From January to May 1899 Childerstone sang the Chamberlain in The Lucky Star and from June to December 1899 again played the Defendant in Trial by Jury[9] when that work had a further revival with H.M.S.
[10] Continuing in the chorus at the Savoy, Childerstone appeared in Ib and Little Christina (November 1901) and Iolanthe (December 1901 to March 1902) and in April 1902 he was a Lord in Merrie England.
[5] After this, Childerstone made a number of further appearances for Greet in Edwardian Musical Comedies including as George Bellamy in The Earl and the Girl at the Adelphi Theatre (1904), and in Little Hans Andersen, The Talk of the Town (1905) and My Darling (1907).
[12] Childerstone played in The Chocolate Soldier in 1911, and in 1913 went on the music halls in a 'musical interlude' paired with Winifred Hare, following which he was in a number of Concert Parties (The Follies) and revues, including Hello, Everybody, Eyes Front, Fall In and Pleasure Bound.
He staged a scena called A Whiff of the Briny (1919) for the Exeter Hippodrome, advertising that Edward German had given permission for the use of the song "Four Jolly Sailormen" from A Princess of Kensington in the show.
[3] For the legitimate theatre he appeared in a 1921 revival of the Jules Eckert Goodman melodrama The Man Who Came Back, following which he played Ardimedon in Phi-Phi for C. B. Cochran and was in The Co-Optimists (1925).
[13] Childerstone's films included Jim in The Cry for Justice (1919), Doctor in Betrayal (1932), Inspector Hart in The Thirteenth Candle (1933), Pilgrim in I'll Stick to You (1933), Mr Shaw in Double Bluff (1933), Judy's Counsel in Perfect Understanding (1933), Solicitor in Little Friend (1934), Brown on Resolution (1935), Murder in the Family (1938) and Take Cover (1938).