27 days in Oregon Itinerary

27 days in Oregon Itinerary

Created using Inspirock Oregon visit planner

Plan created by another user. Make it yours
Fly
1
Portland
— 4 nights
Drive
2
Cannon Beach
— 3 nights
Drive
3
Newport
— 3 nights
Drive
4
Florence
— 3 nights
Drive
5
Ashland
— 3 nights
Drive
6
Klamath Falls
— 3 nights
Drive
7
Bend
— 3 nights
Drive
8
Hood River
— 3 nights
Drive to Seattle Tacoma International Airport, Fly to Düsseldorf Airport

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4
nights
Portland

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.
Get out of town with these interesting Portland side-trips: Multnomah Falls (in Bridal Veil) and Evergreen Aviation & Space Museum (in McMinnville). There's still lots to do: admire the natural beauty at Portland Japanese Garden, indulge your senses at some of the top wineries in the area, test your problem-solving skills at popular escape rooms, and hike along Forest Park.

To find other places to visit, photos, traveler tips, and more tourist information, go to the Portland day trip tool.

Dusseldorf, Germany to Portland is an approximately 15-hour flight. Due to the time zone difference, you'll gain 9 hours traveling from Dusseldorf to Portland. In May, daytime highs in Portland are 24°C, while nighttime lows are 12°C. Finish your sightseeing early on the 2nd (Tue) to allow enough time to drive to Cannon Beach.

Things to do in Portland

Parks · Tours · Wineries · Breweries & Distilleries

Side Trips

Highlights from your trip
Powell's City of Books ©
Gift & Specialty Shop
Powell's City of Books
4.8

3
nights
Cannon Beach

Cannon Beach is a city in Clatsop County, Oregon, United States. Explore the numerous day-trip ideas around Cannon Beach: Astoria (Astoria Column, Columbia River Maritime Museum, &more). There's lots more to do: admire the majestic nature at Ecola State Park, look for gifts at Cloud and Leaf Bookstore, take in the dramatic natural features at Haystack Rock, and kick back and relax at Manzanita Beach.

To find more things to do, maps, traveler tips, and tourist information, read Cannon Beach trip planner.

Getting from Portland to Cannon Beach by car takes about 1.5 hours. Other options: take a bus. When traveling from Portland in June, plan for a bit cooler days in Cannon Beach, with highs around 22°C, while nights are about the same with lows around 13°C. Finish up your sightseeing early on the 5th (Fri) so you can go by car to Newport.

Things to do in Cannon Beach

Parks · Nature · Beaches · Outdoors

Side Trips

Highlights from your trip
Haystack Rock ©
Geologic Formation
Haystack Rock
4.8
Ecola State Park ©
State Park
Ecola State Park
4.8

3
nights
Newport

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Venture out of the city with trips to Yachats coastline (in Yachats) and Lincoln City Glass Center (in Lincoln City). Next up on the itinerary: look for all kinds of wild species at Yaquina Head Outstanding Natural Area, get curious at Hatfield Marine Science Center, walk around Whale Park, and kick back and relax at Devils Punchbowl State Natural Area.

To find other places to visit, ratings, maps, and tourist information, use the Newport trip itinerary builder tool.

Traveling by car from Cannon Beach to Newport takes 3 hours. Alternatively, you can take a bus. Expect little chillier weather when traveling from Cannon Beach in June: highs in Newport hover around 19°C, while lows dip to 10°C. Wrap up your sightseeing on the 8th (Mon) early enough to drive to Florence.

Things to do in Newport

Parks · Outdoors · Museums · Beaches

Side Trips

Highlights from your trip
Yachats coastline ©
Must see
Yachats coastline
4.9

3
nights
Florence

Florence is a coastal city in Lane County, in the U.S. Change things up with these side-trips from Florence: Cape Perpetua Visitor Center - Siuslaw National Forest (in Yachats) and Coos Bay (Shore Acres State Park & Cape Arago State Park). The adventure continues: experience the excitement of Sandland Adventures, explore the striking landscape at Thor's Well, get outside with Sand Master Park - Sandboarding, and visit a coastal fixture at Heceta Head Lighthouse.

To see ratings, maps, more things to do, and more tourist information, read Florence tour planner.

You can drive from Newport to Florence in 1.5 hours. Alternatively, you can take a bus. In June, daily temperatures in Florence can reach 21°C, while at night they dip to 13°C. Finish your sightseeing early on the 11th (Thu) to allow enough time to drive to Ashland.

Things to do in Florence

Parks · Nature · Outdoors · Fun & Games

Side Trips

Highlights from your trip

3
nights
Ashland

Ashland is a city in Jackson County, in the State of Oregon. Get out of town with these interesting Ashland side-trips: Oregon Caves National Monument and Preserve (in Cave Junction), Rogue River (in Medford) and Grants Pass (Rogue Creamery Dairy Farm, Wildlife Images - Rehabilitation & Education Center, &more). The adventure continues: walk around Lithia Park, let the river carry you with a rafting and tubing tour, experience rural life at Rolling Hills Alpacas, and catch a live performance at Oregon Shakespeare Festival.

To see maps, where to stay, other places to visit, and more tourist information, read Ashland vacation maker site.

You can drive from Florence to Ashland in 4.5 hours. Other options are to take a bus; or take a bus. When traveling from Florence in June, plan for warmer days in Ashland, with highs around 35°C, while nights are about the same with lows around 15°C. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Klamath Falls.

Things to do in Ashland

Parks · Nature · Adventure · Nightlife

Side Trips

Highlights from your trip

3
nights
Klamath Falls

Klamath Falls is a city in and the county seat of Klamath County, Oregon, United States. Change things up with these side-trips from Klamath Falls: Crater Lake National Park (Pinnacles Trail, Crater Lake National Park, &more).

For reviews, more things to do, traveler tips, and more tourist information, read Klamath Falls road trip planner.

Drive from Ashland to Klamath Falls in 1.5 hours. Traveling from Ashland in June, expect Klamath Falls to be a bit cooler, temps between 30°C and 7°C. Cap off your sightseeing on the 17th (Wed) early enough to travel to Bend.

Things to do in Klamath Falls

Parks · Outdoors · Trails · Nature

Side Trip

Highlights from your trip
Garfield Peak ©
Hiking Trail
Garfield Peak
4.9
Sun Notch Trail ©
Hiking Trail
Sun Notch Trail
4.9

3
nights
Bend

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.
Venture out of the city with trips to Sahalie and Koosah Falls (in Sisters) and Smith Rock State Park (in Redmond). The adventure continues: see the interesting displays at High Desert Museum, let the river carry you with a rafting and tubing tour, walk around Drake Park, and delve into the lush surroundings at Deschutes National Forest.

For maps, where to stay, and other tourist information, use the Bend vacation website.

You can drive from Klamath Falls to Bend in 2.5 hours. June in Bend sees daily highs of 28°C and lows of 8°C at night. Finish your sightseeing early on the 20th (Sat) to allow enough time to drive to Hood River.

Things to do in Bend

Parks · Nature · Museums · Adventure

Side Trips

Highlights from your trip
High Desert Museum ©
Specialty Museum
High Desert Museum
4.7

3
nights
Hood River

The city of Hood River is the seat of Hood River County, Oregon, United States. Explore the numerous day-trip ideas around Hood River: Timberline Lodge and Ski Area (in Timberline Lodge) and Bonneville Lock & Dam (in Cascade Locks). Next up on the itinerary: explore the activities along Columbia River Gorge National Scenic Area, brush up on your knowledge of spirits at Hood River Distillers Tasting Room, trek along Historic Columbia River Highway State Trail, and stroll through Mount Hood.

To see ratings, traveler tips, and other tourist information, read our Hood River vacation maker website.

Drive from Bend to Hood River in 3.5 hours. Alternatively, you can fly; or take a bus. Expect somewhat warmer evenings in Hood River when traveling from Bend in June, with lows around 15°C. Cap off your sightseeing on the 23rd (Tue) early enough to travel back home.

Things to do in Hood River

Parks · Nature · Outdoors · Museums

Side Trips

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