Demetria Joyce Bailey

Enchanting singer and actress

A singer since the age of 12 and an accomplished stage and screen actress (seen on HBO’s The Wire), Demetria has a powerful vocal range and a mesmerizing style, singing old-school jazz and blues in the tradition of Billie Holiday, Ella Fitzgerald, and Sarah Vaughan.

Demetria can bend and turn a phrase singing standards such as Sweet Georgia Brown, Black Coffee, Round Midnight, and Good Morning Heartache and make them all uniquely her own. She also dabbles in the world of pop, with her interpretations of hits from Stevie Wonder, Earth, Wind & Fire to The Mamas and the Papas.

She sings with an array of bands, from a duo to quartet to an 18-piece big band. Her enchanting debut CD Takin’ a Chance is available at iTunes, and

Demetria’s popular programs include:

Ethel Waters, His Eye is on the Sparrow

Demetria Joyce Bailey is the woman who carries the weight of this production, which requires a high level of ability and stamina for a well-rounded actor-singer. It is little wonder she was nominated for a Barrymore Award (Philadelphia’s top theatrical honor) for her performance of this role at Bristol Riverside Theatre, for the Northeastern premiere. At that time, Demetria remarkably stepped into the demanding role at the last minute when Broadway veteran Ernestine Jackson became ill. Supported only by piano accompaniment, Demetria takes us through a two-hour story of agony and redemption, infusing the compelling character of Ethel Waters with unabashed emotionality through both song and monologue.


Somebody Loves Me

Ideal for Valentine's Day, or for celebrating love any time of year, this enchanting concert pays tribute to the music of George and Ira Gershwin through lustrous interpretations of classic songs such as Embraceable You, I Got Rhythm, and S'Wonderful. A perfect and sophisticated night on the town.


Comes Love

Demetria Bailey celebrates the songs that Billie Holiday loved to sing! Some big hits (God Bless the Child, Lover Man) and some not so big (Gloomy Sunday, Did I Remember), but she loved them just the same. This classic show is a tribute to the love Billie Holiday had for the art of music.




Ideal for:

Theatres and concert venues

Community and senior centers


Gala fundraising events

Corporate and private events

Natalie Kaye – On Demand Programs and Events