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There are many dive bars in Boston. One suggestion is The Other Side on the corner of Massachusettes Avenue and Newbury Street, if you're a total hipster. Less expensive than the neighboring bars with a good selection of Belgian Beers. Ask for the "Trois Pistoles" beer from Quebec for a flavorful, tasty dark beer (9% alc./vol.).
If you are in the North End or near the Banknorth Garden, go to Sullivan's Tap. Ask for the Brubaker - a $2 beer in a recycled bottle. ESPN's Sports Guy, Bill Simmons, rated it "The most depressing bar in Boston."
In Davis Square, Somerville you can find Sligo's Pub, a similar hole in the wall serving cheap beer in plastic cups.
If you're off the beaten path in the outer neighborhoods (Hyde Park, Dorchester, South Boston) in search of some real Bostonians, look for any tavern with a cheesy old lamp light out front. Be ready for an in-depth conversation about the "Red Sawx" or the Bruins back when Bobby Orr played.
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