11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon trip planner

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Route & dates

11 days in Oregon Itinerary

Start: Honolulu, Oahu
Fly:  10​h 15​min
1
Bend
— 1 night
Drive:  4​h 30​min
2
Newport
— 2 nights
Drive:  1​h 45​min
3
Tillamook
— 1 night
Drive:  1​h 15​min
4
Cannon Beach
— 3 nights
Drive:  2​h
5
Portland
— 2 nights
Fly:  7​h 45​min
End: Honolulu, Oahu

1
night
Bend

Bend ©
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.
On the 1st (Tue), get engrossed in the history at Des Chutes Historical Museum, explore the striking landscape of Deschutes National Forest, and then let the river carry you with a rafting and tubing tour. Keep things going the next day: take a peaceful walk through Shevlin Park, then admire the sheer force of Tumalo Falls, and then hike along Pilot Butte State Scenic Viewpoint.

To find more things to do, maps, ratings, and other tourist information, go to the Bend road trip site .

Honolulu to Bend is an approximately 10.5-hour combination of flight and bus. The time zone difference moving from Hawaii Standard Time to Pacific Standard Time is 2 hours. Traveling from Honolulu in October, things will get much colder in Bend: highs are around 62°F and lows about 37°F. Wrap up your sightseeing on the 2nd (Wed) to allow time to drive to Newport.

Things to do in Bend

Parks Nature Outdoors
Highlights from your plan
Deschutes National  Forest ©
Deschutes National Forest
Pilot Butte State Scenic Viewpoint ©
River Rafting & Tubing

2
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
On the 3rd (Thu), kick back and relax at Nye Beach, take in the exciting artwork at Rock Your World: Pacific Northwest Gem & Jewelry Gallery, and then tour the pleasant surroundings at Devils Punchbowl State Natural Area. Keep things going the next day: get curious at Hatfield Marine Science Center, then view the masterpieces at Earthworks Gallery, then explore the striking landscape at Devil's Churn, and finally look for gifts at The Chocolate Frog.

To see other places to visit, ratings, photos, and other tourist information, use the Newport driving holiday planning site .

You can drive from Bend to Newport in 4.5 hours. Another option is to take a bus. Traveling from Bend in October, plan for a bit warmer nights in Newport, with lows around 48°F. Wrap up your sightseeing on the 4th (Fri) to allow time to drive to Tillamook.

Things to do in Newport

Parks Outdoors Beaches

Side Trips

Yachats, Rock Your World: Pacific Northwest Gem & Jewelry Gallery, The Chocolate Frog
Highlights from your plan
Nye Beach ©
Nye Beach
Devil's Churn ©
Devil's Churn
Hatfield Marine Science Center ©
Hatfield Marine Science Center

1
night
Tillamook

Tillamook ©
The city of Tillamook is the county seat of Tillamook County, Oregon, United States. Kick off your visit on the 5th (Sat): look for gifts at Flamingo Jim's, kick back and relax at Rockaway Beach Wayside, then look for gifts at Blue Heron Cheese & Wine Company, then explore the galleries of Tillamook Air Museum, and finally enjoy the sea views from Cape Meares Lighthouse.

To find ratings, more things to do, and more tourist information, you can read our Tillamook trip itinerary planning app .

You can drive from Newport to Tillamook in 2 hours. Alternatively, you can take a bus. The time zone difference when traveling from Newport to Tillamook is 1 hour. Expect a daytime high around 63°F in October, and nighttime lows around 45°F. Finish up your sightseeing early on the 5th (Sat) so you can go by car to Cannon Beach.

Things to do in Tillamook

Historic Sites Museums Parks

Side Trip

Rockaway Beach
Highlights from your plan
Rockaway Beach Wayside ©
Rockaway Beach Wayside
Cape Meares Lighthouse ©
Cape Meares Lighthouse
Tillamook Air Museum ©
Tillamook Air Museum

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Head to Bruce's Candy Kitchen and Beach Booksfor plenty of shopping. Eschew the tourist crowds and head to Manzanita Beach and Hug Point State Park. Change things up with a short trip to Fort Clatsop National Memorial in Astoria (about 34 minutes away). Next up on the itinerary: admire the majestic nature at Oswald West State Park, stop by Cannon Beach Bookstore, and explore the striking landscape at Haystack Rock.

To find where to stay, ratings, reviews, and tourist information, go to the Cannon Beach online driving holiday planner .

Getting from Tillamook to Cannon Beach by car takes about 1.5 hours. Other options: take a bus. You'll gain 1 hour traveling from Tillamook to Cannon Beach due to the time zone difference. Expect a daytime high around 63°F in October, and nighttime lows around 48°F. Finish your sightseeing early on the 8th (Tue) so you can drive to Portland.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trips

Manzanita Beach, Fort Clatsop National Memorial, Beach Books
Highlights from your plan
Fort Clatsop National Memorial ©
Fort Clatsop National Memorial
Hug Point State Park ©
Hug Point State Park
Oswald West State Park ©
Oswald West State Park

2
nights
Portland

Portland ©
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.
On the 9th (Wed), admire the verdant scenery at Willamette Valley, then hike along Forest Park, then admire the natural beauty at International Rose Test Garden, and finally look for gifts at Powell's City of Books. On the next day, wander the streets of Pearl District, explore the striking landscape at Oneonta Gorge, and then gain insight at Vista House.

To see where to stay, maps, more things to do, and other tourist information, use the Portland trip planner.

Drive from Cannon Beach to Portland in 2 hours. Alternatively, you can take a bus. In October, daytime highs in Portland are 66°F, while nighttime lows are 49°F. Wrap up your sightseeing on the 10th (Thu) to allow time to travel back home.

Things to do in Portland

Parks Outdoors Nature

Side Trips

Oneonta Gorge, Vista House
Highlights from your plan
Willamette Valley ©
Willamette Valley
Oneonta Gorge ©
Oneonta Gorge
Forest Park ©
Forest Park

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