This downtown stalwart is still a hub for good food and a prime place for people watching. Whether you're sipping on a Jeffrey Morgenthaler-designed cocktail or feasting on a piece of perfectly smoked trout perched on a blackened bourbon barrel stave ($25), Clyde remains quintessential Portland cool.

GO: 1014 SW Harvey Milk St., 503-228-3333, clydecommon.com, 3-11 pm Monday-Wednesday, 3 pm-midnight Thursday-Friday, 10 am-midnight Saturday, 10 am-11 pm Sunday. $$-$$$.