Annapolis Arts Events

Eastport a Rockin' 2026

701 2nd St, Annapolis, MD, United States, Maryland 21403 27 Jun 2026

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

Rams Head On Stage 16 Jun 2026

David Sedaris

Maryland Hall For The Creative Arts 6 Aug 2026

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

1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 19 Sep 2026

Digable Planets: Celebrating 30 years of Blow Out Comb

Maryland Hall 5 Aug 2026

An Afternoon w/ Patty Griffin

Rams Head On Stage 1 Aug 2026

Candlelight: A Haunted Evening of Halloween Classics

Maryland Hall 29 Oct 2026

Digable Planets in Annapolis

Maryland Hall 5 Aug 2026

The Robert Cray Band in Annapolis

Rams Head On Stage 16 Sep 2026

Candlelight: 90s Unplugged

Maryland Hall 18 Jul 2026

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Nov 2026

North Mississippi Allstars in Annapolis

Rams Head On Stage 8 Oct 2026

AcoustiCafe Returns to Goshen Farm

Historic Goshen Farm & Educational Center 10 Jul 2026

Tab Benoit w/ Sgt. Splendor

Rams Head On Stage 14 Jul 2026

Jimmy Charles w. Melissa Quinn Fox

Rams Head On Stage 15 Aug 2026

Annapolis First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 3 May 2026

Candlelight: Coldplay & Imagine Dragons

Maryland Hall 18 Jul 2026

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

Rams Head On Stage 17 Jul 2026

Mike Phillips

Rams Head On Stage 30 Aug 2026

Bilal

Rams Head On Stage 28 Jul 2026

Who's Bad: The World's #1 Michael Jackson Tribute

Rams Head On Stage 19 Jul 2026

Michael Cleveland in Annapolis

Annapolis Baygrass Music Festival 20 Sep 2026

Freddy Jones Band w. Chris Stake

Rams Head On Stage 25 Jul 2026

Augustana

Rams Head On Stage 16 Jul 2026

Digable Planets

Maryland Hall For The Creative Arts 4 Aug 2026

Digable Planets at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 5 Aug 2026

Adam Hawley in Annapolis

Rams Head On Stage 28 Aug 2026

Southern Avenue in Annapolis

Rams Head On Stage 12 Aug 2026

Blank Page & Chris Diller

Rams Head On Stage 3 Aug 2026

The Curiosity Club Art Cafe

Curate Annapolis, 141 West St, Annapolis 8 Jul 2026

Ballet Theatre of Maryland IN PERSON 2026-2027 Season Subscriptions

Maryland Hall 16 Oct 2026

Lilly Hiatt Band

Rams Head On Stage 7 Aug 2026

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

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 17 Jun 2026

Live Arts Maryland Musical Theater Summer Intensive

Annapolis Mall 22 Jun 2026

Annapolis Color Run By Color Craze

Annapolis Landing, Maryland 12 Sep 2026

Jonathan Sloane Trio in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 15 Jun 2026

The Best of Broadway

Cabaret Room at Classic Theatre of Maryland 14 Jun 2026

Speak Your Truth - Annapolis (10th Anniversary Celebration)

ArtFarm 11 Jul 2026

Amy Speace in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 15 Jul 2026

LGBTQ Paint Night @ NEO PIZZA - Annapolis

Neo Pizza & Taphouse 24 Jun 2026

Strawberry Full Moon Yin Yoga with Faye

Annapolis Crystals 28 Jun 2026

Naptown Record & Comic Fair

ArtFarm 27 Jun 2026

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

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 20 Jun 2026

Stop Fixing Feelings with Maria Winters

2158 Renard Ct 31 Aug 2026

Breathwork Healing Circle: A Guided Journey Inward

2158 Renard Ct 3 Dec 2026

Pierce Pettis with Special Guest Danielle Howle in Annapolis

49 West Coffeehouse, Winebar & Gallery 17 Aug 2026

The Massacoustics

Rams Head On Stage 18 Jun 2026

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

49 West Coffeehouse, Winebar & Gallery 19 Oct 2026

2026 Annapolis Handmade & Vintage Fair

Annapolis City Dock 19 Jun 2026

Karyn Oliver and Miles & Mafale in Annapolis

49 West Coffeehouse, Winebar & Gallery 20 Jul 2026

Walt Wilkins and Marc Douglas Berardo in Annapolis

49 West Coffeehouse, Gallery and Winebar 23 Sep 2026

Guys and Dolls

Main Stage At Classic Theatre of Maryland 7 Jul 2026

Make Your Own Wire-Wrapped Crystal Pendant Workshop

Annapolis Crystals 14 Jun 2026

Paint Night @ NEO PIZZA - Annapolis

Neo Pizza & Taphouse 17 Jun 2026

The Black Feathers in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 17 Jun 2026

Kids Summer Wellness Experience

17 Francis St 29 Jun 2026

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

State Circle 23 Sep 2026

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

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 26 Jun 2026

Music and Art Camp

1740 Forest Dr, Annapolis, MD, United States, Maryland 21401 22 Jun 2026

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

William Paca House & Garden 16 Jun 2026

Usui/Holy Fire® III Reiki I & II Training

2158 Renard Ct 18 Jul 2026

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

2158 Renard Ct 20 Oct 2026

Yachtley Crew

Maryland Hall 28 Jul 2026

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

333 Dubois Rd 18 Jul 2026

Come Out and Play in DMV/Annapolis 2026

210 Holiday Ct 13 Nov 2026

Annapolis MD An Evening with David Sedaris

Maryland Hall 7 Aug 2026

Mac Heat @ First Sunday Arts Festival

West St, Annapolis, MD 21401, United States 4 Oct 2026

Mystic Kirtan by Mirabai Moon

4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409 11 Jul 2026

Access Annapolis: Mobility For All Symposium 2026

Graduate by Hilton Annapolis 28 Aug 2026

The Missoula Children's Theatre presents - Frog Prince

89 Bennion Road, 21402 13 Jul 2026

Author Event: Priscilla Cummings

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 18 Jul 2026

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

Dream Baby Decor 18 Jun 2026

Annapolis Darkverse Color Run

Annapolis Landing, Maryland 26 Sep 2026

Versed Fox Book Club

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 12 Aug 2026

Sketch Night

ArtFarm 22 Jan 2026

Watercolor Chill Meditation -A Sip and Paint Experience

17 Francis St 11 Jan 2025