Annapolis events September 2025

Things to do in September 2025 in Annapolis

Here’s your guide to all the happening concerts, festivals and events in September 2025 in Annapolis. Catch the best of everything that your city has to offer here. Right from the flea market events to all the festivals; the September 2025 events in Annapolis is all curated and sorted for you. Get going, buy your tickets and register to all the fun and exciting events already!

Trending events in september in Annapolis

Thu, 25 Sep

•

Rams Head On Stage

War in Annapolis

8+ Interested
Sat, 06 Sep

•

Rams Head On Stage

NILS, Jeff Kashiwa, Nils in Annapolis
Sat, 13 Sep

•

Navy–Marine Co...

35th Annual Kunta Kinte Heritage Festival

6+ Interested
Tue, 23 Sep

•

Rams Head On Stage

The Wallflowers, Brother Elsey in Annapolis
Fri, 19 Sep

•

Rams Head On Stage

Bilal - Bilal Sayeed Oliver at Rams Head On Stage
Mon, 22 Sep

•

Rams Head On Stage

The Robert Cray Band in Annapolis

Most popular events in september in Annapolis

Sat, 20 Sep

•

Annapolis, MD

3hr Sunset Cruise w/ Live Entertainment from: KEVIN LEE
Thu, 11 Sep

•

The Atreeum at S...

Season Opening Celebration: Black and White Gala
Fri, 05 Sep

•

Navy Marine Corp...

Navy Midshipmen vs. UAB Blazers
Sat, 13 Sep

•

Rams Head On Stage

10000 Maniacs at Rams Head On Stage
Fri, 12 Sep

•

Calvert Street Stage

Dirty Heads, Ballyhoo!, Wheeland Brothers in Annapolis
Sat, 20 Sep

•

Rams Head On Stage

Maysa (8:30 PM)

Free events in september in Annapolis

Fri, 05 Sep

•

The Westin Annapolis

Siren's Call
Thu, 18 Sep

•

2158 Renard Ct

Clase de Yoga con Julie Blamphin
Sat, 13 Sep

•

2158 Renard Ct

Helping Parents Navigate Mental Health Care for Kids with Lauren Jenkins
Tue, 02 Sep

•

The Westin Annapolis

Tides & Tunes
Sat, 20 Sep

•

The Kinney Clinic

Gut Health 101 with Carrie Chojnowski, CHC
Wed, 10 Sep

•

Doordan Institute

Luminis Health Anne Arundel Medical Center In-Person Nursing Hiring Event

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Music in Annapolis

Sat, 20 Sep

•

Annapolis, MD

3hr Sunset Cruise w/ Live Entertainment from: KEVIN LEE
Sat, 20 Sep

•

Rams Head On Stage

Maysa (8:30 PM)
Fri, 05 Sep

•

Rams Head On Stage

The Weight Band at Rams Head On Stage

View More

Entertainment in Annapolis

Mon, 08 Sep

•

Rams Head On Stage

Skerryvore in Annapolis
Sun, 07 Sep

•

Rams Head On Stage

Dustbowl Revival w/ Chris Kasper
Fri, 19 Sep

•

Stan & Joe's...

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

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Concerts in Annapolis

Fri, 12 Sep

•

Calvert Street Stage

Dirty Heads, Ballyhoo!, Wheeland Brothers in Annapolis
Wed, 10 Sep

•

Rams Head On Stage

Chris Standring in Annapolis
Mon, 15 Sep

•

Rams Head On Stage

Casey Abrams in Annapolis

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Events in September from nearby cities

Trending tags in Annapolis

wine books blues folk-music guitaring entrepreneurship infants history orchestra sea-food fitness alternative country-concert

Explore popular event formats in Annapolis

Concert

Performance

Workshop

Festival

Tour

Explore other popular categories in Annapolis

Music

Entertainment

Live Music

Concerts

Performing-arts

Performances

Trips & Adventures

Parties

Upcoming Events in September in Annapolis

Date	Event	Venue
06 Sep 2025	NILS w Jeff Kashiwa	Rams Head On Stage, Annapolis

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