8 days in Oregon Itinerary

8 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary builder

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Route & dates

8 days in Oregon Itinerary

Start: Vancouver
Fly:  6​h
1
Bend
— 1 night
Drive:  4​h 30​min
2
Ashland
— 1 night
Drive:  4​h 15​min
3
Florence
— 1 night
Drive:  4​h
4
Cannon Beach
— 2 nights
Drive:  3​h
5
Hood River
— 1 night
bus:  1​h 15​min
6
Portland
— 1 night
Fly:  4​h 15​min
End: Vancouver

1
night
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.
Start off your visit on the 11th (Thu): delve into the lush surroundings at Shevlin Park.

For maps, reviews, where to stay, and other tourist information, go to the Bend day trip website .

Vancouver, Canada to Bend is an approximately 6-hour flight. You can also do a combination of train and flight; or drive. While traveling from Vancouver, expect a bit warmer days and slightly colder nights in Bend, ranging from highs of 34°C to lows of 13°C. Finish your sightseeing early on the 12th (Fri) so you can drive to Ashland.

Things to do in Bend

Parks Nature Trails

Side Trips

Oregon Observatory, Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
Oregon Observatory ©
Oregon Observatory
Pilot Butte State Scenic Viewpoint ©

1
night
Ashland

Ashland is a city in Jackson County, in the State of Oregon. On the 13th (Sat), explore the activities along Rogue River, then catch a live performance at Oregon Shakespeare Festival, then stroll around Lithia Park, and finally let the river carry you with a rafting and tubing tour.

To see where to stay, ratings, more things to do, and other tourist information, refer to the Ashland road trip planning app .

Getting from Bend to Ashland by car takes about 4.5 hours. Other options: do a combination of flight and bus; or take a bus. Prepare for a bit warmer weather when traveling from Bend in July: high temperatures in Ashland hover around 40°C and lows are around 19°C. Wrap up your sightseeing on the 13th (Sat) early enough to drive to Florence.

Things to do in Ashland

Parks Tours Outdoors

Side Trip

Rogue River
Highlights from your plan
River Rafting & Tubing
Lithia Park ©
Lithia Park
Oregon Shakespeare Festival ©
Oregon Shakespeare Festival

1
night
Florence

Florence ©
Florence is a coastal city in Lane County, in the U.S. Start off your visit on the 14th (Sun): cruise along Oregon Coast Hwy, then tour the pleasant surroundings at Cape Perpetua Visitor Center - Siuslaw National Forest, then enjoy some diversion at Sand Master Park, and finally putt your heart out at Sandland Adventures.

To find traveler tips, maps, more things to do, and other tourist information, use the Florence itinerary planner.

Getting from Ashland to Florence by car takes about 4.5 hours. Other options: take a bus; or do a combination of bus and flight. Expect colder weather when traveling from Ashland in July: highs in Florence hover around 22°C, while lows dip to 14°C. Wrap up your sightseeing on the 14th (Sun) to allow time to drive to Cannon Beach.

Things to do in Florence

Outdoors Scenic Drive Fun & Games

Side Trips

Cape Perpetua Visitor Center - Siuslaw National Forest, Oregon Coast Hwy
Highlights from your plan

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 15th (Mon): admire the majestic nature at Oswald West State Park, explore the striking landscape at Haystack Rock, then admire the majestic nature at Ecola State Park, and finally pause for some photo ops at Astoria Column. On the 16th (Tue), you'll have a packed day of sightseeing: admire the sheer force of Young River Falls, then admire the majestic nature at Fort Stevens State Park, then enjoy the sand and surf at Manzanita Beach, and finally enjoy the sand and surf at Cannon Beach.

For traveler tips, other places to visit, and tourist information, you can read our Cannon Beach day trip planning tool .

You can drive from Florence to Cannon Beach in 4 hours. Other options are to do a combination of bus and flight; or take a bus. In July, plan for daily highs up to 24°C, and evening lows to 15°C. Finish up your sightseeing early on the 16th (Tue) so you can go by car to Hood River.

Things to do in Cannon Beach

Parks Nature Beaches

Side Trips

Astoria, Manzanita Beach
Highlights from your plan
Ecola State Park ©
Ecola State Park
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach

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 17th (Wed): examine the collection at Western Antique Aeroplane & Automobile Museum, identify plant and animal life at Columbia River Gorge National Scenic Area, then examine the collection at Columbia Gorge Discovery Center & Museum, and finally trek along Historic Columbia River Highway State Trail.

To find ratings, photos, and other tourist information, read Hood River attractions planner.

Drive from Cannon Beach to Hood River in 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Cannon Beach in July, expect nights in Hood River to be about the same, around 17°C, while days are somewhat warmer, around 30°C. Wrap up your sightseeing on the 17th (Wed) to allow time to take a bus to Portland.

Things to do in Hood River

Parks Wildlife Nature

Side Trips

Historic Columbia River Highway State Trail, Columbia River Gorge National Scenic Area, Columbia Gorge Discovery Center & Museum
Highlights from your plan

1
night
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.
Start off your visit on the 18th (Thu): stroll through Wildwood Trail, take in nature's colorful creations at Portland Japanese Garden, then admire the natural beauty at International Rose Test Garden, then head outdoors with Portland Timbers, and finally look for gifts at Powell's City of Books.

For more things to do, photos, where to stay, and other tourist information, use the Portland road trip planning app .

Traveling by bus from Hood River to Portland takes 1.5 hours. Alternatively, you can drive; or take a train. In July in Portland, expect temperatures between 33°C during the day and 17°C at night. Cap off your sightseeing on the 18th (Thu) early enough to travel back home.

Things to do in Portland

Outdoors Parks Trails
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
International Rose Test Garden ©
International Rose Test Garden
Powell's City of Books ©
Powell's City of Books

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