Pacific drives have long been linked to the Golden State. Enter Oregon: Cali’s northern neighbour and a new kid on the road trip scene. This 10-night self-drive is all about making the most of miles of empty beaches and scenic byways, the farm-to-fork cuisine and America’s best craft beer scene.
Suggested route & duration
10 nights from Portland
• Portland: 2 nights
• Seaside: 1 night
• Newport: 1 night
• Medford: 1 night
• Bend: 2 nights
• Baker City: 1 night
• Pendleton: 1 night
• Hood River: 1 night
About this independent tour
Why you’ll love this self-drive
• Spend two nights in uber-cool Portland and try a few of the city’s many craft beers
• Drive a few of the state’s magnificent roads like the Historic Columbia River Highway and Mount Hood Scenic Byway
• See the deepest and most beautiful lake in the United States: Crater Lake
• Follow the Pacific Coast and find your own stretch of wonderfully empty beach
Suggested itinerary details
Day 1 Portland Start your Oregon self-drive in Portland, one of the USA’s hippest cities. Hop between neighbourhoods, drinking and dining as you go.
Day 3 Seaside Drive towards to the coast and the Pacific Coast Highway. Spend a night in the coastal city of Seaside.
Day 4 Newport Turn southwards and follow the seashore as you travel towards Newport. Stop in Cannon Beach to see some of the state’s most beautiful coastal scenery. The landscape will then change from dramatic cliffs to the rolling sand dunes of the central coast.
Day 5 Medford Head back inland and spend a night in the Southern Oregon city of Medford.
Day 6 Bend As you drive from Medford to Bend, stop off at Crater Lake, the jewel in the state’s natural crown.
Day 8 Baker City Travel eastwards towards the desert-surrounded Baker City. Soak up the Western atmosphere and learn about the historic Oregon Trail.
Day 9 Pendleton The Old West vibe is still tangible in Pendleton, a city that seems to have been plucked from the late 19th Century.
Day 10 Hood River Follow the Columbia River-hugging highway and pass rolling vineyards and cherry orchards as you travel towards Hood River. Don’t miss one of the state’s most spectacular roads – the Mount Hood Scenic Byway.
Portland’s craft beer
With 60-plus breweries within the city limits, Portland is heaven for beer lovers
Follow the Pacific Coast Highway, stopping off at sea stack-scattered beaches
Head to the vineyards of the Willamette Valley and sample the region’s famous Pinot Noir
Follow the Rim Drive and enjoy the jaw-dropping views of the United States’ deepest lake
Tailor your tour
Make it your own
We’ve crafted this self-drive based on our own experiences and customers’ feedback. It’s fully flexible, so talk to us and we can create your perfect trip.
Where to stay
Outside Portland, hotels are typically simple chain hotels but as you’ll be spending most of your time out exploring, they will just be a bed for the night.
so we won't be selling this holiday on the accommodation. Typically good choice of local places to eat away from the hotel. Hotel Lucia Portland will likely go in the programme and have a reliable recommendation on this one.
This one-state road trip is full of opportunities to really get to know Oregon. You can order internationally inspired dishes from Portland’s street food carts, take in the sea views from Ecola State Park near Cannon Beach, ride a buggy over the dunes near Florence and follow in the footsteps of explorers Lewis and Clarke in eastern Oregon.
A week and a half is the minimum time you should take to explore Oregon and you can easily extend this by a few nights. Spend some more time in Florence and take a day trip to the Willamette Valley Wine Region or stay another night in Hood River for more time to explore the Mount Hood and Columbia River Gorge area.
Instead of just taking a day trip inland to the well-regarded Willamette Valley wine region, you could add a night here onto your itinerary (between Newport/Florence and Ashland). Another option for wine lovers is Walla Walla, just across the Oregon-Washington State Line and an easy stop between Pendleton and Hood River.