What's the good of a home, if you are never in it?

Grossmith was also the lessee of London's Vaudeville Theatre from 1894 to 1896 and Terry's Theatre until 1917. He also wrote a number of plays the most successful of which was The Night of the Party (1901) for which he also directed acted the lead role designed the scenery and painted the advertising poster. However his career as an artist was not as successful as he had hoped.

Grossmith trained as a painter but was unable to make a living in that capacity and went on the stage largely for financial reasons. Weedon Grossmith also illustrated The Diary of a Nobody to much acclaim.