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.

Perlan is an otherworldly creation with a viewing platform and a revolving restaurant on top of water storage tanks. Apart from the glass domed restaurant, the complex hosts an exhibition space, a planetarium and an observation deck.

Dubbed the "home of American coffee culture," Portland knows what it takes to brew the perfect cup. In a 2016 survey of 100 U.S. cities, Portland topped the list, boasting the most coffee roasters per capita and the highest number of cafés. With so many spots to enjoy a great cup of coffee, you might think there's little room for discovery — but that couldn’t be further from the truth. Portland’s coffee scene continues to evolve, with unique additions like Oracle Coffee Company, run by Andy Hurley, the drummer of Fall Out Boy and a self-described "vegan straight-edge anarchist." The choices are endless, but for a glimpse of where it all began, visit the original Stumptown Coffee Roasters location at 4525 Southeast Division Street. Many credit this tiny space with launching Portland’s rise to coffee fame, now a chain with outlets from New York to LA.