There are so many great restaurants in Portland that there is never a need to revisit one in the same year. I love eating out and trying new things but I have to say that my dark darling Saucebox, keeps me coming back week after week for the happy hour drinks and food. It is my preferred hangout because of the ambiance, food, drinks and most importantly financial accessibility. It isn't trying too hard but impresses anyone I bring with me.
Other favorites of mine are Castagna Cafe, Cafe Mingo, Bluehour and Nuestra Cucina.
Pros: Food, Waiters and Drinks
Cons: Too close to Burnside
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