8 days in Oregon Itinerary
Created using Inspirock Oregon trip itinerary planner
Start: Santiago
Fly
1
Portland
— 3 nights
Drive
2
Cannon Beach
— 1 night
Drive
3
Newport
— 3 nights
Fly
End: Santiago
Thu, Sep 7 - Thu, Sep 14
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Portland — 3 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). There's lots more to do: admire the natural beauty at Portland Japanese Garden, explore the activities along Columbia River Gorge National Scenic Area, get to know the resident critters at Oregon Zoo, and stop by Powell's City of Books.
To find other places to visit, ratings, and tourist information, you can read our Portland trip itinerary tool.
Santiago, Chile to Portland is an approximately 17.5-hour flight. You'll gain 4 hours traveling from Santiago to Portland due to the time zone difference. In September, daily temperatures in Portland can reach 28°C, while at night they dip to 15°C. Cap off your sightseeing on the 10th (Sun) early enough to go by car to Cannon Beach.
Side Trips
Highlights from your trip
Cannon Beach — 1 night

Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 11th (Mon): take in the exciting artwork at Bronze Coast Gallery, then admire the majestic nature at Ecola State Park, then kick back and relax at Haystack Rock, and finally tour the pleasant surroundings at Cannon Beach.
To find photos, more things to do, ratings, and more tourist information, use the Cannon Beach planner.
Getting from Portland to Cannon Beach by car takes about 1.5 hours. Other options: take a bus. Expect slightly colder weather when traveling from Portland in September: highs in Cannon Beach hover around 24°C, while lows dip to 13°C. Finish your sightseeing early on the 11th (Mon) so you can drive to Newport.
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To find photos, more things to do, ratings, and more tourist information, use the Cannon Beach planner.
Getting from Portland to Cannon Beach by car takes about 1.5 hours. Other options: take a bus. Expect slightly colder weather when traveling from Portland in September: highs in Cannon Beach hover around 24°C, while lows dip to 13°C. Finish your sightseeing early on the 11th (Mon) so you can drive to Newport.
Highlights from your trip
Newport — 3 nights
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.Start off your visit on the 12th (Tue): stroll through Nye Beach, then look for all kinds of wild species at Yaquina Head Outstanding Natural Area, and then enjoy the sea views from Yaquina Head Lighthouse. Get ready for a full day of sightseeing on the 13th (Wed): take in the waterfront at Newport's Historic Bayfront, observe the fascinating underwater world at Oregon Coast Aquarium, then take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, and finally immerse yourself in nature at Yachats State Park.
To see traveler tips, more things to do, ratings, and tourist information, read Newport trip planner.
Drive from Cannon Beach to Newport in 3 hours. Alternatively, you can take a bus. Traveling from Cannon Beach in September, you will find days in Newport are slightly colder (20°C), and nights are about the same (11°C). Wrap up your sightseeing on the 14th (Thu) to allow time to fly back home.
Side Trip
Highlights from your trip
Oregon travel guide
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.