Why are cigars called "stogies"?

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Why: Last night, Veronica Mars followed the plastic surgeon who saw Logan on the bridge into a cigar shop. What's he doing in there!

Answer: First, it's not all of them - just the long thin cheap ones. "Stogie" is an abbreviation of the name of Conestoga, a town near Lancaster, PA, where cheap cigars are made and popular!

Because the drivers Conestoga wagons (based in tobacco country) always had a roll-your-own cigar stuck in their mouths, observers called them "stogies."

This kind of cigar is also called a cheroot, which comes from the French cheroute and Tamil curuttu/churuttu, "roll of tobacco":

A cylindrical cigar with both ends clipped during manufacture. Since cheroots do not taper, they are inexpensive to roll mechanically, and their low cost makes them particularly popular.

Source: ChaCha, Blog of Answers, Wikipedia

The More You Know: The word "cigar" comes from the Spanish cigarro, which they took from cigarrales, a Cuban word meaning a "place of leisure."

or

The word "cigar" originated from sikar, the Mayan-Indian word for "smoking," which became cigarro in Spanish, probably from Maya sicar, "to smoke rolled tobacco leaves," from sic, "tobacco."

or

It's from or influenced by the Spanish word cigarra, "grasshopper".