36 days in Oregon Itinerary

Created using Klarna Trips Oregon trip planner
Make it your trip
Drive
1
Hood River
— 4 nights
Fly
2
Bend
— 4 nights
Drive
3
Crater Lake National Park
— 4 nights
Drive
4
Ashland
— 5 nights
Fly
5
Cannon Beach
— 4 nights
Drive
6
Newport
— 4 nights
Drive
7
Florence
— 4 nights
Fly
8
Portland
— 6 nights
Drive

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Hood River — 4 nights

Venture out of the city with trips to Government Camp (Trillium Lake, Little Zigzag Falls, &more).

For reviews, traveler tips, other places to visit, and other tourist information, you can read our Hood River day trip tool.

Port Angeles to Hood River is an approximately 5.5-hour car ride. You can also do a combination of bus, ferry, and train; or do a combination of bus, ferry, tram, flight, and car. When traveling from Port Angeles in June, plan for somewhat warmer days in Hood River, with highs around 72°F, while nights are about the same with lows around 55°F. Cap off your sightseeing on the 26th (Mon) early enough to catch the flight to Bend.
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Parks · Nature · Outdoors · Wildlife
Side Trips
Find places to stay Jun 22 — 26:

Bend — 4 nights

Explore the numerous day-trip ideas around Bend: Sisters (Sahalie and Koosah Falls & McKenzie Pass-Santiam Pass loop), Dee Wright Observatory (in Blue River) and Smith Rock State Park (in Redmond). There's much more to do: let the river carry you with a rafting and tubing tour, make a trip to The Last Blockbuster, stroll through Maston Trailhead Site, and indulge your thirst for a good beer at Atlas Cider Co.

To find other places to visit, maps, more things to do, and tourist information, you can read our Bend road trip planning site.

Fly from Hood River to Bend in 2.5 hours. Alternatively, you can drive; or take a bus. Traveling from Hood River in June, Bend is little chillier at night with lows of 45°F. Wrap up your sightseeing on the 30th (Fri) early enough to drive to Crater Lake National Park.
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Parks · Nature · Outdoors · Museums
Side Trips
Find places to stay Jun 26 — 30:

Crater Lake National Park — 4 nights

Venture out of the city with trips to Prospect (Natural Bridge Viewpoint & Mill Creek Falls) and Collier Memorial State Park (in Chiloquin). Spend the 1st (Sat) exploring nature at Crater Lake National Park. And it doesn't end there: explore and take pictures at Rim Dr, look for all kinds of wild species at Rogue River Gorge Viewpoint, take in the awesome beauty at Watchman Peak, and take in the dramatic scenery at Toketee Falls.

For where to stay, more things to do, photos, and more tourist information, use the Crater Lake National Park trip itinerary website.

Getting from Bend to Crater Lake National Park by car takes about 2.5 hours. Other options: do a combination of bus and taxi. In June, Crater Lake National Park is a bit warmer than Bend - with highs of 86°F and lows of 55°F. Wrap up your sightseeing on the 4th (Tue) early enough to drive to Ashland.
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Parks · Nature · Outdoors · Scenic Drive
Side Trips
Find places to stay Jun 30 — Jul 4:

Ashland — 5 nights

Venture out of the city with trips to The English Lavender Farm (in Applegate), Applegate River Lavender Farm (in Jacksonville) and Grants Pass (Wildlife Images - Rehabilitation & Education Center, The Glass Forge, &more).

For maps, ratings, traveler tips, and more tourist information, use the Ashland trip maker tool.

Getting from Crater Lake National Park to Ashland by car takes about 2 hours. Other options: do a combination of taxi and bus. Expect a daytime high around 94°F in July, and nighttime lows around 61°F. Finish your sightseeing early on the 9th (Sun) to allow enough time to fly to Cannon Beach.
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Parks · Tours · Outdoors · Adventure
Side Trips
Find places to stay Jul 4 — 9:

Cannon Beach — 4 nights

Change things up with these side-trips from Cannon Beach: Tillamook (Nevor Shellfish Farm, Cape Lookout State Park, &more) and Cedar Wetlands Preserve (in Rockaway Beach).

For ratings, maps, and tourist information, refer to the Cannon Beach road trip planning app.

Traveling by flight from Ashland to Cannon Beach takes 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Ashland in July, plan for much colder days and little chillier nights in Cannon Beach: temperatures range from 69°F by day to 55°F at night. Wrap up your sightseeing on the 13th (Thu) to allow time to drive to Newport.
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Parks · Nature · Outdoors · Beaches
Side Trips
Find places to stay Jul 9 — 13:

Newport — 4 nights

Venture out of the city with trips to Yachats (Bazalgette the Whale at Whale Park & Yachats coastline) and Lincoln City Glass Center (in Lincoln City). There's still lots to do: get up close and personal with brilliant marine life at Oregon Coast Aquarium, enjoy the sand and surf at Nye Beach, get up close to creatures of the deep with a dolphin and whale watching tour, and identify plant and animal life at Yaquina Head Outstanding Natural Area.

For photos, more things to do, maps, and more tourist information, read Newport road trip planning site.

You can drive from Cannon Beach to Newport in 3 hours. Another option is to take a bus. In July, Newport is slightly colder than Cannon Beach - with highs of 63°F and lows of 50°F. Cap off your sightseeing on the 17th (Mon) early enough to go by car to Florence.
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Parks · Outdoors · Nature · Beaches
Side Trips
Find places to stay Jul 13 — 17:

Florence — 4 nights

Explore Florence's surroundings by going to Bandon (Face Rock State Scenic Viewpoint & Washed Ashore - Gallery & Workshop) and Coos Bay (Shore Acres State Park & Cape Arago State Park).

To find where to stay, photos, more things to do, and more tourist information, go to the Florence road trip planning app.

Drive from Newport to Florence in 1.5 hours. Alternatively, you can take a bus. In July, plan for daily highs up to 67°F, and evening lows to 54°F. Wrap up your sightseeing on the 21st (Fri) to allow time to fly to Portland.
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Nature · Parks · Outdoors · Scenic Drive
Side Trips
Find places to stay Jul 17 — 21:

Portland — 6 nights

City of Roses

Venture out of the city with trips to Evergreen Aviation & Space Museum (in McMinnville) and Multnomah Falls (in Bridal Veil). Dedicate the 26th (Wed) to wine at some of the top wineries in the area. There's still lots to do: admire the natural beauty at International Rose Test Garden, examine the collection at Oregon Museum of Science and Industry, hike along Forest Park, and learn the secrets of beer at a beer tour and tasting.

Quickly create a custom-made itinerary for Portland using our trip planner.

You can fly from Florence to Portland in 2.5 hours. Other options are to drive; or take a bus. When traveling from Florence in July, plan for a bit warmer days and about the same nights in Portland: temperatures range from 83°F by day to 59°F at night. Finish up your sightseeing early on the 27th (Thu) so you can go by car back home.
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Parks · Tours · Wineries · Museums
Side Trips
Find places to stay Jul 21 — 27:

Oregon travel guide

4.5
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.
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