8 days in Oregon Itinerary

8 days in Oregon Itinerary

Created using Inspirock Oregon route planner

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Route & dates

8 days in Oregon Itinerary

Start: Philadelphia
Fly:  8​h
1
Portland
— 2 nights
Drive:  1​h 45​min
2
Timberline Lodge
— 1 night
Drive:  3​h 15​min
3
Cannon Beach
— 3 nights
+2
bus + tram + Fly:  11​h
End: Philadelphia

2
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.
Satisfy your inner culture vulture at Pittock Mansion and Columbia River Highway. Explore the numerous day-trip ideas around Portland: Carlton Winemakers Studio (in Carlton), Sokol Blosser Winery (in Dundee) and Evergreen Aviation & Space Museum (in McMinnville). And it doesn't end there: take in nature's colorful creations at Portland Japanese Garden, get to know the fascinating history of Eastbank Esplanade, stop by Powell's City of Books, and see the interesting displays at Portland Art Museum.

To see other places to visit, maps, reviews, and more tourist information, refer to the Portland travel planner.

Philadelphia to Portland is an approximately 8-hour flight. You can also do a combination of train and flight; or drive. Due to the time zone difference, you'll gain 3 hours traveling from Philadelphia to Portland. Prepare for slightly colder weather when traveling from Philadelphia in July: high temperatures in Portland hover around 83°F and lows are around 59°F. Finish your sightseeing early on the 7th (Sun) so you can drive to Timberline Lodge.

Things to do in Portland

Museums Historic Sites Parks

Side Trips

Sokol Blosser Winery, Evergreen Aviation & Space Museum, Carlton Winemakers Studio, Columbia River Highway
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Pittock Mansion ©
Pittock Mansion
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum

1
night
Timberline Lodge

Timberline Lodge ©
On the 8th (Mon), delve into the lush surroundings at Mt. Hood National Forest and then take your sightseeing to a higher altitude at Timberline Lodge and Ski Area.

For where to stay and other tourist information, you can read our Timberline Lodge trip planner.

You can drive from Portland to Timberline Lodge in 2 hours. In July, daytime highs in Timberline Lodge are 79°F, while nighttime lows are 58°F. Finish your sightseeing early on the 8th (Mon) so you can travel to Cannon Beach.

Things to do in Timberline Lodge

Nature Winter Sports Parks

Side Trip

Mt. Hood National Forest
Highlights from your plan
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Mt. Hood National Forest ©
Mt. Hood National Forest

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. We've included these beaches for you: Haystack Rock and Cannon Beach. Get a sense of the local culture at Fort Clatsop National Memorial and Columbia River Maritime Museum. Take a break from Cannon Beach with a short trip to Astoria Column in Astoria, about 42 minutes away. Next up on the itinerary: immerse yourself in nature at Ecola State Park.

To find other places to visit, ratings, more things to do, and tourist information, go to the Cannon Beach trip planner .

Drive from Timberline Lodge to Cannon Beach in 3 hours. Traveling from Timberline Lodge in July, you will find days in Cannon Beach are slightly colder (69°F), and nights are about the same (55°F). Finish up your sightseeing early on the 11th (Thu) so you can travel back home.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trip

Astoria
Highlights from your plan
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

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