It’s not a big place, so even if you’re drinking alone, there’s often other folks around, hanging around with friends or also drinking on their own at the bar. For those who don’t know (and you should, no doubt), Tom’s is full of comfy chairs, a great selection of scotch, a dynamite menu (drinking alone can be combined with eating alone, no foul) and great music playing. Deep album cuts from Van Morrison, Bruce Springsteen and Tom Petty go well with a tall cool one.

First Runner-up: The T-Room

Second Runner-up Economy Shoe Shop