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About Us.

Tough Luck is the third bar from the folks behind The Old Gold, the long-running North Portland bar with a well-received whiskey problem, and Paydirt, the dedicated drinking establishment in the Zipper Building on NE 28th and Sandy Blvd.

Situated in the Woodlawn neighborhood and housed in a mid-century building (formerly the 18th St. Market) that is still to this day owned by the family of famed African-American developer Arthur Palmer. Tough Luck was slowly rebuilt while maintaining the integrity of the ’60s-era structure. Cocktails at Tough Luck are playful and informal, including mix-and-match whiskey/beer pairings, a dedicated menu of Old Fashioneds, a line of house-made shrubs, and ten constantly rotating beers on draft. In addition, a wrap-around exterior patio, and a restored 1940s 22-foot shuffleboard table, complete with a custom-made electric 16-foot scoreboard, will keep indoor patrons entertained.

And that is Tough Luck. 

Why the name "Tough Luck"? It took well over a year of demolition, plus many more additional months, to open our doors. There were setbacks, mishaps, construction disasters both large and small, and when it came time to decide a name, it only seemed fitting.

We opened in May of 2017. Please come by and say hello. We’re happy to be where we belong.