12 days in Oregon Itinerary

12 days in Oregon Itinerary

Created using Inspirock Oregon Trip Planner

Make it your trip
Fly
1
Bend
— 2 nights
Drive
2
Crater Lake National Park
— 2 nights
Drive
3
Cannon Beach
— 6 nights
Drive
4
Portland
— 1 night
Fly

S M T W T F S
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Bend

— 2 nights
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 23rd (Sat): contemplate the waterfront views at Todd Lake and then take in the awesome beauty at South Sister. On your second day here, get a new perspective on things with Boat Tours & Water Sports, then explore the activities along Deschutes River, and then indulge your thirst for a good beer at Boneyard Beer.

For maps, more things to do, reviews, and other tourist information, you can read our Bend trip planner.

Pittsburgh to Bend is an approximately 10.5-hour flight. You can also drive; or do a combination of train and bus. Traveling from Pittsburgh to Bend, you'll gain 3 hours due to the time zone difference. Traveling from Pittsburgh in September, expect slightly colder with lows of 44°F in Bend. Wrap up your sightseeing on the 25th (Mon) to allow time to drive to Crater Lake National Park.

Things to do in Bend

Nature · Parks · Adventure · Tours

Crater Lake National Park

— 2 nights
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
On the 25th (Mon), immerse yourself in nature at Collier Memorial State Park and then take in the dramatic scenery at Vidae Falls. On the 26th (Tue), you'll have a packed day of sightseeing: cruise along Rim Dr and then head off the coast to Wizard Island.

To see ratings, maps, where to stay, and more tourist information, read Crater Lake National Park day trip planning app.

Getting from Bend to Crater Lake National Park by car takes about 2.5 hours. Other options: do a combination of bus and taxi. Expect somewhat warmer temperatures when traveling from Bend in September; daily highs in Crater Lake National Park reach 83°F and lows reach 53°F. Wrap up your sightseeing by early afternoon on the 27th (Wed) to allow time for the car ride to Cannon Beach.

Things to do in Crater Lake National Park

Nature · Parks · Scenic Drive · Outdoors

Side Trip

Cannon Beach

— 6 nights
Cannon Beach is a city in Clatsop County, Oregon, United States. Discover out-of-the-way places like Long Beach and Cape Kiwanda State Natural Area. Get outdoors at Astoria Oregon Riverwalk and Cape Lookout State Park. You'll find plenty of places to visit near Cannon Beach: Blue Heron Cheese & Wine Company (in Tillamook) and North Head Lighthouse (in Ilwaco). There's still lots to do: stroll through Manzanita Beach, explore the striking landscape at Haystack Rock, enjoy the sand and surf at Cannon Beach, and look for gifts at Bruce's Candy Kitchen.

To see more things to do, ratings, traveler tips, and more tourist information, refer to the Cannon Beach online route maker.

Traveling by car from Crater Lake National Park to Cannon Beach takes 7.5 hours. Alternatively, you can fly; or do a combination of taxi and bus. When traveling from Crater Lake National Park in September, plan for little chillier days and about the same nights in Cannon Beach: temperatures range from 69°F by day to 52°F at night. Finish your sightseeing early on the 3rd (Tue) so you can drive to Portland.

Things to do in Cannon Beach

Parks · Outdoors · Beaches · Nature

Side Trips

Portland

— 1 night

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.
On the 3rd (Tue), admire the landmark architecture of Vista House, steep yourself in history at Columbia River Highway, and then wander the streets of Pearl District.

For photos, reviews, more things to do, and tourist information, go to the Portland trip maker tool.

You can drive from Cannon Beach to Portland in 1.5 hours. Alternatively, you can take a bus. In October, daytime highs in Portland are 66°F, while nighttime lows are 49°F. On the 4th (Wed), you're off to home.

Things to do in Portland

Historic Sites · Shopping · Neighborhoods

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.