N'afọ 1956, Kennedy kpọọrọ ezinụlọ ya na-eto eto gaa biri ná mpụga Washington n'ụlọ a na-akpọ Hickory Hill, nke ọ zụtara n'aka nwanne ya nwoke bụ́ John. Ebe obibi a buru ibu nke nwere ọnụ ụlọ ihi ụra 13 na ebe ịsa ahụ 13 dị na McLean, Virginia. Kennedy gara n'ihu na-arụ ọrụ dị ka onye na-enyere Adlai Stevenson aka n'oge ntuli aka onye isi ala nke 1956 nke nyeere ya aka ịmụta otú mkpọsa mba si arụ ọrụ, na nkwadebe maka ọdịnihu nke nwanne ya nwoke, Jack. N'ịbụ onye Stevenson na-adịghị amasị, a kọrọ na ọ họpụtara Dwight D. Eisenhower. Kennedy bụkwa onye nnọchiteanya na 1956 Democratic National Convention
, bụ onye nọchiri Tip O'Neil na arịrịọ nwanne ya nwoke John, na-esonye n'ihe mechara bụrụ mgbalị na-enweghị isi iji nyere JFK aka inweta nhọpụta osote onye isi ala. N'oge na-adịghị anya mgbe nke a gasịrị, n'ịgbaso ntụziaka nna ya, Kennedy gbalịrị ime ka J. Edgar Hoover dịghachi mma. O yiri ka enwere ụfọdụ mmezi na mmekọrịta ha, nke Kennedy bịara hụ dị ka "mkpa ndọrọ ndọrọ ọchịchị dị mkpa". Nke a mechara gbanwee mgbe a họpụtara Kennedy onye ọka iwu ukwu, ebe Hoover hụrụ ya dịka "ihe iyi egwu a na-enwetụbeghị ụdị ya".