9 days in Oregon Itinerary

9 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

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Route & dates

9 days in Oregon Itinerary

Start: San Juan, Puerto Rico
Fly:  12​h 30​min
1
Portland
— 4 nights
Bus:  1​h 15​min
2
Hood River
— 1 night
Drive:  3​h
3
Cannon Beach
— 2 nights
+2
Bus + Tram + Fly:  14​h 15​min
End: San Juan, Puerto Rico

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.
Head to Powell's City of Books and Portland Saturday Marketfor plenty of shopping. Escape the urban bustle at Multnomah Falls and Oregon Zoo. There's much more to do: take in nature's colorful creations at Portland Japanese Garden, putt your heart out at Oaks Amusement Park, see the interesting displays at Oregon Museum of Science and Industry, and head outdoors with Portland Timbers.

To find other places to visit, reviews, more things to do, and tourist information, go to the Portland trip planning website .

San Juan, Puerto Rico to Portland is an approximately 12.5-hour flight. You can also do a combination of car and flight. The time zone changes from Atlantic Standard Time to Pacific Standard Time, which is usually a -4 hour difference. In February, Portland is much colder than San Juan - with highs of 12°C and lows of 3°C. Finish up your sightseeing early on the 11th (Mon) so you can go by car to Hood River.

Things to do in Portland

Parks Theme Parks Fun & Games

Side Trip

Multnomah Falls
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Multnomah Falls ©
Multnomah Falls
Forest Park ©
Forest Park

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 12th (Tue), hike along Historic Columbia River Highway State Trail, do a tasting at Phelps Creek Vineyards, and then contemplate the waterfront views at Columbia River Gorge National Scenic Area.

To see more things to do, where to stay, reviews, and tourist information, you can read our Hood River travel route builder .

Drive from Portland to Hood River in 1.5 hours. Alternatively, you can take a bus; or take a train. In February, daily temperatures in Hood River can reach 9°C, while at night they dip to 3°C. Finish your sightseeing early on the 12th (Tue) so you can drive to Cannon Beach.

Things to do in Hood River

Parks Nature Wildlife

Side Trips

Historic Columbia River Highway State Trail, Columbia River Gorge National Scenic Area
Highlights from your plan
Phelps Creek Vineyards ©
Phelps Creek Vineyards

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 13th (Wed): kick back and relax at Cannon Beach, explore the striking landscape at Haystack Rock, and then identify plant and animal life at Astoria Column. On the 14th (Thu), you'll have a packed day of sightseeing: immerse yourself in nature at Oswald West State Park, then look for gifts at Beach Books, then admire the majestic nature at Ecola State Park, and finally look for gifts at Bronze Coast Gallery.

To find traveler tips, ratings, more things to do, and more tourist information, refer to the Cannon Beach trip itinerary planner.

You can drive from Hood River to Cannon Beach in 3 hours. Other options are to take a bus; or do a combination of train and bus. February in Cannon Beach sees daily highs of 12°C and lows of 4°C at night. Finish up your sightseeing early on the 14th (Thu) so you can travel back home.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trips

Astoria Column, Beach Books
Highlights from your plan
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach

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