Overview:  At this historic 1905 wine-country hotel, relax in a cozy room, linger over a meal in the pub, savor a bottle of Edgefield wine in the Cellar Bar and more. The jewel on the crown is the legendary Rooftop Bar, set five stories up -- take in the skyline, Coastal Range and wineries below while enjoying a pint of ale and Northwest pub fare. Hotel Oregon really takes off in May for its annual UFO Festival (ufofest.com).