Road trippers can explore the coast, the mountains, deserts, and cities like Seattle within a few hours of Stumptown.

5 Amazing Weekend Road Trips from Portland, Oregon

This small town is one of the oldest American settlements west of the Rocky Mountains,  with plenty of history to uncover.


"Astoria is one of the most sought-after weekend destinations that loops on repeat in the daydreams of Portlanders during the workweek — not to mention that it'a one of the best small towns in Oregon." Arthur McMahon

Cannon Beach is home to one of the most beautiful coastlines in all the world — according to National Geographic, at least.

Cannon Beach

"Aside from astounding natural oceanic attractions like Haystack Rock and the adjacent Needles, Cannon Beach is also excellent for swimming, surfing, fishing, horseback riding, and whale watching." Arthur McMahon

This iconic mountain may be Oregon’s preeminent outdoor symbol as it is visible from Portland on a clear day.

Mount Hood

"The Timberline Lodge is a National Historic Landmark worth a visit even if you aren’t staying the night, and movie buffs will recognize it from many of the outdoor scenes in 1980’s The Shining.” Arthur McMahon

Preserved as a national park, this 14,000 foot peak is perhaps the most recognizable mountain in the Pacific Northwest.

Mount Rainier

"At Rainier you can hike, bike, ski, swim, and boat to your heart’s content. The area is vast and there are innumerable activities and scenic places to visit, making it one of the most popular Portland road trips." Arthur McMahon

The options of how to spend a weekend in the Emerald City are nearly endless.


"Sandwiched between the highest peaks in the Cascades and the biologically diverse waters of the Puget Sound, Seattle is a vibrant city with direct access to a wide array of outdoor escapes." Arthur McMahon

read more

See the full list of our favorite Portland road trips here.