According to Georgina Landemare,1 the Churchill’s private cook, the Prime Minister was a fan French haut cuisine as well as traditional English dishes like fowl, and roast beef with Yorkshire pudding. He also preferred shellfish to plain old fish. He liked clear soups more than thick, creamy ones, and interestingly, he liked Stilton2 more than sweet desserts, but, according to Landemare, he could easily be persuaded to eat any type of fish or dessert.
When it came to desserts, though, he insisted that they be expressive. It may be apocryphal, but it is said that he once demanded of a waiter, “Take away this pudding, it has no theme.” There is no record of how the waiter took the “compliment”.
When it came to drinking, though, he was very particular. He was personal friends with Sir Alexander Walker, and loved his scotch, Johnny Walker Red. When he drank brandy, he always took a snifter of Hine.3

