He did some early acting at the community theatre Bromley Little Theatre and is now its president. This then led to him joining the National Youth Theatre. He began his career in a 1956 production of The Yellow Jacket. In 1959 he made his West End début with a small part in a production of Hamlet.

Prior to graduating with a degree in English from the University of Oxford in 1964, York had toured with the National Youth Theatre, also performing with the Oxford University Dramatic Society and the University College Players. After some time with the Dundee Repertory Theatre, where he played in Brendan Behan’s The Hostage, York joined National Theatre under Laurence Olivier where he worked with Franco Zeffirelli during the 1965 staging of Much Ado About Nothing. Following his role on British TV as Jolyon (Jolly) in The Forsyte Saga (1967), York made his film debut as Lucentio in Zeffirelli’s The Taming of the Shrew (1967). He then was cast as Tybalt in Zeffirelli’s 1968 film adaptation of Romeo and Juliet. He starred in The Guru (1969), then played an amoral bisexual drifter in Something for Everyone (1970). In the 1971 film Zeppelin, he portrayed a World War I soldier with conflicted family loyalties who pretends to side with the Germans. He portrayed the bisexual Brian Roberts in Bob Fosse’s film version of Cabaret (1972). In 1975 he portrayed a British soldier in 19th century colonial India in Conduct Unbecoming, the first of three movies he did with director Michael Anderson. In 1977, he reunited with Franco Zeffirelli as John the Baptist in Jesus of Nazareth.

York met photographer Patricia McCallum in 1967 when she was assigned to photograph him, and they married on 27 March 1968, York’s 26th birthday. His stepson is Star Wars producer Rick McCallum. York was named to the International Best Dressed List Hall of Fame in 1977.

York starred as D’Artagnan in the 1973 adaptation of The Three Musketeers and he made his Broadway début in the original production of Tennessee Williams’s Out Cry. One year later the sequel to The Three Musketeers was released (roughly covering events in the second half of the book) titled The Four Musketeers. Fifteen years later, most of the cast (and crew) joined together in a third film titled The Return of the Musketeers based on the Dumas novel Twenty Years After. He played the title character in the film adaptation of Logan’s Run (1976), a fugitive who tries to escape a computer-controlled society. The following year, he starred in The Island of Dr. Moreau opposite Burt Lancaster.

He played President Alexander Bourne of Macaronesia on seaQuest 2032. He played Basil Exposition in all three of the Austin Powers films. He has made an appearance on The Simpsons as Mason Fairbanks, Homer Simpson’s possible father, in “Homer’s Paternity Coot”. In 2006, York played the character Bernard Fremont (inspired by real life serial killer Charles Sobhraj) in the Law & Order: Criminal Intent episode “Slither”. He also appeared as a fictionalised version of himself in several episodes of the third season of Curb Your Enthusiasm as an investor in Larry’s new restaurant ‘BoBo’s. In 2009, he lent his voice to Star Wars: The Clone Wars.

York portrays Luke in The Truth & Life Dramatised Audio New Testament Bible, a 22-hour audio dramatisation of the New Testament, which uses the Revised Standard Version Catholic Edition translation. In 2008, York took part in the BBC Wales programme Coming Home about his Welsh family history. In September 2013, York played Albany in the Gala Performance of William Shakespeare’s King Lear at the Old Vic in London.

York voiced Petrie’s uncle Pterano in The Land Before Time VII: The Stone of Cold Fire. In 2009 he narrated the entire Bible for The Word of Promise Audio Bible, a star-studded, performance of the New King James Version. York again played King Arthur in a revival of Lerner and Loewe’s Camelot, which began its run at the La Mirada Theatre in Southern California, and toured nationally in 2006 and 2007.

In 2013, York announced he was suffering from the rare disease called amyloidosis. Doctors initially thought he had bone cancer. In 2012, he underwent a stem cell transplant, which can alleviate symptoms.