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.

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.

Our modest goal is to serve the neighborhood as a local watering hole with excellent food. Our wrap-around exterior patio is dog-friendly, and those inside can enjoy our restored 1940s 22-foot shuffleboard table, complete with a custom-made electric 16-foot scoreboard.

Please come by and say hello. We’re happy to be where we belong.