A beautiful little town located in Southern Vermont and consisting mainly of hippys, homosexuals, gangsters, rednecks, and too many young preppy girls.
Hippy: "I've lived in Brattleboro all of my 62 acid-tripping years!"
Homosexual: "Well I'm going to Brattleboro because I saw them on the news and my free-spirited self wants to go somewhere where I can express myself freely."
Redneck: "FAG!"
Gangster: "Shut up Carhartt-wearing asshole. And the fag too."
Young preppy girls: "Bad words!!!!"
Homosexual: "Well I'm going to Brattleboro because I saw them on the news and my free-spirited self wants to go somewhere where I can express myself freely."
Redneck: "FAG!"
Gangster: "Shut up Carhartt-wearing asshole. And the fag too."
Young preppy girls: "Bad words!!!!"
by emmy752 February 24, 2009
A small rapidly dying town in Southern VT with zero industry and a propensity to continually shoot itself in the foot economically. Brattleboro is essentially run by the 7 slumlords (I won't mention any names but one of the main culprit's name rhymes with "baleen"). Brattleboro is a great place to live if you're junkie (free health care) or a one-per-center but a shit-hole for everyone else. It will never change.
Chamber of commerce slogan: "Come to Brattleboro - Eat terrible food, get your car broken into and leave!"
by Dr. Reuben August 22, 2022
A nasty town in southern Vermont full of wannabe gang member and old, gay hippies. A visually appealing town on the outside but very unpleasant outside of the three popular streets in the small city.
by eastcoastraccoon August 24, 2018
by The Evil King of Brattleboro September 6, 2010