8 days in Oregon Itinerary

8 days in Oregon Itinerary

Created using Inspirock Oregon sightseeing planner

Make it your trip
Fly
1
Portland
— 2 nights
Drive
2
Cannon Beach
— 2 nights
Drive
3
Hood River
— 1 night
Drive
4
Redmond
— 2 nights
Fly

S M T W T F S
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Portland

— 2 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.
Step out of Portland with an excursion to Multnomah Falls in Bridal Veil--about 38 minutes away. Next up on the itinerary: admire the natural beauty at Portland Japanese Garden, learn the secrets of beer at a beer tour and tasting, stroll through Hoyt Arboretum, and explore the engaging exhibits at Portland Children's Museum.

For more things to do, traveler tips, other places to visit, and tourist information, refer to the Portland trip maker app.

Tamiami to Portland is an approximately 11.5-hour flight. You can also drive. You'll gain 3 hours traveling from Tamiami to Portland due to the time zone difference. Plan for much colder temperatures traveling from Tamiami in October, with highs in Portland at 66°F and lows at 49°F. Finish up your sightseeing early on the 11th (Mon) so you can go by car to Cannon Beach.

Things to do in Portland

Parks · Tours · Wildlife · Breweries & Distilleries

Side Trip

Cannon Beach

— 2 nights
Cannon Beach is a city in Clatsop County, Oregon, United States. Start off your visit on the 12th (Tue): kick back and relax at Cannon Beach, take in the dramatic natural features at Haystack Rock, then take in the exciting artwork at Bronze Coast Gallery, and finally immerse yourself in nature at Ecola State Park. Get ready for a full day of sightseeing on the 13th (Wed): immerse yourself in nature at Hug Point State Park, then admire the majestic nature at Oswald West State Park, and then admire the majestic nature at Nehalem Bay State Park.

To see reviews, photos, ratings, and tourist information, you can read our Cannon Beach trip planner.

Drive from Portland to Cannon Beach in 1.5 hours. Alternatively, you can take a bus. October in Cannon Beach sees daily highs of 63°F and lows of 48°F at night. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Hood River.

Things to do in Cannon Beach

Parks · Nature · Beaches · Outdoors

Side Trip

Hood River

— 1 night
The city of Hood River is the seat of Hood River County, Oregon, United States. On the 14th (Thu), take a memorable drive along Hood River County Fruit Loop, contemplate the waterfront views at Columbia River Gorge National Scenic Area, and then examine the collection at Western Antique Aeroplane & Automobile Museum.

To find where to stay, photos, traveler tips, and more tourist information, read Hood River trip planner.

Traveling by car from Cannon Beach to Hood River takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. October in Hood River sees daily highs of 67°F and lows of 45°F at night. Wrap up your sightseeing on the 14th (Thu) early enough to travel to Redmond.

Things to do in Hood River

Museums · Parks · Nature · Scenic Drive

Side Trip

Redmond

— 2 nights
Redmond is a city in Deschutes County, Oregon, United States. Start off your visit on the 15th (Fri): immerse yourself in nature at Peter Skene Ogden State Park, immerse yourself in nature at Smith Rock State Park, and then see the interesting displays at Bowman Museum.

For traveler tips, photos, where to stay, and tourist information, you can read our Redmond attractions planner.

You can drive from Hood River to Redmond in 2.5 hours. Plan for a bit cooler nights when traveling from Hood River in October since evenings lows in Redmond dip to 33°F. Finish up your sightseeing early on the 16th (Sat) so you can travel back home.

Things to do in Redmond

Parks · Nature · Museums

Side Trips

Oregon travel guide

4.4
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.