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I'm borderline poor after all my travels but if there's a NYC meetup I'll do my best to make it from Montreal. Let me know if you pass by MTL this summer (which you should. it seriously is a very different city for north america and only 7ish hours drive away: doable on a weekend but I would recommend 3-4 days to take it easy). I'll show you around town! If you're into hiking and parcs, Mont Tremblant is really cool but the best place I have yet to hike at are the Adirondacks. There are 46 peaks to climb, I'll ask my friends about the best trails since she's planning to do all 46 this summer. It's very close to NYC, make sure to make it at least a weekend trip !