14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon Trip Planner

Make it your trip
Fly to Portland, Bus to Astoria
1
Astoria
— 3 nights
Drive
2
Portland
— 4 nights
Drive
3
Hood River
— 3 nights
Drive
4
Crater Lake National Park
— 1 night
Drive to Rogue Valley International Medford Airport, Fly to Taiwan Taoyuan International Airport

S M T W T F S
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14

Astoria

— 3 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Get out of town with these interesting Astoria side-trips: Cannon Beach (Ecola State Park, Cannon Beach, &more) and Seaside (Seaside Candyman & The Buzz on Broadway). There's still lots to do: tour the pleasant surroundings at Astoria Column, immerse yourself in nature at Fort Stevens State Park, and pick up some new knowledge with Columbia River Maritime Museum.

To find ratings, photos, where to stay, and more tourist information, you can read our Astoria trip itinerary planner.

Taipei, Taiwan to Astoria is an approximately 23-hour combination of flight and bus. The time zone difference moving from Taipei Standard Time (CST) to Pacific Standard Time (PST) is minus 16 hours. Traveling from Taipei in September, things will get colder in Astoria: highs are around 24°C and lows about 13°C. Finish up your sightseeing early on the 3rd (Tue) so you can go by car to Portland.

Things to do in Astoria

Parks · Nature · Beaches · Outdoors

Side Trips

Portland

— 4 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.
You'll find plenty of places to visit near Portland: Shute Park Aquatic and Recreation Center (in Hillsboro), Evergreen Aviation & Space Museum (in McMinnville) and Multnomah Falls (in Bridal Veil). The adventure continues: take in nature's colorful creations at Portland Japanese Garden, walk around Tom McCall Waterfront Park, examine the collection at Portland Art Museum, and admire nature's wide array of creatures at Oregon Zoo.

For ratings, other places to visit, reviews, and tourist information, read our Portland trip planner.

You can drive from Astoria to Portland in 2 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 22°C, and evening lows to 11°C. Finish your sightseeing early on the 7th (Sat) so you can drive to Hood River.

Things to do in Portland

Parks · Museums · Theme Parks · Zoos & Aquariums

Side Trips

Hood River

— 3 nights
The city of Hood River is the seat of Hood River County, Oregon, United States. Start off your visit on the 8th (Sun): see the interesting displays at Western Antique Aeroplane & Automobile Museum, trek along Historic Columbia River Highway State Trail, and then identify plant and animal life at Columbia River Gorge National Scenic Area. Here are some ideas for day two: take in the dramatic natural features at Oneonta Gorge and then admire the engineering at Bonneville Lock & Dam.

To find ratings, more things to do, photos, and tourist information, you can read our Hood River day trip website.

Traveling by car from Portland to Hood River takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October, daytime highs in Hood River are 22°C, while nighttime lows are 8°C. Finish your sightseeing early on the 10th (Tue) to allow enough time to drive to Crater Lake National Park.

Things to do in Hood River

Parks · Outdoors · Trails · Nature

Side Trips

Crater Lake National Park

— 1 night
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Kick off your visit on the 10th (Tue): admire all the interesting features of Rim Dr.

To see where to stay, traveler tips, maps, and tourist information, read our Crater Lake National Park itinerary planner.

You can drive from Hood River to Crater Lake National Park in 6 hours. Other options are to fly; or do a combination of bus and taxi. Expect a daytime high around 25°C in October, and nighttime lows around 7°C. Wrap up your sightseeing on the 11th (Wed) early enough to travel back home.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Scenic Drive

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.