jingsaw says it depends what kind of burger you like, but if you like greasy spoon type burgers, go for Barton's (all about burgers, well known) or Charlie's (fewer people seem to know about it, less touristy). Of course both of these are in Cambridge, not within the Boston city limits, but I am sure if you were up for it he'd be happy to help you narrow down the list of best burgers within Boston itself. He's totally game and it would be an enjoyable undertaking.
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