Annapolis Arts Events

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Undead Mile Run – Annapolis, MD

Annapolis, Annapolis, Maryland 25 Oct 2025

Signature Series: A New World with Pablo Sainz-Villegas, guitar

Maryland Hall for the Creative Arts 11 Oct 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Mystery Art Making at ArtFarm

ArtFarm 10 Oct 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

*SOLD OUT* The Ocean Blue w/ Brian Tighe of The Hang Ups

Rams Head On Stage 10 Oct 2025

The Moonshiners Ball 2025 A Cocktail party and fundraiser for the SPSA

Latitude 38 Annapolis 7 Dec 2025

Atlanta Rhythm Section in Annapolis

Rams Head On Stage 6 Dec 2025

Siren's Call

The Westin Annapolis 10 Oct 2025

Day of the Dead

98 Edgewood Ave 11 Oct 2025

Signature Series: A New World with Pablo Sainz-Villegas, guitar

Maryland Hall for the Creative Arts 10 Oct 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 2 Nov 2025

Siren's Call

The Westin Annapolis 17 Oct 2025

Siren's Call

The Westin Annapolis 24 Oct 2025

The Ocean Blue w/ Brian Tighe of The Hang Ups (2nd Night Added!)

Rams Head On Stage 9 Oct 2025

WED 10/8/25: Murder Podcast #1 Launch Signing with Jeremy Haun

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 8 Oct 2025

The Annapolis Art Party: Five Years of Color

AND Creative Studio 11 Oct 2025

Live Arts Maryland presents the Phantom of the Opera

St. Anne's Parish 30 Oct 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 12 Oct 2025

Full Moon Celebration - November

Unitarian Universalist Church of Annapolis 7 Nov 2025

Shaun Cassidy: The Road To Us Tour (Annapolis, MD)

33 West St, Annapolis, MD, United States, Maryland 21401 18 Oct 2025

Ballet Theatre of Maryland: Giselle

Maryland Hall For The Creative Arts 16 Oct 2025

Siren's Call

The Westin Annapolis 14 Nov 2025

Siren's Call

The Westin Annapolis 7 Nov 2025

Witches of Maryland Pub Crawl

Downtown Anapolis 12 Oct 2025

Keb Mo at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 21 Nov 2025

Community Figure Drawing at ArtFarm

ArtFarm 9 Oct 2025

Haunted Harbour Day 2025

2512 A Solomons Island Road, Annapolis, MD 21401 25 Oct 2025

Colin Hay in Annapolis

St. John's College - Francis Scott Key Auditorium 11 Nov 2025

Siren's Call

The Westin Annapolis 21 Nov 2025

The Sixties Show at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 9 Nov 2025

Will Hoge w/ July Moon

Rams Head On Stage 16 Nov 2025

Mixed Media Encaustic Collage Workshop

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 12 Oct 2025

WED 10/15/25: Spectators Graphic Novel Release Signing with Brian K. Vaughan

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 15 Oct 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 26 Oct 2025

Cantori presents Wildflowers

Annapolis Mall 12 Oct 2025

Tides & Tunes

The Westin Annapolis 7 Oct 2025

First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 2 Nov 2025

Siren's Call

The Westin Annapolis 5 Dec 2025

Dan Navarro w/ Jesse Lynn Madera

Rams Head On Stage 6 Nov 2025

Sunday Fun Day & Art Walk in Downtown Annapolis

172 Green St 1 Nov 2025

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 20 Dec 2025

Chris Isaak

Maryland Hall For The Creative Arts 6 Dec 2025

Tides & Tunes

The Westin Annapolis 14 Oct 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Najee (7:30PM Show)

Rams Head On Stage 9 Nov 2025

Free Art & Wellness Class

303 Second St suite b 11 Oct 2025

Rams Head Presents Chris Isaak - Annapolis, MD

Maryland Hall 7 Dec 2025

Tall Tall Trees at Rams Head On Stage

Rams Head On Stage 25 Oct 2025

Ballet Theatre of Maryland presents "Giselle"

Maryland Hall 18 Oct 2025

✊March with PFLAG Southern Maryland at Annapolis Pride🏳️‍🌈

College Ave, Annapolis, MD 21401, United States 18 Oct 2025

Tab Benoit: I Hear Thunder Tour w/ Jesse Dayton

Rams Head On Stage 7 Dec 2025

Paint Night @ NEO PIZZA - Annapolis

Neo Pizza & Taphouse 29 Oct 2025

Mini Performance of Giselle by Ballet Theatre of Maryland.

Maryland Hall 17 Oct 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 8 Nov 2025

Natalie Merchant at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 23 Nov 2025

Fall Fest

1906 Towne Centre Boulevard, Annapolis, MD, United States, Maryland 21401 18 Oct 2025

Chris Isaak at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 7 Dec 2025

Tides & Tunes

The Westin Annapolis 21 Oct 2025

Pumpkin Walk

19 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 24 Oct 2025

Giselle at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 17 Oct 2025

Siren's Call

The Westin Annapolis 26 Dec 2025

Tides & Tunes

The Westin Annapolis 28 Oct 2025

Celebrate You

Annapolis Town Center 11 Oct 2025

Are You Really Listening? What to Say When Supporting Others

2158 Renard Ct 4 Dec 2025

50-hr Yin Training & Immersion

119 Hillsmere Drive, Annapolis, MD, United States, Maryland 21403 17 Oct 2025

Ballet Theatre of Maryland presents "Giselle"

Maryland Hall 19 Oct 2025

Come Out and Play with Naleighna Kai and the Tribe

210 Holiday Ct 31 Oct 2025

Sacred Spaces Artist Talk: Featuring Jabari Jefferson & Rush Baker IV

Banneker-Douglass-Tubman Museum 11 Oct 2025

Siren's Call

The Westin Annapolis 31 Oct 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 7 Nov 2025

The Carole King & James Taylor Story

Rams Head On Stage 15 Nov 2025

Intuitive Mandala Paint Night with Christalene ✨

Blush Hair Salon & Head Spa, 2431 Solomons Island Rd #102, Annapolis, MD 21401, USA 1 Nov 2025

Live Arts Maryland Presents Music of the Spheres

Maryland Hall 15 Nov 2025

Raynes

Rams Head On Stage 29 Oct 2025

Tides & Tunes

The Westin Annapolis 11 Nov 2025

Annapolis Jazz & Roots Festival - Michael McHenry Tribe

Pip Moyer Recreation Center at Truxtun Park 9 Nov 2025

Family Art Nights at ArtFarm

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 24 Oct 2025

Don Giovanni

Maryland Hall 31 Oct 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 19 Oct 2025

Jim Messina and his band The Road Runners

Rams Head On Stage 25 Nov 2025

Annapolis Chocolate Binge Festival

53 West St, Annapolis, MD 21401-2420, United States 7 Dec 2025

The Brit Pack: The Ultimate British Music Experience

Rams Head On Stage 22 Nov 2025

Ballet Theatre of Maryland presents "Momentum: A Mixed Bill"

Maryland Hall 14 Feb 2026

Wellness Market

The Collective 8 Nov 2025

Open Mic & Potluck - Saturday, October 25th

1205 Sterling Dr, Annapolis, MD 21403-2122, United States 25 Oct 2025

Ballet Theatre of Maryland - The Nutcracker at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 13 Dec 2025

Rams Head Presents Natalie Merchant w/ Erik Della Penna: Autumn Acoustic Tour - Maryland Hall

Maryland Hall 23 Nov 2025

Siren's Call

The Westin Annapolis 28 Nov 2025

U2topia: The Mid-Atlantic U2 Tribute Band

Rams Head On Stage 28 Nov 2025

7th Annual Bubbly Bridal Expo & 1000+ Gown Sale!

Graduate Annapolis 23 Nov 2025

Versed Fox Book Club

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 8 Oct 2025

Tides & Tunes

The Westin Annapolis 2 Dec 2025

The Next Chapter: A Community Book Club

Tatte Bakery & Cafe | Annapolis 19 Nov 2025

Harvest Festival - FREE

Roger W "Pip" Moyer Community Recreation Center at Truxtun Park, 273 Hilltop Ln, Annapolis, MD, United States, Maryland 21403 25 Oct 2025

Katie Pruitt: Time Wasn't Wasted Tour w/ Jess Nolan

Rams Head On Stage 15 Oct 2025

Tides & Tunes

The Westin Annapolis 9 Dec 2025

Rams Head Presents The Bacon Brothers: Freestanding Tour - Maryland Hall - Annapolis, MD

Maryland Hall 22 Jan 2026

BIG 30th Anniversary Celebration

The Byzantium Event and Conference Center 19 Oct 2025