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I tend not to go to places too close to closing time, out of fear that I'll get terrible service, or they'll do a rush job on making the food. I tend not to go to a sit down restaurant unless there's at least a couple of hours left until closing.
However, if I'm going to a restaurant just for a drink or dessert (like Finale in Boston, Publick House in Brookline for a beer etc.), I will sometimes cut it a little closer.
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