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Rich-ass town located in southern New Hampshire, making up the top left part of the Windham-Pelham-Salem-Atkinson rhombus. Once considered a vacation spot in the area located near Cobbett's Pond (with the rest of the town being agrarian) Windham somehow morphed into an elitist breeding ground in less than a generation. It is now known for its large amounts of yuppies, soccer moms, and Paultards as well as their overly spoiled kids who are frequently seen driving expensive cars down I-93. Aside from the glamour, Windham has a reputation for being quite boring, lacking any commercial area or downtown.

A side note: people from Windham pronounce the name of their town as WIND-ham, not WIN-dum. The 'h' is not silent.
Carlie must live in Windham - she got a Ferrari for her sweet 16 birthday.

The Sampson family moved to Windham from Newton Mass so they could still enjoy a lavish lifestyle without paying Massachusetts income taxes which, as Ron Paul supporters, they were morally opposed to.

Windham residents love their money but sure hate having to spend it to contribute to society. That's why they blow most of it on huge houses with big front lawns the size of football fields, 23432 cars, cruises, vacations, expensive electronics, drugs, and designer clothes for their kids.
by 603explorer June 29, 2009
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A small town located in southern New Hampshire. A town with a generally wealthy population. Kids however don't drive Ferrari's, are typically quite stupid, and assholes. Houses range from large to small. Most families don't own more than two houses, boats, and all that shit. Typically a nice house with a pool and a few cars. They don't believe themselves to be elite. Hated on ALOT. Nothing to do except for Canobie over in Salem. They suck at sports. D3 most sports. So shut the fuck up. It's a nice town. We're not all spoiled. We don't have hellicopters and Ferraris. Oh and by the way, the H is silent dumbasses.
Hey Windham's a pretty nice town right?

Oh Yeah, I'd love to live there.
by A kid that lives here July 23, 2011
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Windhamites should be careful when sending emails into the thumbs section of the area news. The postings aren't edited but they are censored in total (in or out) and your ip address is resolved right down to your identity due to a few townies who have access to the cable commission and comcast. Be careful folks they know who you are.
Retorts concerning Windham operations are censored heavily.
by MaryS January 25, 2013
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A hair cut where the sides are shaven to the skin, leaving hair on the crown of the head. There is no fade between the skin & hair.
Mark and Steve have the Windham.
by thebarless October 12, 2007
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A “family friendly” ski resort in the Catskills mountain range (upstate new york) where use of pot is heavy among snowboarders and teens. Overall it is a nice mountain and the partys are insane.
Bro #1: Bro, I was a Windham yesterday and I have no Idea what happened.
Bro #2: Did you get crossed with the snowboarders again?
Bro #1: Yeah it was fucking crazy!
via giphy
by KingBigRed May 24, 2018
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