Entertainment events in Annapolis

Check out happening entertainment events all around Annapolis, MD

Cirque de Paris | Annapolis, MD

 Thu, 03 Apr, 2025 at 07:00 pm Annapolis Mall

Wheeland Brothers in Annapolis

 Sat, 12 Apr, 2025 at 08:00 pm Rams Head On Stage

Todd Rundgren in Annapolis

 Wed, 16 Apr, 2025 at 08:00 pm Maryland Hall

Orleans in Annapolis

 Sat, 28 Jun, 2025 at 08:00 pm Rams Head On Stage

Valerie June in Annapolis

 Fri, 18 Apr, 2025 at 08:00 pm Rams Head On Stage

Jane Monheit in Annapolis

 Thu, 03 Apr, 2025 at 07:30 pm Rams Head On Stage

MASTERWORKS V: Fiesta

 Sat, 05 Apr, 2025 at 07:30 pm 801 Chase St Ste 204, Annapolis, MD, United States, Maryland 21401

The Smithereens in Annapolis

 Sat, 07 Jun, 2025 Rams Head On Stage

Couch in Annapolis

 Sat, 17 May, 2025 at 08:00 pm Rams Head On Stage

West Annapolis Spring Festival

 Sun, 04 May, 2025 at 11:00 am West Annapolis, Maryland

L.A. Guns in Annapolis

 Mon, 28 Apr, 2025 Rams Head On Stage

An Evening with Cowboy Junkies: Celebrating 40 Years

 Sun, 13 Apr, 2025 at 08:00 pm Rams Head On Stage

Valerie June in Annapolis

 Sat, 19 Apr, 2025 at 08:00 pm Rams Head On Stage

Howie Mandel - Annapolis, MD

 Sat, 17 May, 2025 at 08:00 pm Maryland Hall

Three Dog Night in Annapolis

 Thu, 03 Jul, 2025 at 08:00 pm Rams Head On Stage

Spring Italian Festival- Annapolis

Sun, 04 May, 2025 at 10:00 am 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401

NILS, Jeff Kashiwa, Nils in Annapolis

 Sat, 06 Sep, 2025 at 08:00 pm Rams Head On Stage

The Hip Hop R&B Yacht Party Season Opener Annapolis MD 4.27.25

 Sun, 27 Apr, 2025 at 04:45 pm Dock Street,Annapolis,21401,US USD 79 to 112

Cowboy Junkies in Annapolis

 Sun, 13 Apr, 2025 at 08:00 pm Rams Head On Stage

Brett Dennen, River Whyless in Annapolis

 Sun, 11 May, 2025 at 08:00 pm Rams Head On Stage

Martha Wainwright, Haley Blais in Annapolis

 Fri, 02 May, 2025 at 08:00 pm Rams Head On Stage

The Phil Collins Experience

 Tue, 08 Apr, 2025 at 07:30 pm Rams Head On Stage

Rock The Dock

 Thu, 05 Jun, 2025 at 06:00 pm Annapolis Maritime Museum & Park USD 82 to 93

Pure Comedy: Annapolis Stand Up Showcase

 Fri, 11 Apr, 2025 at 08:00 pm Pure Boardshop USD 15

Warrior Events Spring Tailgate

 Sat, 12 Apr, 2025 at 11:00 am Navy–Marine Corps Memorial Stadium

The Yardbirds in Annapolis

 Tue, 15 Apr, 2025 at 08:00 pm Rams Head On Stage

Brett Dennen, River Whyless in Annapolis

 Sun, 11 May, 2025 at 03:00 pm Rams Head On Stage

Stand Up Comedy Night at The Lounge @ Stan and Joe's Saloon

 Fri, 11 Apr, 2025 at 07:00 pm Stan & Joe's Saloon USD 23

Judy Collins in Annapolis

 Sat, 26 Jul, 2025 at 08:00 pm Rams Head On Stage

California Guitar Trio w/ Kaki King (All Ages Matinee)

 Sat, 12 Apr, 2025 at 01:00 pm Rams Head On Stage

Valerie June : Owls, Omens, and Oracles Tour w/ Jon Muq

 Sat, 19 Apr, 2025 at 08:00 pm Rams Head On Stage

Damien Escobar: Gemini Tour

Mon, 07 Apr, 2025 at 08:00 pm Rams Head On Stage

Tyler Hilton & Kate Voegele w. Jesse Ruben

 Tue, 01 Apr, 2025 at 08:00 pm Rams Head On Stage

Spring Sip & Savor at Toastique Annapolis

 Fri, 04 Apr, 2025 at 06:00 pm Toastique USD 82

Paint Night @ Barnes & Noble - Annapolis

 Mon, 07 Apr, 2025 at 06:00 pm Barnes & Noble USD 20 to 40

Comedian Cliff Cash

 Tue, 06 May, 2025 at 08:00 pm Rams Head On Stage

The Massacoustics w/ Alexander Saddic

Fri, 23 May, 2025 at 08:00 pm Rams Head On Stage

USNA Trident Brass in the William Paca Garden

 Sun, 06 Apr, 2025 at 01:00 pm William Paca House & Garden

California Guitar Trio & Kaki King

 Fri, 11 Apr, 2025 at 07:00 pm Rams Head On Stage

Paint Night @ Neo Pizza - Annapolis

 Tue, 15 Apr, 2025 at 06:00 pm Neo Pizza & Taphouse USD 40

CASINO ROYALE A Gala for Grants

Sat, 03 May, 2025 at 06:00 pm 1601 Pleasant Plains Rd, Annapolis, MD, United States, Maryland 21409

Eli Lev at 49 West

Mon, 16 Jun, 2025 at 07:30 pm 49 West Coffeehouse, Winebar & Gallery

The Hip Hop R&B Yacht Party Annapolis MD 5.18.25

 Sun, 18 May, 2025 at 04:45 pm Annapolis City Dock USD 79 to 112

GLOW & FLOW ~ Tropical Getaway Silent Disco Yoga

 Fri, 18 Apr, 2025 at 06:30 pm groundswell yoga annapolis USD 55

Michael Schenker: "My Years With UFO" w/ Jared James Nichols

 Tue, 16 Sep, 2025 at 08:00 pm Rams Head On Stage

BoDeans

 Fri, 09 May, 2025 at 08:00 pm Rams Head On Stage

Jefferson Starship : 50th Anniversary Tour

Wed, 30 Apr, 2025 at 07:30 pm Rams Head On Stage

World Folk Dancing with Machaya Klezmer Band - Free Event

 Mon, 07 Apr, 2025 at 06:30 pm 25 Silopanna Rd, Annapolis, MD, United States, Maryland 21403

The Hip Hop R&B Yacht Party Annapolis MD 6.1.25

 Sun, 01 Jun, 2025 at 04:45 pm Annapolis City Dock USD 79 to 112

First Sunday Arts Festival

Sun, 04 May, 2025 at 11:00 am Calvert and West Streets, Annapolis, MD, United States, Maryland 21401

Chris Standring in Annapolis

 Wed, 10 Sep, 2025 at 08:00 pm Rams Head On Stage

The Talent Machine Co. Presents ~ There's No Business Like Show Business

 Fri, 25 Apr, 2025 at 07:30 pm Live Arts Maryland Studio USD 30

Noelle & Jeff Full Band!

 Fri, 04 Apr, 2025 at 10:00 pm Middleton Tavern

Friends for Friends

 Thu, 15 May, 2025 at 06:00 pm Fluegel Alumni Center

Reiki Share

Mon, 14 Apr, 2025 at 06:15 pm 4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409

Eric Hutchinson

 Thu, 24 Apr, 2025 at 08:00 pm Rams Head On Stage

LA Guns VIP // Apr 29 Annapolis, MD

 Tue, 29 Apr, 2025 at 05:30 pm Rams Head On Stage USD 135

Chris Knight / Justin Baker at Rams Head On Stage, Annapolis, MD

 Wed, 02 Apr, 2025 at 07:30 pm Rams Head On Stage

Noelle & Jeff Full Band!

 Fri, 06 Jun, 2025 at 10:00 pm Middleton Tavern

The Smithereens w/ Guest Vocalist John Cowsill

 Sun, 08 Jun, 2025 at 07:30 pm Rams Head On Stage

Naptown Philharmonic's Earth Day Tribute

 Sun, 06 Apr, 2025 at 03:00 pm Maryland Hall USD 0 to 28

Ally Venable: Money & Power Tour

 Wed, 14 May, 2025 at 08:00 pm Rams Head On Stage

Easter Brunch in Downtown Annapolis

 Sun, 20 Apr, 2025 at 12:00 pm Level a small plates lounge Free

Naptown Philharmonic Sport Themed Concert, Let's Play Ball!

 Sat, 07 Jun, 2025 at 07:30 pm Maryland Hall USD 0 to 28

Hey Nineteen: A Tribute to Steely Dan

 Fri, 06 Jun, 2025 at 08:00 pm Rams Head On Stage

Adrenalize in Annapolis

 Sun, 10 Aug, 2025 at 01:00 pm Rams Head On Stage

Naptown Philharmonic Orchestra: Play Ball!

 Sat, 07 Jun, 2025 at 07:30 pm Maryland Hall

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

 Sat, 20 Sep, 2025 at 10:00 am 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409

Pander Rock Band at Stan and Joe's Saturday, April 19th!!

 Sat, 19 Apr, 2025 at 09:30 pm Stan and Joe's Saloon

LIVE MUSIC with Timmie Metz Band

 Fri, 25 Apr, 2025 at 09:00 pm Blackwall Hitch - Annapolis

California Guitar Trio at Rams Head On Stage

 Sat, 12 Apr, 2025 at 01:00 pm Rams Head On Stage

The Hip Hop R&B Yacht Party Annapolis MD 6.29.25

 Sun, 29 Jun, 2025 at 04:45 pm Annapolis City Dock USD 84 to 112

Zumba class with Diana Bobrow

 Mon, 12 May, 2025 at 06:30 pm 2158 Renard Ct Free

The Aristocrats: Duck Tour 2025

 Mon, 21 Apr, 2025 at 07:30 pm Rams Head On Stage

Copy of STYLEaPALOOZA Fashion Music Sports Fundraiser

 Sat, 14 Jun, 2025 at 11:00 am Sandy Point State Park USD 0 to 10

Jethro Tull's Martin Barre Band

 Wed, 09 Apr, 2025 at 07:00 pm Rams Head On Stage

2025 Tunesday Floating Concert Series

 Tue, 20 May, 2025 at 05:30 pm 7082 Bembe Beach Road, #204, Annapolis, MD, United States, Maryland 21403

The Super 70s Concert Experience: Super Trans Am

 Fri, 06 Jun, 2025 at 07:00 pm Rams Head On Stage

Night of Sacred Sounds: An Evening of Jazz + The Spoken Word

 Wed, 30 Apr, 2025 at 06:00 pm Banneker-Douglass-Tubman Museum USD 20 to 55

Tacos, Tequila, and Latin Jazz

 Tue, 22 Apr, 2025 at 06:30 pm 172 Green St USD 71

Patrick Alban & His Buena Vista Social

 Thu, 31 Jul, 2025 at 08:00 pm Rams Head On Stage

Cruise for Conservation

 Fri, 20 Jun, 2025 at 07:45 pm 1 Dock St USD 45

7 Bridges : The Ultimate EAGLES Experience - Annapolis, MD

 Mon, 09 Jun, 2025 at 08:00 pm Rams Head On Stage

Orleans - Band at Rams Head On Stage

 Sat, 28 Jun, 2025 Rams Head On Stage

STYLEaPALOOZA Fashion Music Fundraiser

 Sat, 14 Jun, 2025 at 11:00 am Sandy Point State Park USD 0 to 10

Jimmie Vaughan in Annapolis

 Sat, 16 Aug, 2025 at 08:00 pm Rams Head On Stage

English Country Dance, Annapolis Traditional Dance Society

 Sat, 21 Jun, 2025 at 06:30 pm Annapolis Friends Meeting, Quakers

2025 Bash for our Besties

 Thu, 29 May, 2025 at 05:30 pm Charles Carroll House, Duke of Gloucester Street, Annapolis, MD, USA

Ceramic Lantern Paint Party @ NEO Pizza Annapolis w/Maryland Craft Parties

 Tue, 29 Apr, 2025 at 06:00 pm Neo Pizza Annapolis USD 47

Five For Fighting with String Quartet

 Mon, 19 May, 2025 at 08:00 pm Rams Head On Stage

Anchor Welcome Sign & BOGO Pizza Paint Party at NEO PIZZA

 Tue, 20 May, 2025 at 06:00 pm Neo Pizza Annapolis USD 43 to 47

Sister Hazel in The Sand

 Sat, 14 Jun, 2025 at 05:00 pm Bands in The Sand

BLUE ANGELS DAY at Eastport Democratic Club with Left of The Dial - MEMBER & GUESTS EVENT!!

 Wed, 21 May, 2025 at 04:00 pm Eastport Democratic Club

Todd Rundgren & Rob Shirakbari: What The World Needs Now - The Burt Bacharach Songbook In Concert

 Tue, 15 Apr, 2025 at 07:00 pm Maryland Hall For The Creative Arts

Milky Chance @ Annapolis in United States

 Fri, 06 Jun, 2025 at 05:00 pm Annapolis

Musical Theater at Compass Rose Theater

 Mon, 16 Jun, 2025 at 09:00 am Compass Rose Theater