We did a bachelor party in Boston in 2010. Stayed at the Fairmont on Battery Warf. Very nice hotel, but don't drink or eat there, way over priced.
In that area you can walk to everything, we did a Bruins/Flames game and a Celtics game. Obviously your timing will not allow for that, but Boston is awesome.
Really Boston runs on the pubs, they are everywhere and cheap. There is no real place I would say to go, Beacon St was cool, great seafood at Atlantic Fish Co. There are bars around that area.
We stayed closer to home the big night out, saw the hockey game, and headed out on a Boston tour drunk (it was awesome), then out to the pubs, ripped it up, and ended up at some random hotel party.
Honestly, Boston is one of the best cities I have been too. People are great, food is great, and we were drunk the whole time. There is lots to do, and you can't really go wrong going there.
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