* By letter count: The longest word in Webster's Dictionary by letter count is "pneumonoultramicroscopicsilicovolcanoconiosis", a lung disease caused by inhaling very fine silica dust. It has 45 letters.
* By syllable count: Some argue that "floccinaucinihilipilification", meaning "the act of estimating something as worthless," is the longest word with 29 letters and 8 syllables.
* Technically: Technically, the longest word in the dictionary is "antidisestablishmentarianism", which has 28 letters and 11 syllables.
Ultimately, the "longest word" depends on what criteria you're using to measure it.