9 days in Oregon Itinerary
Created using Inspirock Oregon planner
Start: Orlando
Fly
1
Hood River
— 1 day
Drive
2
Newport
— 2 nights
Drive
3
Cannon Beach
— 1 night
Drive
4
Portland
— 5 nights
Fly
End: Orlando
Sat, May 20 - Sun, May 28
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Hood River — 1 day

The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 20th (Sat): take in the exciting artwork at Art on Oak, then contemplate the waterfront views at Columbia River Gorge National Scenic Area, and then hike along Historic Columbia River Highway State Trail.
For photos, other places to visit, traveler tips, and other tourist information, read our Hood River journey planner.
Orlando to Hood River is an approximately 8-hour flight. You can also drive; or do a combination of shuttle, bus, and train. The time zone changes from Eastern Standard Time (EST) to Pacific Standard Time (PST), which is usually a -3 hour difference. In May, Hood River is much colder than Orlando - with highs of 67°F and lows of 49°F. Finish your sightseeing early on the 20th (Sat) so you can drive to Newport.
more
For photos, other places to visit, traveler tips, and other tourist information, read our Hood River journey planner.
Orlando to Hood River is an approximately 8-hour flight. You can also drive; or do a combination of shuttle, bus, and train. The time zone changes from Eastern Standard Time (EST) to Pacific Standard Time (PST), which is usually a -3 hour difference. In May, Hood River is much colder than Orlando - with highs of 67°F and lows of 49°F. Finish your sightseeing early on the 20th (Sat) so you can drive to Newport.
Side Trips
Highlights from your trip
Newport — 2 nights
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.On the 21st (Sun), admire nature's wide array of creatures at Oregon Coast Aquarium, admire the majestic nature at Cape Perpetua Visitor Center - Siuslaw National Forest, and then take in the waterfront at Yachats coastline. Here are some ideas for day two: walk around Whale Park, then view the masterpieces at Lincoln City Glass Center, then identify plant and animal life at Yaquina Head Outstanding Natural Area, and finally enjoy the sea views from Yaquina Head Lighthouse.
To find other places to visit, maps, traveler tips, and tourist information, you can read our Newport trip planner.
You can drive from Hood River to Newport in 4 hours. Alternatively, you can take a bus; or take a bus. While traveling from Hood River, expect little chillier days and about the same nights in Newport, ranging from highs of 58°F to lows of 46°F. Finish your sightseeing early on the 22nd (Mon) so you can drive to Cannon Beach.
Side Trips
Highlights from your trip
Cannon Beach — 1 night
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 23rd (Tue): take in the dramatic natural features at Haystack Rock, then immerse yourself in nature at Ecola State Park, then shop like a local with Bronze Coast Gallery, and finally admire the majestic nature at Oswald West State Park.
To see where to stay, maps, and more tourist information, read our Cannon Beach trip planner.
You can drive from Newport to Cannon Beach in 3 hours. Another option is to take a bus. May in Cannon Beach sees daily highs of 62°F and lows of 48°F at night. Cap off your sightseeing on the 23rd (Tue) early enough to go by car to Portland.
more
To see where to stay, maps, and more tourist information, read our Cannon Beach trip planner.
You can drive from Newport to Cannon Beach in 3 hours. Another option is to take a bus. May in Cannon Beach sees daily highs of 62°F and lows of 48°F at night. Cap off your sightseeing on the 23rd (Tue) early enough to go by car to Portland.
Highlights from your trip
Portland — 5 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.Explore Portland's surroundings by going to Salem (Bush House Museum, Schreiner's Iris Gardens, &more). Dedicate the 26th (Fri) to wine at some of the top wineries in the area. There's lots more to do: take in nature's colorful creations at Portland Japanese Garden, admire the striking features of Pittock Mansion, learn about wildlife with up-close encounters at Oregon Zoo, and learn the secrets of beer at a beer tour and tasting.
To see photos, other places to visit, where to stay, and more tourist information, read Portland online trip itinerary maker.
Traveling by car from Cannon Beach to Portland takes 1.5 hours. Alternatively, you can drive; or take a bus. While traveling from Cannon Beach, expect a bit warmer days and about the same nights in Portland, ranging from highs of 70°F to lows of 51°F. Wrap up your sightseeing by early afternoon on the 28th (Sun) to allow enough 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.