14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon travel route planner

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Route & dates

14 days in Oregon Itinerary

Start: Barcelona
Fly:  17​h
1
Portland
— 4 nights
Drive:  2​h
2
Astoria
— 3 nights
Drive:  3​h
3
Hood River
— 3 nights
Drive:  3​h 15​min
4
Bend
— 2 nights
Fly:  20​h
End: Barcelona

4
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.
Do your shopping at Powell's City of Books and Portland Saturday Market. Get a sense of the local culture at Evergreen Aviation & Space Museum and Oregon Museum of Science and Industry. Explore Portland's surroundings by going to Multnomah Falls (in Bridal Veil), Carlton (K&M Wines & Carlton Winemakers Studio) and Sokol Blosser Winery (in Dundee). The adventure continues: contemplate the long history of Pittock Mansion, see the interesting displays at Portland Art Museum, get engrossed in the history at Lake Oswego Preservation Society, and take a stroll through Ladd's Addition.

To find more things to do, reviews, and other tourist information, go to the Portland travel itinerary planner .

Barcelona, Spain to Portland is an approximately 17-hour flight. You can also do a combination of flight, bus, and train; or do a combination of flight and bus. The time zone difference moving from Central European Time to Pacific Standard Time is minus 9 hours. Traveling from Barcelona in December, expect Portland to be little chillier, temps between 8°C and 1°C. Wrap up your sightseeing on the 5th (Wed) to allow time to drive to Astoria.

Things to do in Portland

Parks Historic Sites Museums

Side Trips

Carlton, Lake Oswego Preservation Society, Multnomah Falls, Columbia River Highway, Sokol Blosser Winery
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Multnomah Falls ©
Multnomah Falls
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum

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 Columbia River Maritime Museum and Fort Clatsop National Memorial. Visiting Haystack Rock and Ecola State Park will get you outdoors. Get out of town with these interesting Astoria side-trips: Seaside Inverted Experience (in Seaside) and Cannon Beach (Cannon Beach & Cannon Beach Bookstore). There's more to do: appreciate the history behind Astoria Column.

To see where to stay, more things to do, maps, and more tourist information, go to the Astoria tour itinerary planner.

You can drive from Portland to Astoria in 2 hours. Alternatively, you can do a combination of train, taxi, and bus; or take a bus. Expect a daytime high around 11°C in December, and nighttime lows around 3°C. Finish up your sightseeing early on the 8th (Sat) so you can go by car to Hood River.

Things to do in Astoria

Parks Nature Historic Sites

Side Trips

Cannon Beach, Seaside Inverted Experience
Highlights from your plan
Columbia River Maritime Museum ©
Columbia River Maritime Museum
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Do some cultural sightseeing at Timberline Lodge and Ski Area and Columbia Gorge Discovery Center & Museum. Get in touch with nature at Columbia River Gorge National Scenic Area and Historic Columbia River Highway State Trail. Explore the numerous day-trip ideas around Hood River: Fire Museum in City Hall (in The Dalles) and Mt. Hood National Forest (in Welches). And it doesn't end there: examine the collection at Western Antique Aeroplane & Automobile Museum, sample the fine beverages at Hood River Distillers Tasting Room, and learn about all things military at Fort Dalles Museum and Anderson Homestead.

To see traveler tips, photos, more things to do, and more tourist information, use the Hood River tour itinerary app .

Getting from Astoria to Hood River by car takes about 3 hours. Other options: take a bus; or do a combination of bus and train. Expect little chillier temperatures when traveling from Astoria in December; daily highs in Hood River reach 5°C and lows reach -1°C. Finish your sightseeing early on the 11th (Tue) so you can drive to Bend.

Things to do in Hood River

Nature Parks Museums

Side Trips

The Dalles, Timberline Lodge and Ski Area, Columbia River Gorge National Scenic Area, Historic Columbia River Highway State Trail, Mt. Hood National Forest
Highlights from your plan

2
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.
On the 12th (Wed), contemplate the waterfront views at Deschutes River, get a new perspective on nature at High Desert Museum, and then tour the pleasant surroundings at Drake Park. Here are some ideas for day two: delve into the lush surroundings at Deschutes National Forest, immerse yourself in nature at Smith Rock State Park, and then take a stroll through City of Sisters.

To find where to stay, maps, reviews, and tourist information, read our Bend road trip planning tool .

Traveling by car from Hood River to Bend takes 3.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Expect slightly colder evenings in Bend when traveling from Hood River in December, with lows around -6°C. Finish your sightseeing early on the 13th (Thu) to allow enough time to travel back home.

Things to do in Bend

Parks Nature Museums

Side Trips

Smith Rock State Park, City of Sisters
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Deschutes River ©
Deschutes River

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