A place in the Catskills where you get stuck when you have given up on life in reality.
If you live there you are indentured servants to the whims of the citidiots who enjoy the area for the recreational sport of spending money.
If you live there you are indentured servants to the whims of the citidiots who enjoy the area for the recreational sport of spending money.
Hi, I'm from Windham, ny and all I can talk about is how much I hate the citidiots who are the economic backbone of the town.
by your customer service provider April 25, 2011
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!
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
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!"
Man 2: "I thought Windham, NY was just a place in a Stephen King book!"
by Astronomy Domine August 7, 2021