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: Monroe
Fly + Drive:  10​h 15​min
1
Cannon Beach
— 3 nights
Drive:  1​h 30​min
2
Portland
— 4 nights
bus:  1​h 15​min
3
Hood River
— 3 nights
Drive + Fly:  9​h 45​min
End: Monroe

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Your itinerary includes some good beach time at Haystack Rock and Cannon Beach. Fort Clatsop National Memorial and Flavel House Museum are good opportunities to explore the local culture. You'll find plenty of places to visit near Cannon Beach: Astoria (Columbia River Maritime Museum & Lightship Columbia). And it doesn't end there: immerse yourself in nature at Ecola State Park, examine the collection at Seaside Inverted Experience, and view the masterpieces at Icefire Glassworks.

Plan my day in Cannon Beach using traveler tips and tourist information provided by Inspirock.

Monroe to Cannon Beach is an approximately 10.5-hour combination of flight and car. You can also drive. You'll gain 2 hours traveling from Monroe to Cannon Beach due to the time zone difference. In October, Cannon Beach is slightly colder than Monroe - with highs of 63°F and lows of 48°F. Wrap up your sightseeing on the 8th (Tue) early enough to drive to Portland.

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
Columbia River Maritime Museum ©
Columbia River Maritime Museum

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 historical perspective at Pittock Mansion and First Presbyterian Church. Evergreen Aviation & Space Museum and Oregon Museum of Science and Industry will appeal to museum buffs. Change things up with these side-trips from Portland: The Historic Carousel and Museum (in Albany), St. Mary's Catholic Church (in Mount Angel) and Sokol Blosser Winery (in Dundee). There's still lots to do: look for gifts at Powell's City of Books, take in nature's colorful creations at International Rose Test Garden, take in the exciting artwork at Live Laugh Love Art, and examine the collection at Portland Art Museum.

For other places to visit, photos, traveler tips, and other tourist information, read Portland day trip planning app .

You can drive from Cannon Beach to Portland in 1.5 hours. Alternatively, you can take a bus. October in Portland sees daily highs of 66°F and lows of 49°F at night. Wrap up your sightseeing on the 12th (Sat) early enough to take a bus to Hood River.

Things to do in Portland

Museums Shopping Historic Sites

Side Trips

Columbia River Highway, The Historic Carousel and Museum, Live Laugh Love Art, Evergreen Aviation & Space Museum, Willamette Valley Vineyards
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum
Columbia River Highway ©
Columbia River Highway

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 13th (Sun), see the interesting displays at Columbia Gorge Discovery Center & Museum, then see the interesting displays at Fire Museum in City Hall, then hit the slopes at Timberline Lodge and Ski Area, and finally view the masterpieces at Art on Oak. Here are some ideas for day two: see the interesting displays at Western Antique Aeroplane & Automobile Museum, then identify plant and animal life at Columbia River Gorge National Scenic Area, and then do a tasting at Springhouse Cellar.

To find ratings, where to stay, photos, and other tourist information, read Hood River planner .

Traveling by bus from Portland to Hood River takes 1.5 hours. Alternatively, you can drive; or take a train. October in Hood River sees daily highs of 67°F and lows of 45°F at night. You will have some time to spend on the 15th (Tue) before leaving for home.

Things to do in Hood River

Nature Museums Wildlife

Side Trips

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

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