11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon route builder

Make it your trip
Fly
1
Portland
— 2 nights
Drive
2
Cannon Beach
— 2 nights
Drive
3
Newport
— 2 nights
Drive
4
Bandon
— 1 night
Drive
5
Bend
— 3 nights
Fly

S M T W T F S
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Portland

— 2 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 hidden gems such as Mount Hood and Timberline Lodge and Ski Area. The Oregon Garden and Archery Summit Winery are good opportunities to explore the local culture. Change things up with these side-trips from Portland: Cellar Door Wine Tours (in Lafayette), Willamette Valley Vineyards (in Turner) and Domaine Serene (in Dayton). Next up on the itinerary: stop by Powell's City of Books.

To find where to stay, traveler tips, photos, and tourist information, go to the Portland route planner.

Detroit to Portland is an approximately 6-hour flight. You can also drive; or take a train. Due to the time zone difference, you'll gain 3 hours traveling from Detroit to Portland. May in Portland sees daily highs of 70°F and lows of 51°F at night. Wrap up your sightseeing on the 16th (Sun) to allow time to drive to Cannon Beach.

Things to do in Portland

Wineries · Parks · Historic Sites · Nature

Side Trips

Cannon Beach

— 2 nights
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 17th (Mon): immerse yourself in nature at Oswald West State Park, enjoy the sand and surf at Manzanita Beach, and then enjoy the sand and surf at Cannon Beach. Keep things going the next day: admire the majestic nature at Hug Point State Park, view the masterpieces at Bronze Coast Gallery, then immerse yourself in nature at Ecola State Park, and finally explore the striking landscape at Haystack Rock.

For photos, maps, traveler tips, and tourist information, refer to the Cannon Beach trip tool.

You can drive from Portland to Cannon Beach in 1.5 hours. Another option is to take a bus. When traveling from Portland in May, plan for a bit cooler days and about the same nights in Cannon Beach: temperatures range from 62°F by day to 48°F at night. Finish up your sightseeing early on the 18th (Tue) so you can go by car to Newport.

Things to do in Cannon Beach

Parks · Nature · Beaches · Outdoors

Side 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.
Kick off your visit on the 19th (Wed): identify plant and animal life at Wildlife Areas, take in the exciting artwork at Lincoln City Glass Center, then take an in-depth tour of Prehistoric, and finally explore the striking landscape at Cape Foulweather. Here are some ideas for day two: kick back and relax at Nye Beach, then engage your brain at Hatfield Marine Science Center, and then take in the dramatic natural features at Devil's Churn.

To find reviews, where to stay, traveler tips, and tourist information, use the Newport vacation maker site.

Traveling by car from Cannon Beach to Newport takes 3 hours. Alternatively, you can take a bus. In May in Newport, expect temperatures between 58°F during the day and 46°F at night. Finish your sightseeing early on the 20th (Thu) to allow enough time to drive to Bandon.

Things to do in Newport

Parks · Museums · Nature · Outdoors

Side Trips

Bandon

— 1 night
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Start off your visit on the 21st (Fri): admire the majestic nature at Face Rock State Scenic Viewpoint, then enjoy the sand and surf at Coquille Point, and then contemplate the long history of Coquille River Lighthouse.

To find reviews, ratings, maps, and tourist information, read our Bandon sightseeing planner.

You can drive from Newport to Bandon in 3 hours. Another option is to do a combination of taxi and bus. Expect a daytime high around 62°F in May, and nighttime lows around 49°F. Finish up your sightseeing early on the 21st (Fri) so you can go by car to Bend.

Things to do in Bandon

Parks · Nature · Wildlife · Historic Sites

Bend

— 3 nights
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.
Kick off your visit on the 22nd (Sat): take in the dramatic scenery at Tumalo Falls, contemplate the geological forces at Newberry National Volcanic Monument, and then take a tour by water with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the next day: Head underground at Lava River Cave, see Off-Road Tours, and then stroll through Pilot Butte State Scenic Viewpoint.

To find maps, traveler tips, more things to do, and other tourist information, you can read our Bend vacation tool.

Getting from Bandon to Bend by car takes about 6.5 hours. Other options: take a bus; or do a combination of bus and flight. Traveling from Bandon in May, plan for little chillier nights in Bend, with lows around 40°F. Finish your sightseeing early on the 24th (Mon) so you can fly back home.

Things to do in Bend

Parks · Outdoors · Nature · Tours

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.