15 days in Oregon Itinerary

15 days in Oregon Itinerary

Created using Inspirock Oregon trip builder

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Route & dates

15 days in Oregon Itinerary

Start: Sao Paulo
Fly:  19​h 15​min
1
Portland
— 2 nights
Fly + Drive:  4​h 30​min
2
Crater Lake National Park
— 2 nights
Drive:  2​h 45​min
3
Bend
— 3 nights
Drive:  3​h 15​min
4
Hood River
— 2 nights
Drive:  3​h
5
Astoria
— 3 nights
+2
bus + tram + Fly:  22​h 45​min
End: Sao Paulo

2
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.
Evergreen Aviation & Space Museum and Pittock Mansion are good opportunities to explore the local culture. Museum-lovers will get to explore Oregon Museum of Science and Industry and Portland Art Museum. You'll find plenty of places to visit near Portland: Dundee (Sokol Blosser Winery & Dobbes Family Estate) and Timberline Lodge and Ski Area (in Timberline Lodge). Next up on the itinerary: admire the natural beauty at Portland Japanese Garden and stop by Powell's City of Books.

For more things to do, ratings, reviews, and other tourist information, read our Portland trip tool .

Sao Paulo, Brazil to Portland is an approximately 19.5-hour flight. You can also do a combination of bus and flight; or do a combination of flight and train. The time zone changes from Brasilia Time to Pacific Standard Time, which is usually a -5 hour difference. Traveling from Sao Paulo in September, plan for slightly colder nights in Portland, with lows around 15°C. Wrap up your sightseeing on the 21st (Sat) to allow time to travel to Crater Lake National Park.

Things to do in Portland

Museums Nature Parks

Side Trips

Dundee, Timberline Lodge and Ski Area, Evergreen Aviation & Space Museum
Highlights from your plan
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Oregon Museum of Science and Industry ©

2
nights
Crater Lake National Park

Crater Lake National Park ©
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Kick off your visit on the 22nd (Sun): explore the wealth of natural beauty at Crater Lake National Park. Get ready for a full day of sightseeing on the next day: stroll through Pinnacles Trail, then take your sightseeing to a higher altitude at Watchman Peak, then cruise along Rim Dr, and finally trek along Sun Notch Trail.

To find maps, where to stay, ratings, and other tourist information, go to the Crater Lake National Park holiday planner .

Traveling by combination of flight and car from Portland to Crater Lake National Park takes 4.5 hours. Alternatively, you can drive; or do a combination of flight, bus, and taxi. While traveling from Portland, expect somewhat warmer days and about the same nights in Crater Lake National Park, ranging from highs of 33°C to lows of 13°C. Wrap up your sightseeing on the 23rd (Mon) early enough to drive to Bend.

Things to do in Crater Lake National Park

Parks Nature Outdoors
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Rim Dr ©
Rim Dr
Watchman Peak ©
Watchman Peak

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.
Museum-lovers will appreciate High Desert Museum and Des Chutes Historical Museum. Get a sense of the local culture at Dee Wright Observatory and City of Sisters. Get out of town with these interesting Bend side-trips: Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop) and Smith Rock State Park (in Redmond). There's more to do: take a peaceful walk through Deschutes National Forest and contemplate the waterfront views at Deschutes River.

To see other places to visit, reviews, ratings, and more tourist information, you can read our Bend road trip app .

You can drive from Crater Lake National Park to Bend in 3 hours. Alternatively, you can do a combination of taxi and bus. Expect slightly colder temperatures when traveling from Crater Lake National Park in September; daily highs in Bend reach 26°C and lows reach 7°C. Wrap up your sightseeing on the 26th (Thu) to allow time to drive to Hood River.

Things to do in Bend

Parks Nature Museums

Side Trips

Sisters, Smith Rock State Park, Dee Wright Observatory
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Deschutes National  Forest ©
Deschutes National Forest

2
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 27th (Fri): examine the collection at Columbia Gorge Discovery Center & Museum, learn about all things military at Fort Dalles Museum and Anderson Homestead, and then explore the activities along Columbia River Gorge National Scenic Area. Here are some ideas for day two: trek along Historic Columbia River Highway State Trail, see the interesting displays at Western Antique Aeroplane & Automobile Museum, and then admire the sheer force of Multnomah Falls.

To see other places to visit, more things to do, and tourist information, read Hood River tour planner .

Traveling by car from Bend to Hood River takes 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Traveling from Bend in September, plan for a bit warmer nights in Hood River, with lows around 16°C. Finish up your sightseeing early on the 28th (Sat) so you can go by car to Astoria.

Things to do in Hood River

Parks Nature Museums

Side Trips

The Dalles, Columbia River Gorge National Scenic Area, Historic Columbia River Highway State Trail, Multnomah Falls
Highlights from your plan
Multnomah Falls ©
Multnomah Falls

3
nights
Astoria

Astoria ©
Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Do some cultural sightseeing at Fort Clatsop National Memorial and Flavel House Museum. We've included these beaches for you: Haystack Rock and Cannon Beach. Step out of Astoria with an excursion to Ecola State Park in Cannon Beach--about 50 minutes away. And it doesn't end there: contemplate the waterfront views at Columbia River Maritime Museum, pause for some photo ops at Astoria Column, and examine the collection at Seaside Inverted Experience.

For traveler tips, ratings, more things to do, and other tourist information, go to the Astoria route maker tool .

You can drive from Hood River to Astoria in 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Hood River in September, expect little chillier with lows of 13°C in Astoria. Finish your sightseeing early on the 1st (Tue) so you can travel back home.

Things to do in Astoria

Parks Nature Historic Sites

Side Trips

Cannon Beach, Seaside Inverted Experience
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

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