Annapolis Arts Events

NILS, Jeff Kashiwa, Nils in Annapolis

Rams Head On Stage 6 Sep 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Julian Lage at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 4 Oct 2025

3hr Sunset Cruise w/ Live Entertainment from: KEVIN LEE

Annapolis, MD 20 Sep 2025

10,000 Maniacs

Rams Head On Stage 13 Sep 2025

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

BAYGRASS 2025: Annapolis Baygrass Music Festival 9/20-21

1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 20 Sep 2025

Ahmed Warshanna Presents ISHTA!

801 Chase St, Annapolis, MD, United States, Maryland 21401 30 Aug 2025

Dirty Heads, Ballyhoo!, Wheeland Brothers in Annapolis

Calvert Street Stage 12 Sep 2025

Maysa (8:30 PM)

Rams Head On Stage 20 Sep 2025

10,000 Maniacs

Rams Head On Stage 14 Sep 2025

Al Jardine and The Pet Sounds Band

Maryland Hall For The Creative Arts 12 Sep 2025

Skerryvore in Annapolis

Rams Head On Stage 8 Sep 2025

Dustbowl Revival w/ Chris Kasper

Rams Head On Stage 7 Sep 2025

SAT 9/13/25: ESCAPE #1 Signing with writer RICK REMENDER

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 13 Sep 2025

A Spirits Wish To Grow

1071 Bay Ridge Rd 15 Aug 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 14 Sep 2025

Full Moon Celebration - October

Unitarian Universalist Church of Annapolis 3 Oct 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

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

3hr Sunset Cruise w/ Live Entertainment from: KEVIN LEE

Annapolis, MD 30 Aug 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

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

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 28 Sep 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 31 Aug 2025

Naptown Flea

24 Market Space 24 Aug 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 24 Aug 2025

Siren's Call

The Westin Annapolis 15 Aug 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 8 Nov 2025

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

Maryland Hall 23 Nov 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 5 Oct 2025

Siren's Call

The Westin Annapolis 22 Aug 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

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

Annapolis Skelly Run

Annapolis, Annapolis, Maryland 4 Oct 2025

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

Rams Head On Stage 9 Oct 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 7 Nov 2025

Adam Ezra Group at Rams Head On Stage

Rams Head On Stage 17 Aug 2025

Annapolis Fall Italian Festa

620 Ridgely Avenue, Annapolis, MD, United States, Maryland 21401 21 Sep 2025

Steep Canyon Rangers at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 11 Sep 2025

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

Rams Head On Stage 10 Oct 2025

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

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

Herman's Hermits Starring Peter Noone (7:30PM)

Rams Head On Stage 28 Sep 2025

Pops in the Park - Quiet Waters Park

Quiet Waters Park Rd, Annapolis, MD 21403, United States 31 Aug 2025

Siren's Call

The Westin Annapolis 29 Aug 2025

Siren's Call

The Westin Annapolis 5 Sep 2025

Alchemy of Flowers: Conversation with the Author

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 16 Aug 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 21 Sep 2025

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

Maryland Hall 31 Aug 2025

Mixed Media Encaustic Collage Workshop

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 14 Sep 2025

Nils & Jeff Kashiwa

Rams Head On Stage 5 Sep 2025

An Ideal Husband

108 East St, Annapolis, MD, United States, Maryland 21401 5 Sep 2025

Undead Mile Run – Annapolis, MD

Annapolis, Annapolis, Maryland 25 Oct 2025

Siren's Call

The Westin Annapolis 19 Sep 2025

Official Annapolis Baygrass Kickoff Party: Fitzkee Brothers & Wicked Sycamore

Maryland Hall 19 Sep 2025

Wellness Market

The Collective 8 Nov 2025

Scandalous Annapolis

188 Main St, Annapolis, MD 21401-2008, United States 6 Sep 2025

3hr Sunset Cruise w/ Live Entertainment from: Ryan Forrester

Annapolis, MD 23 Aug 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

7 Church Cir, Annapolis, MD, United States, Maryland 21401 7 Sep 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

Siren's Call

The Westin Annapolis 26 Sep 2025

Lori McKenna

Rams Head On Stage 4 Oct 2025

Dan Navarro w/ Jesse Lynn Madera

Rams Head On Stage 6 Nov 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Mindfulness Made Simple: Finding Calm in a Busy World with Maria Winters

2158 Renard Ct 28 Aug 2025

Herman's Hermits

Rams Head On Stage 27 Sep 2025

Colin Hay in Annapolis

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

Keb Mo at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 21 Nov 2025

Paint Night @ NEO PIZZA - Annapolis

Neo Pizza & Taphouse 20 Aug 2025

Siren's Call

The Westin Annapolis 3 Oct 2025

Siren's Call

The Westin Annapolis 12 Sep 2025

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

Maryland Hall for the Creative Arts 11 Oct 2025

Family Art Nights at ArtFarm

111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401 19 Sep 2025

Rams Head Presents The Sixties Show - Maryland Hall - Annapolis, MD

Maryland Hall 9 Nov 2025

Siren's Call

The Westin Annapolis 10 Oct 2025

Greg Hawkes w/ Eddie Japan Performing the Music of The Cars

Rams Head On Stage 3 Oct 2025

Tides & Tunes

The Westin Annapolis 19 Aug 2025

First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 7 Sep 2025

Dog Days Doggerel

Bay Ridge Wine & Spirits 21 Aug 2025

Paint Night @ NEO PIZZA - Annapolis

Neo Pizza & Taphouse 27 Aug 2025

Tides & Tunes

The Westin Annapolis 26 Aug 2025

Anchors & Artisans @ Annapolis Town Center

Annapolis Town Center 24 Aug 2025

Siren's Call

The Westin Annapolis 17 Oct 2025

Sound Bath with Susan Richards

Unity by the Bay (Maryland) 18 Aug 2025

Rock & Roam - A Fashion, Wine & Travel Event

Local by Design at the Gallery 1805D Virginia St. Annapolis MD 30 Aug 2025

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

Maryland Hall for the Creative Arts 10 Oct 2025

Ballet in the Garden at the Hammond Harwood House

Hammond-Harwood House 21 Sep 2025

50-hr Yin Training & Immersion

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

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

Rams Head On Stage 15 Oct 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Come Out and Play with Naleighna Kai and the Tribe

210 Holiday Ct 31 Oct 2025

Siren's Call

The Westin Annapolis 24 Oct 2025

Art and Storytime-every Monday morning at the museum

25 Silopanna Rd, Annapolis, MD, United States, Maryland 21403 18 Aug 2025

Sacred Abundance Workshop with Rev. Sarah Phillips

4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409 18 Sep 2025

Siren's Call

The Westin Annapolis 31 Oct 2025

Annapolis Chocolate Binge Festival

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

Tides & Tunes

The Westin Annapolis 2 Sep 2025

Tides & Tunes

The Westin Annapolis 9 Sep 2025

Full Moon Celebration - November

Unitarian Universalist Church of Annapolis 7 Nov 2025

Rams Head Presents Steep Canyon Rangers - Maryland Hall - Annapolis, MD

Maryland Hall 11 Sep 2025

Tides & Tunes

The Westin Annapolis 16 Sep 2025

Crushed Glass Craft @NEO PIZZA Annapolis w/MARYLAND CRAFT PARTIES

Neo Pizza Annapolis 26 Aug 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

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