Most Friday nights, the caterer Art of Entertaining and their wine store, Uncorked, hosts an end-of-week party at their location on Madison Road in O'Bryonville. They pour three white and three red wines and accompany it with a nice array of foods, all well paired with the featured wines. The cost is $22 per person, tax and gratuity included.
Here's a shot from the tasting of Friday 9/11. There's a nice outdoor patio leftover from the days of the restaurant Chateau Pomije in that space--a wonderful place to enjoy the wine and food while the weather holds.