9 days in Oregon Itinerary

9 days in Oregon Itinerary

Created using Inspirock Oregon trip maker

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Route & dates

9 days in Oregon Itinerary

Start: Kelowna
Fly + Drive:  8​h
1
Hood River
— 2 nights
Drive:  3​h 15​min
2
Bend
— 1 night
Drive:  5​h 30​min
3
Cannon Beach
— 1 night
Drive:  2​h
4
Portland
— 3 nights
Fly:  6​h 15​min
End: Kelowna

2
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Keep things going the next day: see the interesting displays at Columbia Gorge Discovery Center & Museum, then learn about all things military at Fort Dalles Museum and Anderson Homestead, and then contemplate the waterfront views at Columbia River Gorge National Scenic Area.

To see photos, where to stay, and other tourist information, refer to the Hood River planning app .

Kelowna, Canada to Hood River is an approximately 8-hour flight. You can also drive. Expect a daytime high around 9°C in February, and nighttime lows around 3°C. Cap off your sightseeing on the 25th (Mon) early enough to go by car to Bend.

Things to do in Hood River

Nature Museums Wildlife

Side Trips

The Dalles, Columbia River Gorge National Scenic Area, Timberline Lodge and Ski Area
Highlights from your plan

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.
Kick off your visit on the 26th (Tue): look for all kinds of wild species at High Desert Museum and then delve into the lush surroundings at Deschutes National Forest.

To find more things to do, where to stay, reviews, and more tourist information, refer to the Bend trip builder site .

Getting from Hood River to Bend by car takes about 3.5 hours. Other options: do a combination of bus and flight; or take a bus. Traveling from Hood River in February, expect slightly colder with lows of -3°C in Bend. Finish up your sightseeing early on the 26th (Tue) so you can go by car to Cannon Beach.

Things to do in Bend

Parks Wildlife Museums
Highlights from your plan
High Desert Museum ©
High Desert Museum
Deschutes National  Forest ©
Deschutes National Forest

1
night
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 27th (Wed), shop like a local with Icefire Glassworks, take in the dramatic natural features at Haystack Rock, and then kick back and relax at Cannon Beach. Here are some ideas for day two: take an in-depth tour of Cannon Beach History Center and Museum, stroll through Hug Point State Recreation Site, and then admire the majestic nature at Ecola State Park.

For other places to visit, maps, and more tourist information, read Cannon Beach trip itinerary builder app .

You can drive from Bend to Cannon Beach in 5.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Traveling from Bend in February, you can expect nighttime temperatures to be a bit warmer in Cannon Beach, with lows of 4°C. Cap off your sightseeing on the 28th (Thu) early enough to go by car to Portland.

Things to do in Cannon Beach

Parks Beaches Outdoors

Side Trip

Hug Point State Recreation Site
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

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.
You'll visit kid-friendly attractions like Oregon Museum of Science and Industry and Oregon Zoo. Get some cultural insight at Evergreen Aviation & Space Museum and Portland Art Museum. The adventure continues: steep yourself in history at Pittock Mansion, see the interesting displays at Oregon Maritime Museum, get to know the fascinating history of Eastbank Esplanade, and stop by Powell's City of Books.

To find traveler tips, reviews, photos, and tourist information, read our Portland trip itinerary app .

Traveling by car from Cannon Beach to Portland takes 2 hours. Alternatively, you can take a bus. In February, daytime highs in Portland are 12°C, while nighttime lows are 3°C. Wrap up your sightseeing on the 3rd (Sun) to allow time to travel back home.

Things to do in Portland

Museums Parks Zoos & Aquariums

Side Trip

Evergreen Aviation & Space Museum
Highlights from your plan
Evergreen Aviation & Space Museum ©
Oregon Zoo ©
Oregon Zoo
Powell's City of Books ©
Powell's City of Books

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