14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon trip itinerary planner

Make it your trip
Fly
1
Portland
— 3 nights
Drive
2
Astoria
— 3 nights
Drive
3
Yachats
— 2 nights
Drive
4
Bend
— 2 nights
Drive
5
Hood River
— 2 nights
Drive to Seattle Tacoma International Airport, Fly to Hamburg Airport

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Portland

— 3 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.
Change things up with a short trip to Multnomah Falls in Bridal Veil (about 38 minutes away). There's lots more to do: stop by Powell's City of Books, take in nature's colorful creations at Portland Japanese Garden, see the interesting displays at Oregon Museum of Science and Industry, and learn about wildlife with up-close encounters at Oregon Zoo.

To find reviews, ratings, more things to do, and more tourist information, use the Portland trip maker.

Hamburg, Germany to Portland is an approximately 16.5-hour flight. Due to the time zone difference, you'll gain 9 hours traveling from Hamburg to Portland. When traveling from Hamburg in October, plan for somewhat warmer days in Portland, with highs around 22°C, while nights are about the same with lows around 11°C. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Astoria.

Things to do in Portland

Parks · Museums · Outdoors · Zoos & Aquariums

Side Trip

Astoria

— 3 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Explore the numerous day-trip ideas around Astoria: Captain Kid Amusement Park (in Seaside) and Cannon Beach (Cannon Beach, Haystack Rock, &more). And it doesn't end there: learn something new at Columbia River Maritime Museum, identify plant and animal life at Astoria Column, pause for some photo ops at Seaside Beach Lewis and Clark Monument, and explore the wealth of natural beauty at Fort Clatsop National Memorial.

To see reviews, where to stay, and more tourist information, read Astoria trip itinerary maker app.

Traveling by car from Portland to Astoria takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 20°C in October, and nighttime lows around 10°C. Finish your sightseeing early on the 9th (Fri) so you can drive to Yachats.

Things to do in Astoria

Parks · Nature · Historic Sites · Outdoors

Side Trips

Yachats

— 2 nights
Yachats is a small coastal city in Lincoln County, Oregon, United States. On the 10th (Sat), take in the dramatic natural features at Devil's Churn, then cruise along Cape Perpetua Visitor Center - Siuslaw National Forest, then take in the dramatic natural features at Thor's Well, and finally take a leisurely stroll along Yachats coastline. On the 11th (Sun), you'll have a packed day of sightseeing: explore and take pictures at Oregon Coast Hwy, catch some excitement at Sandland Adventures, then explore the fascinating underground world of Sea Lion Caves, and finally immerse yourself in nature at Yachats State Park.

To see reviews, more things to do, photos, and tourist information, read Yachats sightseeing planner.

Drive from Astoria to Yachats in 4 hours. Alternatively, you can do a combination of bus and flight; or take a bus. In October, plan for daily highs up to 18°C, and evening lows to 10°C. Finish your sightseeing early on the 11th (Sun) so you can drive to Bend.

Things to do in Yachats

Nature · Parks · Outdoors · Scenic Drive

Side Trips

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 12th (Mon): contemplate the waterfront views at Deschutes River, immerse yourself in nature at Smith Rock State Park, and then explore the striking landscape of Deschutes National Forest. On your second day here, see the interesting displays at High Desert Museum and then take a memorable drive along McKenzie Pass-Santiam Pass loop.

To see other places to visit, where to stay, and tourist information, use the Bend day trip site.

Drive from Yachats to Bend in 5 hours. Alternatively, you can do a combination of car and bus; or fly. Plan for slightly colder nights when traveling from Yachats in October since evenings lows in Bend dip to 3°C. Wrap up your sightseeing on the 13th (Tue) to allow time to drive to Hood River.

Things to do in Bend

Nature · Parks · Museums · Outdoors

Side Trips

Hood River

— 2 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 14th (Wed): stroll through Historic Columbia River Highway State Trail, identify plant and animal life at Columbia River Gorge National Scenic Area, and then head outdoors with Big Winds. On your second day here, delve into the lush surroundings at Mt. Hood National Forest, then tour the pleasant surroundings at Mount Hood, and then admire all the interesting features of Hood River County Fruit Loop.

For maps, photos, traveler tips, and tourist information, refer to the Hood River itinerary planner.

Drive from Bend to Hood River in 3.5 hours. Alternatively, you can fly; or take a bus. Traveling from Bend in October, plan for a bit warmer nights in Hood River, with lows around 8°C. Finish up your sightseeing early on the 15th (Thu) so you can travel back home.

Things to do in Hood River

Parks · Nature · Outdoors · Wildlife

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.