14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

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Route & dates

14 days in Oregon Itinerary

Start: Athens
+2
Fly + tram + bus:  20​h 30​min
1
Cannon Beach
— 1 night
Drive:  2​h 45​min
2
Newport
— 2 nights
Drive:  5​h 45​min
3
Crater Lake National Park
— 1 day
Drive:  2​h 45​min
4
Bend
— 2 nights
Drive:  3​h 15​min
5
Hood River
— 2 nights
bus:  1​h 15​min
6
Portland
— 3 nights
Fly:  18​h 30​min
End: Athens

1
night
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 5th (Mon), admire the majestic nature at Ecola State Park, then immerse yourself in nature at Hug Point State Park, and then explore the striking landscape at Haystack Rock. Keep things going the next day: immerse yourself in nature at Oswald West State Park, immerse yourself in nature at Oswald West State Park, and then kick back and relax at Cannon Beach.

For where to stay, ratings, other places to visit, and other tourist information, refer to the Cannon Beach trip builder site .

Athens, Greece to Cannon Beach is an approximately 20.5-hour combination of flight and bus. You can also do a combination of train, flight, and bus; or do a combination of flight, train, and bus. The time zone difference moving from Eastern European Time to Pacific Standard Time is minus 10 hours. In August, Cannon Beach is cooler than Athens - with highs of 25°C and lows of 15°C. Finish up your sightseeing early on the 6th (Tue) so you can go by car to Newport.

Things to do in Cannon Beach

Parks Nature Beaches
Highlights from your plan
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach
Oswald West State Park ©
Oswald West State Park

2
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
On the 7th (Wed), take a leisurely stroll along Yachats coastline, then take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, and then take in the waterfront at Newport's Historic Bayfront. Get ready for a full day of sightseeing on the 8th (Thu): meet the residents at Oregon Coast Aquarium, enjoy the sea views from Yaquina Head Lighthouse, and then identify plant and animal life at Yaquina Head Outstanding Natural Area.

For reviews, other places to visit, more things to do, and tourist information, use the Newport online holiday planner .

Getting from Cannon Beach to Newport by car takes about 3 hours. Other options: take a bus. When traveling from Cannon Beach in August, plan for slightly colder days and about the same nights in Newport: temperatures range from 20°C by day to 12°C at night. Wrap up your sightseeing on the 8th (Thu) early enough to drive to Crater Lake National Park.

Things to do in Newport

Parks Wildlife Scenic Drive

Side Trip

Yachats
Highlights from your plan
Yachats coastline ©
Yachats coastline
Oregon Coast Aquarium ©
Oregon Coast Aquarium

1
day
Crater Lake National Park

Crater Lake National Park ©
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
On the 9th (Fri), explore the wealth of natural beauty at Crater Lake National Park.

For reviews, photos, maps, and tourist information, refer to the Crater Lake National Park trip itinerary planning tool .

You can drive from Newport to Crater Lake National Park in 6 hours. Alternatively, you can do a combination of bus, flight, and car; or do a combination of bus, train, and taxi. Expect much warmer weather when traveling from Newport in August: highs in Crater Lake National Park hover around 39°C, while lows dip to 18°C. Wrap up your sightseeing on the 9th (Fri) to allow time to drive to Bend.

Things to do in Crater Lake National Park

Nature Parks
Highlights from your plan
Crater Lake National Park ©
Crater Lake National Park

2
nights
Bend

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.
Start off your visit on the 10th (Sat): identify plant and animal life at High Desert Museum and then immerse yourself in nature at Smith Rock State Park. Get ready for a full day of sightseeing on the next day: take a memorable drive along McKenzie Pass-Santiam Pass loop, take a stroll through City of Sisters, then contemplate the waterfront views at Deschutes River, and finally tour the pleasant surroundings at Drake Park.

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

Getting from Crater Lake National Park to Bend by car takes about 3 hours. Other options: do a combination of taxi and bus. Prepare for a bit cooler weather when traveling from Crater Lake National Park in August: high temperatures in Bend hover around 34°C and lows are around 13°C. Finish up your sightseeing early on the 11th (Sun) so you can go by car to Hood River.

Things to do in Bend

Parks Nature Wildlife

Side Trips

Sisters, Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
High Desert Museum ©
High Desert Museum
Deschutes River ©
Deschutes River

2
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 12th (Mon): see the interesting displays at Western Antique Aeroplane & Automobile Museum, do a tasting at Marchesi Vineyards, and then explore the activities along Columbia River Gorge National Scenic Area. Keep things going the next day: see human ingenuity at work at Bonneville Lock & Dam, then admire the sheer force of Multnomah Falls, and then stroll through Horsetail Falls- Columbia River Gorge.

To find where to stay, ratings, photos, and more tourist information, refer to the Hood River attractions planner.

You can drive from Bend to Hood River in 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Expect somewhat warmer evenings in Hood River when traveling from Bend in August, with lows around 18°C. Cap off your sightseeing on the 13th (Tue) early enough to go by car to Portland.

Things to do in Hood River

Parks Nature Wildlife

Side Trips

Bonneville Lock & Dam, Multnomah Falls, Columbia River Gorge National Scenic Area
Highlights from your plan
Multnomah Falls ©
Multnomah Falls

3
nights
Portland

Portland ©
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.
Dedicate the 15th (Thu) to wine at some of the top wineries in the area. The adventure continues: admire the natural beauty at Portland Japanese Garden, make a trip to Pioneer Courthouse Square, steep yourself in history at Pittock Mansion, and tour the pleasant surroundings at Oregon Zoo.

To see traveler tips, photos, reviews, and other tourist information, you can read our Portland travel itinerary planner .

Drive from Hood River to Portland in 1.5 hours. Alternatively, you can take a bus; or take a train. In August, plan for daily highs up to 34°C, and evening lows to 18°C. Cap off your sightseeing on the 16th (Fri) early enough to travel back home.

Things to do in Portland

Tours Parks Outdoors
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
International Rose Test Garden ©
International Rose Test Garden
Powell's City of Books ©
Powell's City of Books

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