• 1895: She married Charles Coombe Tennant, and they went to live near Neath.
• During World War I, she was Deputy Chair of the Womens’ Agricultural Committee for Glamorgan and served as Chair of the War Pensions Commission for Neath and District.
• 1918: She was Chair of the Arts and Crafts section of the National Eisteddfod and was appointed to a committee to explore the possibilities of a federal government for Wales.
• 1920: She was appointed Justice of the Peace. She was the first woman to serve on the bench.
• 1920: For ten years, she served as an Official Visitor to Swansea Prison and was responsible for some substantial improvements in the treatment of prisoners.
• Winifred fought for prisoners in Swansea to be able to use safety razors and not grow a beard.
• 1922: She was nominated by the Prime Minister, David Lloyd George, as one of the representatives of the League of Nations.
• Winifred became a keen nationalist and became a prominent member of the Gorsedd of the Bards as Mistress of the Robes.
• She was a spirit medium, but this was unknown outside a small circle of close friends until after her death.
• 1931: She became the Official Buyer for Glyn Vivian Art Gallery in Swansea.