Annapolis Arts Events

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

Rams Head On Stage 16 Jun 2026

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

Maryland Hall for the Creative Arts 6 Aug 2026

Sérgio Mendes in Annapolis

Rams Head On Stage 12 Jun 2026

The Smithereens in Annapolis

Rams Head On Stage 5 Jun 2026

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

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

Annapolis First Sunday Arts Festival

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

The Smithereens w. Guest Vocalist Marshall Crenshaw

Rams Head On Stage 5 Jun 2026

Taste of Spring on West Street 2026

53 West St 17 May 2026

Candlelight: Coldplay & Imagine Dragons Tribute

Maryland Hall For The Creative Arts 29 May 2026

Freddy Jones Band w. Chris Stake

Rams Head On Stage 25 Jul 2026

MIGGS | Red Eye’s Dock Bar

Red Eye's Dock Bar, Kent Narrows MD 29 May 2026

The Annapolis Arts Week ART PARTY!

AND Creative Studio 13 Jun 2026

AcoustiCafe Returns to Goshen Farm

Historic Goshen Farm & Educational Center 10 Jul 2026

Anchors & Artisans @ Annapolis Town Center

Towne Centre Blvd, Annapolis, MD 21401, United States 17 May 2026

The Marshall Morlock Band

Rams Head On Stage 1 Jul 2026

A Musical Melting Pot with Broadway Stars

Annapolis Mall 16 May 2026

Ballet Theatre of Maryland IN PERSON 2026-2027 Season Subscriptions

Maryland Hall 16 Oct 2026

Michael Cleveland in Annapolis

Annapolis Baygrass Music Festival 20 Sep 2026

Southern Avenue in Annapolis

Rams Head On Stage 12 Aug 2026

Live Arts Maryland Musical Theater Summer Intensive

Annapolis Mall 22 Jun 2026

Breathwork Healing Circle: A Guided Journey Inward

2158 Renard Ct 10 Jun 2026

Adam Hawley in Annapolis

Rams Head On Stage 28 Aug 2026

Wellness With a Little Drama

2158 Renard Ct 4 Jun 2026

Blue Moon Art Market & Gallery Opening

ArtFarm 30 May 2026

The Sound We Make

Annapolis Mall 30 May 2026

Paint the Bay

7300 Edgewood Rd 2 Jun 2026

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

2158 Renard Ct 8 Jun 2026

Stop Fixing Feelings with Maria Winters

2158 Renard Ct 31 Aug 2026

Paint Night @ NEO PIZZA - Annapolis

Neo Pizza & Taphouse 17 Jun 2026

Annapolis Color Run By Color Craze

Annapolis Landing, Maryland 12 Sep 2026

🎶 The Annapolis Opry – 2026 Concert Series at St. Margaret’s Episcopal Church 🎶

St. Margaret's Church 17 May 2026

The Massacoustics

Rams Head On Stage 18 Jun 2026

The Best of Broadway

Cabaret Room at Classic Theatre of Maryland 14 Jun 2026

42nd Street

Main Stage At Classic Theatre of Maryland 6 May 2026

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

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 6 Jun 2026

Pete Yorn Solo Acoustic: 25th Anniversary of musicforthemorningafter

Rams Head On Stage 3 Jun 2026

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

49 West Coffeehouse, Winebar & Gallery 17 May 2026

When You Wish Upon A Star

Cabaret Room at Classic Theatre of Maryland 10 May 2026

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

State Circle 23 Sep 2026

Rise Retreat: The First Light Within

851 McGuckian St suite b 7 Jun 2026

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

AND Creative Studio 29 May 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

Paint Annapolis 2026: Dueling Brushes

222 Severn Ave 31 May 2026

Artists' Breakfast

49 West Coffeehouse, Winebar & Gallery 9 Jun 2026

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

Annapolis Crystals 11 Jun 2026

Sip, Poor, and Create!

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 15 May 2026

Jonathan Sloane in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 15 Jun 2026

Guys and Dolls

Main Stage At Classic Theatre of Maryland 7 Jul 2026

Annapolis Darkverse Color Run

Annapolis, Annapolis, Maryland 23 May 2026

PMA Unplugged at First Sunday Arts Festival

First Sunday Arts Festival 7 Jun 2026

Healthy & Happy Futures Summit

Annapolis Middle School 9 May 2026

Goshen Class: May – Composting 101

Historic Goshen Farm & Educational Center 30 May 2026

Amy Speace in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 15 Jul 2026

Access Annapolis: Mobility For All Symposium 2026

Graduate by Hilton Annapolis 28 Aug 2026

Yachtley Crew

Maryland Hall 28 Jul 2026

Pierce Pettis with Special Guest Danielle Howle in Annapolis

49 West Coffeehouse, Winebar & Gallery 17 Aug 2026

Mac Heat @ First Sunday Arts Festival

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

Usui/Holy Fire® III Reiki I & II Training

2158 Renard Ct 18 Jul 2026

LGBTQ Paint Night @ NEO PIZZA - Annapolis

Neo Pizza & Taphouse 24 Jun 2026

Reflex Improv: Make a Scene

4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409 16 May 2026

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

Eastport Yacht Club 9 May 2026

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

49 West Coffeehouse, Winebar & Gallery 19 Oct 2026

Annapolis Darkverse Color Run

Annapolis Landing, Maryland 26 Sep 2026

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

William Paca House & Garden 16 Jun 2026

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

2158 Renard Ct 20 Oct 2026

Kids Art and Wellness Club

17 Francis St 9 Apr 2026

Watercolor Chill Meditation -A Sip and Paint Experience

17 Francis St 11 Jan 2025

First Gallery Showcase!

Annapolis Family Acupuncture 6 Jun 2026

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

Kunta Kinte-Alex Haley Memorial 15 Feb 2020