11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

Make it your trip
Fly
1
Portland
— 3 nights
Drive
2
Cannon Beach
— 3 nights
Drive
3
Florence
— 2 nights
Drive
4
Ashland
— 2 nights
Fly

S M T W T F S
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Portland

— 3 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.
Take a break from Portland with a short trip to Multnomah Falls in Bridal Veil, about 38 minutes away. And it doesn't end there: admire the natural beauty at Portland Japanese Garden, don't miss a visit to Pittock Mansion, walk around Oaks Bottom Wildlife Refuge, and get to know the resident critters at Oregon Zoo.

Plan my trip to Portland with suggested itineraries provided by Inspirock.

San Francisco to Portland is an approximately 3.5-hour flight. You can also drive; or take a bus. While traveling from San Francisco, expect a bit warmer days and about the same nights in Portland, ranging from highs of 85°F to lows of 60°F. Finish up your sightseeing early on the 10th (Sat) so you can go by car to Cannon Beach.

Things to do in Portland

Parks · Nature · Tours · Wineries

Side Trips

Cannon Beach

— 3 nights
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). There's lots more to do: admire the majestic nature at Ecola State Park, tour the pleasant surroundings at Cannon Beach, examine the collection at Seaside Inverted Experience, and kick back and relax at Haystack Rock.

To find ratings, where to stay, more things to do, and more tourist information, go to the Cannon Beach trip tool.

Traveling by car from Portland to Cannon Beach takes 1.5 hours. Alternatively, you can take a bus. In August, Cannon Beach is little chillier than Portland - with highs of 71°F and lows of 55°F. Cap off your sightseeing on the 13th (Tue) early enough to go by car to Florence.

Things to do in Cannon Beach

Parks · Nature · Beaches · Outdoors

Side Trips

Florence

— 2 nights
Florence is a coastal city in Lane County, in the U.S. state of Oregon. On the 14th (Wed), admire all the interesting features of Cape Perpetua Visitor Center - Siuslaw National Forest, take a leisurely stroll along Yachats coastline, then visit a coastal fixture at Heceta Head Lighthouse, and finally snap pictures at Siuslaw River Bridge. Here are some ideas for day two: Head underground at Sea Lion Caves, head outdoors with Sand Master Park - Sandboarding, and then catch some excitement at Sandland Adventures.

To see ratings, traveler tips, other places to visit, and more tourist information, you can read our Florence day trip planning site.

Drive from Cannon Beach to Florence in 4 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 68°F in August, and nighttime lows around 54°F. Finish your sightseeing early on the 15th (Thu) to allow enough time to drive to Ashland.

Things to do in Florence

Outdoors · Parks · Nature · Scenic Drive

Side Trip

Ashland

— 2 nights
Ashland is a city in Jackson County, in the State of Oregon. Kick off your visit on the 16th (Fri): let the river carry you with a rafting and tubing tour, stroll around Lithia Park, and then view the masterpieces at The Glass Forge. Get ready for a full day of sightseeing on the next day: contemplate the waterfront views at Rogue River, then get lost in a book at Jackson County Genealogy Library, and then see a show at Oregon Shakespeare Festival.

For reviews, more things to do, traveler tips, and other tourist information, you can read our Ashland online trip itinerary maker.

Traveling by car from Florence to Ashland takes 4.5 hours. Alternatively, you can take a bus; or take a bus. While traveling from Florence, expect much hotter days and somewhat warmer nights in Ashland, ranging from highs of 93°F to lows of 60°F. Cap off your sightseeing on the 17th (Sat) early enough to catch the flight back home.

Things to do in Ashland

Parks · Tours · Adventure · Outdoors

Side Trips

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.