9 days in Oregon Itinerary

9 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary builder

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Route & dates

9 days in Oregon Itinerary

Start: Seattle
Fly:  4​h
1
Bend
— 1 night
Drive:  3​h 15​min
2
Hood River
— 1 night
Bus:  1​h 15​min
3
Portland
— 3 nights
Drive:  2​h
4
Cannon Beach
— 3 nights
Drive:  4​h 15​min
End: Seattle

1
night
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.
Start off your visit on the 17th (Fri): admire the majestic nature at Smith Rock State Park. Get ready for a full day of sightseeing on the 18th (Sat): get a new perspective on nature at High Desert Museum and then delve into the lush surroundings at Deschutes National Forest.

To find photos, where to stay, reviews, and more tourist information, use the Bend road trip tool .

Seattle to Bend is an approximately 4-hour combination of flight and bus. You can also drive; or take a bus. Traveling from Seattle in May, Bend is a bit cooler at night with lows of 40°F. Wrap up your sightseeing on the 18th (Sat) early enough to drive to Hood River.

Things to do in Bend

Parks Nature Museums

Side Trip

Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Deschutes National  Forest ©
Deschutes National Forest

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 19th (Sun), examine the collection at Western Antique Aeroplane & Automobile Museum, do a tasting at Hood Crest Winery, and then identify plant and animal life at Columbia River Gorge National Scenic Area.

To find other places to visit, more things to do, maps, and tourist information, refer to the Hood River trip planner.

Traveling by car from Bend to Hood River takes 3.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus and flight. Traveling from Bend in May, you can expect nighttime temperatures to be a bit warmer in Hood River, with lows of 49°F. Finish your sightseeing early on the 19th (Sun) to allow enough time to drive to Portland.

Things to do in Hood River

Parks Wildlife Nature

Side Trip

Columbia River Gorge National Scenic Area
Highlights from your plan
Hood Crest Winery ©
Hood Crest Winery

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.
Visit Pittock Mansion and Columbia River Highway for their historical value. Escape the urban bustle at Multnomah Falls and Sokol Blosser Winery. Explore the numerous day-trip ideas around Portland: Carlton Winemakers Studio (in Carlton), St. Mary's Catholic Church (in Mount Angel) and Evergreen Aviation & Space Museum (in McMinnville). And it doesn't end there: take in nature's colorful creations at Portland Japanese Garden, appreciate the extensive heritage of Eastbank Esplanade, look for gifts at Powell's City of Books, and see the interesting displays at Portland Art Museum.

Make your Portland itinerary with Inspirock to find out what to see and where to go.

Getting from Hood River to Portland by car takes about 1.5 hours. Other options: take a bus; or take a train. Expect a daytime high around 70°F in May, and nighttime lows around 51°F. Wrap up your sightseeing on the 22nd (Wed) early enough to drive to Cannon Beach.

Things to do in Portland

Parks Historic Sites Nature

Side Trips

Columbia River Highway, Multnomah Falls, Evergreen Aviation & Space Museum, Carlton Winemakers Studio, Sokol Blosser Winery
Highlights from your plan
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum
Multnomah Falls ©
Multnomah Falls
Sokol Blosser Winery ©
Sokol Blosser Winery

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Your inner history buff will appreciate Fort Clatsop National Memorial and Tillamook Rock Light. Escape the urban bustle at Haystack Rock and Cannon Beach. Explore the numerous day-trip ideas around Cannon Beach: Astoria (Astoria Column & Columbia River Maritime Museum). There's more to do: immerse yourself in nature at Ecola State Park.

For where to stay, reviews, other places to visit, and tourist information, use the Cannon Beach trip itinerary builder site .

You can drive from Portland to Cannon Beach in 2 hours. Alternatively, you can take a bus. While traveling from Portland, expect slightly colder days and about the same nights in Cannon Beach, ranging from highs of 62°F to lows of 48°F. Finish your sightseeing early on the 25th (Sat) to allow enough time to drive back home.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trip

Astoria
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

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