TV series
In 1990, Enfield developed his BBC sketch show Harry Enfield's Television Programme, later retitled Harry Enfield & Chums, with Whitehouse and Kathy Burke. Eschewing the alternative comedy style prevalent at the time, both versions of the show were indebted to comedians such as Dick Emery and Morecambe and Wise. Enfield and his co-performers created another group of nationally recognised characters for these shows, such as The Old Gits, Tim Nice-But-Dim, The Scousers, Smashie and Nicey, Wayne and Waynetta Slob, Mr You-Don’t-Wanna-Do-It-Like-That, Annoying Kid Brother, who grew into Kevin the Teenager, and two old-fashioned presenters, Mr Cholmondley-Warner and Grayson.
In 1991, Enfield played Dermot in the Thames Television sitcom Men Behaving Badly (1992), alongside Martin Clunes, Caroline Quentin and Leslie Ash. Enfield left after the first series, and was replaced in the second series by Neil Morrissey as Tony. Enfield is a professed fan of opera and fronted a Channel 4 documentary series on the subject. In 1991 Harry starred as Little Jim Morley in the series Gone to the Dogs (1991).
After a short break from television, Enfield signed a new contract with BSkyB, but produced only one series, Harry Enfield's Brand Spanking New Show. In 2002 Enfield returned to the BBC as the ageing rockstar Gary Bloke in Celeb, which received poor audience ratings.
In 2002, Enfield was the first guest on the revamped version of BBC's Top Gear where he recorded a 2 minute and 1 second lap. He also appeared on the show on 23 November 2008. Enfield has also narrated various TV documentaries, such as Discovery Wings' Classic British Aircraft.
In 2007, he played Jim Stonem in the Channel 4 series Skins. He reprised this role in the second series in 2008, and the third series in 2009, and directed two episodes in season two entitled "Chris" and "Tony" in 2008. He directed and starred alongside Paul Whitehouse in their own comedy series Harry & Paul (originally titled Ruddy Hell! It's Harry & Paul) in 2007. For their work on this series, they both jointly won the 2009 British Academy Television Award for Best Comedy (Programme or Series).
In September 2013 Enfield appeared as Martin, the father of Jack Whitehall's character Alfie, in the BBC Three comedy series Bad Education. In October 2014, Enfield and Paul Whitehouse returned to the characters of Frank and George in a sketch for Channel 4's testicular cancer awareness comedy show "The Feeling Nuts Comedy Night".
In August 2015, Enfield, alongside Whitehouse, in celebration of their 25-year partnership, presented An Evening With Harry Enfield and Paul Whitehouse.
In 2016, he appeared as John Shakespeare, father of William Shakespeare, in the sitcom Upstart Crow.
Since 2016, Enfield has appeared as Prince Charles (later King Charles III) in the Channel 4 sitcom The Windsors. For his portrayal of Charles, he was nominated for the British Academy Television Award for Best Male Comedy Performance in 2017.
