Annapolis Entertainment Events

Q: What are the trending Entertainment events in Annapolis?

Here are the trending events in Annapolis: Greg Hawkes at Rams Head On Stage, WAR: 50th Anniversary Tour of Why Can't We Be Friends? , The Moonshiners Ball 2025 A Cocktail party and fundraiser for the SPSA, Close Enemies, Annapolis Smokehouse & Tavern, Party in the Port

Trending entertainment events in Annapolis

Fri, 03 Oct

•

Rams Head On Stage

Greg Hawkes at Rams Head On Stage
Fri, 26 Sep

•

Rams Head On Stage

WAR: 50th Anniversary Tour of Why Can't We Be Friends?
Sun, 07 Dec

•

Latitude 38 Annapolis

The Moonshiners Ball 2025 A Cocktail party and fundraiser for the SPSA
Fri, 10 Oct

•

Rams Head On Stage

Close Enemies
Fri, 03 Oct

•

Annapolis, MD

Annapolis Smokehouse & Tavern

Popular entertainment events in Annapolis

Sun, 09 Nov

•

Rams Head On Stage

Najee in Annapolis
Fri, 05 Dec

•

Rams Head On Stage

Pure Prairie League in Annapolis
Fri, 17 Oct

•

Rams Head On Stage

The Amish Outlaws return to Rams Head On Stage
27 Sep Onwards

•

Rams Head On Stage

Hermans Hermits
Fri, 10 Oct

•

Rams Head On Stage

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

Explore Events around you

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Entertainment events in Annapolis

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Performance in Annapolis

Sat, 11 Oct

•

317 First St, Annapolis, MD, United States, Maryland 21403

Party in the Port
Thu, 09 Oct

•

Eastport Democratic Club

Delegate Dylan's Pizza Party!
Fri, 26 Sep

•

Bay Ridge Plaza 123 Hillsmere Dr, Annapolis MD 21403

SOFO Summer Drive-In Movies Under the Stars - September 2025

Concert in Annapolis

Mon, 17 Nov

•

49 West St, Annapolis, MD 21401-2420, United States

The Doug Segree Band at 49 West
Thu, 11 Dec

•

Rams Head On Stage

Peter Mayer: A Stars and Promises Christmas 2025
Wed, 22 Oct

•

Nimitz Library

Brass Quintet - Nimitz Library Chamber Series

Entertainment events from nearby cities

Trending entertainment tags in Annapolis

guitaring folk-music blues christian indie block-party movie-screenings orchestra piano acoustic drumming rock-music plants

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Date	Event	Venue
09 Nov 2025	Najee in Annapolis	Rams Head On Stage, Annapolis
05 Dec 2025	Pure Prairie League in Annapolis	Rams Head On Stage, Annapolis
10 Oct 2025	SOLD OUT The Ocean Blue w Brian Tighe of The Hang Ups	Rams Head On Stage, Annapolis
07 Dec 2025	The Moonshiners Ball 2025 A Cocktail party and fundraiser for the SPSA	Latitude 38 Annapolis
08 Nov 2025	Wishbone Ash Wishlist Tour	Rams Head On Stage, Annapolis
07 Nov 2025	Pete Correale at Rams Head On Stage	Rams Head On Stage, Annapolis
27 Sep 2025	Pretty Big Deal at Middleton Tavern	Middleton Tavern, Annapolis
09 Oct 2025	Delegate Dylans Pizza Party	Eastport Democratic Club, Annapolis
11 Oct 2025	The Annapolis Art Party Five Years of Color	AND Creative Studio, Annapolis
16 Nov 2025	Will Hoge w July Moon	Rams Head On Stage, Annapolis

Date

Event

Venue

09 Nov 2025

Najee in Annapolis

Rams Head On Stage, Annapolis

05 Dec 2025

Pure Prairie League in Annapolis

Rams Head On Stage, Annapolis

10 Oct 2025

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

Rams Head On Stage, Annapolis

07 Dec 2025

The Moonshiners Ball 2025 A Cocktail party and fundraiser for the SPSA

Latitude 38 Annapolis

08 Nov 2025

Wishbone Ash Wishlist Tour

Rams Head On Stage, Annapolis

07 Nov 2025

Pete Correale at Rams Head On Stage

Rams Head On Stage, Annapolis

27 Sep 2025

Pretty Big Deal at Middleton Tavern

Middleton Tavern, Annapolis

09 Oct 2025

Delegate Dylans Pizza Party

Eastport Democratic Club, Annapolis

11 Oct 2025

The Annapolis Art Party Five Years of Color

AND Creative Studio, Annapolis

16 Nov 2025

Will Hoge w July Moon

Rams Head On Stage, Annapolis

Frequently Asked Questions

Which Entertainment events can I attend in Annapolis today?

Here are the best Entertainment events happening in Annapolis today:

WAR: 50th Anniversary Tour of Why Can't We Be Friends? is happening on 26 Sep 2025 from 8:00 PM onwards at Rams Head On Stage, Annapolis
SOFO Summer Drive-In Movies Under the Stars - September 2025 is happening on 26 Sep 2025 from 6:30 PM onwards at Bay Ridge Plaza 123 Hillsmere Dr, Annapolis MD 21403
Marching Band Formal Parade is happening on 26 Sep 2025 from 4:20 PM onwards at Worden Field, Annapolis
Live Arts Maryland Presents Broadway in Annapolis - Brigadoon is happening on 26 Sep 2025 from 7:30 AM onwards at Maryland Hall, Annapolis

Which Entertainment events can I attend in Annapolis this weekend?

Here are the best Entertainment events happening in Annapolis this weekend:

Greg's Celebration of Love - Annapolis is happening on Sat 27 Sep 2025 from 1:00 PM onwards at West End Grill, Annapolis
CLASSIC MOVIE NIGHT at REYNOLDS TAVERN is happening on Sun 28 Sep 2025 from 8:00 PM onwards at 7 Church Cir, Annapolis, MD, United States, Maryland 21401
"We'll Take Manhattan", Broadway's Jazz Gems & More! is happening on Sun 28 Sep 2025 from 7:00 PM onwards at 49 West Coffeehouse, Winebar & Gallery, Annapolis

What are the trending Entertainment events in Annapolis?

Here are the trending Entertainment events in Annapolis:

Greg Hawkes at Rams Head On Stage is happening on Fri 03 Oct 2025 from 8:00 PM onwards at Rams Head On Stage, Annapolis
WAR: 50th Anniversary Tour of Why Can't We Be Friends? is happening on Fri 26 Sep 2025 from 8:00 PM onwards at Rams Head On Stage, Annapolis
The Moonshiners Ball 2025 A Cocktail party and fundraiser for the SPSA is happening on Sun 07 Dec 2025 from 5:00 PM onwards at Latitude 38 Annapolis
Close Enemies is happening on Fri 10 Oct 2025 from 7:00 PM onwards at Rams Head On Stage, Annapolis
Annapolis Smokehouse & Tavern is happening on Fri 03 Oct 2025 from 8:30 PM onwards at Annapolis, MD
Party in the Port is happening on Sat 11 Oct 2025 from 6:00 PM onwards at 317 First St, Annapolis, MD, United States, Maryland 21403

Entertainment events in Annapolis

Baltimore's Ultimate Halloween Party Canton

Nightmare On O'Donnell St

Trending entertainment events in Annapolis

Greg Hawkes at Rams Head On Stage

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

The Moonshiners Ball 2025 A Cocktail party and fundraiser for the SPSA

Close Enemies

Annapolis Smokehouse & Tavern

Popular entertainment events in Annapolis

Najee in Annapolis

Pure Prairie League in Annapolis

The Amish Outlaws return to Rams Head On Stage

Hermans Hermits

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

Explore Events around you

Entertainment events in Annapolis

Performance in Annapolis

Party in the Port

Delegate Dylan's Pizza Party!

SOFO Summer Drive-In Movies Under the Stars - September 2025

Concert in Annapolis

The Doug Segree Band at 49 West

Peter Mayer: A Stars and Promises Christmas 2025

Brass Quintet - Nimitz Library Chamber Series

Entertainment events from nearby cities

Trending entertainment tags in Annapolis

Explore entertainment event formats in Annapolis

Explore other popular categories in Annapolis

Upcoming Entertainment events in Annapolis

Frequently Asked Questions

Here are the best Entertainment events happening in Annapolis today:

Here are the best Entertainment events happening in Annapolis this weekend:

Here are the trending Entertainment events in Annapolis:

Explore more in Annapolis

Entertainment events in Nearby Cities

Entertainment events in Annapolis

Baltimore's Ultimate Halloween Party Canton

Nightmare On O'Donnell St

Trending entertainment events in Annapolis

Greg Hawkes at Rams Head On Stage

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

The Moonshiners Ball 2025 A Cocktail party and fundraiser for the SPSA

Close Enemies

Annapolis Smokehouse & Tavern

Popular entertainment events in Annapolis

Najee in Annapolis

Pure Prairie League in Annapolis

The Amish Outlaws return to Rams Head On Stage

Hermans Hermits

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

Explore Events around you

Entertainment events in Annapolis

Performance in Annapolis

Party in the Port

Delegate Dylan's Pizza Party!

SOFO Summer Drive-In Movies Under the Stars - September 2025

Concert in Annapolis

The Doug Segree Band at 49 West

Peter Mayer: A Stars and Promises Christmas 2025

Brass Quintet - Nimitz Library Chamber Series

Entertainment events from nearby cities

Trending entertainment tags in Annapolis

Explore entertainment event formats in Annapolis

Explore other popular categories in Annapolis

Trending events from nearby cities

Upcoming Entertainment events in Annapolis

Frequently Asked Questions

Here are the best Entertainment events happening in Annapolis today:

Here are the best Entertainment events happening in Annapolis this weekend:

Here are the trending Entertainment events in Annapolis:

Explore more in Annapolis

Entertainment events in Nearby Cities

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