Annapolis Arts Events

Pure Prairie League in Annapolis

Rams Head On Stage 5 Dec 2025

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Najee in Annapolis

Rams Head On Stage 9 Nov 2025

Nutcracker Tea 2025

DoubleTree by Hilton Hotel Annapolis 7 Dec 2025

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 7 Nov 2025

The Moonshiners Ball 2025 A Cocktail Party for the SPCA and Slade Child Foundation.

Latitude 38 Annapolis 7 Dec 2025

First Sunday Arts Festival

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

Annapolis Chocolate Binge Festival

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

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Will Hoge Band w/ July Moon

Rams Head On Stage 16 Nov 2025

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

Maryland Hall 23 Nov 2025

Atlanta Rhythm Section in Annapolis

Rams Head On Stage 6 Dec 2025

Siren's Call

The Westin Annapolis 28 Nov 2025

Dan Navarro w/ Jesse Lynn Madera

Rams Head On Stage 6 Nov 2025

Witches of Maryland Pub Crawl

Downtown Anapolis 7 Nov 2025

The Next Chapter: A Community Book Club

Tatte Bakery & Cafe | Annapolis 19 Nov 2025

Siren's Call

The Westin Annapolis 5 Dec 2025

Holiday Pops at Maryland Hall

Maryland Hall for the Creative Arts 19 Dec 2025

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

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

Signature Series: Darkness to Light

Maryland Hall for the Creative Arts 8 Nov 2025

Siren's Call

The Westin Annapolis 26 Dec 2025

Tides & Tunes

The Westin Annapolis 4 Nov 2025

Laura Tsaggaris (Matinee)

Rams Head On Stage 6 Dec 2025

Tides & Tunes

The Westin Annapolis 11 Nov 2025

Full Moon Celebration - November

Unitarian Universalist Church of Annapolis 7 Nov 2025

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

Graduate Annapolis 23 Nov 2025

Siren's Call

The Westin Annapolis 7 Nov 2025

Leadership in the Battlefield - Underground Railroad

Annapolis 14 Nov 2025

The Carole King & James Taylor Story

Rams Head On Stage 15 Nov 2025

Live Arts Maryland Presents Music of the Spheres

Maryland Hall 15 Nov 2025

Mystery Art Making at ArtFarm

ArtFarm 14 Nov 2025

Paapa-Berchie, Live Music Experience

Annapolis Mall 22 Nov 2025

The Brit Pack: British Invasion & More!

Rams Head On Stage 22 Nov 2025

Wellness Market

The Collective 8 Nov 2025

Siren's Call

The Westin Annapolis 14 Nov 2025

Colin Hay in Annapolis

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

Naptown Flea

24 Market Space 9 Nov 2025

Sip & Shop of Historic Annapolis

The Spice & Tea Exchange of Annapolis 12 Nov 2025

Deadgrass, Bluegrass Covers of The Grateful Dead

Annapolis Mall 11 Nov 2025

Siren's Call

The Westin Annapolis 21 Nov 2025

Tides & Tunes

The Westin Annapolis 2 Dec 2025

Sister Hazel (matinee)

Rams Head On Stage 15 Nov 2025

U2topia: The Mid-Atlantic U2 Tribute Band

Rams Head On Stage 28 Nov 2025

Joshua Redman Quartet

801 Chase St, Annapolis, MD, United States, Maryland 21401 16 Nov 2025

Live Arts Maryland presents Bluegrass Nutcracker

Annapolis Mall 5 Dec 2025

Najee (7:30PM Show)

Rams Head On Stage 9 Nov 2025

Annapolis Jazz & Roots Festival - Michael McHenry Tribe

Pip Moyer Recreation Center at Truxtun Park 9 Nov 2025

Be Still and Know: A Journey Into Sound & Soul

Unity by the Bay 5 Dec 2025

Tab Benoit: I Hear Thunder Tour w/ Jesse Dayton

Rams Head On Stage 7 Dec 2025

Don Giovanni

Maryland Hall 2 Nov 2025

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 20 Dec 2025

Annapolis Jazz & Roots Festival - Footworks Percussive Dance Ensemble

Unitarian Universalist Church of Annapolis 15 Nov 2025

WED 11/5/25: YOUNGBLOOD #1 Signing with JIM RUGG!

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 5 Nov 2025

Natalie Merchant at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 23 Nov 2025

Annapolis Jazz & Roots - Ed Hrybyk "Bass Traditions"

Anne Arundel County Public Library (Eastport-Annapolis Neck Library) 15 Nov 2025

Pressing Strings

Rams Head On Stage 28 Dec 2025

Rams Head Presents Chris Isaak - Annapolis, MD

Maryland Hall 7 Dec 2025

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

Maryland Hall 22 Jan 2026

Tides & Tunes

The Westin Annapolis 23 Dec 2025

Jon McLaughlin & Friends: Home For The Holidays

Rams Head On Stage 21 Dec 2025

Tides & Tunes

The Westin Annapolis 30 Dec 2025

WED 12/3/25: INFERNAL HULK #1 launch signing with PHILLIP K JOHNSON!

209 Chinquapin Round Rd, Annapolis, MD, United States, Maryland 21401 3 Dec 2025

Are You Really Listening? What to Say When Supporting Others

2158 Renard Ct 4 Dec 2025

Halloween Scavenger Hunt in Annapolis

40 Francis St 30 Oct 2025

Cash Unchained – The Ultimate Johnny Cash Tribute

Rams Head On Stage 22 Jan 2026

Gathering of Light: An Akashic Records Circle

158 W. Lake Dr 9 Nov 2025

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

Maryland Hall for the Creative Arts 13 Dec 2025

Jim Messina and his band The Road Runners

Rams Head On Stage 25 Nov 2025

Annapolis Jazz & Roots Festival JC Jefferson - Salute to Quincy Jones

Banneker-Douglass-Tubman Museum 8 Nov 2025

The Magic of Cinema - April 18, 2026

Maryland Hall 18 Apr 2026

Keb Mo at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 21 Nov 2025

Annapolis Jazz & Roots Festival "Art Music & the Muse" Artist talk - Jabari and JC Jefferson

Banneker-Douglass-Tubman Museum 8 Nov 2025

Crushed Glass Ornaments @ NEO Pizza w/MD Craft Parties

Neo Pizza Annapolis 18 Nov 2025

Annual Kwanzaa Celebration

84 Franklin St, Annapolis, MD, United States, Maryland 21401 13 Dec 2025

Tides & Tunes

The Westin Annapolis 25 Nov 2025

The Art Bar

1851 McGuckian Street, Annapolis, MD, United States, Maryland 21401 20 Nov 2025

Chris Isaak

Maryland Hall For The Creative Arts 6 Dec 2025

The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews (Matinee Added By Popular Demand!)

Rams Head On Stage 16 Nov 2025

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 14 Dec 2025

Tides & Tunes

The Westin Annapolis 9 Dec 2025

Ballet Theatre of Maryland: The Nutcracker

Maryland Hall For The Creative Arts 12 Dec 2025

Mini Performance of La Esmeralda by Ballet Theatre of Maryland

Maryland Hall 24 Apr 2026

Son Little w/ Candi Jenkins

Rams Head On Stage 2 Dec 2025

Live Arts Maryland presents Christmas with Cantori

Annapolis Mall 7 Dec 2025

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 21 Dec 2025

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

Maryland Hall 14 Feb 2026

Dr. Joan Maloof Old Growth Forests. Understanding and Protecting them

1223 River Bay Rd Annapolis 21409 7 Nov 2025

Paint & Poké @ BLOWFISH POKE HAWAIIAN GRILL [DOCK STREET]

Blowfish Poké Hawaiian Grill 10 Nov 2025

Chris Isaak at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 7 Dec 2025

Annapolis Jazz & Roots Festival Alexis Tantau & Letitia VanSant with Rusty Sal - Eva Cassidy Tribute

Peerless Rens Club 7 Nov 2025

The WE C.A.R.E.™ Conference 2025

801 Chase St 19 Nov 2025

Ana Popovic: Dance To The Rhythm Tour (Matinee)

Rams Head On Stage 11 Jan 2026

Eric Scott's Annual Holiday Celebration with very Special Guest Tony Denikos

49 West Coffeehouse, Winebar & Gallery 15 Dec 2025

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 14 Dec 2025

Ballet Theatre of Maryland presents "La Esmeralda"

Maryland Hall 25 Apr 2026

Versed Fox

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 12 Nov 2025

Ballet Theatre of Maryland presents "La Esmeralda"

Maryland Hall 25 Apr 2026

Deadgrass at Live Arts Annapolis MD

Live Arts MD Studio 801 Chase Street Annapolis, MD 21401 11 Nov 2025

Legends & Landcapes - February 22, 2026

Maryland Hall 22 Feb 2026

Annapolis' Secret Society: Mystery Hunt

43 Calvert St 26 Jul 2025