16 days in Oregon Itinerary

16 days in Oregon Itinerary

Created using Inspirock Oregon route maker

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Route & dates

16 days in Oregon Itinerary

Start: Santa Maria
Drive:  9​h
1
Ashland
— 1 night
Drive:  3​h 45​min
2
Bandon
— 2 nights
Drive:  1​h 30​min
3
Florence
— 2 nights
Drive:  45​min
4
Yachats
— 2 nights
Drive:  45​min
5
Newport
— 2 nights
Drive:  2​h 45​min
6
Cannon Beach
— 1 night
Drive:  1​h 30​min
7
Portland
— 2 nights
bus:  1​h 15​min
8
Hood River
— 2 nights
Drive + Fly:  11​h 30​min
End: Santa Maria

1
night
Ashland

Ashland is a city in Jackson County, in the State of Oregon. To see where to stay, reviews, other places to visit, and more tourist information, use the Ashland trip itinerary planner .

Santa Maria to Ashland is an approximately 9.5-hour car ride. You can also fly. When traveling from Santa Maria in August, plan for somewhat warmer days and about the same nights in Ashland: temperatures range from 93°F by day to 60°F at night. Finish your sightseeing early on the 31st (Sat) to allow enough time to drive to Bandon.

Things to do in Ashland

Outdoors Tours Adventure
Highlights from your plan
River Rafting & Tubing
Lithia Park ©
Lithia Park
Oregon Shakespeare Festival ©
Oregon Shakespeare Festival

2
nights
Bandon

Bandon ©
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Kick off your visit on the 1st (Sun): enjoy the sea views from Cape Blanco Lighthouse, identify plant and animal life at West Coast Game Park Safari, and then explore the striking landscape at Face Rock State Scenic Viewpoint. Get ready for a full day of sightseeing on the 2nd (Mon): stop by Face Rock Creamery, tee off at Bandon Dunes Golf Resort, and then visit a coastal fixture at Coquille River Lighthouse.

For ratings, maps, more things to do, and more tourist information, go to the Bandon road trip planning site .

Traveling by car from Ashland to Bandon takes 4 hours. Alternatively, you can take a bus; or take a bus. While traveling from Ashland, expect cooler days and slightly colder nights in Bandon, ranging from highs of 68°F to lows of 54°F. Finish your sightseeing early on the 2nd (Mon) to allow enough time to drive to Florence.

Things to do in Bandon

Parks Wildlife Outdoors

Side Trip

Cape Blanco Lighthouse
Highlights from your plan
Face Rock State Scenic Viewpoint ©
Bandon Dunes Golf Resort ©
Bandon Dunes Golf Resort
Cape Blanco Lighthouse ©
Cape Blanco Lighthouse

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Start off your visit on the 3rd (Tue): have fun at Sand Master Park, immerse yourself in nature at Jessie M. Honeyman Memorial State Park, and then get your game on at Sandland Adventures. On the next day, explore the fascinating underground world of Sea Lion Caves, visit a coastal fixture at Heceta Head Lighthouse, examine the collection at Given Back Bird Houses Working Museum, then snap pictures at Siuslaw River Bridge, and finally browse the collection at Siuslaw Public Library.

For traveler tips, where to stay, maps, and other tourist information, you can read our Florence journey planning app .

Traveling by car from Bandon to Florence takes 1.5 hours. Alternatively, you can take a bus. In September in Florence, expect temperatures between 68°F during the day and 52°F at night. Wrap up your sightseeing on the 4th (Wed) to allow time to drive to Yachats.

Things to do in Florence

Parks Nature Fun & Games
Highlights from your plan
Heceta Head Lighthouse ©
Heceta Head Lighthouse
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding

2
nights
Yachats

Yachats ©
Yachats is a small coastal city in Lincoln County, Oregon, United States. On the 5th (Thu), explore the striking landscape at Devil's Churn, then cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, then explore the striking landscape at Thor's Well, and finally take in the waterfront at Yachats coastline. Get ready for a full day of sightseeing on the next day: shop like a local with Wave Gallery, cruise along Yachats Ocean Road State Natural Site, take in the views from North Fork Yachats Covered Bridge, then take an in-depth tour of Little Log Church, and finally admire the majestic nature at Yachats State Park.

To see photos, maps, other places to visit, and more tourist information, use the Yachats online trip builder .

Traveling by car from Florence to Yachats takes an hour. Alternatively, you can take a bus. September in Yachats sees daily highs of 64°F and lows of 50°F at night. Finish your sightseeing early on the 6th (Fri) so you can drive to Newport.

Things to do in Yachats

Parks Nature Scenic Drive
Highlights from your plan
Yachats coastline ©
Yachats coastline
Devil's Churn ©
Devil's Churn

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 7th (Sat), immerse yourself in nature at Devils Punchbowl State Natural Area, visit a coastal fixture at Yaquina Head Lighthouse, and then identify plant and animal life at Yaquina Head Outstanding Natural Area. On your second day here, enjoy the sand and surf at Nye Beach, observe the fascinating underwater world at Oregon Coast Aquarium, then stop by Made in Oregon, and finally take in the waterfront at Newport's Historic Bayfront.

To find ratings, photos, maps, and more tourist information, use the Newport visit planner .

Getting from Yachats to Newport by car takes about an hour. Other options: take a bus. In September, daily temperatures in Newport can reach 64°F, while at night they dip to 50°F. Finish up your sightseeing early on the 8th (Sun) so you can go by car to Cannon Beach.

Things to do in Newport

Parks Beaches Outdoors
Highlights from your plan
Oregon Coast Aquarium ©
Oregon Coast Aquarium
Newport's Historic Bayfront ©
Newport's Historic Bayfront

1
night
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. On the 9th (Mon), pause for some photo ops at Astoria Column, make a trip to Seaside Beach Lewis and Clark Monument, then tour the pleasant surroundings at Haystack Rock, and finally enjoy the sand and surf at Cannon Beach. Keep things going the next day: take in the views from Astoria-Megler Bridge, then immerse yourself in nature at Oswald West State Park, and then immerse yourself in nature at Ecola State Park.

For where to stay, ratings, photos, and tourist information, go to the Cannon Beach vacation maker .

Getting from Newport to Cannon Beach by car takes about 3 hours. Other options: take a bus. In September, daytime highs in Cannon Beach are 69°F, while nighttime lows are 52°F. Cap off your sightseeing on the 10th (Tue) early enough to go by car to Portland.

Things to do in Cannon Beach

Parks Nature Beaches

Side Trips

Astoria, Seaside Beach Lewis and Clark Monument
Highlights from your plan
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach

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.
Start off your visit on the 11th (Wed): examine the collection at Evergreen Aviation & Space Museum, then do a tasting at Natalies Estate Winery, and then admire the verdant scenery at Willamette Valley. Get ready for a full day of sightseeing on the 12th (Thu): do a tasting at Domaine Serene, appreciate the views at Sokol Blosser Winery, and then savor the flavors at Food & Drink.

To find photos, ratings, more things to do, and more tourist information, refer to the Portland trip itinerary planning site .

Drive from Cannon Beach to Portland in 1.5 hours. Alternatively, you can take a bus. Expect somewhat warmer weather when traveling from Cannon Beach in September: highs in Portland hover around 76°F, while lows dip to 55°F. Wrap up your sightseeing on the 12th (Thu) early enough to take a bus to Hood River.

Things to do in Portland

Parks Nature Wineries

Side Trips

Newberg, Domaine Serene, Sokol Blosser Winery, Evergreen Aviation & Space Museum
Highlights from your plan
Willamette Valley ©
Willamette Valley
Evergreen Aviation & Space Museum ©
Evergreen Aviation & Space Museum
Sokol Blosser Winery ©
Sokol Blosser Winery

2
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 13th (Fri), examine the collection at Western Antique Aeroplane & Automobile Museum, then stroll around Port Marina Park, and then contemplate the geological forces at Mount Hood.

To find where to stay, traveler tips, and other tourist information, read our Hood River trip planner .

You can take a bus from Portland to Hood River in 1.5 hours. Other options are to drive; or take a train. Traveling from Portland in September, expect nights in Hood River to be about the same, around 57°F, while days are little chillier, around 71°F. On the 14th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Hood River

Parks Nature Outdoors

Side Trip

Columbia Gorge Discovery Center & Museum
Highlights from your plan
Mount Hood ©
Mount Hood

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