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

Annapolis Chocolate Binge Festival

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

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

Latitude 38 Annapolis 7 Dec 2025

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

Graduate Annapolis 25 Jan 2026

Peter White, Mindi Abair, Vincent Ingala in Annapolis

Rams Head On Stage 4 Dec 2025

Get Closer: Couples Tantra Workshop

groundswell yoga annapolis 6 Feb 2026

Atlanta Rhythm Section in Annapolis

Rams Head On Stage 6 Dec 2025

Tab Benoit: I Hear Thunder Tour w/ Jesse Dayton

Rams Head On Stage 7 Dec 2025

Annapolis Holiday Market 2025

St. John's College 13 Dec 2025

Siren's Call

The Westin Annapolis 5 Dec 2025

Holiday Pops at Maryland Hall

Maryland Hall for the Creative Arts 19 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

Jon McLaughlin & Friends: Home For The Holidays

Rams Head On Stage 21 Dec 2025

Siren's Call

The Westin Annapolis 26 Dec 2025

Laura Tsaggaris (Matinee)

Rams Head On Stage 6 Dec 2025

Chris Isaak

Maryland Hall For The Creative Arts 6 Dec 2025

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

49 West Coffeehouse, Winebar & Gallery 15 Dec 2025

Tides & Tunes

The Westin Annapolis 2 Dec 2025

Community Figure Drawing at ArtFarm

ArtFarm 11 Dec 2025

Witches of Maryland Pub Crawl

Downtown Anapolis 29 Nov 2025

Paint Night @ NEO PIZZA - Annapolis

Neo Pizza & Taphouse 10 Dec 2025

U2topia: The Mid-Atlantic U2 Tribute Band

Rams Head On Stage 28 Nov 2025

Siren's Call

The Westin Annapolis 28 Nov 2025

Live Arts Maryland presents Bluegrass Nutcracker

Annapolis Mall 5 Dec 2025

Tides & Tunes

The Westin Annapolis 9 Dec 2025

Be Still and Know: A Journey Into Sound & Soul

Unity by the Bay 5 Dec 2025

Midnight Madness West Street Artisan Holiday Market

60 West St, Annapolis, MD 21401-2434, United States 11 Dec 2025

Cash Unchained – The Ultimate Johnny Cash Tribute

Rams Head On Stage 22 Jan 2026

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 20 Dec 2025

Midnight Madness: Author Signing & Irish Music

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 11 Dec 2025

Encore Chorale Annapolis - 12/6 Concert

Maryland Hall 6 Dec 2025

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

Blowfish Poké Hawaiian Grill 18 Dec 2025

Rams Head Presents Chris Isaak - Annapolis, MD

Maryland Hall 7 Dec 2025

Chris Isaak Live On Tour

Maryland Hall 7 Dec 2025

Live Arts Maryland Presents Handel's Messiah

St. Anne's Parish 21 Dec 2025

An Evening of Holiday Radiance

127 Lubrano Dr 3 Dec 2025

Tides & Tunes

The Westin Annapolis 23 Dec 2025

Pressing Strings

Rams Head On Stage 28 Dec 2025

Are You Really Listening? What to Say When Supporting Others

2158 Renard Ct 4 Dec 2025

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

Maryland Hall 14 Feb 2026

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

Maryland Hall 22 Jan 2026

The Young Fables in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 20 Feb 2026

Encore ROCKS Annapolis - 12/1 Concert

Maryland Hall 1 Dec 2025

Hansel and Gretel at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 13 Mar 2026

Ana Popovic: Dance To The Rhythm Tour (Matinee)

Rams Head On Stage 11 Jan 2026

Vintage Vibe Finds private holiday shopping experience

40 Hudson St unit 107 14 Dec 2025

Rising Into 2026: Intentions Day Retreat

Meadow Hill Wellness 4 Jan 2026

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

Maryland Hall for the Creative Arts 13 Dec 2025

Annual Kwanzaa Celebration

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

Sensual Connection for Couples

Groundswell yoga shala 23 Jan 2026

Midnight Madness: Author Signing & Santa Photos

35 Maryland Avenue, Annapolis, MD, United States, Maryland 21401 4 Dec 2025

Live Arts Maryland presents Christmas with Cantori

Annapolis Mall 7 Dec 2025

Ballet Theatre of Maryland: The Nutcracker

Maryland Hall For The Creative Arts 12 Dec 2025

Ballet Theatre of Maryland presents "La Esmeralda"

Maryland Hall 25 Apr 2026

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 14 Dec 2025

Bubbles & Baubles

Wrabyn Boutique 3 Dec 2025

Son Little w/ Candi Jenkins

Rams Head On Stage 2 Dec 2025

Grounding in Grace: A Cacao Ceremony with Sound Therapy

Quiet Waters Park 14 Dec 2025

Chris Isaak at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 7 Dec 2025

The Magic of Cinema - April 18, 2026

Maryland Hall 18 Apr 2026

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 21 Dec 2025

Ballet Theatre of Maryland presents "La Esmeralda"

Maryland Hall 25 Apr 2026

Ballet Theatre of Maryland presents "The Nutcracker"

Maryland Hall 14 Dec 2025

Bruce in the USA: The World's #1 Tribute to Bruce Springsteen and the E Street Band

Rams Head On Stage 23 Jan 2026

Crushed Glass Ornaments @ NEO Pizza w/MD Craft Parties

Neo Pizza Annapolis 16 Dec 2025

Tides & Tunes

The Westin Annapolis 30 Dec 2025

Annapolis Darkverse Color Run

Annapolis, Annapolis, Maryland 23 May 2026

Marc Douglas Berardo and Grace Morrison in Annapolis, MD

49 West Coffeehouse, Winebar & Gallery 20 Apr 2026

ANNAPOLIS HOLIDAY MARKET w/ SANTA & The Wish Crackler - St. John's College - Annapolis, Maryland

St. John's College 13 Dec 2025

Myra Copus - Holiday Open House

608 Forest Hill Dr, Annapolis, MD 21403-3819, United States 29 Nov 2025

The Billy Price Band & The Chris O'Leary Band (Matinee)

Rams Head On Stage 1 Feb 2026

G. Love & Special Sauce - Lemonade 20th Anniversary Tour with Special Guest MAKUA

Rams Head On Stage 4 Feb 2026

Legends & Landcapes - February 22, 2026

Maryland Hall 22 Feb 2026

Ballet Theatre of Maryland: Momentum

Maryland Hall For The Creative Arts 13 Feb 2026

Mini Performance of La Esmeralda by Ballet Theatre of Maryland

Maryland Hall 24 Apr 2026

G. Love & Special Sauce- Lemonade 20th Anniversary Tour with Special Guest MAKUA

Rams Head On Stage 3 Feb 2026

Graham Nash at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 14 Apr 2026

ANNAPOLIS HOLIDAY MARKET w/ SANTA & The Wish Crackler - St. John's College - Annapolis, Maryland

St. John's College 18 Dec 2025

Jonathan Butler in Annapolis

Rams Head On Stage 18 Apr 2026

Ballet Theatre of Maryland - Momentum at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 13 Feb 2026

The High Kings in Annapolis

Rams Head On Stage 8 Mar 2026

Annapolis M**der Mystery: Catch the Killer!

101 State Cir 31 May 2025

Ballet theatre of Maryland - La esmeralda at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 24 Apr 2026

Spyro Gyra in Annapolis

Rams Head On Stage 5 Mar 2026

Annapolis Opera: Hansel and Gretel

Maryland Hall For The Creative Arts 12 Mar 2026

Ballet Theatre of Maryland: La Esmeralda

Maryland Hall For The Creative Arts 23 Apr 2026

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

Annapolis 30 Oct 2025

Bacon Brothers at Maryland Hall for the Creative Arts

Maryland Hall for the Creative Arts 22 Jan 2026

Rock Painting & Tool-sharpening Workshop

1223 River Bay Road, Annapolis, MD, United States, Maryland 21409 27 Jan 2026

Watercolor Chill Meditation -A Sip and Paint Experience

17 Francis St 11 Jan 2025

Ballet Theatre of Maryland IN PERSON 2025-2026 Season Subscriptions

Maryland Hall 17 Oct 2025

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

Kunta Kinte-Alex Haley Memorial 15 Feb 2020

Annapolis epic fun-filled scavenger hunt! - Red Bricks & Blue Views!

100 State Cir 29 Aug 2024