Arts events in Annapolis

Check out happening arts events all around Annapolis, MD

Kiefer Sutherland ft. Rocco DeLuca: Love Will Bring You Home

 Tue, 16 Jun at 08:00 pm Rams Head On Stage

SAT 5/2/26: Free Comic Book Day at Third Eye 2026

 Sat, 02 May at 09:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

Sérgio Mendes in Annapolis

 Fri, 12 Jun at 09:00 pm Rams Head On Stage

Al Jardine and The Pet Sounds Band at Maryland Hall for the Creative Arts

 Thu, 06 Aug at 08:00 pm Maryland Hall for the Creative Arts

BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20

 Sat, 19 Sep at 10:00 am 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409

The Smithereens in Annapolis

 Fri, 05 Jun at 08:00 pm Rams Head On Stage

Annapolis First Sunday Arts Festival

Sun, 03 May at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

The Smithereens w. Guest Vocalist Marshall Crenshaw

 Fri, 05 Jun at 08:00 pm Rams Head On Stage

Ballet theatre of Maryland - La esmeralda at Maryland Hall for the Creative Arts

 Fri, 24 Apr at 07:30 pm Maryland Hall for the Creative Arts

Taste of Spring on West Street 2026

 Sun, 17 May at 01:00 pm 53 West St USD 7 to 82

Michael Cleveland in Annapolis

 Sun, 20 Sep at 07:00 pm Annapolis Baygrass Music Festival

Candlelight: Coldplay & Imagine Dragons Tribute

 Fri, 29 May at 07:00 pm Maryland Hall For The Creative Arts

MIGGS | Red Eye’s Dock Bar

 Fri, 29 May at 08:00 pm Red Eye's Dock Bar, Kent Narrows MD

Sirens of Spring Tour feat. Mama’s Black Sheep, Sweet Leda Duo, Regina Sayles & Colleen Clark

Thu, 07 May at 08:00 pm Rams Head On Stage

The Marshall Morlock Band

 Wed, 01 Jul at 08:00 pm Rams Head On Stage

Anchors & Artisans @ Annapolis Town Center

 Sun, 17 May at 11:00 am Towne Centre Blvd, Annapolis, MD 21401, United States

Ballet Theatre of Maryland presents "La Esmeralda"

 Sat, 25 Apr at 04:30 pm Maryland Hall USD 39 to 64

Adam Hawley in Annapolis

 Fri, 28 Aug at 08:00 pm Rams Head On Stage

Revolutionary Annapolis Walking Tour

 Sat, 25 Apr at 11:00 am 99 Main Street, Annapolis, MD, United States, Maryland 21401

Ballet Theatre of Maryland: La Esmeralda

 Thu, 23 Apr at 07:00 pm Maryland Hall For The Creative Arts

Southern Avenue in Annapolis

 Wed, 12 Aug at 08:00 pm Rams Head On Stage

Mini Performance of La Esmeralda by Ballet Theatre of Maryland

 Fri, 24 Apr at 10:30 am Maryland Hall USD 12

Ballet Theatre of Maryland presents "La Esmeralda"

 Sat, 25 Apr at 01:00 pm Maryland Hall USD 39 to 64

A Musical Melting Pot with Broadway Stars

 Sat, 16 May at 07:30 pm Annapolis Mall USD 0 to 34

Encore Chorale Annapolis Concert

 Thu, 07 May at 07:00 pm Maryland Hall Free

Annapolis Color Run By Color Craze

 Sat, 12 Sep at 12:00 pm Annapolis Landing, Maryland

2026 Season Kick-Off Open House & Tunesday Art Gallery

 Sat, 25 Apr at 04:00 pm Chronic Sailing

The Maker's Table: Consistent Art Making in Good Company

 Sun, 26 Apr at 12:00 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Mad Cute Market

 Sat, 25 Apr at 11:00 am 730 Bestgate Rd Free

The Best of Broadway

 Sun, 14 Jun at 07:00 pm Cabaret Room at Classic Theatre of Maryland

PMA Unplugged at First Sunday Arts Festival

Sun, 07 Jun at 02:00 pm First Sunday Arts Festival

People-Pleasing Is Wearing You Out: Why It Happens and How to Change It

 Tue, 28 Apr at 06:30 pm 2158 Renard Ct Free

Guys and Dolls

 Tue, 07 Jul at 07:00 pm Main Stage At Classic Theatre of Maryland

Songbird Festival 2026

 Sun, 03 May at 10:00 am Maryland Hall Free

The Massacoustics

 Thu, 18 Jun at 08:00 pm Rams Head On Stage

Sip, Poor, and Create!

 Fri, 15 May at 06:30 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Paint Night @ Starbucks [ANNAPOLIS HARBOUR CENTER]

 Sat, 25 Apr at 05:00 pm Starbucks USD 45

ITZALL Goode and SHC Music Tribe Present Pete Best and Dana Cooper

 Mon, 19 Oct at 07:30 pm 49 West Coffeehouse, Winebar & Gallery Free

Pete Yorn Solo Acoustic: 25th Anniversary of musicforthemorningafter

Wed, 03 Jun at 08:00 pm Rams Head On Stage

Jonathan Sloane in Annapolis, MD

 Mon, 15 Jun at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

SAT 6/20/26: Nectar #1 signing with writer Jeremy Robinson

 Sat, 20 Jun at 11:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

Breathwork Healing Circle: A Guided Journey Inward

 Wed, 10 Jun at 06:30 pm 2158 Renard Ct Free

Tunesday Open House Gallery

Sat, 25 Apr at 04:00 pm 7082 Bembe Beach Road, #204, Annapolis, MD

Wellness With a Little Drama

 Thu, 04 Jun at 06:30 pm 2158 Renard Ct Free

42nd Street

 Tue, 28 Apr at 07:00 pm Main Stage At Classic Theatre of Maryland

Parenting, Leadership, and Relationships… Through the Eyes of Horses

 Mon, 08 Jun at 06:30 pm 2158 Renard Ct Free

Annapolis Darkverse Color Run

 Sat, 23 May at 06:00 pm Annapolis, Annapolis, Maryland

Stop Fixing Feelings with Maria Winters

 Mon, 31 Aug at 06:00 pm 2158 Renard Ct Free

When You Wish Upon A Star

 Sun, 10 May at 07:00 pm Cabaret Room at Classic Theatre of Maryland

Goshen Class: May – Composting 101

 Sat, 09 May at 11:00 am Historic Goshen Farm & Educational Center

Paint Night @ NEO PIZZA - Annapolis

 Thu, 19 Mar Neo Pizza & Taphouse USD 45

Yachtley Crew

 Tue, 28 Jul at 08:00 pm Maryland Hall

Rise Retreat: The First Light Within

 Sun, 07 Jun at 10:00 am 851 McGuckian St suite b USD 375

Mac Heat @ First Sunday Arts Festival

 Sun, 03 May at 11:00 am Stan and Joe's Saloon

Pierce Pettis with Special Guest Danielle Howle in Annapolis

 Mon, 17 Aug at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Amy Speace in Annapolis, MD

 Wed, 15 Jul at 08:00 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Reflex Improv: Make a Scene

Sat, 16 May at 07:30 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

The Blue Elephant and Friends: Book Signing for The Story Of Hope

 Sat, 09 May at 01:00 pm Eastport Yacht Club Free

Simple Movements for Low Energy Days with Master Trainer Tara De Leon

 Tue, 20 Oct at 06:30 pm 2158 Renard Ct Free

Annapolis Darkverse Color Run

 Sat, 26 Sep at 06:00 pm Annapolis Landing, Maryland

Usui/Holy Fire® III Reiki I & II Training

 Sat, 18 Jul at 09:00 am 2158 Renard Ct USD 666

Kids Art and Wellness Club

 Thu, 09 Apr at 06:30 pm 17 Francis St USD 29 to 82

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Thu, 30 Oct at 08:00 pm Annapolis Free

AUDITIONS — 10-Minute Play Festival

 Sun, 26 Apr at 01:00 pm 2134 Renard Ct, Annapolis, MD 21401-6755, United States

Watercolor Chill Meditation -A Sip and Paint Experience

 Sat, 11 Jan at 01:00 pm 17 Francis St USD 0 to 61

First Gallery Showcase!

 Sat, 06 Jun at 05:00 pm Annapolis Family Acupuncture

Annapolis Book Festival

 Sat, 02 May at 10:00 am The Key School

Walking Tour: Lost History of Frederick (Bailey) Douglass in Old Annapolis

 Sat, 15 Feb at 08:15 am Kunta Kinte-Alex Haley Memorial USD 16 to 23

Ballet Theatre of Maryland IN PERSON 2025-2026 Season Subscriptions

 Fri, 17 Oct at 07:30 pm Maryland Hall USD 120 to 192