11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon attractions planner

Make it your trip
Fly
1
Portland
— 3 nights
Drive
2
Cannon Beach
— 1 night
Drive
3
Hood River
— 2 nights
Drive
4
Crater Lake National Park
— 1 night
Drive
5
Redmond
— 2 nights
Fly

S M T W T F S
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Portland

— 3 nights

City of Roses

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.
Explore the numerous day-trip ideas around Portland: Multnomah Falls (in Bridal Veil) and McMinnville (Evergreen Aviation & Space Museum & Remy Wines). There's still lots to do: take in nature's colorful creations at Portland Japanese Garden, walk around Tom McCall Waterfront Park, stop by Powell's City of Books, and admire the landmark architecture of Pittock Mansion.

To find ratings, other places to visit, traveler tips, and more tourist information, read Portland vacation planning app.

Queenstown, New Zealand to Portland is an approximately 22.5-hour flight. You'll gain 20 hours traveling from Queenstown to Portland due to the time zone difference. In September, daytime highs in Portland are 28°C, while nighttime lows are 15°C. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Cannon Beach.

Things to do in Portland

Parks · Wineries · Tours · Museums

Side Trips

Cannon Beach

— 1 night
Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 14th (Mon): enjoy the sand and surf at Cannon Beach, explore the striking landscape at Haystack Rock, then take in the exciting artwork at Bronze Coast Gallery, and finally admire the majestic nature at Ecola State Park.

To find photos, more things to do, traveler tips, and tourist information, use the Cannon Beach attractions planning tool.

Traveling by car from Portland to Cannon Beach takes 1.5 hours. Alternatively, you can take a bus. When traveling from Portland in September, plan for a bit cooler days in Cannon Beach, with highs around 24°C, while nights are about the same with lows around 13°C. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Hood River.

Things to do in Cannon Beach

Parks · Outdoors · Beaches · Nature

Hood River

— 2 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 15th (Tue): explore and take pictures at Hood River County Fruit Loop, then contemplate the waterfront views at Columbia River Gorge National Scenic Area, then brush up on your knowledge of spirits at Hood River Distillers Tasting Room, and finally shop like a local with Art on Oak. On your second day here, examine the collection at Columbia Gorge Discovery Center & Museum, then hike along Historic Columbia River Highway State Trail, and then examine the collection at Western Antique Aeroplane & Automobile Museum.

To find reviews, traveler tips, where to stay, and tourist information, use the Hood River trip planning website.

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. In September, plan for daily highs up to 25°C, and evening lows to 16°C. Wrap up your sightseeing on the 16th (Wed) to allow time to drive to Crater Lake National Park.

Things to do in Hood River

Parks · Museums · Outdoors · Nature

Side Trips

Crater Lake National Park

— 1 night
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Start off your visit on the 17th (Thu): take a memorable drive along Rim Dr and then explore the striking landscape of Crater Lake National Park.

For ratings, where to stay, photos, and more tourist information, read our Crater Lake National Park trip itinerary planning tool.

Getting from Hood River to Crater Lake National Park by car takes about 6 hours. Other options: fly; or do a combination of bus and taxi. Traveling from Hood River in September, you will find days in Crater Lake National Park are a bit warmer (33°C), and nights are about the same (13°C). Wrap up your sightseeing on the 17th (Thu) to allow time to travel to Redmond.

Things to do in Crater Lake National Park

Parks · Nature · Scenic Drive · Outdoors

Redmond

— 2 nights
Redmond is a city in Deschutes County, Oregon, United States. Start off your visit on the 18th (Fri): get a taste of life in the country at Brasada Ranch, admire the majestic nature at Peter Skene Ogden State Park, and then admire the majestic nature at Smith Rock State Park.

To find where to stay, more things to do, reviews, and tourist information, use the Redmond road trip website.

You can drive from Crater Lake National Park to Redmond in 3 hours. Prepare for little chillier weather when traveling from Crater Lake National Park in September: high temperatures in Redmond hover around 28°C and lows are around 4°C. Finish your sightseeing early on the 19th (Sat) to allow enough time to travel back home.

Things to do in Redmond

Parks · Nature

Side Trips

Oregon travel guide

4.5
Gardens · State Parks · Specialty Museums
A land of many faces, Oregon is at once a state of rugged rocky coastlines and deep forests, as well as vibrant cities and small towns packed with award-winning restaurants and trendy shops. With nearly half of its land covered by dense fir, redwood, and pine forests, the state protects varied plant and animal life inside three national parks. In addition to pristine waterfalls, beaches, and lakes perfect for a holiday in nature, Oregon also offers numerous urban tourist attractions. Portland, the state's largest metropolis, notably includes more breweries than any other city in the world, and its central location makes it an ideal base for day trips to Oregon's emerging wine region and many parks.