In 1893, at the prompting of O.M. Edwards (DWB, 192-3) and Edward Ffoulkes she began to contribute occasionally to Cymru, Cymru'r Plant, Y Cymro, and even The Cambrian (Utica) and Wales. Her three books, Sioned, 1906, Cerrig y rhyd, 1907, and Y ddau hogyn rheiny, 1928, were mainly selections from her contributions to periodicals. She published one serial in Y Cymro in 1896, ‘Catrin Prisiard’, which did not appear later as a book. For a time in 1895-96 she corresponded with John Glyn Davies mainly on literary matters. He used to visit her on his trips from Liverpool to Llŷn; she borrowed books from him, and he helped her to learn French and German. When John Roberts d. in 1903, Winnie went for a short time to her uncle Owen Parry, CM minister at Cemaes, Anglesey. By the beginning of 1908 her father had returned for a time to Thornton Heath, Croydon, and it seems that Winnie went to live with him.
She edited Cymru'r Plant from Croydon between 1908 and the middle of 1912 when she gave up writing altogether (though Cerrig y rhyd was reprinted in 1915 and Foyle's published Y ddau hogyn rheiny in 1928). She never married, and in London she served as secretary first to a company of engineers and also for a time to Sir Robert J. Thomas (1873-1951; see below), M.P. for Anglesey, 1922-28. She adjudicated the short story at the 1932 national eisteddfod, but by then she had severed almost all connections with Wales. At the beginning of World War II E. Morgan Humphreys (see above) tried to persuade her to reprint Sioned, and the B.B.C. tried to adapt some of her work for the Welsh Children's Hour. As late as 1949 she was still looking for a publisher for Sioned, but circumstances were difficult and by then she was old and infirm. She d. in an old people's home in Croydon on 12 Feb. 1953, and her friend, Hilda Alice Moore, arranged to have her buried in Croydon.
Sioned was undoubtedly her masterpiece and it won high praise from time to time (see E.M. Humphreys, Yr Herald Cymraeg, 9 Mar. 1953). It is said that R. Williams Parry (see above) thought highly of it and referred to it in his W.E.A. lectures (but see also Kate Roberts, Baner, 29 Apr. 1953).
R. Palmer Parry, Llansannan