Everyone in Oregon will tell you the must-see of the state isn’t Portland, but Bend. A mid-sized burg nestled among the pines in the middle of the state, Bend is a sunny high-desert city in the shadow of snow-capped Mount Bachelor. Like Portland, it’s big on craft everything and bikes -- but Bend has a big orange ball in the sky, which you’ll so rarely spot through the thick clouds of Stumptown. This short road trip takes you from the mists of Portland to the star-filled skies of central Oregon along a route that traces parts of the Oregon Trail, which you may remember traversing in grade school computer class. Bring your swim trunks and sunscreen -- you’re going to the desert, but this is a drive that crosses a bevy of crystal-clear lakes and rivers.