9 days in Oregon Itinerary

9 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary maker

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Route & dates

9 days in Oregon Itinerary

Start: Houston
Fly + Drive:  9​h
1
Prospect
— 1 night
Drive:  4​h
2
Newport
— 1 night
Drive:  2​h 45​min
3
Cannon Beach
— 1 night
Drive:  1​h 30​min
4
Portland
— 2 nights
bus:  1​h 15​min
5
Hood River
— 1 night
Drive:  2​h 45​min
6
Redmond
— 2 nights
Fly:  8​h 30​min
End: Houston

1
night
Prospect

Prospect ©
Prospect is an unincorporated community in Jackson County, in the U.S. On the 29th (Sat), get great views at Natural Bridge Viewpoint and then identify plant and animal life at Rogue River Gorge Viewpoint.

To find where to stay, photos, and tourist information, you can read our Prospect trip itinerary planner.

Houston to Prospect is an approximately 9-hour flight. You can also drive. You'll gain 2 hours traveling from Houston to Prospect due to the time zone difference. Traveling from Houston in June, expect nights in Prospect to be colder, around 55°F, while days are slightly colder, around 86°F. Wrap up your sightseeing on the 30th (Sun) to allow time to travel to Newport.

Things to do in Prospect

Parks Nature Wildlife

Side Trip

Crater Lake National Park
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park
Rogue River Gorge Viewpoint ©
Rogue River Gorge Viewpoint
Natural Bridge Viewpoint ©
Natural Bridge Viewpoint

1
night
Newport

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
On the 1st (Mon), immerse yourself in nature at Fogarty Creek State Recreation Area, then see majestic marine mammals with a dolphin and whale watching tour, then look for all kinds of wild species at Yaquina Head Outstanding Natural Area, and finally tour the pleasant surroundings at Devils Punchbowl State Natural Area.

To see maps, where to stay, ratings, and other tourist information, refer to the Newport trip itinerary tool .

You can drive from Prospect to Newport in 5 hours. Traveling from Prospect in June, you will find days in Newport are colder (61°F), and nights are a bit cooler (48°F). Wrap up your sightseeing on the 1st (Mon) to allow time to drive to Cannon Beach.

Things to do in Newport

Outdoors Wildlife Parks

Side Trip

Depoe Bay
Highlights from your plan
Dolphin & Whale Watching
Devils Punchbowl State Natural Area ©
Fogarty Creek State Recreation Area ©

1
night
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 2nd (Tue): enjoy the sand and surf at Cannon Beach, then take in the dramatic natural features at Haystack Rock, then admire the majestic nature at Hug Point State Park, and finally immerse yourself in nature at Ecola State Park.

For maps, more things to do, photos, and other tourist information, you can read our Cannon Beach online travel planner .

You can drive from Newport to Cannon Beach in 3 hours. Alternatively, you can take a bus. When traveling from Newport in July, plan for a bit warmer days in Cannon Beach, with highs around 69°F, while nights are about the same with lows around 55°F. Cap off your sightseeing on the 2nd (Tue) early enough to go by car to Portland.

Things to do in Cannon Beach

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

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.
On the 3rd (Wed), take a peaceful walk through Camassia Natural Area, learn about wildlife with up-close encounters at Oregon Zoo, admire the natural beauty at International Rose Test Garden, take in nature's colorful creations at Portland Japanese Garden, then stop by Powell's City of Books, and finally admire the natural beauty at Lan Su Chinese Garden. Get ready for a full day of sightseeing on the next day: identify plant and animal life at Oaks Bottom Wildlife Refuge, contemplate the long history of Pittock Mansion, stroll around Forest Park, then admire the sheer force of Multnomah Falls, and finally tour the pleasant surroundings at Oneonta Gorge.

For where to stay, other places to visit, reviews, and other tourist information, go to the Portland sightseeing planning website .

You can drive from Cannon Beach to Portland in 1.5 hours. Another option is to take a bus. Traveling from Cannon Beach in July, you will find days in Portland are a bit warmer (83°F), and nights are about the same (59°F). Finish your sightseeing early on the 4th (Thu) so you can drive to Hood River.

Things to do in Portland

Parks Nature Outdoors

Side Trips

Camassia Natural Area, Multnomah Falls, Oneonta Gorge
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Multnomah Falls ©
Multnomah Falls
Oneonta Gorge ©
Oneonta Gorge

1
night
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 5th (Fri): explore the activities along Columbia River Gorge National Scenic Area, delve into the lush surroundings at Starvation Creek Ridge Loop, then hike along Starvation Creek State Park, and finally trek along Historic Columbia River Highway State Trail.

For where to stay, more things to do, reviews, and more tourist information, use the Hood River trip maker app .

You can drive from Portland to Hood River in 1.5 hours. Alternatively, you can take a bus; or take a train. July in Hood River sees daily highs of 79°F and lows of 58°F at night. Finish up your sightseeing early on the 5th (Fri) so you can travel to Redmond.

Things to do in Hood River

Parks Nature Wildlife

Side Trips

Cascade Locks, Columbia River Gorge National Scenic Area, Historic Columbia River Highway State Trail
Highlights from your plan

2
nights
Redmond

Redmond ©
Redmond is a city in Deschutes County, Oregon, United States. On the 6th (Sat), take a peaceful walk through Deschutes National Forest, then learn more about the world around you at High Desert Museum, and then take a memorable tour with Tours.

To find other places to visit, where to stay, more things to do, and other tourist information, read our Redmond trip planner .

Traveling by car from Hood River to Redmond takes 2.5 hours. Traveling from Hood River in July, you will find days in Redmond are a bit warmer (89°F), and nights are a bit cooler (48°F). You will have some time to spend on the 7th (Sun) before leaving for home.

Things to do in Redmond

Parks Nature Museums

Side Trip

Bend
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
River Rafting & Tubing
High Desert Museum ©
High Desert Museum

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