Portland is home to the nation's largest wooded urban park—Forest Park. A short hike in, and you'll find it hard to believe that civilization is just steps away. With 70 miles of trails winding through the forest and offering views of the Willamette River, you'll often have nature all to yourself. However, you're also likely to run into locals jogging or walking their dogs—expect to be greeted with a friendly "hello." If you have the time, hike up to Pittock Mansion, a stunning French Renaissance-style château that once belonged to Henry Pittock, a prominent publisher and businessman. Today, the mansion serves as a historic house museum open to visitors, offering panoramic views of the city. Another popular destination within Forest Park is the so-called "Witch's Castle"—the moss-covered ruins of an abandoned stone house. Despite its eerie name, there’s no record of witchcraft here. However, legend has it that its original inhabitant was the first person in Oregon to be sentenced to execution for murder in 1859.

Saigon Outcast is a vibrant venue particularly favored by the younger crowd, where all manner of events, festivals and movie screenings (every Thursday) are held throughout the year – the "Wednesday free food" event enjoys an understandable popularity. There's even a climbing wall on-site, plus a miniature skate park. Check their website for event schedules and flea markets.

Choose from a variety of tours, many with dining options, from Elliot Bay and Seattle Harbor. The tours provide wonderful views of the Seattle skyline, waterfront and the Olympic and Cascade Mountains.