13 days in Oregon Itinerary

13 days in Oregon Itinerary

Created using Inspirock Oregon trip planner

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Route & dates

13 days in Oregon Itinerary

Start: Calgary
Fly:  5​h 30​min
1
Portland
— 3 nights
Drive:  1​h 30​min
2
Cannon Beach
— 2 nights
Drive:  3​h 15​min
3
Yachats
— 2 nights
Drive + bus:  4​h 30​min
4
Bend
— 2 nights
Drive:  3​h 15​min
5
Hood River
— 3 nights
Drive + Fly:  7​h
End: Calgary

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.
Venture out of the city with trips to Sokol Blosser Winery (in Dundee) and Evergreen Aviation & Space Museum (in McMinnville). There's still lots to do: admire the natural beauty at Portland Japanese Garden, head outdoors with Portland Timbers, walk around Laurelhurst Park, and steep yourself in history at Pittock Mansion.

For more things to do, traveler tips, photos, and other tourist information, refer to the Portland online journey planner .

Calgary, Canada to Portland is an approximately 5.5-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Calgary to Portland. Traveling from Calgary in October, expect Portland to be somewhat warmer, temps between 22°C and 11°C. Finish your sightseeing early on the 4th (Fri) to allow enough time to drive to Cannon Beach.

Things to do in Portland

Parks Tours Outdoors

Side Trips

Evergreen Aviation & Space Museum, Sokol Blosser Winery
Highlights from your plan
Portland Japanese Garden ©
Portland Japanese Garden
Powell's City of Books ©
Powell's City of Books
International Rose Test Garden ©
International Rose Test Garden

2
nights
Cannon Beach

Cannon Beach ©
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 5th (Sat): pause for some photo ops at Astoria Column, make a trip to Seaside Beach Lewis and Clark Monument, then immerse yourself in nature at Ecola State Park, and finally admire the majestic nature at Oswald West State Park. Get ready for a full day of sightseeing on the next day: kick back and relax at Cannon Beach, explore the striking landscape at Haystack Rock, and then immerse yourself in nature at Hug Point State Park.

To see other places to visit, maps, ratings, and other tourist information, refer to the Cannon Beach day trip site .

Getting from Portland to Cannon Beach by car takes about 1.5 hours. Other options: take a bus. In October in Cannon Beach, expect temperatures between 20°C during the day and 10°C at night. Finish your sightseeing early on the 6th (Sun) so you can drive to Yachats.

Things to do in Cannon Beach

Parks Nature Beaches

Side Trips

Seaside Beach Lewis and Clark Monument, Astoria Column
Highlights from your plan
Ecola State Park ©
Ecola State Park
Haystack Rock ©
Haystack Rock
Cannon Beach ©
Cannon Beach

2
nights
Yachats

Yachats ©
Yachats is a small coastal city in Lincoln County, Oregon, United States. Kick off your visit on the 7th (Mon): cruise along Oregon Coast Hwy, explore and take pictures at Cape Perpetua Visitor Center - Siuslaw National Forest, and then take a leisurely stroll along Yachats coastline. Get ready for a full day of sightseeing on the next day: get your game on at Sandland Adventures, have fun at Sand Master Park, and then take in the pleasant sights at Strawberry Hill Wayside.

For where to stay, reviews, photos, and tourist information, you can read our Yachats trip planner .

Traveling by car from Cannon Beach to Yachats takes 3.5 hours. Alternatively, you can do a combination of bus, flight, and car; or take a bus. In October in Yachats, expect temperatures between 18°C during the day and 10°C at night. Wrap up your sightseeing on the 8th (Tue) early enough to travel to Bend.

Things to do in Yachats

Outdoors Scenic Drive Fun & Games

Side Trips

Florence, Oregon Coast Hwy
Highlights from your plan
Yachats coastline ©
Yachats coastline
Sand Master Park - Sandboarding ©
Sand Master Park - Sandboarding

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.
Start off your visit on the 9th (Wed): cruise along McKenzie Pass-Santiam Pass loop, brush up on your knowledge of spirits at Cascade Street Distillery, and then admire the majestic nature at Smith Rock State Park. Here are some ideas for day two: delve into the lush surroundings at Shevlin Park, then explore the striking landscape of Deschutes National Forest, and then contemplate the waterfront views at Deschutes River.

To find maps, more things to do, photos, and more tourist information, read Bend tour itinerary app .

Traveling by combination of car and bus from Yachats to Bend takes 4.5 hours. Alternatively, you can drive; or do a combination of car and flight. Expect slightly colder evenings in Bend when traveling from Yachats in October, with lows around 3°C. Finish your sightseeing early on the 10th (Thu) so you can drive to Hood River.

Things to do in Bend

Parks Nature Outdoors

Side Trips

Sisters, Smith Rock State Park
Highlights from your plan
Smith Rock State Park ©
Smith Rock State Park
McKenzie Pass-Santiam Pass loop ©
McKenzie Pass-Santiam Pass loop
Deschutes National  Forest ©
Deschutes National Forest

3
nights
Hood River

Hood River ©
The city of Hood River is the seat of Hood River County, Oregon, United States. Venture out of the city with trips to Timberline Lodge and Ski Area (in Timberline Lodge) and Bonneville Lock & Dam (in Cascade Locks). And it doesn't end there: examine the collection at Western Antique Aeroplane & Automobile Museum, explore the striking landscape of Mt. Hood National Forest, take in the views from Bridge of the Gods, and stroll around Port Marina Park.

Use Inspirock's suggestions to plan your Hood River trip and find the best activities and attractions for your vacation.

Traveling by car from Bend to Hood River takes 3.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Traveling from Bend in October, expect somewhat warmer with lows of 8°C in Hood River. Finish your sightseeing early on the 13th (Sun) to allow enough time to travel back home.

Things to do in Hood River

Parks Nature Trails

Side Trips

Cascade Locks, Columbia Gorge Discovery Center & Museum, Mt. Hood National Forest, Historic Columbia River Highway State Trail, Timberline Lodge and Ski Area
Highlights from your plan

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