Portland
Food/drinks
McMenamins - Multiple locaitons throughout Portland, usually a rehabilitated building or area (think school, poor farm, etc.). They brew their own beer and distill their own spirits. Voodoo Doughnuts Salt and Straw - amazing ice cream Tin Shed - great breakfast spot
Museums
Oregon Museum of Science and Industry Portland Art Museum
Art
Pearl District Alberta Arts District
Outdoors/hiking
Multnomah Falls Columbia River Gorge Mount Hood
Shopping
Powells City of Books - biggest bookstore you’ve ever seen!