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Tom Chesshyre (Thomas Doyle Chesshyre; born in 1971) is a British travel writer and journalist. From 1997 he worked for 21 years as staff travel writer for The Times where he wrote travel features, travel news and the Times Cool Hotel Guide, a weekly hotel review column. He has freelanced for The Guardian, The Financial Times, The Times Literary Supplement and The Mail on Sunday. He has also contributed articles for Wanderlust, National Geographic Traveller, Geographical and Condé Nast Traveller magazines.

He studied politics at Bristol University, where he was news editor of the university paper, Epigram. He graduated from City University with a diploma in newspaper journalism. While a student he won The Independent 's young sports writer of the year competition and was runner-up in The Financial Times young business writer awards. Before joining The Times he worked briefly at the Cambridge Evening News, Sporting Life and Sky Sports.

He is the author of seven travel books. His second book To Hull and Back - On Holiday in Unsung Britain was shortlisted in the 2011 British Travel Press Awards and his third book Tales from the Fast Trains: Europe at 186 MPH was shortlisted in the 2012 British Travel Press Awards. He also wrote a chapter for The Irresponsible Traveller: Tales of Scrapes and Narrow Escapes, a collection of travel stories published by Bradt in 2014, where he described crossing the border into Libya. He came second place in the Association of Independent Tour Operators' Travel Writer of the Year competition (over 1,500 words) for his article "Nepal is back" in 2017.

His work has taken him to more than 90 countries.

Chesshyre helped research two non-fiction books: W. G. by Robert Low, a biography of W. G. Grace published in 1997, and Carlos: Portrait of a Terrorist by Colin Smith, a biography of ‘Carlos the Jackal’ published in 1995.