14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon trip planner
Make it your trip
Fly
1
Cannon Beach
— 2 nights
Fly
2
Ashland
— 2 nights
Drive
3
Crater Lake National Park
— 1 night
Drive
4
Bend
— 2 nights
Fly
5
Hood River
— 2 nights
Drive
6
Portland
— 3 nights
Fly

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Cannon Beach — 2 nights

Cannon Beach is a city in Clatsop County, Oregon, United States. Museum-lovers will appreciate Cannon Beach History Center and Museum and DragonFire Gallery. Step out of the city life by going to Hug Point State Recreation Site and Short Sands Beach. It doesn't end there: kick back and relax at Tolovana Beach State Recreation Site and take in the awesome beauty at Neahkahnie Mountain.

For where to stay, reviews, and tourist information, read Cannon Beach travel itinerary planner.

Edinburgh, UK to Cannon Beach is an approximately 14.5-hour flight. The time zone difference moving from Greenwich Mean Time (GMT) to Pacific Standard Time (PST) is minus 8 hours. Expect a daytime high around 24°C in July, and nighttime lows around 15°C. Finish your sightseeing early on the 20th (Wed) so you can fly to Ashland.
Parks · Beaches · Outdoors · Nature
Side Trips

Ashland — 2 nights

Ashland is a city in Jackson County, in the State of Oregon. Start off your visit on the 21st (Thu): head outdoors with Main Street Adventure Tours and then do a tasting at Dana Campbell Vineyards. On your second day here, explore the world behind art at Schneider Museum of Art and then walk around North Mountain Park.

To see photos, reviews, traveler tips, and other tourist information, refer to the Ashland trip itinerary planning app.

Traveling by flight from Cannon Beach to Ashland takes 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Cannon Beach in July, plan for warmer days and somewhat warmer nights in Ashland: temperatures range from 40°C by day to 19°C at night. Cap off your sightseeing on the 22nd (Fri) early enough to go by car to Crater Lake National Park.
Wineries · Wildlife · Outdoors · Tours

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.
On the 23rd (Sat), hike along Garfield Peak and then trek along Castle Crest Wildflower Trail.

For traveler tips, where to stay, and other tourist information, you can read our Crater Lake National Park itinerary maker tool.

Traveling by car from Ashland to Crater Lake National Park takes 2 hours. Alternatively, you can do a combination of bus and taxi. In July, daytime highs in Crater Lake National Park are 40°C, while nighttime lows are 19°C. Finish your sightseeing early on the 23rd (Sat) to allow enough time to drive to Bend.
Parks · Outdoors · Trails

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.
Start off your visit on the 24th (Sun): grab your bike and head to Deschutes River Trail and then trek along Oregon Badlands Wilderness Trails. Get ready for a full day of sightseeing on the 25th (Mon): hike along Falls Creek Trail to Green Lake, take in the exciting artwork at The Art of Alfred A. Dolezal Gallery, and then tour the pleasant surroundings at Brasada Trails.

To see traveler tips, reviews, maps, and more tourist information, refer to the Bend route site.

Traveling by car from Crater Lake National Park to Bend takes 2.5 hours. Alternatively, you can do a combination of taxi and bus. Traveling from Crater Lake National Park in July, things will get little chillier in Bend: highs are around 34°C and lows about 13°C. Finish up your sightseeing early on the 25th (Mon) so you can catch the flight to Hood River.
Parks · Outdoors · Trails · Shopping
Side Trips

Hood River — 2 nights

The city of Hood River is the seat of Hood River County, Oregon, United States. On the 26th (Tue), explore the activities along White Salmon River and then get outside with Big Winds. On your second day here, explore the activities along Port of Hood River and then hike along Historic Columbia River Highway State Trail.

To find traveler tips, reviews, maps, and tourist information, read Hood River trip planner.

Getting from Bend to Hood River by flight takes about 2.5 hours. Other options: drive; or take a bus. When traveling from Bend in July, plan for a bit cooler days and a bit warmer nights in Hood River: temperatures range from 30°C by day to 17°C at night. Finish up your sightseeing early on the 27th (Wed) so you can go by car to Portland.
Parks · Nature · Outdoors · Trails
Side Trip

Portland — 3 nights

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.
Museum-lovers will appreciate Water Resources Education Center and Oregon Nikkei Legacy Center. George C. Marshall House and Lone Fir Pioneer Cemetery are good opportunities to explore the local culture. And it doesn't end there: walk around Fanno Creek Greenway Trail, take in the views from Hawthorne Bridge, and stroll through Audubon Society of Portland.

To find reviews, where to stay, more things to do, and more tourist information, read Portland road trip site.

Drive from Hood River to Portland in 1.5 hours. Alternatively, you can take a bus; or take a train. In July, daytime highs in Portland are 33°C, while nighttime lows are 17°C. Cap off your sightseeing on the 30th (Sat) early enough to catch the flight back home.
Parks · Historic Sites · Museums · Wildlife
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.