It typically refers to the time before Christmas, which can be defined as anywhere from October to December 24th.
Adam-Bro, I can't wait to get all my presents this year for Christmas.

Jake- I know man, tis the season.
by Websterdictionary23 October 28, 2013
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A period of time beginning shortly after Halloween and ending immediately after the new year during which otherwize economically challenged citizens forceably 'take' from the wealthy in order to finance their holiday cheer.
Damn! Some dude in a white panel van pulled up to our house at 10am and loaded up all our computers, televisions and jewelery...know what the cops said?
'Tis the season, for the stealin'...be happy you weren't home.
by YAWA November 15, 2018
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It's the season of looking back of wondering what would've happen if you took the road that was not taken. Or if you just stayed. If you didn't just escaped away from that little hometown.

And so it's also the season of regrets, when you finally realized that the heart you broke was your very own. And so now, you're missing his smile..
'Tis the damn season

"Tis the damn season, right this time." by Taylor Swift. Like the very season of losing someone, of missing someone, and of regretting..
by ConeyIslandGirl.xx June 13, 2021
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