She returned to the theatre in April 1906, playing Lady Cecily Wayneflete to acclaim in Shaw's "Captain Brassbound's Conversion" at the Court Theatre and touring successfully in that role in Britain and America. On 12 June 1906, her golden jubilee was commemorated by a star-studded gala performance at the Drury Lane Theatre, for Terry's benefit, at which Enrico Caruso sang, W. S. Gilbert directed a performance of "Trial by Jury", Eleonora Duse, Mrs. Patrick Campbell, Lillie Langtry, Herbert Beerbohm Tree, Nellie Melba, and more than 20 members of Terry's family performed an act of "Much Ado about Nothing" with her, among other performances. The benefit raised £6,000 for Terry. She next appeared at His Majesty's Theatre as Hermione in Tree's production of "The Winter's Tale". In 1907 she toured America in "Captain Brassbound's Conversion" under the direction of Charles Frohman. During that tour, on 22 March 1907, she married her co-star, American James Carew, who had appeared with her at the Court Theatre. He was 30 years her junior, and the couple separated after two years, although they never divorced. Her acting career continued strongly.