Michael Simon - you are a badass! :) Haivng lived in Chicago and New York the past 10 years, I thought it would be hard to find some restaurants that could match the personality and amazing flavors I have been spoiled by in each city.
While Lolita is a drive from the downtown area - it is worth it! :) it will expose you to a more hipster part of Cleveland with a great ambiance and amazing food. I strongly suggest the following if you go to the happy hour after 1030: fried brusselsprouts, truffle mac and cheese, and the fried chicken liver (acquired taste)...basically with drinks and all these happy hour dishes, we were more than full and it cost just shy of $50.
The staff were amazingly pleasant and so accommodating. Visiting a bunch of establishments like Lolita have made me a fan of OHIO! :)