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Although we prefer its newer cousin on Park Avenue, Plunge is the place to be if you want to combine rooftop drinking with the Meatpacking district party scene.  Most of the crowd consists of 30-something Europeans who know how to party and who can apparently afford the steep drink prices (and who are sufficiently desensitized to bad service to be able to put up with attitude from the bar staff).  It gets very busy on Friday and Saturday nights all year around as a popular Plan B for groups that have been refused entry to nearby nightclubs.  Another drawback is that the whole place smells like chlorine, thanks to the adjacent outdoor pool.