23 days in Oregon Itinerary

Created using Klarna Trips Oregon trip planner
Make it your trip
Fly
1
Cannon Beach
— 2 nights
Drive
2
Newport
— 2 nights
Drive
3
Florence
— 2 nights
Drive
4
Bandon
— 2 nights
Drive
5
Crater Lake National Park
— 2 nights
Drive
6
McKenzie Bridge
— 1 night
Drive
7
Bend
— 2 nights
Drive
8
Pendleton
— 1 night
Drive
9
Hood River
— 2 nights
Drive
10
Portland
— 4 nights
Fly

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Cannon Beach — 2 nights

Cannon Beach is a city in Clatsop County, Oregon, United States. Change things up with these side-trips from Cannon Beach: Tillamook (Blue Heron Cheese & Wine Company & Cape Lookout State Park). Next up on the itinerary: admire the majestic nature at Ecola State Park, take in the exciting artwork at Icefire Glassworks, kick back and relax at Cannon Beach, and get a taste of the local shopping with Cannon Beach Gallery.

To find ratings, traveler tips, reviews, and other tourist information, read Cannon Beach trip itinerary planning tool.

Berlin, Germany to Cannon Beach is an approximately 16-hour flight. The time zone difference moving from Central European Standard Time (CET) to Pacific Standard Time (PST) is minus 9 hours. In May, plan for daily highs up to 19°C, and evening lows to 10°C. Finish up your sightseeing early on the 29th (Mon) so you can go by car to Newport.
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Parks · Nature · Outdoors · Beaches
Side Trips
Find places to stay May 27 — 29:

Newport — 2 nights

A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
On the 30th (Tue), enjoy the sea views from Yaquina Head Lighthouse, look for all kinds of wild species at Yaquina Head Outstanding Natural Area, then enjoy the sand and surf at Devils Punchbowl State Natural Area, and finally walk around Whale Park. On the 31st (Wed), you'll have a packed day of sightseeing: get up close and personal with brilliant marine life at Oregon Coast Aquarium, then take a leisurely stroll along Yachats coastline, then don't miss a visit to Yaquina Bay Bridge, and finally take a leisurely stroll along Newport's Historic Bayfront.

To see where to stay, reviews, more things to do, and other tourist information, go to the Newport online tour itinerary maker.

Traveling by car from Cannon Beach to Newport takes 3 hours. Alternatively, you can take a bus. In May, daily temperatures in Newport can reach 17°C, while at night they dip to 9°C. Cap off your sightseeing on the 31st (Wed) early enough to go by car to Florence.
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Parks · Nature · Zoos & Aquariums · Trails
Side Trips
Find places to stay May 29 — 31:

Florence — 2 nights

Florence is a coastal city in Lane County, in the U.S. state of Oregon. Start off your visit on the 1st (Thu): explore the fascinating underground world of Sea Lion Caves, explore the striking landscape at Thor's Well, then take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, and finally enjoy the sea views from Heceta Head Lighthouse. On your second day here, experience the excitement of Sandland Adventures, then immerse yourself in nature at Jessie M. Honeyman Memorial State Park, and then take in the views from Siuslaw River Bridge.

To find more things to do, photos, other places to visit, and more tourist information, go to the Florence day trip planning tool.

You can drive from Newport to Florence in 1.5 hours. Another option is to take a bus. In May, plan for daily highs up to 19°C, and evening lows to 11°C. Wrap up your sightseeing on the 2nd (Fri) early enough to drive to Bandon.
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Nature · Parks · Outdoors · Tours
Side Trip
Find places to stay May 31 — Jun 2:

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 3rd (Sat): admire the majestic nature at Cape Arago State Park, then admire the majestic nature at Shore Acres State Park, and then kick back and relax at Circles in the Sand. On the 4th (Sun), you'll have a packed day of sightseeing: view the masterpieces at Art by the Sea Gallery and Studio, visit a coastal fixture at Coquille River Lighthouse, then look for all kinds of wild species at West Coast Game Park Safari, and finally identify plant and animal life at Face Rock State Scenic Viewpoint.

To find other places to visit, ratings, where to stay, and more tourist information, refer to the Bandon journey planning site.

You can drive from Florence to Bandon in 1.5 hours. Alternatively, you can take a bus. June in Bandon sees daily highs of 21°C and lows of 13°C at night. Finish your sightseeing early on the 4th (Sun) so you can drive to Crater Lake National Park.
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Parks · Nature · Wildlife · Historic Sites
Side Trip
Find places to stay Jun 2 — 4:

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 5th (Mon), explore the striking landscape of Crater Lake National Park. On the next day, steep yourself in history at Rim Village Visitor Center, then step off the mainland to explore Wizard Island, then cruise along Rim Dr, and finally admire the sheer force of Vidae Falls.

To see where to stay, photos, ratings, and more tourist information, use the Crater Lake National Park trip itinerary builder.

You can drive from Bandon to Crater Lake National Park in 4 hours. Other options are to do a combination of bus and car; or do a combination of bus, train, and taxi. Traveling from Bandon in June, expect nights in Crater Lake National Park to be about the same, around 15°C, while days are warmer, around 35°C. Finish your sightseeing early on the 6th (Tue) so you can drive to McKenzie Bridge.
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Nature · Parks · Scenic Drive · Historic Sites
Find places to stay Jun 4 — 6:

McKenzie Bridge — 1 night

McKenzie Bridge is an unincorporated community in Lane County, Oregon, United States, on the McKenzie River and within Willamette National Forest. On the 7th (Wed), admire the sheer force of Proxy Falls, admire the sheer force of Sahalie and Koosah Falls, and then play a few rounds at Tokatee Golf Club.

For reviews, where to stay, and other tourist information, you can read our McKenzie Bridge road trip planning tool.

Getting from Crater Lake National Park to McKenzie Bridge by car takes about 4 hours. In June, McKenzie Bridge is a bit cooler than Crater Lake National Park - with highs of 30°C and lows of 7°C. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Bend.
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Nature · Parks · Outdoors · Trails
Side Trip
Find places to stay Jun 6 — 7:

Bend — 2 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.
On the 8th (Thu), hike along Pilot Butte State Scenic Viewpoint, see Off-Road Tours, and then get outside with Outdoor Activities. Get ready for a full day of sightseeing on the 9th (Fri): see the interesting displays at High Desert Museum and then immerse yourself in nature at Smith Rock State Park.

For photos, ratings, more things to do, and more tourist information, you can read our Bend trip maker site.

Drive from McKenzie Bridge to Bend in 2 hours. June in Bend sees daily highs of 28°C and lows of 8°C at night. Finish up your sightseeing early on the 9th (Fri) so you can go by car to Pendleton.
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Outdoors · Tours · Museums · Parks
Side Trip
Find places to stay Jun 7 — 9:

Pendleton — 1 night

Pendleton is a city in Umatilla County, Oregon, United States. Kick off your visit on the 10th (Sat): contemplate the long history of Heritage Station Museum, get a new perspective on nature at Tamastslikt Cultural Institute, and then try your luck at Wildhorse Resort and Casino. Get ready for a full day of sightseeing on the 11th (Sun): look for gifts at Pendleton Woolen Mill Store, then explore the landscape on two wheels at Helix Wheat Country, and then admire the majestic nature at Hat Rock State Park.

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

You can drive from Bend to Pendleton in 4.5 hours. Expect a bit warmer temperatures when traveling from Bend in June; daily highs in Pendleton reach 32°C and lows reach 13°C. Cap off your sightseeing on the 11th (Sun) early enough to go by car to Hood River.
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Parks · Museums · Historic Sites · Nature
Side Trip
Find places to stay Jun 9 — 11:

Hood River — 2 nights

The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 12th (Mon): see the interesting displays at Western Antique Aeroplane & Automobile Museum, then contemplate the geological forces at Mount Hood, and then explore the activities along Columbia River Gorge National Scenic Area. Here are some ideas for day two: see the interesting displays at Columbia Gorge Discovery Center & Museum, then see human ingenuity at work at Bonneville Lock & Dam, and then hike along Horsetail Falls- Columbia River Gorge.

Take the guesswork out of planning a Hood River vacation by using our trip itinerary maker.

You can drive from Pendleton to Hood River in 2.5 hours. When traveling from Pendleton in June, plan for little chillier days in Hood River, with highs around 26°C, while nights are about the same with lows around 15°C. Wrap up your sightseeing on the 13th (Tue) to allow time to drive to Portland.
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Parks · Nature · Outdoors · Museums
Side Trips
Find places to stay Jun 11 — 13:

Portland — 4 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.
Change things up with a short trip to Multnomah Falls in Bridal Veil (about 38 minutes away). Dedicate the 15th (Thu) to wine at some of the top wineries in the area. There's lots more to do: take in nature's colorful creations at Portland Japanese Garden, examine the collection at Oregon Museum of Science and Industry, walk around Laurelhurst Park, and sample some tasty brews at a beer tour and tasting.

For more things to do, where to stay, traveler tips, and tourist information, you can read our Portland tour itinerary maker app.

Drive from Hood River to Portland in 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 29°C in June, and nighttime lows around 15°C. Finish up your sightseeing early on the 17th (Sat) so you can catch the flight back home.
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Tours · Parks · Wineries · Zoos & Aquariums
Side Trip
Find places to stay Jun 13 — 17:

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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