James C.
Yelp
This review is based on approximately 1,000 visits to Sally O'Brien's over the last 10 years, though I'm focusing on more recent times.
Sally's is one of the last vestiges of the Union Square I moved into a decade ago. It's still a bit divey, but in a charming way. The day crowd regulars are still there, and there's Bud, Miller Lite and Powers whiskey, just like always. There's also a good, though modest selection of 10 draft beers that usually features something fairly new, along with Guinness. There's a decent bottle and can selection, and all the standard bar drinks that don't involve fruit soaked in vodka and such.
The music, which started around the time I showed up, has matured into a distinct scene. This is predominately a country/rockabilly bar, although on Monday nights, once the ever-improving comedy open mic wraps up, the Duppy Conquerers play Bob Marley covers to a dazed and appreciative crowd. There's some rock, too, as well as the odd old legend, like Spider John Koerner who makes his way to Sally's for a set one or two times a year. In general, you get your money's worth at Sally's when you go see music since there is rarely a cover, and when there is it's usually just 5 bux and goes to the band.
Sally's is a bit under-appreciated for it's food value. While it's just pub food, it's decent and a great place to meet up with a group of even a fairly large size for lunch.
If you don't need frills with your beer or bourbon, and a burger is your thing, you should give Sally's a try while you are in Union Square. Prices are good. The staff is good. In good weather, you can sit outside.