8 days in Oregon Itinerary

8 days in Oregon Itinerary

Created using Inspirock Oregon tour builder

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Route & dates

8 days in Oregon Itinerary

Start: Columbus
Fly:  10​h 45​min
1
Bend
— 1 night
Drive:  3​h 15​min
2
Hood River
— 1 night
Drive:  3​h
3
Cannon Beach
— 2 nights
Drive:  2​h
4
Portland
— 3 nights
Fly:  8​h
End: Columbus

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 4th (Fri): stroll through Drake Park.

For maps, more things to do, traveler tips, and tourist information, read our Bend travel route planner .

Columbus to Bend is an approximately 11-hour combination of flight and bus. You can also do a combination of bus and flight; or drive. The time zone difference when traveling from Columbus to Bend is minus 3 hours. In January in Bend, expect temperatures between 42°F during the day and 24°F at night. Wrap up your sightseeing on the 5th (Sat) early enough to drive to Hood River.

Things to do in Bend

Parks Wildlife 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
Drake Park ©
Drake Park

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 6th (Sun): see the interesting displays at Western Antique Aeroplane & Automobile Museum, then do a tasting at Marchesi Vineyards, and then explore the activities along Columbia River Gorge National Scenic Area.

To find traveler tips, maps, and tourist information, read Hood River online trip builder .

Getting from Bend to Hood River by car takes about 3.5 hours. Other options: do a combination of bus and flight; or take a bus. Traveling from Bend in January, plan for a bit warmer nights in Hood River, with lows around 32°F. Finish your sightseeing early on the 6th (Sun) so you can drive to Cannon Beach.

Things to do in Hood River

Wildlife Nature Parks

Side Trip

Columbia River Gorge National Scenic Area
Highlights from your plan
Marchesi Vineyards ©
Marchesi Vineyards

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 7th (Mon): kick back and relax at Cannon Beach, then explore the striking landscape at Haystack Rock, and then enjoy the sea views from Tillamook Rock Light. On the 8th (Tue), you'll have a packed day of sightseeing: appreciate the history behind Astoria Column, then contemplate the waterfront views at Columbia River Maritime Museum, then admire the majestic nature at Ecola State Park, and finally stop by Bronze Coast Gallery.

For more things to do and tourist information, read Cannon Beach trip maker site .

Traveling by car from Hood River to Cannon Beach takes 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. In January, Cannon Beach is a bit warmer than Hood River - with highs of 50°F and lows of 38°F. Finish your sightseeing early on the 8th (Tue) so you can drive to Portland.

Things to do in Cannon Beach

Parks Nature Beaches

Side Trip

Astoria
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.
On the 9th (Wed), contemplate the long history of Pittock Mansion, admire the natural beauty at Portland Japanese Garden, then get to know the fascinating history of Eastbank Esplanade, and finally see the interesting displays at Oregon Museum of Science and Industry. Here are some ideas for day two: examine the collection at Evergreen Aviation & Space Museum, learn about winemaking at Carlton Winemakers Studio, then examine the collection at Portland Art Museum, and finally stop by Powell's City of Books.

To see more things to do, photos, other places to visit, and tourist information, read Portland holiday maker app .

You can drive from Cannon Beach to Portland in 2 hours. Another option is to take a bus. January in Portland sees daily highs of 46°F and lows of 35°F at night. On the 11th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Portland

Museums Parks Zoos & Aquariums

Side Trips

Carlton Winemakers Studio, Evergreen Aviation & Space Museum
Highlights from your plan
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum
Portland Art Museum ©
Portland Art Museum

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