Haywood was born in Hatfield, Hertfordshire. She has an extensive television career which includes portraying the much put-upon Helen Brittas in the BBC One comedy series The Brittas Empire (1991-1997), Julie Chadwick in the 2007 BBC Two comedy Fear, Stress & Anger and the hot-tempered, sex-mad human resources Director Joanna Clore in Green Wing (2004-2006), for which she won the "best comedy female performance" award at the 2005 Rose d'Or television festival in Lucerne, Switzerland).
Though Haywood is credited as "Philippa Haywood" in her earliest acting appearances, since the second episode of series 2 of The Brittas Empire in 1992 she has always been credited as "Pippa Haywood". She has also done many dramatic roles, including Jenny Thorne in the 1988 ITV drama serial The One Game, and Mrs. Upjohn in the 2008 Agatha Christie's Poirot episode "Cat Among the Pigeons". In 2002 Haywood was a guest star in the last episode of the first series of The Inspector Lynley Mysteries.
In 2007 she played the role of Veronica Gray in the first episode of the second series of Lewis and also had a guest role in a 2009 episode of Kingdom, and portrayed the disgraced Miss Bunting in several episodes of the first series of Mr Selfridge (2013). Since 2012 she has played one of the lead roles, Harriet, on the BBC One drama Prisoners' Wives, and costarred as Detective Superintendent Julie Dodson on the ITV drama series Scott & Bailey. In 2015 she appeared in the BBC TV adaptation of E.F. Benson's Mapp and Lucia, as Susan Wyse.
In 2015, Haywood took over the role of Helen Golightly in the long-running BBC Radio 4 comedy Clare in the Community. The character was previously played by Liza Tarbuck.
Haywood has also worked in film and theatre. Recent stage credits include: House & Garden, Private Lives, A Midsummer Night's Dream, The Winter's Tale, Requiem and Landscape with Weapon at the National Theatre. She is currently playing the lead role in Wanderlust at the Royal Court Jerwood Theatre Upstairs. On 18 December 2016 she starred in Midsomer Murders with Hugh Dennis
In 2017, Haywood appeared in the 2017 version of the British TV sitcom Porridge as Governor Littlewood.
