The Ultimate Guide to the 2024/25 Theater Season

If you’re like me, you love a good night out at the theater. There’s nothing like a good story told through live performance and enjoying that feeling of catharsis with other members of the audience.

We don’t want you to miss any of the amazing shows being produced in Annapolis for the 2024/25 theater season. That’s why we did the research for you and created a helpful schedule of what’s coming up!

So, what do the local theaters have planned for the months ahead? Here’s what you can expect:

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The Colonial Players

An all-volunteer theater located in the heart of downtown Annapolis, Colonial Players has an intimate in-the-round playing space that’s perfect for its high-quality productions.

Tiny Beautiful Things

• September 6–28

The Winslow Boy

• October 25–November 16

 A Visit From St. Nicholas

• December 5–15

Alabama Story

• January 10–February 1

Working: A Musical

• February 28–March 29

Bump

• April 25–May 17

Compass Rose Theater

The longest-running professional theater company in Annapolis, Compass Rose Theater often puts an emphasis on education, bringing professional actors to Annapolis to perform alongside students.

Intimate Apparel‍

• September 13–October 6

Same Time, Next Year

• October 18–November 17

Proof‍

• January 17–February 2

 Little Shop of Horrors

• February 2–March 30

Classic Theatre of Maryland

Previously Annapolis Shakespeare Company, Classic Theatre of Maryland proves that the classics are anything but dull — it breathes new life into these timeless stories as it imagines them for the stage.

 Macbeth

• September 26–October 13

White Christmas

• November 29–December 29

A Christmas Carol

• December 5–December 29

 The Crucible

• February 27–March 16

 Anything Goes

• May 1–May 18

 Much Ado About Nothing

• July 10–July 27

Children’s Theatre of Annapolis

For more than 60 years, Children’s Theatre of Annapolis has been offering performance opportunities for young people, and its production quality reflects its longstanding legacy in the community.

 Tuck Everlasting

• October 18–November 3

Alice in Wonderland

• February 7–23 

Finding Nemo Jr.

• May 16–June 1

Annapolis Opera

This professional company draws audiences from all over the mid-Atlantic region to see emerging artists in productions that make opera accessible for everyone.

 The Barber of Seville

• October 18–20

 Trouble in Tahiti

• January 17–19

 La Traviata

• March 14–16

Ballet Theatre of Maryland

Our state’s premier professional ballet company always promises an eclectic assortment of pieces every season, with classical and contemporary dance styles.

 Napoli

• October 25–27

The Nutcracker

• December 14–22

 Momentum: A Mixed Bill

• February 21–22

 Swan Lake

• April 25–26

Annapolis Summer Garden Theatre

A summertime tradition in Annapolis is seeing “theatre under the stars.” Catch a new musical each month in ASGT’s open-air venue just across the street from City Dock.

 Big Fish

• August 8 – September 1

Talent Machine Company

With two shows every summer, Talent Machine Company demonstrates the power kids and teens have to put memorable musical productions up onstage.

 Oklahoma

• August 16 - 25

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King William Players

This student-run theater troupe of St. John’s College stages two productions every semester that are free and open to the public. We will update here once dates and times are confirmed, but for now, here's what we know is coming up:

‍The Seagull

Hamlet

• December 6 at 7:30 PM (more performance times TBA)