Crosby starred as Laurey in the national tour of "Oklahoma!" opposite John Davidson and Jamie Farr. She also toured for two years with Fred Waring and His Young Pennsylvanians. In regional theatre, she played Maria in "West Side Story" at The Springfield Little Theatre, Anne in "A Little Night Music" at the Berkshire Theatre Festival, Stockbridge, Massachusetts (1986), Hope Langdon in "Something's Afoot" at the Birmingham Theatre; David Gordon's "The Mysteries and What's So Funny?" at the American Repertory Theater, Cambridge, Massachusetts; and Jessie Pullman in the musical "Georgia Avenue" (July - August 1985) at Goodspeed Musicals, Norma Terris Theater in East Haddam, Connecticut. She appeared in workshop productions of "Six Wives", "Fahrenheit 451", "Grovers Corners", and "Jekyll & Hyde". She appeared as Lily Garland in "On the Twentieth Century" at Barrington Stage in 2001. More recently, she played Sally Durant Plummer in "Follies" (2005) with the Barrington Stage Company.