15 days in Oregon Itinerary

15 days in Oregon Itinerary

Created using Inspirock Oregon travel planner

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Route & dates

15 days in Oregon Itinerary

Start: Vancouver
Fly:  6​h
1
Bend
— 3 nights
Drive:  3​h 15​min
2
Hood River
— 3 nights
Drive:  3​h
3
Cannon Beach
— 3 nights
Drive:  1​h 30​min
4
Portland
— 5 nights
Fly:  4​h 15​min
End: Vancouver

3
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.
Your cultural itinerary includes sights like High Desert Museum and Oregon Observatory. Museum-lovers will get to explore Artists Gallery Sunriver and Sunriver Nature Center. Go for a jaunt from Bend to Redmond to see Smith Rock State Park about 38 minutes away. There's much more to do: delve into the lush surroundings at Deschutes National Forest, relax and float downstream with a rafting and tubing tour, take a stroll through Old Mill District, and contemplate the waterfront views at Deschutes River.

To find ratings, traveler tips, photos, and more tourist information, use the Bend trip planner .

Vancouver, Canada to Bend is an approximately 6-hour flight. You can also do a combination of train and flight; or drive. When traveling from Vancouver in August, plan for a bit warmer days in Bend, with highs around 34°C, while nights are a bit cooler with lows around 13°C. Wrap up your sightseeing on the 19th (Mon) early enough to drive to Hood River.

Things to do in Bend

Parks Nature Museums

Side Trips

Sunriver, Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
River Rafting & Tubing

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Step out of the city life by going to Timberline Lodge and Ski Area and White Salmon River. Do some cultural sightseeing at Western Antique Aeroplane & Automobile Museum and Columbia Gorge Discovery Center & Museum. When in Hood River, make a side trip to see Fire Museum in City Hall in The Dalles, approximately 36 minutes away. There's much more to do: explore the activities along Columbia River Gorge National Scenic Area, take in the exciting artwork at Art on Oak, take an in-depth tour of Fort Dalles Museum and Anderson Homestead, and do a tasting at Marchesi Vineyards.

For ratings, traveler tips, where to stay, and tourist information, use the Hood River trip planner .

Traveling by car from Bend to Hood River takes 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Traveling from Bend in August, Hood River is a bit warmer at night with lows of 18°C. Wrap up your sightseeing on the 22nd (Thu) early enough to drive to Cannon Beach.

Things to do in Hood River

Nature Parks Museums

Side Trips

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

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Get outdoors at Fort Clatsop National Memorial and Haystack Rock. Columbia River Maritime Museum and Seaside Inverted Experience will appeal to museum buffs. When in Cannon Beach, make a side trip to see Astoria Column in Astoria, approximately 42 minutes away. Next up on the itinerary: tour the pleasant surroundings at Cannon Beach and immerse yourself in nature at Hug Point State Park.

For where to stay, photos, ratings, and more tourist information, use the Cannon Beach trip maker .

Getting from Hood River to Cannon Beach by car takes about 3 hours. Other options: take a bus; or do a combination of train and bus. Plan for slightly colder temperatures traveling from Hood River in August, with highs in Cannon Beach at 25°C and lows at 15°C. Cap off your sightseeing on the 25th (Sun) early enough to go by car to Portland.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trips

Astoria, Seaside Inverted Experience
Highlights from your plan
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial

5
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.
Your cultural itinerary includes sights like Evergreen Aviation & Space Museum and Sokol Blosser Winery. Visiting Multnomah Falls and Oregon Zoo will get you outdoors. Explore the numerous day-trip ideas around Portland: St. Mary's Catholic Church (in Mount Angel), The Historic Carousel and Museum (in Albany) and Willamette Valley Vineyards (in Turner). The adventure continues: steep yourself in history at Pittock Mansion, take a stroll through Northwest (Nob Hill), examine the collection at Portland Art Museum, and take a peaceful walk through The Grotto - National Sanctuary of Our Sorrowful Mother.

To find where to stay, ratings, reviews, and other tourist information, you can read our Portland road trip tool .

You can drive from Cannon Beach to Portland in 1.5 hours. Another option is to take a bus. When traveling from Cannon Beach in August, plan for somewhat warmer days in Portland, with highs around 34°C, while nights are about the same with lows around 18°C. Finish your sightseeing early on the 30th (Fri) to allow enough time to travel back home.

Things to do in Portland

Museums Historic Sites Parks

Side Trips

Willamette Valley Vineyards, Sokol Blosser Winery, The Historic Carousel and Museum, St. Mary's Catholic Church, Evergreen Aviation & Space Museum
Highlights from your plan
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum
Multnomah Falls ©
Multnomah Falls
Pittock Mansion ©
Pittock Mansion

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