Rippingille was born in King's Lynn, Norfolk, the son of a farmer. His year of birth is now believed to be c. 1790 rather than 1798, as previously thought. In 1813 he exhibited at the Norwich Society of Artists, and showed Enlisting at the Royal Academy.
He moved to Bristol, where he participated in the sketching activities of the Bristol School. Rippingille's Sketching Party in Leigh Woods depicts a sketching excursion in Leigh Woods typical of those made by the school's members. He worked particularly closely with Edward Bird, and was influenced by Bird's genre painting, which was naturalistic and freshly coloured. In 1814 they both exhibited works at the Royal Academy with the same subject, The Cheat Detected. Rippingille was also a close friend of Francis Danby, and his style developed alongside that of Danby under Bird's influence. In 1819 Rippingille had a success at the Royal Academy with The Post Office. In 1822 the Royal Academy saw The Recruiting Sergeant, a work following the style of Bird, and The Funeral Procession of William Canynge to St Mary Redcliffe, 1474. These works were among Rippingille's finest achievements in the fields of genre and historical painting respectively. He exhibited by himself at the new Bristol Institution in 1823, and in 1824 was one of the organisers of the first exhibition there by local artists. In 1824 he exhibited The Stage Coach Breakfast at the Royal Academy. This is his best known painting. It depicts some of the literary figures associated with Bristol: Samuel Taylor Coleridge, William Wordsworth and Robert Southey.
Later years
In 1830 Rippingille left Bristol and travelled to France and Germany. He returned to London where he married in 1832, before travelling to France again, in the company of James Baker Pyne. In 1835, returning to London, he held his own exhibition at Regent Street. From 1837 he conducted trips to Italy and concentrated on Italian subjects. He died on 22 April 1859 at Swan Village railway station in the West Midlands. Rippingille had a brother, Alexander, who was also a painter working in Bristol.