10 days in Oregon Itinerary

10 days in Oregon Itinerary

Created using Inspirock Oregon planner

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Route & dates

10 days in Oregon Itinerary

Start: New York City
Foot + Fly:  8​h 45​min
1
Portland
— 3 nights
Drive:  2​h
2
Cannon Beach
— 3 nights
Drive:  3​h
3
Hood River
— 1 night
Drive:  3​h 15​min
4
Bend
— 1 night
Fly + Bus:  11​h 30​min
End: New York City

3
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.
Pittock Mansion and Eastbank Esplanade will appeal to history buffs. You'll explore and learn at Evergreen Aviation & Space Museum and Oregon Museum of Science and Industry. Explore Portland's surroundings by going to Multnomah Falls (in Bridal Veil) and Sokol Blosser Winery (in Dundee). Next up on the itinerary: take in nature's colorful creations at Portland Japanese Garden, stop by Powell's City of Books, hike along Forest Park, and take in the views from Hawthorne Bridge.

To see more things to do, reviews, and tourist information, go to the Portland planning website .

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 changes from Eastern Standard Time to Pacific Standard Time, which is usually a -3 hour difference. Expect a bit cooler evenings in Portland when traveling from New York City in July, with lows around 59°F. Finish your sightseeing early on the 16th (Mon) to allow enough time to drive to Cannon Beach.

Things to do in Portland

Parks Museums Nature

Side Trips

Sokol Blosser Winery, Multnomah Falls, Evergreen Aviation & Space Museum
Highlights from your plan
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum
Multnomah Falls ©
Multnomah Falls
Oregon Museum of Science and Industry ©

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 17th (Tue), savor the flavors at Seaside Candyman, then enjoy the sand and surf at Cannon Beach, and then kick back and relax at Haystack Rock. Keep things going the next day: contemplate the long history of Fort Clatsop National Memorial.

For reviews, more things to do, traveler tips, and other tourist information, refer to the Cannon Beach online trip builder .

Traveling by car from Portland to Cannon Beach takes 2 hours. Alternatively, you can take a bus. Expect little chillier weather when traveling from Portland in July: highs in Cannon Beach hover around 68°F, while lows dip to 55°F. Wrap up your sightseeing on the 19th (Thu) early enough to drive to Hood River.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trips

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

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 19th (Thu): see the interesting displays at Columbia Gorge Discovery Center & Museum, see the interesting displays at Western Antique Aeroplane & Automobile Museum, and then stop by Apple Valley Country Store.

To find reviews, maps, ratings, and other tourist information, read our Hood River sightseeing 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. Traveling from Cannon Beach in July, expect nights in Hood River to be about the same, around 57°F, while days are a bit warmer, around 76°F. On the 20th (Fri), wrap the sightseeing up by early afternoon so you can drive to Bend.

Things to do in Hood River

Nature Wildlife Parks

Side Trips

Columbia River Gorge National Scenic Area, Columbia Gorge Discovery Center & Museum
Highlights from your plan

1
night
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.
On the 21st (Sat), learn more about the world around you at High Desert Museum, then explore the activities along Deschutes River, and then stroll through Drake Park.

To see maps, more things to do, reviews, and other tourist information, read Bend trip itinerary planning tool .

You can drive from Hood River to Bend in 3.5 hours. Other options are to do a combination of taxi and bus; or do a combination of bus and flight. While traveling from Hood River, expect somewhat warmer days and little chillier nights in Bend, ranging from highs of 83°F to lows of 51°F. Cap off your sightseeing on the 21st (Sat) early enough to travel back home.

Things to do in Bend

Parks Wildlife Museums
Highlights from your plan
High Desert Museum ©
High Desert Museum
Drake Park ©
Drake Park

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