Known for some as the city of heartbreak, Pittsfield expresses it's name to the fullest: it's the Pits. Money needs to be donated to this small city asap as the buildings are crumbling, as well as people's values and morals. There is a small Pittsfield scene which is worth checking out, a few spots of glory amongst the wreckage. But at least people care about each other -- not. Selfishness, greed, and lack are abundant here, due perhaps to lack of funds, but perhaps slowly but surely the city will have a turn around and accept it's small town, Brooklyn-esque nature. Artists thrive here, as the mental health problems in this city run the gamant and though people don't really care about anyone here, most are embraced for just being themselves.
Oh, you're back in shitsfield (Pittsfield, MA)? Welcome home from LA.
by LilChickie23 January 28, 2019
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When a guy wakes up after a night of heavy drinking under a fat chick
Tommy woke up this morning under that fat bitch at the bar, and was a Pittsfield Pancake
by Tru Patriot March 1, 2014
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location: east street pittsfield massachusetts.

description of school: the class offerings are better than the other pittsfield high schools. they are ranked 3rd in massachusetts for AP classes. but on the other hand almost half of the students fail the yearly test known the MCAS. all the teachers have sticks shoved up their asses. some of the teachers may be on some of the drugs that students participate in. but overall the academics of the school are good.

sports: most phs sports suck.

football- filled with gay assholes who admit to having small dicks and they cant even win a single game yet they walk around like they own the school.
soccer: run by the spanish teacher who likes to think he's the hue heffner of pittsfield. his soccer team who he has so much passion for sucks ass.

cheerleaders: ghetto.

students: the student population is very diverse. consisting of the mexicans who are about 50% of the population. everyone else is white and then there are few blacks and asians but most blacks go to the other high school in pittsfeild known as taconic. the white students are ghetto and poor and the ones who arent are considered filthy rich even though theyre really not. the students also have ABSOLUTELY NO SCHOOL SPIRIT. its terrible. most students participate in some sort of drug or alcoholic substance. they are either getting high or drunk every weekend but theyre parties are almost usually crashed by the cops.
"hey i go to pittsfield high school!"
"oh really? you can you hook me up with a mexican or maybe some pot?!"
"oh yeah defnitely! want to get drunk with me too this weekend?!"
"yeaah man! we such BAMF's!"
"hell yeah!"
by iouawabmf April 16, 2010
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a wonderful learning environment with supportive teachers and AMAZING athletes with great sportsmanship.
BETTER than Taconic in the areas of exams and diversity. Plus we don't let the ghetto kids run our school. Oh hell, we just excell at everything!! We are destined for greatness while "the others" are destined to drop out,pot heads,drunks, & city known sluts
Pittsfield High School is the best school in the district.
by generals1234 January 12, 2011
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Where school is spelt “scohol” and student drivers run over light poles
“hey man u wanna go to pittsfield

“nah they turned everything into a dispensary”
by hotpeopleliketaylorswift September 28, 2022
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Pittsfield is the western-most city in Massachusetts, the seat of Berkshire county. A once booming city it has seen an economic downturn since GE left. The Appalachian Trail goes through Berkshire county so there are plenty of great hiking spots, etc. Home to a lot of hippies, ravers, and hipsters, there is quite the counterculture scene in Pittsfield. There is unfortunately a lot of violent crime coming from the bloods, "YRD" or "RD" gang, etc. There is also a big heroin problem in Pittsfield. Education-wise you have BCC, Berkshire Community College, an excellent community college. You also have the for-profit Mildred Elley.
"Hey man I'm going to Pittsfield to get some Ketamine and listen to some DJs at the trap house, wanna come with?
by Todd-aka-Todd August 19, 2021
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Not much school spirit except for the fact that we’re way better than the rival schools Wahconah and Taconic. Not the brightest we have heated debates on if Helen Keller was actually deaf and blind. Nothing to do in pitty we all just smoke weed and play cod. They throw all the special needs kids into the basement. The teachers are great though and give a shit about the kids.

Football- Walk in groups, loose every game though. Most are joining the military after high school.

Theatre- shows are top tier….a lot of drama though. they all got crushes on each other and all hate each other

Dungeons And Dragons Club- Incels

Baseball- All weirdly obsessed with Adam Sandler

Chess Club- We have a chess club????
don’t go to Pittsfield High School the kids piss in buckets
by hotpeopleliketaylorswift April 20, 2022
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