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If you're not familiar with Boston, i'd be very leery of driving in to Fenway (although it's well worth it to make the trip in to a game). Fenway is located right alongside the Mass Pike, but once you're on city streets, driving gets a little crazy. I once drove around Boston for an hour, trying to get to a restaurant in the North End.
In any case, drive or train, allow yourself plenty of time; there's lots of atmosphere to soak up in- and out-side the ballpark. And, if you don't already have tickets, you may have to deal with scalpers.
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