Winsloe was involved in a relationship with newspaper reporter Dorothy Thompson, probably before World War II when Thompson was reporting from Berlin.
In 1951, Roosevelt, together with Dorothy Thompson and a group of 24 American educators, theologians, and writers including Harry Emerson Fosdick and Virginia Gildersleeve founded the American Friends of the Middle East.
Dorothy Thompson, who owned a farm adjoining his, was a close friend as were other writers, intellectuals and artists who relocated from New York and war-ravaged Europe to that part of Vermont.
Speakers presented during the Davies years included John Mason Brown, Margaret Bourke-White, Bennett Cerf, Norman Cousins, Bernard DeVoto, Sinclair Lewis, Wayne Morse, Carl Rowan, Arthur M. Schlesinger, Jr., and Dorothy Thompson.
Hunter S. Thompson | Dorothy L. Sayers | Richard Thompson | Richard Thompson (musician) | Fred Thompson | Dorothy Parker | Dorothy Gale | Tommy Thompson | Dorothy | Danny Thompson | Thompson | Thompson submachine gun | Thompson River | James R. Thompson | William Hale Thompson | Emma Thompson | Dorothy Loudon | Dorothy Lamour | Dorothy Dandridge | Thompson Twins | Thompson Square | Dorothy Thompson | Dorothy Day | Jenny Thompson | Gina Thompson | Francis Thompson | Ernest Thompson Seton | Thompson Country | Ronny Thompson | Dorothy Hamill |
In the last week of December 1942, led by journalist Dorothy Thompson, fifty leading German-Americans (including baseball icon Babe Ruth) signed a "Christmas Declaration by men and women of German ancestry" condemning Nazism, which appeared in ten major American daily newspapers.
Her TV appearances include Hetty Wainthrop Investigates, Virtual Murder, Mrs Melly in Bodger and Badger, and she did the voices in Postman Pat since 1991 of all the female characters, Sara Clifton, Dr. Sylvia Gilbertson, Mrs Goggins, Miss Rebecca Hubbard, Julia Pottage, Dorothy Thompson, Lucy Selby, Katy and Tom Pottage, Charlie Pringle, Julian Clifton, Sarah Gilbertson and Bill Thompson (except Granny Dryden who is still voiced by Ken Barrie).