Poughkeepsie rhymes with:
gypsy, lipsey, tipsy, apsey, autopsy, bankruptcy, biopsy, copsey, cropsey, dempsey, dropsy, epilepsy, gypsy, lipsey, narcolepsy, pepsi, tipsy, topsy
Poughkeepsie sounds like:
pacific, pacific's, pacifica, pacifico, pago_pago, passbook, passbooks, paysops, pickups, piggyback, poughkeepsie's, push-ups, pushups