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There are a couple things that Bostonist digs about The Littlest Bar. First off, you see the front facade of the place? It is really little, probably about 5 feet and some change. Secondly, its hours run from 8:30 AM to 1:30 AM, so there's no excuse to not get your drink on early. Quentin Tarantino was spotted there the last time he was in town. The bar is located in an area of Downtown Crossing where the interesting historical buildings belly up right next to the new Suffolk Law School monoliths. So if you get your drink on just enough, you can picture what Boston looked like in 1918. Finally, The Littlest Bar is quite little, technically it can fit about 40 people in its coffers, so you have to get there at the right time to enjoy a frothy pint. Located on 47 Province Street, which is a through-street in Downtown Crossing behind the giant Borders-that-used-to-be-a-bank. (You know, the one with the awful Irish Famine statue.)
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you will probably need to get there a little after 8.30 in order to get a seat. the place fills up fast - it's the littlest bar. i can't imagine 40 people in there, ever. when there's a band in there, it is completely crazy in there. crazy in a crowded drunken fun irish way.
it's on the same street as the hub pub, which is where i go when i inevitably can't fit in the littlest bar. the hub pub is huge and cheap - more of a working class kind of place.