My wife and I have a standing date on Friday night, known as the Wine Hour, even though it lasts longer than that. The Hotel Biron is one of our favorite destinations.
It has a great wine list with about 50 wines, about half by the glass. The pours are generous, but unless you’re going to sample several different wines (which I endorse) , I would suggest telling the bartender (winetender?) what you like, ask for a taste, and if it is good, buy the bottle. The glass to bottle price at the Hotel Biron makes it a deal. There are 5 glasses to a bottle, so if your group, (or just you) are going to have at least three glasses, get the bottle. You can cork the leftover and take it with you.
This is one of those places off the tourist path. It is a small, brick lined place that is not on a main street and doesn’t have a big sign blaring its location. It also doubles as an art gallery, and has interesting pieces on the wall. The last time I was there the one piece I really wanted had already been spoken for. Fortunately, there was wine to ease my pain.
45 Rose St., Near Market and Gough 415-703-0403