Sunnydale, California
Pros: Hot Buffy action.
Cons: Full of Vampires, Demons, he undead, built over a hell-mouth. Generally not a nice place to live.
Smallville, Kansas
Pros: Wholesome, if you are not being possessed/killed.
Cons: Monster of the week, frequent devastating meteor showers, super powered psychopaths, super intelligent psychopaths, in the middle of nowhere.
Ankh-Morpork, Discworld
Pros: Big City, Excellent entrepreneur opportunities.
Cons: Very dangerous, heavily polluted, legal assassination.
Ballykissangel, Ireland
Pros: None.
Cons: Excessive shamrockery, philandering priests, excessive boredom.
Mega-City One, Eastern United States
Pros: None.
Cons: One of the most violent cities on earth, 100% unemployment, numerous cataclysmic events, inadequate housing provisions.
Castle Rock, Maine
Pros: You may not die.
Cons: You'll probably die. Shops are dangerous. Graveyards are dangerous. People are dangerous. Dogs are dangerous.
Dark City, Space
Pros: You'll think that you like your life.
Cons: Subjected to nightly alien experiments, in a virtual prison on in a city floating through space in perpetual darkness.
Arkham, Massachusetts
Pros: The Architecture?
Cons: The Cthulhu, Drives you mad, child sacrifice, bad doings are accepted as a part of life.
Dogville, Colorado
Pros: None.
Cons: Rape, slavery, beatings, eventual death.
Las Venturas, Western United States
Pros: There are nice places to live, if you are rich.
Cons: Everybody is armed and violent, open gang warfare is the norm. GBH, car-jacking and robbery not usual.
South Park, Colorado
Pros: Quiet American mountain town.
Cons: Satan walks the streets. Random violent death not uncommon. Numerous cataclysmic events. Uncontrollable unruly mobs.
Twin Peaks, Washington
Pros: Damn good coffee.
Cons: Evil possession a possibility. Murder likely. Population allegedly speak English, but are completely incomprehensible.
Zion, Deep beneath the earth
Pros: You are free?
Cons: No resources, no knowledge of how anything works, living at the machines mercy, likelihood of death with every new iteration of "The One"