the pits
the pits {n.}, {slang}
1. A low class, blighted and ill-maintained place, motel room or apartment.
Max, this motel is the pits, I will not sleep here!
2. The end of the road, the point of no return, the point of total ruin of one's health (from the drug anticulture referring to the arm-pits as the only place that had veins for injections).
John flunked high school this year for the third time; he will never get to college; it's the pits for him.
3. A very depressed state of mind.
Poor Marcy is down in the pits over her recent divorce.
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Source: A Dictionary of American Idioms