Windham, NY is a tiny ski resort area. Off of Exit 21 on the NY Thruway, Route 23 (basically the only way in and out of Windham) reigns as the center of town. Wealthy weekend regulars come from Manhatten, Long Island, New Jersey, and Connecticut and usually own expensive trailside homes, condos in the Enclave, or houses past Main Street. Everyone ignores the shitty local houses. The racing and freestyle programs are very good, although to be honest the terrain sucksss. Adaptive is one of the best in the country (teaching mentally retarded kids to ski...kind of funny- and physically challenged kids.... also funny). Windham Mountain's base lodge has "the Wintergreen" where only the elite of Windham can belong, eat in the restaurant, have mahogany lockers with a gold name plate, and basically act like they own the mountain. the "3500 club" is for the normal weekend regulars (only the very rich, not the extremely rich). the CLC staff has the craziest parties. Ski patrol is full of a bunch of old guys that yell "slow down!" and no one listens. No one cares for locals because they're poor and live in the middle of nowhere. As far as restaurants go, Jimmy O'connors is the best to go hang out with friends, Millrock is a staple, and Brie and Bordeaux is for a fancy night out. Michael's Diner is only good for dessert, fries, and milkshakes. You only have 3 options for movies at the movie theater, but it makes up for it with the tables in one, antiques blocking the screen in another, and reclining chairs in the last. Windham is fucking sick, the people rock, the lodge rocks, the houses rock, and basically everything rocks. Its way better than shitty Hunter, even if all the trail names start with "W" (its endearing okay!) Only the rich, young, and beautiful are weekend regulars to ski at Windham Mountain. REPRESENT.
Friend 1: Hey do you want to come to my ski house this weekend?
Friend 2: Well where do you go?
Friend 1: Windham, NY of course!
Friend 2: Damnn.. you go to Windham?! You must be rich!
Friend 1: Yeah my house is on the mountain and I have a snowmobile, hot tub, 4 pairs of skis,go to the Wintergreen, and basically own a 2nd house 3x as expensive as your only house!
by i live off daddy's money April 27, 2009
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Located in Ohio. One of the most boring towns ever. The speed limit changes are a bitch and it'ts incredibly small. DON'T MOVE HERE.

oh, and the cops have nothing to do but give you tickets, so watch out.
Wow, Windham,Ohio is really boring!

Now entering Windham, Ohio...(5 seconds later) Now leaving Windham, Ohio.
by Kelseylolz February 24, 2011
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Windham New Hampshire is an elitist breeding town located in southern new hampshire exit 2 when your get into New Hampshire. Inhabitants are known for their extreme wealth and spoiling their kids with everything imaginable. Kids in Windham are known to drive expensive cars and blow all sorts of cash on crazy things like helicopters to the prom, BMW M series and cocaine. Windham has latley become infested with drugs due to its Surroundings of Lawerence, Lowell Ma, Pelham, and salem all of which could be considered ghettos by many standards. Windham also boasts a beautiful golf course which only the most elite from New Hampshire tend to play.
"Your from Windham, NH?"

"yea so what dawg"
"why are u dressed so ghetto riding around in a BMW, Whereing burberry?"

Cuz im ballin'!
by drpkeit August 18, 2010
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Windham NH is place with many self-important people who have moved up from Massachusettes bringing with them all their wants but no money. They sold their overpriced houses in Mass and bought even more overpriced McMansions in Windham that they can't afford. Their main activity is figuring out how to spend taxpayer monies so they can let socialist teachers raise their kids. Windham's electrical infrastructure is one of the poorest in the state, with long term blackouts a common occurrence. They have a new town park that is used by more out-of-staters than locals. Windham's industrial tax base consists of gas stations and donut shops with an occasional dry cleaner that have caused so many new traffic lights to be installed that what used to take 5 minutes to get thru now takes 30. The town does have the old townie clicke that keeps to itself and still thinks it's in charge but in actuality the school system controls and bankrupts the town. The town does have a pond that used to be quaint but is now so overpopulated that the water quality is one of the poorest in the state and invasive weeds are starting to choke it and with New Hampshire's subjective property 'view tax' some cottages on the pond have a tax bill that is greater than the value of it. In short Windham is infested with spoiled Gen Xers and Gen Yers who were raised to spend other people's money all the while believing they are rich.
Windham NH ain't what they think it is.
by Harry Obrian November 27, 2011
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A complete Mayberry that financially thrives on its tourist attractions. Everyone knows eachother and if you're not from Windham and you don't ski or know every single person who is from there, then you're a sketchy asshole that even the cashier at the way overpriced gas station keeps their eyes on. People become too friendly with you and collect info on your entire life to use it against you when they are bored, since there's nothing else to do in Windham but ski and go to car shows. Almost everyone you meet there is an alcoholic. Nobody wants to work in Windham. Small short staffed business owners have no trouble bribing their way out of being shut down, since they're probably drinking with the inspector by 9 AM. If you try to file a lawsuit in Windham for any sort of illegal behavior, Barney Fife and Andy Griffith will come after you with pitchforks and fire. The only radio station that comes through plays the same exact playlist every single day because it's too expensive to play anything later than 2012. They basically outcast everyone who isn't from there and their tap water is probably the reason so many people in Windham think it's ok to behave this way, but it's cheaper than a $14.99 six pack of water bottles so who cares.
Man 1: "You should check out Windham, NY this winter."

Man 2: "I thought Windham, NY was just a place in a Stephen King book!"
by Astronomy Domine August 7, 2021
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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!
by KingBigRed April 9, 2018
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Someone who is so caring and sweet and will do anything to see you. He's someone that will take care of you. Someone who lets you be free but protects you. He's someone that will text you long messages, that'll call you, someone who'll most definitely entertain you. He'll make you laugh, when you're mad. He'll make you mad when you're happy. He's that type of guy that isn't perfect, but still has that "perfection" in him to say he's close to being perfect. He's someone that'll stop the world with his hugs. The way he just grasps onto you; you can feel the sparks. He's got something special that got my vibes always feeling him. Sometimes I can't stand him, but at the end of the day, when I'm laying down .. it's always him that's the last thing on my mind. I love spending time with him. He knows every tickle spot, he knows every way to get my heart beating faster and he knows every way to gimme the butterflies. He's a really good boyfriend and ANY girl would be lucky as hell to have him. He's someone who's willing to fight. I just have no idea how long he'll fight for, there's always a day when he's just going to give up and I'm going to give up and bam; strangers. I would never take the chance to become strangers with him. Windham is my best friend. I can tell him anything no matter how hard I fail at sugar coating some things. I love being with him. I don't want to ever lose you. I don't know when you're ever going to read this but if you do come across this. Hi.
Windham Magden is Mac Miller's twin.
by missssssscathyyyyyyyyyynigga September 22, 2011
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