Upcoming Annapolis Events

Check out what's happening all around Annapolis, MD

War in Annapolis

 Fri, 26 Sep at 08:00 pm Rams Head On Stage

War in Annapolis

 Thu, 25 Sep at 08:00 pm Rams Head On Stage

35th Annual Kunta Kinte Heritage Festival

Sat, 13 Sep at 10:00 am Navy–Marine Corps Memorial Stadium

The Wallflowers, Brother Elsey in Annapolis

 Tue, 23 Sep at 08:00 pm Rams Head On Stage

Pure Prairie League in Annapolis

 Fri, 05 Dec at 08:00 pm Rams Head On Stage

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

 Sat, 11 Oct at 07:30 pm Maryland Hall for the Creative Arts

Undead Mile Run – Annapolis, MD

 Sat, 25 Oct at 08:00 pm Annapolis, Annapolis, Maryland

Peter White, Mindi Abair, Vincent Ingala in Annapolis

 Thu, 04 Dec at 06:30 pm Rams Head On Stage

NILS, Jeff Kashiwa, Nils in Annapolis

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

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

 Sat, 20 Sep at 06:00 pm Annapolis, MD

Pure Prairie League in Annapolis

 Fri, 05 Dec at 08:00 pm Rams Head On Stage

10,000 Maniacs

 Sat, 13 Sep at 08:30 pm Rams Head On Stage

Nils at Rams Head On Stage

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

Mental Health and Wellness Resource Fair!

 Sat, 18 Oct at 10:00 am 2158 Renard Ct Free

10000 Maniacs at Rams Head On Stage

 Sat, 13 Sep Rams Head On Stage

Leftover Salmon

 Sun, 05 Oct Rams Head On Stage

Dirty Heads, Ballyhoo!, Wheeland Brothers in Annapolis

 Fri, 12 Sep at 06:00 pm Calvert Street Stage

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 Sun, 12 Oct at 08:00 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401

Season Opening Celebration: Black and White Gala

 Thu, 11 Sep at 06:00 pm The Atreeum at Soaring Timbers

Chris Standring in Annapolis

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

Maysa (8:30 PM)

 Sat, 20 Sep at 08:30 pm Rams Head On Stage

Keb' Mo' in Annapolis

 Fri, 21 Nov at 08:00 pm Maryland Hall

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

 Fri, 10 Oct at 08:00 pm Rams Head On Stage

Chris Standring in Annapolis

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

10,000 Maniacs

 Sun, 14 Sep at 07:30 pm Rams Head On Stage

Hermans Hermits

 Sat, 27 Sep Rams Head On Stage

Joe Henry & Mike Reid

 Sat, 20 Sep Rams Head On Stage

Skerryvore in Annapolis

 Mon, 08 Sep at 08:00 pm Rams Head On Stage

NILS w/ Jeff Kashiwa

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

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 Sun, 21 Sep at 08:00 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 Sun, 07 Sep at 08:00 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401

Gut Health 101 with Carrie Chojnowski, CHC

 Sat, 20 Sep at 12:00 pm The Kinney Clinic Free

Technicolor Motor Home - A Steely Dan Tribute

 Sat, 11 Oct at 07:00 pm Rams Head On Stage

Technicolor Motor Home

 Sun, 12 Oct at 08:00 pm Rams Head On Stage

Casey Abrams

 Sun, 14 Sep at 07:00 pm Rams Head On Stage

From Seed to Success

 Sat, 27 Sep at 06:00 pm 303 Second St suite b USD 71

The Robert Cray Band in Annapolis

 Mon, 22 Sep at 08:00 pm Rams Head On Stage

Clase de Yoga con Julie Blamphin

 Thu, 18 Sep at 06:30 pm 2158 Renard Ct Free

Yasmin Williams

 Wed, 01 Oct at 07:00 pm Rams Head On Stage

Richard Thompson in Annapolis

 Sun, 02 Nov at 07:30 pm St. John's College - Francis Scott Key Auditorium

Jeff Muller & Friends present Canciones de las Americas

 Fri, 12 Sep at 07:30 pm 49 West Coffeehouse, Winebar & Gallery

WAR: 50th Anniversary Tour of Why Can't We Be Friends?

Fri, 26 Sep at 08:00 pm Rams Head On Stage

Navy Midshipmen vs. Rice Owls

 Fri, 26 Sep at 07:00 pm Navy Marine Corps Memorial Stadium

Greg Hawkes at Rams Head On Stage

 Fri, 03 Oct at 08:00 pm Rams Head On Stage

Mojo Collective at Middleton Tavern

 Fri, 05 Sep at 09:30 pm Middleton Tavern

Bilal - Bilal Sayeed Oliver at Rams Head On Stage

 Fri, 19 Sep at 08:00 pm Rams Head On Stage

Casey Abrams in Annapolis

 Mon, 15 Sep at 08:00 pm Rams Head On Stage

Jarrod Lawson concert at Rams Head On Stage

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

Navy Midshipmen vs. Air Force Falcons

 Fri, 03 Oct at 07:00 pm Navy Marine Corps Memorial Stadium

Salsa & Sangria in Downtown Annapolis

 Fri, 12 Sep at 05:00 pm 172 Green St USD 93 to 157

Robert Cray in Annapolis

 Mon, 22 Sep at 08:00 pm Rams Head On Stage

Shaun Cassidy at Rams Head On Stage

 Sat, 18 Oct at 08:00 pm Rams Head On Stage

RiverBay Rocking End of Summer Jam

Sat, 13 Sep at 05:00 pm 1145 RiverBay Rd in Cape

Crack the Sky

 Sat, 01 Nov at 08:00 pm Rams Head On Stage

Najee in Annapolis

 Sun, 09 Nov at 07:30 pm Rams Head On Stage

The Australian Bee Gees

 Sat, 04 Oct at 07:00 pm Rams Head On Stage

Family Art Nights at ArtFarm

 Fri, 19 Sep at 05:00 pm 111 Chinquapin Round Road (suite 200), Annapolis, MD, United States, Maryland 21401

Sheena Easton in Annapolis

 Tue, 09 Sep at 08:00 pm Rams Head On Stage

Close Enemies

 Sat, 11 Oct at 08:00 pm Rams Head On Stage

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

 Fri, 03 Oct at 08:00 pm Rams Head On Stage

Lily Grace Live @ Annapolis Songwriters Festival 2025

 Fri, 12 Sep at 07:00 pm 33 West St, Annapolis, MD 21401-2574, United States

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

 Sat, 13 Dec at 07:00 pm Maryland Hall for the Creative Arts

Atlanta Rhythm Section in Annapolis

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

GREAT FROGS WINE TASTING EVENT

 Sun, 28 Sep at 01:00 pm Great Frogs Winery USD 55

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 Sun, 28 Sep at 08:00 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401

Giselle at Maryland Hall for the Creative Arts

 Fri, 17 Oct at 07:30 pm Maryland Hall for the Creative Arts

LIVE MUSIC: The Freebyrds

 Sat, 06 Sep at 06:00 pm Rams Head Tavern Annapolis

American Aquarium in Annapolis

 Wed, 08 Oct at 08:00 pm Rams Head On Stage

Rombauer Wine Dinner - Chart House Prime

 Thu, 18 Sep at 07:00 pm Chart House USD 159

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 Sun, 02 Nov at 08:00 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401

LIVE MUSIC with The Wet Cowboys

 Fri, 12 Sep at 09:00 pm Blackwall Hitch - Annapolis

Party in the Port

 Sat, 11 Oct at 06:00 pm 317 First St, Annapolis, MD, United States, Maryland 21403

The Hot Sardines at Rams Head On Stage

 Thu, 18 Sep at 08:00 pm Rams Head On Stage

In the Vane of 80s Ladies

 Sun, 28 Sep Rams Head On Stage

Acoustic Alchemy

 Wed, 12 Nov at 08:00 pm Rams Head On Stage

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

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

Lori McKenna

 Fri, 03 Oct Rams Head On Stage

DIRTY HEADS w. Ballyhoo! & Wheeland Brothers

 Fri, 12 Sep at 06:00 pm 44 Calvert St, Annapolis, MD 21401-1930, United States

The Pleasure Series Part 2: Breathwork for Better S/x

 Sun, 07 Sep at 04:00 pm Prana Studio, West Street, Annapolis, MD, USA USD 117 to 290

Thomas Dolby: "The Iconic 80's" w/ Very Special Guest Gail Ann Dorsey

 Fri, 24 Oct at 08:00 pm Rams Head On Stage

Last Annapolis City Dock Tango Septemeber 2025

 Sat, 06 Sep at 07:00 pm Susan Campbell Park

Vino & Vinyasa with Lindsay Cook at Great Frogs Winery

 Thu, 11 Sep at 06:00 pm Great Frogs Winery USD 29 to 45

Ballet in the Garden at the Hammond Harwood House

 Sun, 21 Sep at 05:00 pm Hammond-Harwood House USD 0 to 85

Hollywood Farm

 Sat, 13 Sep at 03:00 pm Annapolis Md

Navy Football Game Parking

 Sat, 06 Sep at 01:00 pm 31 Roscoe Rowe Blvd, Annapolis, MD, United States, Maryland 21401

CLASSIC MOVIE NIGHT at REYNOLDS TAVERN

 Sun, 05 Oct at 08:00 pm 7 Church Cir, Annapolis, MD, United States, Maryland 21401

THE AUSTRALIAN BEE GEES SHOW: A TRIBUTE TO THE BEE GEES (2ND SHOW ADDED BY POPULAR DEMAND 5:00PM)

 Sun, 05 Oct at 05:00 pm 33 West St, Annapolis, MD, United States, Maryland 21401

Thomas Dolby - The Iconic 80s at Rams Head On Stage

 Fri, 24 Oct at 08:00 pm Rams Head On Stage

Tango Reo Quintet at Annapolis City Dock Tango

 Sat, 06 Sep at 08:00 pm Annapolis City Dock

DJ VER1TAS at Charthouse Prime Restaurant Annapolis

 Fri, 26 Sep at 06:00 pm Charthouse Restaurant Annapolis

Key School Soccer Clinic

 Sat, 13 Sep at 10:00 am 2705 Carrollton Rd, Annapolis, MD 21403-4200, United States

Maysa

 Fri, 19 Sep at 07:00 pm Rams Head On Stage

The Amish Outlaws return to Rams Head On Stage

 Fri, 17 Oct at 08:00 pm Rams Head On Stage

Dirty Heads

 Thu, 11 Sep at 07:00 pm Calvert Street Stage

Steep Canyon Rangers at Maryland Hall for the Creative Arts

 Thu, 11 Sep at 08:00 pm Maryland Hall for the Creative Arts

The Dustbowl Revival

 Sat, 06 Sep Rams Head On Stage

Winterthur Bus Trip

 Sat, 27 Sep at 10:00 am 1223 River Bay Road, Annapolis, MD, United States, Maryland 21409

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

 Thu, 11 Sep at 08:00 pm Maryland Hall

Navy Midshipmen vs. Florida Atlantic Owls

 Fri, 24 Oct at 07:00 pm Navy Marine Corps Memorial Stadium

The Australian Bee Gees Show: A Tribute to The Bee Gees (8:00PM)

 Sun, 05 Oct at 08:00 pm Rams Head On Stage
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