8 days in Oregon Itinerary

Created using Klarna Trips Oregon trip itinerary maker
Make it your trip
Train to London Heathrow, Fly to Portland
— 2 nights
— 1 night
Cannon Beach
— 2 nights
Crater Lake National Park
— 1 night
Bus to Medford, Fly to London Heathrow, Train to Cardiff


Portland — 2 nights

City of Roses

Explore Portland's surroundings by going to Powerland Heritage Park (in Brooks) and Salem (Schreiner's Iris Gardens & Adelman Peony Gardens). There's much more to do: take in nature's colorful creations at Portland Japanese Garden, walk around South Park Blocks, look for gifts at Powell's City of Books, and admire the striking features of Pittock Mansion.

For photos, other places to visit, more things to do, and more tourist information, use the Portland travel route planner.

Cardiff, UK to Portland is an approximately 16.5-hour combination of train and flight. The time zone difference when traveling from Cardiff to Portland is minus 8 hours. When traveling from Cardiff in May, plan for somewhat warmer days in Portland, with highs around 24°C, while nights are about the same with lows around 12°C. Wrap up your sightseeing by early afternoon on the 18th (Thu) to allow enough time to drive to Astoria.
Parks · Museums · Shopping
Side Trips
Find places to stay May 16 — 18:


Spirit of the Columbia

On the 18th (Thu), appreciate the history behind Astoria Column.

To see more things to do, maps, reviews, and tourist information, refer to the Astoria road trip planning app.

Getting from Portland to Astoria by car takes about 2 hours. Other options: drive; or take a bus. When traveling from Portland in May, plan for little chillier days in Astoria, with highs around 19°C, while nights are about the same with lows around 10°C. Wrap up your sightseeing on the 18th (Thu) early enough to drive to Umpqua.
Parks · Wildlife
Find places to stay May 18 — 19:
Highlights from your trip

Umpqua — 1 night

On the 19th (Fri), get engrossed in the history at Oakland Oregon Museum, snap pictures at Rochester Covered Bridge, and then learn about winemaking at Henry Estate Winery.

For traveler tips, reviews, ratings, and other tourist information, refer to the Umpqua trip tool.

Drive from Astoria to Umpqua in 4.5 hours. Expect a bit warmer weather when traveling from Astoria in May: highs in Umpqua hover around 26°C, while lows dip to 11°C. Wrap up your sightseeing on the 19th (Fri) early enough to drive to Cannon Beach.
Wineries · Museums
Side Trips
Find places to stay May 18 — 19:

Cannon Beach — 2 nights

On the 20th (Sat), take in the dramatic natural features at Haystack Rock, then immerse yourself in nature at Ecola State Park, then get a taste of the local shopping with Bronze Coast Gallery, and finally enjoy the sand and surf at Cannon Beach. Get ready for a full day of sightseeing on the next day: kick back and relax at Hug Point State Recreation Site, then immerse yourself in nature at Oswald West State Park, and then take in the exciting artwork at Icefire Glassworks.

To see where to stay, more things to do, ratings, and tourist information, read Cannon Beach road trip planning website.

Traveling by car from Umpqua to Cannon Beach takes 4 hours. Traveling from Umpqua in May, expect nights in Cannon Beach to be about the same, around 10°C, while days are a bit cooler, around 19°C. Finish your sightseeing early on the 21st (Sun) to allow enough time to fly to Crater Lake National Park.
Parks · Nature · Outdoors · Beaches
Side Trip
Find places to stay May 19 — 21:

Crater Lake National Park — 1 night

Start off your visit on the 22nd (Mon): explore the striking landscape of Crater Lake National Park.

To find more things to do, where to stay, other places to visit, and more tourist information, read our Crater Lake National Park journey maker tool.

Fly from Cannon Beach to Crater Lake National Park in 2.5 hours. Alternatively, you can drive; or do a combination of bus and taxi. When traveling from Cannon Beach in May, plan for a bit warmer days and about the same nights in Crater Lake National Park: temperatures range from 29°C by day to 11°C at night. Finish up your sightseeing early on the 22nd (Mon) so you can travel back home.
Nature · Parks
Find places to stay May 21 — 22:
Highlights from your trip

Oregon travel guide

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.