[3] Bailey earned her BFA at York University, Toronto in 1981 and her MFA from the Nova Scotia College of Art and Design in 1991.
Solo exhibitions of Bailey's work have been held at McGill University (Body Politics, 1994) and the Eye Level Gallery, Halifax (Making Connections Across Art Forms, 1995).
Her work was also featured in the exhibition Black Body: Race, Resistance, Response, curated by Pamela Edmonds in 2001 at Dalhousie Art Gallery in Halifax, Nova Scotia.
[10][11] Bailey's work was paired with Walter Redinger's in an exhibition at the McIntosh Gallery, University of Western Ontario, in 1998.
[12] Bailey was a featured subject in the 2017 exhibition Light Grows the Tree at BAND Gallery (Black Artists' Network in Dialogue) in Toronto, which featured photographic portraits of leading Black Canadian artists, authors, curators and collectors.