9 days in Oregon Itinerary

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.

Start off your visit on the 16th (Fri): admire nature's wide array of creatures at Oregon Zoo, then admire the natural beauty at Lan Su Chinese Garden, then take in the dramatic scenery at Multnomah Falls, and finally stop by Powell's City of Books. Get ready for a full day of sightseeing on the next day: admire the natural beauty at Portland Japanese Garden, take in nature's colorful creations at International Rose Test Garden, then admire the landmark architecture of Pittock Mansion, then trek along Forest Park, and finally stroll around Oaks Bottom Wildlife Refuge.

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

Detroit to Portland is an approximately 6-hour flight. You can also drive; or take a train. The time zone difference moving from Eastern Standard Time (EST) to Pacific Standard Time (PST) is minus 3 hours. Traveling from Detroit in June, plan for slightly colder nights in Portland, with lows around 56°F. Cap off your sightseeing on the 17th (Sat) early enough to go by car to Cannon Beach.

Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 18th (Sun): view the masterpieces at Cannon Beach Gallery, then immerse yourself in nature at Oswald West State Park, then admire the majestic nature at Hug Point State Park, and finally admire the majestic nature at Ecola State Park. Here are some ideas for day two: kick back and relax at Cannon Beach and then take in the dramatic natural features at Haystack Rock.

Take the guesswork out of planning a Cannon Beach vacation by using our trip itinerary maker.

Traveling by car from Portland to Cannon Beach takes 1.5 hours. Alternatively, you can drive; or take a bus. Expect little chillier weather when traveling from Portland in June: highs in Cannon Beach hover around 66°F, while lows dip to 52°F. Wrap up your sightseeing on the 19th (Mon) to allow time to fly to Ashland.

Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 20th (Tue): explore the activities along Rogue River and then let the river carry you with a rafting and tubing tour.

To find where to stay, other places to visit, maps, and more tourist information, read our Ashland day trip planning tool.

Fly from Cannon Beach to Ashland in 2.5 hours. Alternatively, you can drive; or take a bus. Expect somewhat warmer weather when traveling from Cannon Beach in June: highs in Ashland hover around 86°F, while lows dip to 55°F. Cap off your sightseeing on the 20th (Tue) early enough to go by car to Crater Lake National Park.

Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.

Kick off your visit on the 21st (Wed): explore the wealth of natural beauty at Crater Lake National Park.

For reviews, traveler tips, maps, and tourist information, use the Crater Lake National Park trip itinerary app.

Traveling by car from Ashland to Crater Lake National Park takes 2 hours. Alternatively, you can do a combination of bus and taxi. Expect a daytime high around 86°F in June, and nighttime lows around 55°F. Wrap up your sightseeing on the 22nd (Thu) early enough to fly to Hood River.

The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 22nd (Thu): see the interesting displays at Western Antique Aeroplane & Automobile Museum and then contemplate the waterfront views at Columbia River Gorge National Scenic Area. On the 23rd (Fri), you'll have a packed day of sightseeing: admire the engineering at Bonneville Lock & Dam, immerse yourself in nature at Starvation Creek State Park, then contemplate the geological forces at Mount Hood, and finally fly down the slopes at Mt. Hood Adventure Park at Skibowl.

To find ratings, traveler tips, and other tourist information, go to the Hood River online trip itinerary planner.

You can fly from Crater Lake National Park to Hood River in 2.5 hours. Other options are to drive; or do a combination of taxi and bus. Expect slightly colder weather when traveling from Crater Lake National Park in June: highs in Hood River hover around 72°F, while lows dip to 55°F. You will leave for home on the 24th (Sat).