Ashland, or "Trashland" as Hopkinton and Holliston like to say, is a typical example of a suburban New England town that recently got a train station and considers itself more urban than the surrounding towns because of it. Then it builds a new school and million dollar houses while the selectmen bitch about how the town treasury is empty. Located between Worcester and Boston, the kids like to pretend they're from the city, but do nothing but "hang at the rez", specifically the pumphouse or rope swing, and take the 20 minute trek to the Natick Mall cause the only retail stores are on the Framingham side of town, and one must be fluent in Spanish or a number of Indian dialects to make any purchases.
"Looks like we're stuck in Ashland, Massachusetts again cause I got a flat tire on the pike and my car can't handle route 9. Let's go to the pumphouse and get stoned"
by Not From NY October 19, 2005
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A part of Southern Oregon, representing the West Coast. A place where partying is the only event often happening in that town. The police department is busy giving out lots of minor tickets out to the younger population.
"Ashland Oregon is a part of southern Oregon
by jdiggsyeee December 25, 2008
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Ashland, also known by the teenage population as Assland. Where there is a church every five feet. Also where everyone acts innocent then they turn around and bang each other. The high school has the Arrows as the school team name. Here sports is valued over the music department. The music kids have to work real hard for any support. On the water tower it say "Ashland Someplace special." Town filled with little old people and hipsters. Ashland University is the college in the school. Though you rarely see the college kids. Pretty much everyone knows everyone's business.
Kid 1: Hey did you hear how Sally slept with the football team?
Kid 2: Duhhh Everyone knows.
Kid 1: Guess everyone one would in Ashland, Ohio.
by asslandliver July 23, 2012
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A place that looks like it’s straight out of a story book. There are people singing and dancing on every corner. Everyone that is homeless actually has loads of cash and is homeless for the “aesthetic”. The only jobs people have are; growing pot, a struggling artist, a snobby actor, a bitchy waitress, or a hilarious bartender. If you visit you will always come back. There are many retired old people that run all day but they are very rude, so don’t piss them off. So come on down to Ashland Oregon, where everyone looks dirt poor but makes more money in an hour than you do in a year!
Wow, Ashland ,Oregon felt like it wasn’t real
by Sackpant February 26, 2018
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the worst town in history. Boredom is common and residents are mostly racist rednecks who like beer. Pollution is terrible cuz of all the plants like steel mills and shit like that. Most people will leave the area and find somewhere else. Beer is the most prefered drink. Entertainment is usually masturbation and video games.
Hey. I spent the weekend in a town called Ashland, Kentucky . It sucked massive cowballs. I also had assues which didnt help none.

Damn. you are kinda stupid. as soon as you see the sign. GUN THE FUCK OUT OF THERE!!
by Ashland_sux February 8, 2011
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A small town. Country boys and girls get down on the farm. =) A really quiet town outside of Nashville and Clarksville. Everyone who lives here wants to get out and those who don't live here want to come and live here.
"Lets go down to the barn and party ashland city style."
by stokescountrygirl October 16, 2008
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The best damn dick suckin dick riding bad ass bitch you will ever meet!
She road my dick like a dirty Ashland!
by Gwola June 11, 2020
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