Arts events in Annapolis

Check out happening arts events all around Annapolis, MD

Eastport a Rockin' 2026

 Sat, 27 Jun at 11:00 am 701 2nd St, Annapolis, MD, United States, Maryland 21403

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

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

David Sedaris

 Thu, 06 Aug Maryland Hall For The Creative Arts

Sérgio Mendes in Annapolis

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

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

 Sat, 19 Sep at 02:00 pm 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409

Digable Planets: Celebrating 30 years of Blow Out Comb

 Wed, 05 Aug at 08:00 pm Maryland Hall

Candlelight: A Haunted Evening of Halloween Classics

 Thu, 29 Oct at 08:45 pm Maryland Hall USD 31 to 76

Candlelight: 90s Unplugged

 Sat, 18 Jul at 06:45 pm Maryland Hall USD 31 to 76

The Robert Cray Band in Annapolis

 Wed, 16 Sep at 08:00 pm Rams Head On Stage

Ari Hest at 49 West in Annapolis, MD

 Mon, 16 Nov at 07:30 pm 49 West Coffeehouse, Winebar & Gallery USD 23

Jimmy Charles w. Melissa Quinn Fox

 Sat, 15 Aug at 08:00 pm Rams Head On Stage

AcoustiCafe Returns to Goshen Farm

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

Tab Benoit w/ Sgt. Splendor

Tue, 14 Jul 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

Augustana // ATSAB 20th Anniversary (Solo): An Intimate Performance of the Album in Full

 Fri, 17 Jul at 08:00 pm Rams Head On Stage

Candlelight: Coldplay & Imagine Dragons

 Sat, 18 Jul at 04:30 pm Maryland Hall USD 31 to 73

Mike Phillips

 Sun, 30 Aug at 08:00 pm Rams Head On Stage

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

Southern Avenue in Annapolis

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

Adam Hawley in Annapolis

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

The Annapolis Arts Week ART PARTY!

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

Ballet Theatre of Maryland IN PERSON 2026-2027 Season Subscriptions

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

City Dock Tango at Arts Annapolis 2026

 Sat, 13 Jun at 04:00 pm Calvert St and West St, Annapolis

We Are the Queerdos, Mister

Sat, 13 Jun at 07:00 pm ArtFarm Annapolis

Lilly Hiatt Band

 Fri, 07 Aug at 08:00 pm Rams Head On Stage

Some Assembly at Arts Annapolis 2026

 Sat, 13 Jun at 12:00 pm 53 West St, Annapolis, MD 21401-2420, United States

WED 6/17/26: Absolute Catwoman #1 launch signing with Che Grayson

 Wed, 17 Jun at 06:00 pm 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

Live Arts Maryland Musical Theater Summer Intensive

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

Annapolis Color Run By Color Craze

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

Jonathan Sloane in Annapolis, MD

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

The Best of Broadway

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

Community Health Fair

 Fri, 12 Jun at 10:00 am Heritage Baptist Church and Learning Center Free

Paint Night @ NEO PIZZA - Annapolis

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

Amy Speace in Annapolis, MD

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

Strawberry Full Moon Yin Yoga with Faye

 Sun, 28 Jun at 11:00 am Annapolis Crystals USD 34

LGBTQ Paint Night @ NEO PIZZA - Annapolis

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

Naptown Record & Comic Fair

 Sat, 27 Jun at 12:00 pm ArtFarm Free

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

Stop Fixing Feelings with Maria Winters

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

Breathwork Healing Circle: A Guided Journey Inward

 Thu, 03 Dec at 06:30 pm 2158 Renard Ct Free

The Massacoustics

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

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

Pierce Pettis with Special Guest Danielle Howle in Annapolis

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

Karyn Oliver and Miles & Mafale in Annapolis

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

Walt Wilkins and Marc Douglas Berardo in Annapolis

 Wed, 23 Sep at 08:00 pm 49 West Coffeehouse, Gallery and Winebar USD 23

Guys and Dolls

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

PMA Unplugged at First Sunday Arts Festival

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

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

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

2026 Annapolis Handmade & Vintage Fair

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

Make Your Own Wire-Wrapped Crystal Pendant Workshop

 Sun, 14 Jun at 02:30 pm Annapolis Crystals USD 39

The Black Feathers in Annapolis, MD

 Wed, 17 Jun at 08:00 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

Kids Summer Wellness Experience

 Mon, 29 Jun at 09:30 am 17 Francis St USD 39 to 189

Artists' Breakfast

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

"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

Friday Night Kids Club: Pizza, Art, Games & Movies (Ages 6-10)

 Fri, 26 Jun at 05:30 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Usui/Holy Fire® III Reiki I & II Training

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

Rise Retreat: The First Light Within - A Spring Equinox Women’s Retreat

 Sun, 07 Jun at 10:00 am 1851 McGuckian St, Annapolis, MD 21401-4188, United States

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

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

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

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

PMA Unplugged A Day of Art

 Sat, 13 Jun at 02:00 pm First Sunday Arts Festival

Access Annapolis: Mobility For All Symposium 2026

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

Yachtley Crew

 Tue, 28 Jul at 08:00 pm Maryland Hall

Come Out and Play in DMV/Annapolis 2026

 Fri, 13 Nov at 07:00 pm 210 Holiday Ct USD 18 to 135

Full Bloom: A Summer Sound Bath for What Is Already Yours

 Sat, 18 Jul at 07:00 pm 333 Dubois Rd USD 44 to 80

Sketch Night

 Thu, 28 May 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Mac Heat @ First Sunday Arts Festival

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

Mystic Kirtan by Mirabai Moon

Sat, 11 Jul at 07:00 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

Paint Annapolis 2026: Muffins and Mimosas

 Sun, 07 Jun at 11:00 am 18 State Cir, Annapolis, MD, United States, Maryland 21401

Author Event: Priscilla Cummings

 Sat, 18 Jul at 10:30 am 35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

Dream Baby Decor (Annapolis,MD) Hosting Silhouettes by Chris

 Thu, 18 Jun at 01:00 pm Dream Baby Decor USD 13

Annapolis Darkverse Color Run

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

Versed Fox Book Club

 Wed, 12 Aug at 07:00 pm 35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401

Watercolor Chill Meditation -A Sip and Paint Experience

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