22 days in Oregon Itinerary

22 days in Oregon Itinerary

Created using Inspirock Oregon tour planner

Make it your trip
Fly
1
Portland
— 2 nights
Drive
2
Hood River
— 3 nights
Drive
3
Astoria
— 3 nights
Drive
4
Newport
— 1 night
Drive
5
Florence
— 3 nights
Drive
6
Bandon
— 2 nights
Drive
7
Crater Lake National Park
— 2 nights
Drive
8
Bend
— 3 nights
Fly

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Portland

— 2 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.
Step off the beaten path and head to Silver Falls State Park and Forest Park. Take a break from the city and head to Oneonta Gorge and Multnomah Falls. Next up on the itinerary: admire the natural beauty at Portland Japanese Garden and stop by Powell's City of Books.

To find traveler tips, photos, maps, and more tourist information, read our Portland holiday maker website.

Sydney, Australia to Portland is an approximately 20.5-hour flight. You'll gain 18 hours traveling from Sydney to Portland due to the time zone difference. In September in Portland, expect temperatures between 28°C during the day and 15°C at night. Wrap up your sightseeing on the 3rd (Thu) early enough to drive to Hood River.

Things to do in Portland

Parks · Nature · Outdoors · Trails

Side Trips

Hood River

— 3 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Your day by day itinerary now includes Mirror Lake Trail. Discover out-of-the-way places like Mount Hood and Mt. Hood National Forest. Visiting Trillium Lake and Columbia River Gorge National Scenic Area will get you outdoors. Explore Hood River's surroundings by going to Timberline Lodge and Ski Area (in Timberline Lodge) and Wildwood Recreation Site (in Welches). There's more to do: hike along Horsetail Falls- Columbia River Gorge.

For photos, more things to do, other places to visit, and tourist information, refer to the Hood River trip planner.

Traveling by car from Portland to Hood River takes 1.5 hours. Alternatively, you can take a bus; or take a train. When traveling from Portland in September, plan for little chillier days in Hood River, with highs around 25°C, while nights are about the same with lows around 16°C. Finish your sightseeing early on the 6th (Sun) to allow enough time to drive to Astoria.

Things to do in Hood River

Parks · Nature · Outdoors · Wildlife

Side Trips

Astoria

— 3 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Step out of the city life by going to Fort Clatsop National Memorial and Oswald West State Park. You'll explore the less-touristy side of things at Hug Point State Park and Astoria Oregon Riverwalk. Explore the numerous day-trip ideas around Astoria: Cannon Beach (Haystack Rock, Cannon Beach, &more). There's still lots to do: stroll through Astoria Column and appreciate the history behind Seaside Beach Lewis and Clark Monument.

To see more things to do, where to stay, and other tourist information, read Astoria trip itinerary builder website.

Traveling by car from Hood River to Astoria takes 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Hood River in September, expect little chillier with lows of 13°C in Astoria. Cap off your sightseeing on the 9th (Wed) early enough to go by car to Newport.

Things to do in Astoria

Parks · Nature · Outdoors · Historic Sites

Side Trips

Newport

— 1 night
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Start off your visit on the 10th (Thu): cruise along Otter Crest Loop, then get interesting insight from Tours, then learn something new at Oregon Coast Glassworks, and finally stroll through Nye Beach.

To see more things to do, other places to visit, reviews, and other tourist information, you can read our Newport online day trip planner.

Traveling by car from Astoria to Newport takes 3.5 hours. Alternatively, you can take a bus. When traveling from Astoria in September, plan for slightly colder days in Newport, with highs around 20°C, while nights are about the same with lows around 11°C. Finish your sightseeing early on the 10th (Thu) to allow enough time to drive to Florence.

Things to do in Newport

Outdoors · Beaches · Scenic Drive · Parks

Side Trip

Florence

— 3 nights
Florence is a coastal city in Lane County, in the U.S. Take a break from the city and head to Sandland Adventures and Darlingtonia State Natural Site. Explore hidden gems such as Devil's Churn and Jessie M. Honeyman Memorial State Park. Venture out of the city with trips to Dean Creek Elk Viewing Area (in Reedsport) and Cape Perpetua Visitor Center - Siuslaw National Forest (in Yachats). There's still lots to do: hike along Hobbit Trail, tour the pleasant surroundings at John Dellenback Dunes Trailhead, explore the striking landscape at Thor's Well, and take a memorable drive along Oregon Coast Hwy.

To find out how to plan a trip to Florence, use our trip itinerary maker.

You can drive from Newport to Florence in 1.5 hours. Another option is to take a bus. In September, daily temperatures in Florence can reach 23°C, while at night they dip to 13°C. Finish up your sightseeing early on the 13th (Sun) so you can go by car to Bandon.

Things to do in Florence

Parks · Outdoors · Nature · Scenic Drive

Side Trips

Bandon

— 2 nights
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Kick off your visit on the 14th (Mon): admire the majestic nature at Shore Acres State Park and then admire the majestic nature at Cape Arago State Park. Keep things going the next day: immerse yourself in nature at Bullards Beach State Park, then identify plant and animal life at West Coast Game Park Safari, and then take in the dramatic natural features at Face Rock State Scenic Viewpoint.

To see traveler tips, where to stay, other places to visit, and other tourist information, read Bandon trip itinerary maker site.

Traveling by car from Florence to Bandon takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 23°C in September, and nighttime lows around 13°C. Finish your sightseeing early on the 15th (Tue) to allow enough time to drive to Crater Lake National Park.

Things to do in Bandon

Parks · Nature · Wildlife

Side Trip

Crater Lake National Park

— 2 nights
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
On the 16th (Wed), trek along Watchman Peak, then stroll through Cleetwood Cove Trail, then step off the mainland to explore Wizard Island, and finally identify plant and animal life at Rogue River Gorge Viewpoint. Get ready for a full day of sightseeing on the next day: explore the striking landscape of Crater Lake National Park and then explore and take pictures at Rim Dr.

To find more things to do, maps, ratings, and other tourist information, use the Crater Lake National Park holiday app.

You can drive from Bandon to Crater Lake National Park in 5 hours. Other options are to do a combination of bus, train, and taxi; or do a combination of bus and taxi. When traveling from Bandon in September, plan for a bit warmer days in Crater Lake National Park, with highs around 33°C, while nights are about the same with lows around 13°C. Finish up your sightseeing early on the 17th (Thu) so you can go by car to Bend.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Trails

Side Trip

Bend

— 3 nights
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.
You'll discover tucked-away gems like Newberry National Volcanic Monument and Lava River Cave. Escape the urban bustle at Pilot Butte State Scenic Viewpoint and Tumalo Falls. When in Bend, make a side trip to see Quail Run Golf Course in La Pine, approximately La Pine away. There's lots more to do: delve into the lush surroundings at Deschutes National Forest, see Off-Road Tours, cast your line with a fishing tour, and stroll around Drake Park.

For more things to do, ratings, photos, and tourist information, read Bend visit planner.

You can drive from Crater Lake National Park to Bend in 2.5 hours. Alternatively, you can do a combination of taxi and bus. In September, Bend is a bit cooler than Crater Lake National Park - with highs of 26°C and lows of 7°C. Finish your sightseeing early on the 20th (Sun) so you can travel back home.

Things to do in Bend

Parks · Outdoors · Nature · Tours

Side Trip

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.