 09:00 pm Blackwall Hitch - Annapolis

2026 Super Plunge

 Fri, 23 Jan at 10:00 am 1100 E College Parkway, Annapolis, MD, United States, Maryland 21409

MXD SATURDAY Night at Blackwall Hitch - Annapolis!

 Sat, 10 Jan at 09:00 pm Blackwall Hitch - Annapolis

Brandon Hardesty of Bumpin' Uglies w/ Nate Finn

 Thu, 12 Feb at 08:00 pm Rams Head On Stage

LIVE MUSIC with Michael McHenry Tribe

 Fri, 06 Feb at 09:00 pm Blackwall Hitch - Annapolis