14 days in Oregon Itinerary

14 days in Oregon Itinerary

Created using Inspirock Oregon visit planner

Plan created by another user. Make it yours
Fly
1
Portland
— 4 nights
Drive
2
Cannon Beach
— 3 nights
Drive
3
Hood River
— 2 nights
Drive
4
Redmond
— 3 nights
Fly

S M T W T F S
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15
16
17
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19
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4
nights
Portland

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.
Explore Portland's surroundings by going to Evergreen Aviation & Space Museum (in McMinnville), Multnomah Falls (in Bridal Veil) and Schreiner's Iris Gardens (in Salem). And it doesn't end there: take in nature's colorful creations at Portland Japanese Garden, look for gifts at Powell's City of Books, learn about wildlife with up-close encounters at Oregon Zoo, and admire the landmark architecture of Pittock Mansion.

For traveler tips, maps, and more tourist information, refer to the Portland trip builder website.

Singapore, Singapore to Portland is an approximately 20.5-hour flight. The time zone changes from Singapore Standard Time (SGT) to Pacific Standard Time (PST), which is usually a -16 hour difference. Plan for colder temperatures traveling from Singapore in April, with highs in Portland at 20°C and lows at 8°C. Finish your sightseeing early on the 16th (Thu) to allow enough time to drive to Cannon Beach.

Things to do in Portland

Parks · Museums · Wineries · Tours

Side Trips

3
nights
Cannon Beach

Cannon Beach is a city in Clatsop County, Oregon, United States. Venture out of the city with trips to Astoria (Astoria Column, Fort Stevens State Park, &more). There's much more to do: take in the dramatic natural features at Haystack Rock, get up close and personal with brilliant marine life at Seaside Aquarium, enjoy the sand and surf at Cannon Beach, and admire the majestic nature at Ecola State Park.

Start your trip to Cannon Beach by creating a personalized itinerary on Inspirock.

Traveling by car from Portland to Cannon Beach takes 1.5 hours. Alternatively, you can take a bus. While traveling from Portland, expect slightly colder days and about the same nights in Cannon Beach, ranging from highs of 17°C to lows of 7°C. Wrap up your sightseeing on the 19th (Sun) early enough to drive to Hood River.

Things to do in Cannon Beach

Parks · Nature · Outdoors · Beaches

Side Trips

2
nights
Hood River

The city of Hood River is the seat of Hood River County, Oregon, United States. Kick off your visit on the 20th (Mon): view the masterpieces at Art on Oak, then contemplate the waterfront views at Columbia River Gorge National Scenic Area, and then explore and take pictures at Hood River County Fruit Loop. Get ready for a full day of sightseeing on the next day: see the interesting displays at Columbia Gorge Discovery Center & Museum, then hike along Historic Columbia River Highway State Trail, then see the interesting displays at Western Antique Aeroplane & Automobile Museum, and finally brush up on your knowledge of spirits at Hood River Distillers Tasting Room.

To find maps, more things to do, and tourist information, use the Hood River road trip planning app.

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. In April in Hood River, expect temperatures between 17°C during the day and 7°C at night. Wrap up your sightseeing on the 21st (Tue) to allow time to travel to Redmond.

Things to do in Hood River

Parks · Outdoors · Nature · Wildlife

Side Trips

3
nights
Redmond

Redmond is a city in Deschutes County, Oregon, United States. Kick off your visit on the 22nd (Wed): examine the collection at High Desert Museum and then delve into the lush surroundings at Deschutes National Forest. Get ready for a full day of sightseeing on the 23rd (Thu): admire the sheer force of Sahalie and Koosah Falls, brush up on your knowledge of spirits at Cascade Street Distillery, and then admire the majestic nature at Smith Rock State Park.

To see reviews, more things to do, traveler tips, and more tourist information, read our Redmond trip planner.

Getting from Hood River to Redmond by car takes about 2.5 hours. Expect slightly colder evenings in Redmond when traveling from Hood River in April, with lows around -1°C. You'll set off for home on the 24th (Fri).

Things to do in Redmond

Parks · Nature · Museums · Breweries & Distilleries

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.