7 days in Oregon Itinerary

7 days in Oregon Itinerary

Created using Inspirock Oregon tour itinerary builder

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Route & dates

7 days in Oregon Itinerary

Start: Portland
1
Portland
— 2 nights
Drive:  1​h 30​min
2
Cannon Beach
— 2 nights
Drive:  3​h 15​min
3
Timberline Lodge
— 1 night
Drive:  1​h 15​min
4
Hood River
— 1 night
bus:  1​h 15​min
End: Portland

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.
Start off your visit on the 1st (Wed): brush up on your knowledge of spirits at New Deal Distillery. Here are some ideas for day two: get a taste of the local shopping with Pearl District, then stroll around Oaks Bottom Wildlife Refuge, and then see the interesting displays at Evergreen Aviation & Space Museum.

To see photos, traveler tips, ratings, and other tourist information, you can read our Portland trip maker site .

The Route module can give you travel options from your home to Portland. Expect a daytime high around 46°F in January, and nighttime lows around 35°F. Finish your sightseeing early on the 3rd (Fri) to allow enough time to drive to Cannon Beach.

Things to do in Portland

Museums Parks Shopping

Side Trip

Evergreen Aviation & Space Museum
Highlights from your plan
Evergreen Aviation & Space Museum ©
Powell's City of Books ©
Powell's City of Books
Oregon Zoo ©
Oregon Zoo

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 4th (Sat): tour the pleasant surroundings at Cannon Beach, get engrossed in the history at Cannon Beach History Center and Museum, then stroll through Haystack Rock, and finally view the masterpieces at Bronze Coast Gallery. Get ready for a full day of sightseeing on the next day: immerse yourself in nature at Ecola State Park, then pause for some photo ops at Astoria Column, then explore the activities along Columbia River Maritime Museum, and finally see the interesting displays at Seaside Inverted Experience.

To see maps, ratings, and tourist information, read Cannon Beach travel route planning tool .

Drive from Portland to Cannon Beach in 1.5 hours. Alternatively, you can take a bus. In January, daytime highs in Cannon Beach are 50°F, while nighttime lows are 38°F. Finish your sightseeing early on the 5th (Sun) so you can travel to Timberline Lodge.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trips

Astoria, Seaside Inverted Experience
Highlights from your plan
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park
Astoria Column ©
Astoria Column

1
night
Timberline Lodge

Timberline Lodge ©
Perched high on the south face of one of the most iconic peaks in the Pacific Northwest, Timberline Lodge is the ski and snowboarding area known for the eponymous historic lodge, the design of which emphasizes the area's natural beauty.
Start off your visit on the 6th (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.

To find other places to visit, where to stay, ratings, and tourist information, go to the Timberline Lodge trip website .

You can drive from Cannon Beach to Timberline Lodge in 3 hours. Traveling from Cannon Beach in January, expect Timberline Lodge to be little chillier, temps between 38°F and 32°F. Finish your sightseeing early on the 6th (Mon) to allow enough time to drive to Hood River.

Things to do in Timberline Lodge

Nature Winter Sports Historic Sites

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

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 7th (Tue), identify plant and animal life at Columbia River Gorge National Scenic Area, then examine the collection at Western Antique Aeroplane & Automobile Museum, and then take in the exciting artwork at Art on Oak.

Plan my day in Hood River using traveler tips and tourist information provided by Inspirock.

Getting from Timberline Lodge to Hood River by car takes about 1.5 hours. In January, daytime highs in Hood River are 38°F, while nighttime lows are 32°F. Cap off your sightseeing on the 7th (Tue) early enough to travel back home.

Things to do in Hood River

Wildlife Parks Nature

Side Trip

Columbia River Gorge National Scenic Area
Highlights from your plan
Art on Oak ©
Art on Oak

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