7 days in Oregon Itinerary

7 days in Oregon Itinerary

Created using Inspirock Oregon vacation builder

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Route & dates

7 days in Oregon Itinerary

Start: Miami
Fly:  10​h 30​min
1
Portland
— 2 nights
Drive:  2​h
2
Cannon Beach
— 1 night
Drive:  3​h
3
Hood River
— 1 night
Drive:  1​h 15​min
4
Timberline Lodge
— 1 night
Fly:  12​h 15​min
End: Miami

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 10th (Tue): look for gifts at Powell's City of Books. On your second day here, contemplate the long history of Columbia River Highway, then admire the sheer force of Multnomah Falls, then admire the natural beauty at The Grotto - National Sanctuary of Our Sorrowful Mother, and finally take in nature's colorful creations at Lan Su Chinese Garden.

For maps, other places to visit, where to stay, and more tourist information, you can read our Portland day trip planning site .

Miami to Portland is an approximately 10.5-hour flight. You can also do a combination of train and flight; or drive. You'll gain 3 hours traveling from Miami to Portland due to the time zone difference. Traveling from Miami in September, you will find days in Portland are a bit cooler (76°F), and nights are cooler (55°F). Finish your sightseeing early on the 12th (Thu) to allow enough time to drive to Cannon Beach.

Things to do in Portland

Historic Sites Parks Nature

Side Trips

Columbia River Highway, Multnomah Falls
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Multnomah Falls ©
Multnomah Falls
Pittock Mansion ©
Pittock Mansion

1
night
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 13th (Fri): kick back and relax at Cannon Beach, take in the dramatic natural features at Haystack Rock, and then immerse yourself in nature at Hug Point State Park.

To find more things to do, ratings, reviews, and more tourist information, use the Cannon Beach trip planner .

You can drive from Portland to Cannon Beach in 2 hours. Another option is to take a bus. Traveling from Portland in September, expect nights in Cannon Beach to be about the same, around 52°F, while days are a bit cooler, around 69°F. Cap off your sightseeing on the 13th (Fri) early enough to go by car to Hood River.

Things to do in Cannon Beach

Parks Beaches Nature
Highlights from your plan
Cannon Beach ©
Cannon Beach
Hug Point State Park ©
Hug Point State Park

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 14th (Sat): trek along Historic Columbia River Highway State Trail and then explore the activities along Columbia River Gorge National Scenic Area.

For other places to visit, maps, ratings, and other tourist information, refer to the Hood River online tour itinerary planner .

You can drive from Cannon Beach to Hood River in 3 hours. Other options are to take a bus; or do a combination of bus and train. Expect a daytime high around 71°F in September, and nighttime lows around 57°F. Wrap up your sightseeing on the 14th (Sat) to allow time to drive to Timberline Lodge.

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

1
night
Timberline Lodge

Timberline Lodge ©
On the 15th (Sun), fly down the slopes at Timberline Lodge and Ski Area, then take a peaceful walk through Mt. Hood National Forest, and then identify plant and animal life at Little Zigzag Falls.

For traveler tips, photos, ratings, and more tourist information, you can read our Timberline Lodge day trip planner .

You can drive from Hood River to Timberline Lodge in 1.5 hours. Expect a daytime high around 71°F in September, and nighttime lows around 57°F. Finish up your sightseeing early on the 15th (Sun) so you can travel back home.

Things to do in Timberline Lodge

Nature Parks Winter Sports

Side Trips

Mt. Hood National Forest, Little Zigzag Falls
Highlights from your plan
Timberline Lodge and Ski Area ©
Timberline Lodge and Ski Area
Mt. Hood National Forest ©
Mt. Hood National Forest
Little Zigzag Falls ©
Little Zigzag Falls

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