But Churchill kept everybody's spirits up by making important speeches.
Even when things were very tough, Winston was confident that we would win. He was courageous and determined to defeat the enemy.
The thing I really like about Churchill is the way he told us to prepare for war and encouraged us never to give up.
Thanks to his leadership, we went on to win the Second World War.
Vote for him!
When he died, the country came to a standstill and thousands of people lined the streets to watch the funeral.
So vote for Winston: the most courageous leader we've ever had."
Charles, 9, Harpenden
Tune into CBBC's Newsround all this week to see special Press Pack reports on each of the finalists in our very own greatest Briton series.
There'll be a different person each day this week and YOU can vote for your favourite.