I go to Cocktail when I want a great martini & to just hang out- not talk, not play pool, not dance. Good place to watch the crowd, especially in the back by the (too small) dance floor. The dancers (and their fans) also lend some entertainment value. And, you can't beat their Halsted windows for people-watching. Try the Chocolate Martini- 2 different types(!) or Cosmo. Oh, and the bartenders have always been great. I've never had a bad time here.
Pros: Great Martinis, Interesting crowd, Good atmosphere
Cons: NO parking, Pricey drinks
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