Prince Obolensky may refer to: Prince Alexander Sergeevich Obolensky (1916–1940), son of Serge Obolensky and Princess Luba and England rugby union international Prince Dimitri Alexandrovich Obolensky (1882–1964), Russian landowner Prince Dimitri Obolensky (1918–2001), son of Prince Dimitri Alexandrovich Obolensky (1882–1964) and Countess Maria Shuvalov (1894–1973) Prince Ivan Mikhailovich Obolensky (1853–1910), Governor-General of Finland
Prince Michael Alexander Obolensky, American pretender Prince Serge Obolensky (1890–1978), husband of Ava Alice Muriel Astor, and son of Platon Obolensky and Marie Narishkin