Aged fifteen, Henry moved to the Royal Belfast Academical Institution where he studied before moving to Paris to study at the Académie Julian in 1898. After Paris, Henry went on to London, where he worked as an illustrator for journals and a book jacket designer.

Henry moved back to Ireland where he lived on Achill Island until 1919.

In 1910 he first exhibited at Dublin's RHA. During this stage of his career he spent a great deal of time in Achill Island. In 1912, he settled on the island until 1919.

His post-impressionist style captured the extraordinary relationship between west Ireland's light and landscape. After his time at Achill Island, Henry moved to Dublin where he co-founded the Society of Dublin Painters in 1920. Members of the group included Jack Yeats, Henry's wife Grace Henry, Mary Swanzy, O'Rorke Dickey and Letitia Hamilton. The group are considered an integral part to the modernism movement in Irish art.

His serene images of west Ireland were used by railway companies in the 1920s and Bord Fáilte, the Irish tourism board, in the 1940s.

In 2004, The National Gallery of Ireland held a major exhibition of Henry's work.

West of Ireland Landscape is estimated at 90 000 EUR - 120 000 EUR and will be featured in Whyte's Important Irish Art sale, which includes part of the McClelland Collection. The sale will take place on 28th November, 2016. Search the full catalogue here.