16 days in Oregon Itinerary

16 days in Oregon Itinerary

Created using Inspirock Oregon vacation planner
Make it your trip
Fly
1
Portland
— 5 nights
Drive
2
Hood River
— 2 nights
Fly
3
Florence
— 3 nights
Drive
4
Coos Bay
— 2 nights
Drive
5
Cannon Beach
— 2 nights
Fly

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Portland — 5 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.
You'll visit kid-friendly attractions like Oregon Zoo and The Grotto - National Sanctuary of Our Sorrowful Mother. Explore Portland's surroundings by going to The Historic Carousel and Museum (in Albany), Multnomah Falls (in Bridal Veil) and Oneonta Gorge (in Cascade Locks). There's lots more to do: look for gifts at Powell's City of Books, trek along Forest Park, take in nature's colorful creations at Lan Su Chinese Garden, and tour the pleasant surroundings at Astoria Column.

For where to stay, traveler tips, other places to visit, and other tourist information, you can read our Portland trip itinerary builder tool.

Milan, Italy to Portland is an approximately 17-hour flight. The time zone difference moving from Central European Standard Time to Pacific Standard Time is minus 9 hours. In January, daytime highs in Portland are 9°C, while nighttime lows are 1°C. Finish up your sightseeing early on the 6th (Thu) so you can go by car to Hood River.
Parks · Nature · Museums · Outdoors
Side Trips

Hood River — 2 nights

The city of Hood River is the seat of Hood River County, Oregon, United States. On the 7th (Fri), examine the collection at Western Antique Aeroplane & Automobile Museum and then stroll through Columbia River Gorge National Scenic Area. Get ready for a full day of sightseeing on the next day: explore the activities along Trillium Lake and then delve into the lush surroundings at Ramona Falls Trail.

To find traveler tips, more things to do, ratings, and tourist information, you can read our Hood River trip planner.

Traveling by car from Portland to Hood River takes 1.5 hours. Alternatively, you can take a bus; or take a train. While traveling from Portland, expect little chillier days and about the same nights in Hood River, ranging from highs of 3°C to lows of 0°C. Wrap up your sightseeing on the 8th (Sat) early enough to fly to Florence.
Nature · Parks · Wildlife · Museums
Side Trips

Florence — 3 nights

Florence is a coastal city in Lane County, in the U.S. state of Oregon. Bring the kids along to Sandland Adventures and Nye Beach. Explore Florence's surroundings by going to Oregon Coast Aquarium (in Newport) and Yachats (Yachats coastline & Cape Perpetua Visitor Center - Siuslaw National Forest). It doesn't end there: visit a coastal fixture at Heceta Head Lighthouse.

To see traveler tips, other places to visit, more things to do, and tourist information, you can read our Florence trip itinerary planning app.

Traveling by flight from Hood River to Florence takes 2.5 hours. Alternatively, you can drive; or take a bus. Expect a bit warmer temperatures when traveling from Hood River in January; daily highs in Florence reach 15°C and lows reach 5°C. Finish up your sightseeing early on the 11th (Tue) so you can go by car to Coos Bay.
Outdoors · Parks · Tours · Nature
Side Trips

Coos Bay — 2 nights

Coos Bay is a city located in Coos County, Oregon, United States, where the Coos River enters Coos Bay on the Pacific Ocean. On the 12th (Wed), admire the majestic nature at Cape Arago State Park and then admire the majestic nature at Shore Acres State Park. Get ready for a full day of sightseeing on the 13th (Thu): explore the striking landscape at Face Rock State Scenic Viewpoint and then relax in the rural setting at Cranberry Sweets.

To find maps, photos, reviews, and tourist information, read our Coos Bay visit website.

Getting from Florence to Coos Bay by car takes about 1.5 hours. In January in Coos Bay, expect temperatures between 15°C during the day and 5°C at night. Finish up your sightseeing early on the 13th (Thu) so you can travel to Cannon Beach.
Nature · Parks · Wildlife
Side Trip

Cannon Beach — 2 nights

Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 14th (Fri): take in the dramatic natural features at Haystack Rock, then immerse yourself in nature at Ecola State Park, and then view the masterpieces at Icefire Glassworks. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Cannon Beach and then admire the majestic nature at Oswald West State Park.

For where to stay, photos, other places to visit, and other tourist information, go to the Cannon Beach visit planner.

Traveling by car from Coos Bay to Cannon Beach takes 5 hours. When traveling from Coos Bay in January, plan for little chillier days and about the same nights in Cannon Beach: temperatures range from 11°C by day to 3°C at night. Finish up your sightseeing early on the 15th (Sat) so you can catch the flight back home.
Parks · Nature · Beaches · Outdoors

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.