In religion Winfrey was a Congregationalist. He died on 18 April 1944 in Castor House, Castor, Peterborough. Winfrey first contested South West Norfolk as a Liberal at the general election of 1895 and tried again in 1900.
He was elected Liberal Member of Parliament for South West Norfolk at the 1906 Liberal landslide election and he held the seat with the help of the Coalition Government coupon until 1923.
He also represented Gainsborough from 1923-1924. His first career had been as a chemist, and he steered the Poisons and Pharmacy Acting 1908 through Parliament.
Between 1906 and 1910, Winfrey served as Parliamentary Secretary to Earl Carrington and Parliamentary Secretary to the Board of Agriculture from 1916-1918. In August 1914 as Mayor of Peterborough he was one of the last to read the Riot Acting after anti-German disturbances.
Winfrey was knighted in the 1914 New Year"s Honours.
He also served as a Justice of the Peace. He was Chairman of the Lincolnshire and Norfolk Small Holdings Association, Limited and sometime Chairman of the National Educational Association. At its foundation in 1906 he was Treasurer of the Eastern Counties Agricultural Labourers & Small Holders Union which in 1920 became the National Union of Agricultural and Allied Workers.
28th United Kingdom Parliament. 29th United Kingdom Parliament. 30th United Kingdom Parliament.
32nd United Kingdom Parliament.
33rd United Kingdom Parliament]
He served as Member of Parliament for South West Norfolk, 1906–1923, and for Gainsborough, 1923–1924.