8 days in Oregon Itinerary

8 days in Oregon Itinerary

Created using Inspirock Oregon vacation builder

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Route & dates

8 days in Oregon Itinerary

Start: Sydney
Fly:  21​h
1
Portland
— 3 nights
Drive:  3​h 30​min
2
Bend
— 3 nights
Fly:  20​h 45​min
End: Sydney

3
nights
Portland

Portland ©
A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Step off the beaten path and head to Mount Hood and Columbia River Highway. Relax by the water at Manzanita Beach and Haystack Rock. Get out of town with these interesting Portland side-trips: Columbia Gorge Discovery Center & Museum (in The Dalles), Western Antique Aeroplane & Automobile Museum (in Hood River) and Jewell Meadows Wildlife Area (in Seaside). Next up on the itinerary: take in the awesome beauty at Timberline Lodge and Ski Area and stop by Powell's City of Books.

For reviews, more things to do, maps, and more tourist information, use the Portland visit planner .

Sydney, Australia to Portland is an approximately 21-hour flight. You can also do a combination of flight and train; or do a combination of train and flight. You'll gain 18 hours traveling from Sydney to Portland due to the time zone difference. Expect cooler temperatures when traveling from Sydney in November; daily highs in Portland reach 13°C and lows reach 6°C. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Bend.

Things to do in Portland

Parks Outdoors Nature

Side Trips

Hood River, Columbia River Highway, Manzanita Beach, Columbia Gorge Discovery Center & Museum, Haystack Rock
Highlights from your plan
Columbia River Highway ©
Columbia River Highway
Mount Hood ©
Mount Hood

3
nights
Bend

Bend ©
An old logging town at the crux of the high desert and ponderosa pine forest, Bend melds a love of the outdoors with cosmopolitan flair.
Kick off your visit on the 14th (Thu): take in the dramatic scenery at Tumalo Falls, then stroll through Newberry National Volcanic Monument, and then wander the streets of City of Sisters. Keep things going the next day: explore the galleries of High Desert Museum, hike along Pilot Butte State Scenic Viewpoint, and then stroll around Drake Park.

To find where to stay, maps, and other tourist information, you can read our Bend online sightseeing planner .

Traveling by car from Portland to Bend takes 3.5 hours. Alternatively, you can fly; or take a bus. In November, Bend is slightly colder than Portland - with highs of 10°C and lows of -2°C. Wrap up your sightseeing on the 16th (Sat) to allow time to travel back home.

Things to do in Bend

Parks Nature Wildlife

Side Trip

City of Sisters
Highlights from your plan
Newberry National Volcanic Monument ©
Pilot Butte State Scenic Viewpoint ©
City of Sisters ©
City of Sisters

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