11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

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Route & dates

11 days in Oregon Itinerary

Start: San Francisco
Fly:  4​h
1
Portland
— 3 nights
Drive:  1​h 30​min
2
Cannon Beach
— 3 nights
Drive:  4​h
3
Florence
— 2 nights
Drive:  4​h 15​min
4
Ashland
— 2 nights
bus + Fly:  5​h 15​min
End: San Francisco

3
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.
Step out of Portland to go to Bridal Veil and see Multnomah Falls, which is approximately 38 minutes away. And it doesn't end there: admire the natural beauty at Portland Japanese Garden, contemplate the waterfront views at Columbia River Gorge National Scenic Area, awaken your taste buds at some of the top wineries in the area, and look for gifts at Powell's City of Books.

You can plan Portland trip in no time by asking Inspirock to help create your itinerary.

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 85°F to lows of 60°F. Wrap up your sightseeing on the 10th (Sat) to allow time to drive to Cannon Beach.

Things to do in Portland

Parks Nature Wildlife

Side Trips

Columbia River Gorge National Scenic Area, Multnomah Falls
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
International Rose Test Garden ©
International Rose Test Garden

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Explore Cannon Beach's surroundings by going to Astoria (Astoria-Megler Bridge, Columbia River Maritime Museum, & more). And it doesn't end there: explore the striking landscape at Haystack Rock, examine the collection at Seaside Inverted Experience, kick back and relax at Cannon Beach, and immerse yourself in nature at Oswald West State Park.

To see photos, ratings, traveler tips, and tourist information, read Cannon Beach day trip website .

Getting from Portland to Cannon Beach by car takes about 1.5 hours. Other options: take a bus. In August, Cannon Beach is slightly colder than Portland - with highs of 71°F and lows of 55°F. Finish up your sightseeing early on the 13th (Tue) so you can go by car to Florence.

Things to do in Cannon Beach

Parks Nature Outdoors

Side Trips

Astoria, Seaside Inverted Experience
Highlights from your plan
Haystack Rock ©
Haystack Rock
Ecola State Park ©
Ecola State Park
Cannon Beach ©
Cannon Beach

2
nights
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Kick off your visit on the 14th (Wed): explore and take pictures at Cape Perpetua Visitor Center - Siuslaw National Forest, take in the waterfront at Yachats coastline, then visit a coastal fixture at Heceta Head Lighthouse, and finally snap pictures at Siuslaw River Bridge. Keep things going the next day: Head underground at Sea Lion Caves, have fun at Sand Master Park, and then try for a hole-in-one at Sandland Adventures.

To see photos, more things to do, other places to visit, and tourist information, use the Florence journey planning tool .

You can drive from Cannon Beach to Florence in 4 hours. Other options are to do a combination of bus and flight; or take a bus. Expect a daytime high around 68°F in August, and nighttime lows around 54°F. Wrap up your sightseeing on the 15th (Thu) to allow time to drive to Ashland.

Things to do in Florence

Parks Outdoors Nature

Side Trip

Yachats
Highlights from your plan
Yachats coastline ©
Yachats coastline
Heceta Head Lighthouse ©
Heceta Head Lighthouse

2
nights
Ashland

Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 16th (Fri): take a memorable tour with Tours, walk around Lithia Park, and then take in the exciting artwork at The Glass Forge. Keep things going the next day: explore the activities along Rogue River, then browse the collection at Jackson County Genealogy Library, and then see a show at Oregon Shakespeare Festival.

Plan a Ashland trip in moments using our itinerary builder.

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. Traveling from Florence in August, expect nights in Ashland to be a bit warmer, around 60°F, while days are much hotter, around 93°F. Cap off your sightseeing on the 17th (Sat) early enough to travel back home.

Things to do in Ashland

Parks Outdoors Adventure

Side Trips

Medford, The Glass Forge
Highlights from your plan
River Rafting & Tubing
Lithia Park ©
Lithia Park
Oregon Shakespeare Festival ©
Oregon Shakespeare Festival

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