Winter Road Trip

Oregon Road Trip: 7 Winter Wonders

By Johnny Stifter & Janna Irons

Take the worry and planning out of your first Oregon road trip thanks to Johnny Stifter and Janna Irons, who have mapped out an EPIC thirteen day 7 Winters Wonder itinerary. Do part of it, or do it all! Either way, start your stay @ the Jupiter Hotel.

Day 1: Portland to Seaside
Day 2: Seaside and Astoria
Day 3: Seaside to Pacific City
Day 4: Pacific City to Sunriver
Day 5: Bend
Day 6: Mt. Bachelor
Day 7: Sunriver
Day 8: Mt. Bachelor (part 2)
Day 9: Bend to Baker City
Day 10: Anthony Lakes
Day 11: Baker City to the Gorge
Day 12: The Gorge to Mt. Hood
Day 13: Willamette Valley


No secret here, Oregon is gorgeous in the Winter and you'll have a blast seeing it!

Learn More

Visit Travel Oregon’s website to see the whole trip!