[1] Her big break came in 1984 with The Jewel in the Crown, in which she played the pivotal character of Daphne Manners whose affection for the handsome Hari Kumar doomed him.
Wooldridge won the BAFTA Award for Best Actress in a Supporting Role for her portrayal of Molly in the 1987 film Hope and Glory.
Wooldridge also appeared in many US/British TV productions, such as Dame Agatha Christie's mystery, Dead Man's Folly (1986) which starred Sir Peter Ustinov, Jean Stapleton, Tim Pigott-Smith, and Constance Cummings and the series, Ticket To Ride.
She has appeared in such British TV shows, Bergerac 1990 'The Dig', and a two series of Preston Front (Best Comedy Award 1995), Twenty Thousand Streets Under the Sky (Best mini-series nomination), Underworld (Best Comedy Award 1998), Poirot: Cat Among the Pigeons, Bad Company (the case of The Bridgewater Four miscarriage of justice), Pinochet’s Progress, Mrs. Bradley Mysteries, The Hummingbird Tree, A Very English Scandal, Lewis and Doctors.
[3] In July 2009, her first novel, The Hidden Dance, was published in the United Kingdom by Allison & Busby, and won the Best Red Read for Best Debut Novel 2010.