"[2] York made her Broadway debut as Mallory in the musical City of Angels, and her performance won critical acclaim.

Other stage credits include: Fantine in Les Misérables; The Younger Woman in Stephen Sondheim's Putting It Together, which earned her a Drama Desk Award nomination; Norma Cassidy in Victor/Victoria, for which she won a Drama Desk Award; Marguerite in The Scarlet Pimpernel; Lili Vanessi/Katharine in Kiss Me, Kate; Reno Sweeney in Anything Goes; Ruth Sutton in Dessa Rose, earning another nomination for a Drama Desk Award; and Christine Colgate in Dirty Rotten Scoundrels.

[4] In 2010, York returned to the Reagle Music Theatre in its production of Into the Woods, where her performance as the Witch[5] earned her another IRNE Award.

[10] York played the role of Reno Sweeney in the national tour of the 2011 Roundabout Theatre Broadway revival of Anything Goes, which began October 2, 2012.

[13] In May 2015, it was announced that York would appear in the musical Grey Gardens taking the role of Little Edie Bouvier Beale[14] at Bay Street Theater in Sag Harbor, NY.

[20] In October 2021, York once again played Reno Sweeney, this time in the London revival of Anything Goes at the Barbican Theatre.

She also has many credits in television, including appearances on Reba, Frasier, Arli$$, Spin City, The Naked Truth, Diagnosis: Murder, and also provides the voices of Bitty on Higglytown Heroes and Circe on Justice League Unlimited.

York released her debut album Let's Fall in Love in early 2005, produced by Tor Hyams under the HyLo Entertainment label and was exclusively distributed by Barnes and Noble.