11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon holiday planner

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Route & dates

11 days in Oregon Itinerary

Start: Cincinnati
Fly:  10​h
1
Bend
— 1 night
Drive:  3​h 15​min
2
Hood River
— 2 nights
Drive:  3​h
3
Astoria
— 3 nights
Drive:  2​h
4
Portland
— 4 nights
Fly:  8​h 30​min
End: Cincinnati

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 8th (Wed): take a peaceful walk through Shevlin Park.

For traveler tips, photos, more things to do, and tourist information, go to the Bend tour itinerary builder .

Cincinnati to Bend is an approximately 10-hour combination of flight and bus. You can also drive; or do a combination of bus and train. The time zone difference when traveling from Cincinnati to Bend is minus 3 hours. Plan for a bit cooler temperatures traveling from Cincinnati in May, with highs in Bend at 67°F and lows at 40°F. Finish your sightseeing early on the 9th (Thu) to allow enough time to drive to Hood River.

Things to do in Bend

Parks Nature Wildlife

Side Trip

Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Shevlin Park ©
Shevlin Park

2
nights
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 10th (Fri): see the interesting displays at Columbia Gorge Discovery Center & Museum, get engrossed in the history at Fort Dalles Museum and Anderson Homestead, and then identify plant and animal life at Columbia River Gorge National Scenic Area. Get ready for a full day of sightseeing on the 11th (Sat): stroll through Historic Columbia River Highway State Trail, then see the interesting displays at Western Antique Aeroplane & Automobile Museum, and then admire the sheer force of Multnomah Falls.

To see other places to visit, photos, maps, and tourist information, use the Hood River trip planning site .

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 May, expect a bit warmer with lows of 49°F in Hood River. Wrap up your sightseeing on the 11th (Sat) early enough to drive to Astoria.

Things to do in Hood River

Parks Nature Museums

Side Trips

The Dalles, Multnomah Falls, Columbia River Gorge National Scenic Area, Historic Columbia River Highway State Trail
Highlights from your plan
Multnomah Falls ©
Multnomah Falls

3
nights
Astoria

Astoria ©
Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Your itinerary includes some good beach time at Haystack Rock and Cannon Beach. Visit Fort Clatsop National Memorial and Battery Russell for their historical value. Change things up with a short trip to Ecola State Park in Cannon Beach (about 50 minutes away). Next up on the itinerary: browse the exhibits of Columbia River Maritime Museum, examine the collection at Seaside Inverted Experience, and appreciate the history behind Astoria Column.

To see traveler tips, maps, more things to do, and more tourist information, use the Astoria online trip itinerary builder .

Drive from Hood River to Astoria in 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. While traveling from Hood River, expect little chillier days and about the same nights in Astoria, ranging from highs of 62°F to lows of 48°F. Cap off your sightseeing on the 14th (Tue) early enough to go by car to Portland.

Things to do in Astoria

Parks Nature Historic Sites

Side Trips

Cannon Beach, Battery Russell, Seaside Inverted Experience
Highlights from your plan
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach

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.
Get some cultural insight at Pittock Mansion and Columbia River Highway. Visiting Timberline Lodge and Ski Area and Sokol Blosser Winery will get you outdoors. Venture out of the city with trips to Evergreen Aviation & Space Museum (in McMinnville) and Dobbes Family Estate (in Dundee). The adventure continues: look for gifts at Powell's City of Books, examine the collection at Movie Madness Video and More, and take in nature's colorful creations at Portland Japanese Garden.

To see reviews, ratings, and other tourist information, read Portland trip itinerary builder .

Getting from Astoria to Portland by car takes about 2 hours. Other options: do a combination of bus, taxi, and train; or take a bus. While traveling from Astoria, expect a bit warmer days and about the same nights in Portland, ranging from highs of 70°F to lows of 51°F. On the 18th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Portland

Museums Nature Historic Sites

Side Trips

Dundee, Columbia River Highway, Evergreen Aviation & Space Museum, Timberline Lodge and Ski Area
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum

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