Formerly Annapolis Shakespeare Company


2021-2022 SEASON

We are so excited to present our 2021/22 season which has a fabulous line-up of original productions, including musicals, comedies and reinterpretations of classic plays. We return to Reynold’s Tavern on May 17th. Our schedule also includes monthly Cabaret performances, featuring a new theme and guest Broadway singers each month.

Also we are proud to return to the lovely Gresham Estate for our Epic Outdoor Shakespeare: As You Like It.  The Gresham Estate offers ample space for parking and picnicking, and a pavilion bar.

The Servant of Two Masters

at Reynold's Tavern

May 17 - August 30, 2022

This hilarious play tells the story of a hungry servant who, realizing that working for two masters could ensure him more food, tries to do the job of two men while working desperately to conceal that fact from both employers. With a zany plot featuring lost love, mistaken identity, ravenous servants, and lots of letter mix-ups, Goldoni’s classic comedy is rollicking fun. Presented weekly on Tuesdays in the outdoor courtyard at Reynolds Tavern. 

As You Like It

at the historic Gresham Estate

July 7 - July 24, 2022

One of the Bard’s most beloved comedies about flirtation, friendship and mistaken identities, takes a lighthearted look at the fickle and passionate nature of love. The character Rosalind is considered one of Shakespeare’s most fully realized female characters. Director Sally Boyett sets the production in the 1930s in the Cumberland Gap region of the Appalachian mountains, with nostalgic bluegrass music performed by the cast, an ensemble of eight seasoned professional actors. 

Classic Theatre of Maryland proudly presents


The Hit Songs & the Stories Behind Them

Inducted into the prestigious Songwriter’s Hall of Fame in New York in 2018, Steve Dorff’s career as a songwriter spans five decades and includes more than forty BMI awards, more than twenty Top 10 hits, twelve No. 1 hits, and an American Music Award. The Grammy and Emmy-nominated songwriter and composer has had songs recorded by more than four hundred artists from all genres of music, as well as twenty-eight movie scores and countless theme songs and placements on TV series. He has had #1 Records across 4 decades.


Steve’s songs have been recorded by iconic artists such as Barbra Streisand, Celine Dion, Whitney Houston, Kenny Rogers, Anne Murray, George Strait, Garth Brooks, Dolly Parton, Willie Nelson, Dusty Springfield, Blake Shelton, Keb Mo and countless others. A few chart hits include Rogers’ “Through the Years,” Murray’s “I Just Fall in Love Again,” Strait’s “I Cross My Heart,” and Eddie Rabbitt’s “Every Which Way But Loose”—the title track from Clint Eastwood’s 1978 film.


Dorff has composed TV music for shows such as Murphy BrownGrowing Pains, Murder She WroteColumboRebaSpenser: For HireJust the Ten of Us, and The Singing Bee. His film contributions include songs and scores for Pure CountryBronco BillyRocky IVTin Cup and Honky Tonk Man. Branching into stage productions, he wrote the music for the theatre production, Josephine.


Steve published his critically acclaimed 2017 memoir, I Wrote That One Too…A Life in Songwriting from Willie to Whitney, and enjoys performing his best-loved songs at venues across the country.


2022 finds him continuing his streak of landing major cuts with not only established artists but also some the most talked about newcomers as well as scoring for major film and television projects.


Guest bands are playing in our new Cabaret room!

12 New Shows!


These popular 90-minute costumed and choreographed productions feature our resident singers and special Broadway guest performers, accompanied by the popular Unified Jazz Ensemble. Performed in our Cabaret space on the first Sunday of each month,

they are perfect for date night, or a fun evening out with friends.

Our updated Cabaret venue features café tables and a full bar in a relaxed comfortable setting.


Sunday September 12, 2021 at 7:30pm


Sunday October 10, 2021 at 7:30pm


Sunday November 14, 2021 at 7:30pm


Sunday December 5, 2021 at 7:30pm


Sunday January 9, 2022 at 7:30pm


Sunday February 13, 2022 at 7:30pm


Sunday March 13, 2022 at 7:30pm


Sunday April 10, 2022 at 7:30pm


Sunday May 8, 2022 at 7:30pm


Sunday June 5, 2022 at 7:30pm


Sunday July 3, 2022 at 7:30pm


Sunday August 7, 2022 at 7:30pm

Our 2021-2022 Season of 7 Classic Plays and Musicals

or call the BOX OFFICE at 410-415-3513 to order your subscription today!



Classic Theatre of Maryland is a 501(c)3 nonprofit that operates due to donations from our generous patrons and community members.


Classic Theatre of Maryland invites you to be part of our ”Take Your Seat” Campaign!

We have new state-of-the-art theatrical seating and risers for our new Main Stage theatre and would love your help! For only $500, you can sponsor a seat and have YOUR NAME on one of the new theatrical seats in our new home! Be part of our history by joining our Take Your Seat Campaign in our new theater!


Your contribution plays a critical role in the work we are producing now and the work we aspire to create in the future. Ticket purchases cover only 60% of Classic Theatre of Maryland’s budget to produce captivating theatre. Support like yours takes us the rest of the way, and for that we are profoundly grateful.  Please join our Bard Association and consider making a gift to Classic Theatre of Maryland today.  

Classic Theatre of Maryland has a new location:

1804 West Street (at the corner of Admiral Drive)
Annapolis, MD 21401

BOX OFFICE:  410-415-3513

Our lobby opens one hour prior to each performance.  Come early and enjoy our FULL BAR and jazz ambiance.


We offer SCHOOL PERFORMANCES with corresponding workshops and Q&As for all of our Main Stage shows along with PRODUCTION AND DESIGN INTERNSHIPS for advanced High School and College/University students. Classic Theatre of Maryland is dedicated to theatre education for all ages and is the largest arts provider for Anne Arundel County Public Schools arts magnet program.


CTM’s mission is to produce bold, re-imagined, entertaining and accessible interpretations of classical works, modern plays, and musicals with a core commitment to the works of Shakespeare and other major dramatists. CTM is committed to promoting the highest level of artistic excellence, to cultivating the widest possible audience, and to contributing to the economic and cultural growth of our community, state, and region with the following experiences and programs:

Classic Theatre of Maryland enriches the human community through the revelation of beauty and the illumination of fundamental truths of human experience.


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