10 days in Oregon Itinerary

10 days in Oregon Itinerary

Created using Inspirock Oregon travel planner

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Route & dates

10 days in Oregon Itinerary

Start: Jacksonville
bus + Fly:  12​h 30​min
1
Bend
— 2 nights
Drive:  5​h 30​min
2
Cannon Beach
— 3 nights
Drive:  1​h 30​min
3
Portland
— 4 nights
Fly + Drive:  9​h 45​min
End: Jacksonville

2
nights
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.
Kick off your visit on the 1st (Sun): learn more about the world around you at High Desert Museum and then immerse yourself in nature at Smith Rock State Park. Get ready for a full day of sightseeing on the 2nd (Mon): contemplate the geological forces at Newberry National Volcanic Monument, take in the exciting artwork at Artists Gallery Sunriver, and then let the river carry you with a rafting and tubing tour.

To see maps, traveler tips, and more tourist information, read Bend route maker .

Jacksonville to Bend is an approximately 12.5-hour combination of bus and flight. You can also do a combination of train, shuttle, and flight; or drive. Traveling from Jacksonville to Bend, you'll gain 3 hours due to the time zone difference. Expect slightly colder weather when traveling from Jacksonville in September: highs in Bend hover around 73°F, while lows dip to 44°F. Wrap up your sightseeing by early afternoon on the 3rd (Tue) to allow time for the car ride to Cannon Beach.

Things to do in Bend

Parks Outdoors Nature

Side Trips

Smith Rock State Park, Artists Gallery Sunriver
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
River Rafting & Tubing
High Desert Museum ©
High Desert Museum

3
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Do your shopping at Wheeler Station Antiques and Cannon Beach Bookstore. We've included these beaches for you: Haystack Rock and Cannon Beach. Get out of town with these interesting Cannon Beach side-trips: Astoria (Astoria Column & Fort Clatsop National Memorial). There's lots more to do: immerse yourself in nature at Ecola State Park, examine the collection at Seaside Inverted Experience, and appreciate the history behind Seaside Beach Lewis and Clark Monument.

For photos, traveler tips, maps, and tourist information, use the Cannon Beach day trip site .

Traveling by car from Bend to Cannon Beach takes 5.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Plan for a bit warmer nights when traveling from Bend in September since evenings lows in Cannon Beach dip to 52°F. Finish up your sightseeing early on the 6th (Fri) so you can go by car to Portland.

Things to do in Cannon Beach

Parks Nature Historic Sites

Side Trips

Astoria, Seaside, Wheeler Station Antiques
Highlights from your plan
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach
Ecola State Park ©
Ecola State Park

4
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.
Escape the urban bustle at Columbia River Gorge National Scenic Area and Sokol Blosser Winery. Head to Powell's City of Books and Northwest (Nob Hill)for some retail therapy. Explore the numerous day-trip ideas around Portland: Multnomah Falls (in Bridal Veil), Natalies Estate Winery (in Newberg) and Willamette Valley Vineyards (in Turner). It doesn't end there: admire the natural beauty at Portland Japanese Garden and brush up on your knowledge of spirits at New Deal Distillery.

For where to stay, other places to visit, reviews, and more tourist information, use the Portland trip planning website .

Traveling by car from Cannon Beach to Portland takes 1.5 hours. Alternatively, you can take a bus. When traveling from Cannon Beach in September, plan for somewhat warmer days in Portland, with highs around 76°F, while nights are about the same with lows around 55°F. On the 10th (Tue), you'll travel back home.

Things to do in Portland

Parks Nature Wildlife

Side Trips

Willamette Valley Vineyards, Natalies Estate Winery, Multnomah Falls, Sokol Blosser Winery, Columbia River Gorge National Scenic Area
Highlights from your plan
Powell's City of Books ©
Powell's City of Books
Multnomah Falls ©
Multnomah Falls

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