Logsdail was educated at Lincoln Cathedral School and then Lincoln School of Art. Initially intending to become an architect, he was encouraged to divert his attentions to painting. After winning a Gold Medal in a competition against students of other English art schools, Logsdail continued his painting career at the Ecole des Beaux Arts in Antwerp.
His promise was recognised by the Royal Household when his 1880 picture The Fish Market was purchased for Osborne House. Logsdail went on to spend the next twenty years in Venice, studying and painting the city’s architecture. His 1883 rendering of the Piazza of St Mark’s, Venice, was named by the Royal Academy as picture of the year. He also spent time painting the colleges of Oxford and Cambridge.
In 1912, having moved away from architectural painting and towards portraiture, he was elected to the Society of Portrait Painters. He settled in Oxfordshire in 1922.