Every time I'm in Boston, I go to Fiore's on Hanover St., about a block from BFD Engine 8/Ladder 1. Great food, great service.
There's a couple of houses around the area. Like Gumpy mentioned, BFD Engine 8/Ladder 1 in the North End, Engine 4/Ladder 24/District 3 in the West End/Beacon Hill by the Government Center, Engine 10/Tower Ladder 3/Rescue 1/Division 1(The Big House) in Downtown by South Station and the Financial District, Engine 50 in Charlestown(across the bridge from the North End), Engine 7/Tower Ladder 17/District 4 in the Back Bay, and of course, Engine 33/Ladder 15 also in the Back Bay not too far Cheers(Where Everybody Knows Your Name) and fairly close to Fenway Park.