Annapolis Arts Events

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

Candlelight: 90s Unplugged

Maryland Hall 29 Oct 2026

The Robert Cray Band in Annapolis

Rams Head On Stage 16 Sep 2026

Digable Planets: Celebrating 30 years of Blow Out Comb

Maryland Hall 5 Aug 2026

Candlelight: A Haunted Evening of Halloween Classics

Maryland Hall 29 Oct 2026

36th Annual Kunta Kinte Heritage Festival

Navy–Marine Corps Memorial Stadium 26 Sep 2026

Jimmy Charles w. Melissa Quinn Fox

Rams Head On Stage 15 Aug 2026

Candlelight: Coldplay & Imagine Dragons

Maryland Hall 21 Nov 2026

Ari Hest at 49 West in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 16 Nov 2026

Digable Planets in Annapolis

Maryland Hall 5 Aug 2026

Author Event: Jeneva Rose

Maryland Hall 25 Sep 2026

Mike Phillips

Rams Head On Stage 30 Aug 2026

Annapolis First Sunday Arts Festival

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

Michael Cleveland in Annapolis

Annapolis Baygrass Music Festival 20 Sep 2026

Peter Levin (Gregg Allman’s Keyboard Player) with The Fitzkee Brothers

Rams Head On Stage 8 Aug 2026

Southern Avenue in Annapolis

Rams Head On Stage 12 Aug 2026

Digable Planets

Maryland Hall For The Creative Arts 5 Aug 2026

Sean Hayes w/ Etienne de Rocher (Haunted Shed)

Rams Head On Stage 23 Sep 2026

Digable Planets at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 5 Aug 2026

Blank Page & Chris Diller

Rams Head On Stage 3 Aug 2026

The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews (7:30PM)

Rams Head On Stage 11 Oct 2026

Official Annapolis Baygrass Kick-Off Party w/ Jammy Buffet

Maryland Hall 18 Sep 2026

Mel Brooks’ Young Frankenstein

143 Compromise St, Annapolis, MD, United States, Maryland 21401 6 Aug 2026

Paint & Sip + Global Wine Tasting at Bin 201

Bin 201 Wine + Spirits 7 Aug 2026

Love Sports Initiative – Summer 2026 Youth Workshops

Annapolis & Anne Arundel County Trust Center 10 Aug 2026

Ballet Theatre of Maryland IN PERSON 2026-2027 Season Subscriptions

Maryland Hall 16 Oct 2026

Pops in the Park at Quiet Waters Park

Quiet Waters Park Rd, Annapolis, MD 21403, United States 6 Sep 2026

Magic Strings, youth violin ensemble from Estonia performance

First Presbyterian Church of Annapolis 21 Aug 2026

Comedy Fundraiser

914 Bay Ridge Ave, Annapolis, MD 26 Sep 2026

CusCampbell

Rams Head On Stage 21 Aug 2026

Annapolis Color Run By Color Craze

Annapolis Landing, Maryland 12 Sep 2026

The Curiosity Club Art Cafe

Curate Annapolis, 141 West St, Annapolis 8 Jul 2026

THE MUSIC AND CRAFTED CULTURE FEST , ANNAPOLIS.

2747 Riva Rd 19 Sep 2026

Pierce Pettis with Special Guest Danielle Howle in Annapolis

49 West Coffeehouse, Winebar & Gallery 17 Aug 2026

Stop Fixing Feelings with Maria Winters

2158 Renard Ct 31 Aug 2026

Titanic M**der Mystery Dinner at Crowne Plaza Annapolis

Crowne Plaza Annapolis by IHG 21 Aug 2026

A Day for a Queen Masquerade Brunch

Secret Location Disclosed After Ticket Purchase 12 Sep 2026

Naptown Flea Night Market

114 West St 7 Aug 2026

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

49 West Coffeehouse, Winebar & Gallery 19 Oct 2026

Walt Wilkins and Marc Douglas Berardo in Annapolis

49 West Coffeehouse, Gallery and Winebar 23 Sep 2026

Breathwork Healing Circle: A Guided Journey Inward

2158 Renard Ct 3 Dec 2026

Valerie June w/ Judy Blank

801 Chase St, Annapolis, MD 21401-3530, United States 13 Sep 2026

Gold Leaf x Pink Planes Presents High Society Weekend

GOLDLEAF 14 Aug 2026

Mini Performance of La Sylphide by Ballet Theatre of Maryland

Maryland Hall 16 Oct 2026

Halloween Spooktacular!

St. John's College 25 Oct 2026

Candlelight - 90s Unplugged at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 29 Oct 2026

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

State Circle 23 Sep 2026

Get Closer: Couples Tantra Workshop

Restore Studio at Meadow Hill Wellness 1 Nov 2026

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

Annapolis Crystals 10 Sep 2026

Bonnie Stewart & Maddie Lenhart (matinee)

Rams Head On Stage 9 Aug 2026

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

2158 Renard Ct 20 Oct 2026

Creative Circle - Monthly Meetup (2026)

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 13 Aug 2026

"Painting the Town" An Urban Watercolor Painting Experience

Fleet St, Annapolis, MD 21401, United States 23 Sep 2026

Historic Annapolis Dining Etiquette Experience

Federal House Bar & Grille 6 Sep 2026

Annapolis MD An Evening with David Sedaris

Maryland Hall 7 Aug 2026

Paint Your Pain with Madeline Hoffner

2158 Renard Ct 15 Dec 2026

Mac Heat @ First Sunday Arts Festival

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

Access Annapolis: Mobility For All Symposium 2026

Graduate by Hilton Annapolis 28 Aug 2026

AND Creative Film Club (August) - a Kim Merced Garland Film Retrospective

AND Creative Studio 28 Aug 2026

Come Out and Play in DMV/Annapolis 2026

210 Holiday Ct 13 Nov 2026

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

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 25 Sep 2026

Sketch Night

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 13 Aug 2026

Sensual Connection for Couples

Restore Studio at Meadow Hill Wellness 27 Sep 2026

The Next Chapter: A Community Book Club

Tatte Bakery & Cafe | Annapolis 19 Aug 2026

Make Imposter Syndrome Your Superpower!

Annapolis Crystals 24 Oct 2026

PMA Unplugged at First Sunday Arts Festival

First Sunday Arts Festival 6 Sep 2026

Annapolis Darkverse Color Run

Annapolis Landing, Maryland 26 Sep 2026

The West Philadelphia Billionaire Society Book Lecture and Signing Event

Michael E. Busch Annapolis Library 19 Aug 2026

AUDITIONS — The Legend of Sleepy Hollow

2134 Renard Ct, Annapolis, MD 21401-6755, United States 9 Aug 2026

Versed Fox Book Club

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

Data Analytics Certification Training in Annapolis, MD

Regus Business Center 22 Apr 2026

Art Bar: Create, Sip + Socialize

AND Creative Studio 15 Jan 2026

Mini Performance of The Nutcracker by Ballet Theatre of Maryland

Maryland Hall 9 Dec 2026

Sketch Night

ArtFarm 22 Jan 2026

First Gallery Showcase!

Annapolis Family Acupuncture 8 Aug 2026