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.

This impressive UNESCO world heritage medieval fortress is unique in Europe for its beauty and size and walking along its 3 kilometres of ramparts is a must. There is no entrance fee, unless you would like to take a tour on the small train which means a small fee. The site was added to the UNESCO list of World Heritage Sites in 1997.

Offering horseback, pony, and sleigh rides along the base of Mout Bachelor, Sunriver Trail Rides offer fun in both the summer and winter. Resort shuttle services are available.