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

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

Sérgio Mendes in Annapolis

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

The Smithereens in Annapolis

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

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

Taste of Spring on West Street 2026

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

The Smithereens w. Guest Vocalist Marshall Crenshaw

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

Annapolis First Sunday Arts Festival

Sun, 03 May Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

AcoustiCafe Returns to Goshen Farm

 Fri, 10 Jul at 06:30 pm Historic Goshen Farm & Educational Center

Candlelight: Coldplay & Imagine Dragons Tribute

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

Art on the Avenue

 Thu, 04 Jun at 06:00 pm Maryland Avenue Free

Michael Cleveland in Annapolis

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

Freddy Jones Band w. Chris Stake

 Sat, 25 Jul at 08:00 pm Rams Head On Stage

Augustana

 Thu, 16 Jul at 07:00 pm Rams Head On Stage

MIGGS | Red Eye’s Dock Bar

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

The Annapolis Arts Week ART PARTY!

 Fri, 12 Jun at 06:00 pm AND Creative Studio USD 29

Anchors & Artisans @ Annapolis Town Center

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

The Marshall Morlock Band

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

We Are the Queerdos, Mister

Sat, 13 Jun at 07:00 pm ArtFarm Annapolis

Ballet Theatre of Maryland IN PERSON 2026-2027 Season Subscriptions

 Fri, 16 Oct at 07:30 pm Maryland Hall USD 14 to 213

Southern Avenue in Annapolis

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

Live Arts Maryland Musical Theater Summer Intensive

 Mon, 22 Jun at 10:00 am Annapolis Mall USD 482

SYT Skate Session

 Sat, 06 Jun at 02:00 pm 300 Truxtun Park Rd Free

Annapolis Color Run By Color Craze

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

Breathwork Healing Circle: A Guided Journey Inward

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

Naptown Record & Comic Fair

 Sat, 27 Jun at 12:00 pm ArtFarm Free

Adam Hawley in Annapolis

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

Wellness With a Little Drama

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

Blue Moon Art Market & Gallery Opening

 Sat, 30 May at 05:00 pm ArtFarm Free

The Sound We Make

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

The Massacoustics

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

Paint Night @ NEO PIZZA - Annapolis

 Wed, 17 Jun at 06:00 pm Neo Pizza & Taphouse USD 45

Stop Fixing Feelings with Maria Winters

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

LGBTQ Paint Night @ NEO PIZZA - Annapolis

 Wed, 24 Jun at 06:00 pm Neo Pizza & Taphouse USD 55

SAT 6/6/26: Batman Vol 1 Daylight release signing with writer Matt Fraction

 Sat, 06 Jun at 11:00 am 209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401

Amy Speace in Annapolis, MD

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

PMA Unplugged at First Sunday Arts Festival

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

The Best of Broadway

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

Pete Yorn Solo Acoustic: 25th Anniversary of musicforthemorningafter

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

2026 Annapolis Handmade & Vintage Fair

 Fri, 19 Jun at 10:00 am Annapolis City Dock Free

Paint the Bay

 Tue, 02 Jun at 11:30 am 7300 Edgewood Rd Free

May 17th Dream Punch 3rd Sunday at 49 west Annapolis

 Sun, 17 May at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 18

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

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

Karyn Oliver and Miles & Mafale in Annapolis

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

"Painting the Town" a small group, outdoor watercolor experience

 Wed, 23 Sep at 07:00 pm State Circle USD 35 to 85

Rise Retreat: The First Light Within

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

"Plein Air Made Simple" a small group, outdoor watercolor experience

 Tue, 16 Jun at 10:00 am William Paca House & Garden USD 35 to 93

AND Creative Film Club (May) - How To Build A Time Machine

 Fri, 29 May at 06:00 pm AND Creative Studio USD 18

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

Paint Annapolis 2026: Dueling Brushes

 Sun, 31 May at 09:00 am 222 Severn Ave Free

Reflect & Create: A Multidimensional Health Workshop with Alicia & Casey

 Thu, 11 Jun at 06:30 pm Annapolis Crystals USD 66

Artists' Breakfast

 Tue, 09 Jun at 09:00 am 49 West Coffeehouse, Winebar & Gallery Free

Annapolis Darkverse Color Run

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

Jonathan Sloane in Annapolis, MD

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

Guys and Dolls

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

Yachtley Crew

 Tue, 28 Jul at 08:00 pm Maryland Hall

Access Annapolis: Mobility For All Symposium 2026

 Fri, 28 Aug at 09:00 am Graduate by Hilton Annapolis Free

Goshen Class: May – Composting 101

 Sat, 30 May at 11:00 am Historic Goshen Farm & Educational Center

Pierce Pettis with Special Guest Danielle Howle in Annapolis

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

Mac Heat @ First Sunday Arts Festival

 Sun, 04 Oct at 11:00 am West St, Annapolis, MD 21401, United States

Usui/Holy Fire® III Reiki I & II Training

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

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

Annapolis Darkverse Color Run

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

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

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

Kids Art and Wellness Club

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

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

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