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For a good place to meetup or grab a drink try the Pearl Street Pub on 59-61 N Pearl St, they have a very inviting and warm atmosphere with both indoor and outdoor seating, good drink specials. And be sure to try the Iron Gate Cafe on 182 Washington Ave, which has both dine in or take out options.They have excellent outdoor garden seating outside and their building is a sandstone mansion, which is so nice it'll make your dates nipples hard.