Henry Caldwell (disambiguation)

Henry Caldwell (c. 1735–1810) was a Canadian army officer.

Henry Caldwell may also refer to:

• Henry Clay Caldwell (1832–1915), United States federal judge and Union Army officer
• Henry John Caldwell (1801–1858), Quebec politician
• Henry M. Caldwell, Mayor of Birmingham, Alabama in 1878
• Sir Henry Caldwell, 2nd Baronet (died c. 1726), of the Caldwell baronets
• Sir Henry John Caldwell, 7th Baronet (1801–1858), of the Caldwell baronets