Sir Henry Oakes (1756–1827), 2nd baronet was a lieutenant-general in the East India Company's service.
He served two campaigns in Guzerat in 1775–6, in the expedition to Poonah in 1778, and at the sieges of Tellicherry, Onore, Bangalore, and Bednore in 1780–1.
Oakes was adjutant-general of the force, under General Mathews, that surrendered at the Siege of Bednore on 28 April 1783, and was carried off prisoner by Tippoo Sultaun.
He was with his battalion at the sieges of Cananore and Seringapatam in 1790, was detached with a separate force to Kolapore in Malabar, and was afterwards with the troops under Major Cappage in October 1791.
Oakes senior, whose constitution had been completely undermined in India, was subject to fits of insanity, in one of which he destroyed himself.