10 days in Oregon Itinerary

10 days in Oregon Itinerary

Created using Inspirock Oregon route maker

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Route & dates

10 days in Oregon Itinerary

Start: Calgary
Fly:  5​h 30​min
1
Portland
— 3 nights
Drive:  1​h 30​min
2
Cannon Beach
— 3 nights
Drive:  3​h
3
Hood River
— 3 nights
Drive + Fly:  7​h
End: Calgary

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.
Get a sense of the local culture at Evergreen Aviation & Space Museum and Portland Art Museum. Shop till you drop at Powell's City of Books and Northwest (Nob Hill). Explore Portland's surroundings by going to Multnomah Falls (in Bridal Veil), Sokol Blosser Winery (in Dundee) and Oneonta Gorge (in Cascade Locks). And it doesn't end there: contemplate the long history of Pittock Mansion, admire the natural beauty at International Rose Test Garden, see the interesting displays at Oregon Museum of Science and Industry, and browse the eclectic array of goods at Portland Saturday Market.

To find other places to visit, maps, traveler tips, and more tourist information, refer to the Portland trip planner .

Calgary, Canada to Portland is an approximately 5.5-hour flight. You can also drive; or take a bus. Traveling from Calgary to Portland, you'll gain 1 hour due to the time zone difference. Traveling from Calgary in October, things will get a bit warmer in Portland: highs are around 22°C and lows about 11°C. Finish up your sightseeing early on the 14th (Wed) so you can go by car to Cannon Beach.

Things to do in Portland

Parks Museums Nature

Side Trips

Sokol Blosser Winery, Oneonta Gorge, Evergreen Aviation & Space Museum, Multnomah Falls, Columbia River Highway
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
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Escape the urban bustle at Haystack Rock and Cannon Beach. Fort Clatsop National Memorial and Columbia River Maritime Museum are good opportunities to explore the local culture. When in Cannon Beach, make a side trip to see Astoria Column in Astoria, approximately 42 minutes away. There's more to do: admire the majestic nature at Ecola State Park and examine the collection at Seaside Inverted Experience.

To find where to stay, maps, and more tourist information, use the Cannon Beach vacation maker .

Drive from Portland to Cannon Beach in 1.5 hours. Alternatively, you can take a bus. In October, daytime highs in Cannon Beach are 20°C, while nighttime lows are 10°C. Finish up your sightseeing early on the 17th (Sat) so you can go by car to Hood River.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trips

Astoria, Seaside Inverted Experience
Highlights from your plan
Haystack Rock ©
Haystack Rock
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. Your cultural itinerary includes sights like Timberline Lodge and Ski Area and Springhouse Cellar. Escape the urban bustle at Columbia River Gorge National Scenic Area and Starvation Creek State Park. Next up on the itinerary: see the interesting displays at Western Antique Aeroplane & Automobile Museum, take a peaceful walk through Mt. Hood National Forest, and hike along Historic Columbia River Highway State Trail.

To find maps, other places to visit, and tourist information, refer to the Hood River travel planning tool .

You can drive from Cannon Beach to Hood River in 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. October in Hood River sees daily highs of 22°C and lows of 8°C at night. Finish your sightseeing early on the 20th (Tue) so you can travel back home.

Things to do in Hood River

Nature Parks Wildlife

Side Trips

Historic Columbia River Highway State Trail, Starvation Creek State Park, Mt. Hood National Forest, Timberline Lodge and Ski Area, Columbia Gorge Discovery Center & Museum
Highlights from your plan
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area

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