8 days in Oregon Itinerary

8 days in Oregon Itinerary

Created using Inspirock Oregon visit planner

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Route & dates

8 days in Oregon Itinerary

Start: New York City
Foot + Fly:  8​h 45​min
1
Portland
— 4 nights
Drive:  2​h
2
Cannon Beach
— 2 nights
Drive:  3​h
3
Hood River
— Few hours
+3
Bus + Tram + Fly + Bus:  11​h
End: New York City

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.
Deepen your sense of the past at sights like Pittock Mansion and Eastbank Esplanade. Satisfy your inner culture vulture at Evergreen Aviation & Space Museum and Carlton Winemakers Studio. Get out of town with these interesting Portland side-trips: Multnomah Falls (in Bridal Veil), Soter Vineyards (in Carlton) and Sokol Blosser Winery (in Dundee). And it doesn't end there: admire the natural beauty at Portland Japanese Garden, see the interesting displays at Portland Art Museum, admire the verdant scenery at Willamette Valley, and stop by Powell's City of Books.

To see traveler tips, ratings, more things to do, and tourist information, go to the Portland trip planner.

New York City to Portland is an approximately 9-hour combination of bus and flight. You can also do a combination of train and flight; or drive. The time zone difference when traveling from New York City to Portland is minus 3 hours. Plan for a bit cooler nights when traveling from New York City in May since evenings lows in Portland dip to 50°F. Finish up your sightseeing early on the 27th (Sun) so you can go by car to Cannon Beach.

Things to do in Portland

Parks Nature Wineries

Side Trips

Carlton, Evergreen Aviation & Space Museum, Multnomah Falls, Sokol Blosser Winery
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Multnomah Falls ©
Multnomah Falls
Sokol Blosser Winery ©
Sokol Blosser Winery

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 27th (Sun), enjoy the sand and surf at Cannon Beach and then take in the dramatic natural features at Haystack Rock. Here are some ideas for day two: contemplate the long history of Fort Clatsop National Memorial.

For maps, where to stay, reviews, and more tourist information, go to the Cannon Beach day trip planning website .

Drive from Portland to Cannon Beach in 2 hours. Alternatively, you can take a bus. Traveling from Portland in May, expect nights in Cannon Beach to be about the same, around 47°F, while days are little chillier, around 61°F. Wrap up your sightseeing on the 29th (Tue) early enough to drive to Hood River.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trip

Fort Clatsop National Memorial
Highlights from your plan
Cannon Beach ©
Cannon Beach
Haystack Rock ©
Haystack Rock
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial

few
hours
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 29th (Tue): explore the activities along Columbia River Gorge National Scenic Area.

To find where to stay, reviews, maps, and tourist information, refer to the Hood River trip planner .

Traveling by car from Cannon Beach to Hood River takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. In May, plan for daily highs up to 64°F, and evening lows to 48°F. Wrap up your sightseeing on the 29th (Tue) to allow time 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

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