9 days in Oregon Itinerary

9 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary builder

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Route & dates

9 days in Oregon Itinerary

Start: San Francisco
Fly:  4​h
1
Portland
— 2 nights
bus:  1​h 15​min
2
Hood River
— 1 night
Drive:  3​h
3
Cannon Beach
— 3 nights
Drive:  4​h
4
Florence
— 1 night
Drive:  4​h 15​min
5
Ashland
— 1 night
bus + Fly:  5​h 15​min
End: San Francisco

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.
Kids will enjoy Powell's City of Books and Oregon Zoo. Change things up with these side-trips from Portland: Multnomah Falls (in Bridal Veil) and Multnomah Falls (in Troutdale). Next up on the itinerary: admire the natural beauty at Portland Japanese Garden, head outdoors with Portland Timbers, examine the collection at Oregon Museum of Science and Industry, and take an in-depth tour of Oregon Historical Society.

To see reviews, where to stay, and other tourist information, read our Portland tour site .

San Francisco to Portland is an approximately 4-hour flight. You can also do a combination of train and flight; or drive. While traveling from San Francisco, expect somewhat warmer days and about the same nights in Portland, ranging from highs of 83°F to lows of 59°F. Wrap up your sightseeing on the 22nd (Mon) early enough to take a bus to Hood River.

Things to do in Portland

Parks Museums Outdoors

Side Trips

Multnomah Falls, Multnomah Falls
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Multnomah Falls ©
Multnomah Falls
Powell's City of Books ©
Powell's City of Books

1
night
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 23rd (Tue): examine the collection at Western Antique Aeroplane & Automobile Museum, then contemplate the waterfront views at Columbia River Gorge National Scenic Area, and then learn about winemaking at Marchesi Vineyards.

For where to stay, more things to do, maps, and other tourist information, read our Hood River trip itinerary planner .

You can take a bus from Portland to Hood River in 1.5 hours. Other options are to drive; or take a train. In July, daytime highs in Hood River are 79°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 23rd (Tue) early enough to drive to Cannon Beach.

Things to do in Hood River

Nature Parks Wildlife

Side Trip

Columbia River Gorge National Scenic Area
Highlights from your plan

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. You'll visit kid-friendly attractions like Haystack Rock and Cannon Beach. You'll find plenty of places to visit near Cannon Beach: Astoria (Astoria Column, Columbia River Maritime Museum, & more). There's more to do: admire the majestic nature at Ecola State Park and see the interesting displays at Seaside Inverted Experience.

To find where to stay, photos, reviews, and tourist information, read Cannon Beach vacation maker site .

Drive from Hood River to Cannon Beach in 3 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect slightly colder weather when traveling from Hood River in July: highs in Cannon Beach hover around 69°F, while lows dip to 55°F. Finish your sightseeing early on the 26th (Fri) so you can drive to Florence.

Things to do in Cannon Beach

Parks Nature Beaches

Side Trips

Astoria, Seaside Inverted Experience
Highlights from your plan
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach
Oswald West State Park ©
Oswald West State Park

1
night
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. On the 27th (Sat), take a memorable drive along Cape Perpetua Visitor Center - Siuslaw National Forest, have fun at Sand Master Park, and then try for a hole-in-one at Sandland Adventures.

To find photos, other places to visit, reviews, and more tourist information, read our Florence tour planner.

You can drive from Cannon Beach to Florence in 4 hours. Alternatively, you can do a combination of bus and flight; or take a bus. Expect a daytime high around 67°F in July, and nighttime lows around 54°F. Finish your sightseeing early on the 27th (Sat) to allow enough time to drive to Ashland.

Things to do in Florence

Outdoors Fun & Games Nature

Side Trip

Cape Perpetua Visitor Center - Siuslaw National Forest
Highlights from your plan
Sand Master Park ©
Sand Master Park
Sandland Adventures ©
Sandland Adventures

1
night
Ashland

Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 28th (Sun): examine the collection at ScienceWorks Hands-on Museum, then relax and float downstream with a rafting and tubing tour, and then catch a live performance at Oregon Shakespeare Festival.

To see reviews, other places to visit, maps, and other tourist information, go to the Ashland driving holiday website .

Getting from Florence to Ashland by car takes about 4.5 hours. Other options: take a bus; or do a combination of bus and flight. While traveling from Florence, expect much warmer days and a bit warmer nights in Ashland, ranging from highs of 94°F to lows of 61°F. Wrap up your sightseeing on the 28th (Sun) early enough to travel back home.

Things to do in Ashland

Tours Adventure Outdoors
Highlights from your plan
River Rafting & Tubing
ScienceWorks Hands-on Museum ©
ScienceWorks Hands-on Museum
Oregon Shakespeare Festival ©
Oregon Shakespeare Festival

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