Toby Caulfeild, 3rd Baron Caulfeild

Toby Caulfeild, 3rd Baron Caulfeild of Charlemont (1621–1642) was an Anglo-Irish politician.

He was the eldest son of Sir William Caulfeild, 2nd Baron Caulfeild, and Mary, daughter of Sir John King, knight (ancestor to the Earl of Kingston). Born at Dublin, he was educated at Henley School in England. In 1637 he entered Christ's College, Cambridge in April (aged 16), and Lincoln's Inn in October. He matriculated at Exeter College, Oxford in 1638.

In 1639 Caulfeild was returned to parliament for the county of Tyrone; in the same year he succeeded his father as 3rd Baron. At the period of the Irish Rebellion of 1641 he was given his father's old post as governor of Fort Charlemont. On 22 October 1641 Sir Phelim O'Neill went to dine with him; but at the same time O'Neill's followers surprised Charlemont. After being kept fifteen weeks a prisoner in Charlemont, Caulfeild was moved to O'Neill's castle at Kinard; and on entering the castle was shot dead by Edmund Boy O'Hugh, foster-brother to O'Neill, 1 March 1642. He was succeeded by his brother Robert, who died a few months later.