Theatre
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.
York appeared as Guenevere in the National Tour of Camelot in the 2006–2007 season, for which she earned the Golden Icon Award from Travolta Family Entertainment for Best Actress in a Touring Production as well as the Carbonell Award.
In 2008, she played Dixie Wilson in Turn of the Century at the Goodman Theater in Chicago.
In 2009, she played Dolly Levi in the Reagle Music Theatre production of Hello, Dolly! in Waltham, Massachusetts and won an IRNE Award for her performance.
In 2010, York returned to the Reagle Music Theatre in its production of Into the Woods, where her performance as the Witch earned her another IRNE Award. That same year she played the Lady of the Lake in the Ogunquit Playhouse production of Spamalot.
In 2011, she starred as Billie Burke in the musical Ghostlight Off-Broadway at the Signature Theatre. She then played Anna in the 2011 Walnut Street Theatre production of The King and I.
She starred in the Encores! concert series production of Gentlemen Prefer Blondes as Dorothy Shaw, which earned rave reviews for her and the production, which ran May 9–13, 2012.
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. For this role, she won the Helen Hayes Award for Outstanding Lead Actress in a Visiting Production. In February 2014, she played Young Belle in the Encores! concert of Little Me.
In May 2015, it was announced that York would appear in the musical Grey Gardens taking the role of Little Edie Bouvier Beale at Bay Street Theater in Sag Harbor, NY. She played the role of Morticia Addams in The Addams Family with 3D Theatricals later that year in Los Angeles.
She returned to Broadway in the musical Disaster!, which played from February to May 2016 at the Nederlander Theatre. In July 2016, York and her Bay Street Theater co-lead, Betty Buckley, reprised their Grey Gardens performance in a limited run at the Ahmanson Theater in Los Angeles.
York originated the role of Gynecia in the Broadway musical, Head Over Heels in 2018. She next appeared as Baroness Rodmilla de Ghent in Ever After The Musical. In October 2021, York once again played Reno Sweeney, this time in the London revival of Anything Goes at the Barbican Theatre.
