15 days in Oregon Itinerary

15 days in Oregon Itinerary

Created using Inspirock Oregon trip planner

Make it your trip
Fly
1
Bend
— 2 nights
Drive
2
Crater Lake National Park
— 2 nights
Drive
3
Bandon
— 1 night
Drive
4
Lincoln City
— 2 nights
Drive
5
Astoria
— 3 nights
Drive
6
Hood River
— 2 nights
Drive
7
Portland
— 2 nights
Fly

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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 3rd (Sun): take in the dramatic scenery at Tumalo Falls, contemplate the geological forces at Newberry National Volcanic Monument, and then see the sky in a new way at Oregon Observatory. Keep things going the next day: take a peaceful walk through Deschutes National Forest, then hike along Pilot Butte State Scenic Viewpoint, and then cast your line with a fishing tour.

For where to stay, photos, reviews, and tourist information, read Bend road trip planning website.

Madison to Bend is an approximately 10-hour flight. You can also drive; or do a combination of bus and train. The time zone difference when traveling from Madison to Bend is minus 2 hours. Traveling from Madison in May, plan for a bit cooler nights in Bend, with lows around 40°F. Finish your sightseeing early on the 4th (Mon) to allow enough time to drive to Crater Lake National Park.

Things to do in Bend

Parks · Nature · Outdoors · Tours

Side Trip

Crater Lake National Park

— 2 nights
Reaching a depth of 592 m (1,943 ft), Crater Lake is the deepest lake in the United States.
Start off your visit on the 5th (Tue): explore the striking landscape of Crater Lake National Park, then identify plant and animal life at Rogue River Gorge Viewpoint, and then take some stellar pictures from Natural Bridge Viewpoint. Here are some ideas for day two: admire the sheer force of Vidae Falls, cruise along Rim Dr, then trek along Cleetwood Cove Trail, and finally step off the mainland to explore Wizard Island.

To see maps, ratings, reviews, and other tourist information, read Crater Lake National Park trip itinerary app.

Traveling by car from Bend to Crater Lake National Park takes 2.5 hours. Alternatively, you can do a combination of bus and taxi. Traveling from Bend in May, expect Crater Lake National Park to be a bit warmer, temps between 77°F and 49°F. Wrap up your sightseeing on the 6th (Wed) early enough to drive to Bandon.

Things to do in Crater Lake National Park

Parks · Nature · Outdoors · Scenic Drive

Side Trip

Bandon

— 1 night
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. Kick off your visit on the 7th (Thu): immerse yourself in nature at Bullards Beach State Park, then enjoy the sea views from Coquille River Lighthouse, then take in the exciting artwork at Washed Ashore - Gallery & Workshop, and finally immerse yourself in nature at Face Rock State Scenic Viewpoint.

For where to stay, maps, traveler tips, and other tourist information, you can read our Bandon trip planner.

You can drive from Crater Lake National Park to Bandon in 5 hours. Other options are to do a combination of taxi, train, and bus; or do a combination of taxi and bus. Traveling from Crater Lake National Park in May, you will find days in Bandon are a bit cooler (62°F), and nights are about the same (49°F). Finish up your sightseeing early on the 7th (Thu) so you can go by car to Lincoln City.

Things to do in Bandon

Nature · Parks · Historic Sites · Wildlife

Lincoln City

— 2 nights
Lincoln City is a city in Lincoln County, Oregon, United States. On the 8th (Fri), take an in-depth tour of Prehistoric, take an in-depth tour of North Lincoln County Historical Museum, then get a new perspective on things with Boat Tours & Water Sports, and finally view the masterpieces at Lincoln City Glass Center. Get ready for a full day of sightseeing on the next day: stroll around Whale Park, then get curious at Hatfield Marine Science Center, then kick back and relax at Nye Beach, and finally cruise along Otter Crest Loop.

To find where to stay, reviews, maps, and other tourist information, read Lincoln City online day trip planner.

Traveling by car from Bandon to Lincoln City takes 4 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 58°F in May, and nighttime lows around 46°F. Finish your sightseeing early on the 9th (Sat) to allow enough time to drive to Astoria.

Things to do in Lincoln City

Museums · Outdoors · Parks · Shopping

Side Trips

Astoria

— 3 nights

Spirit of the Columbia

Astoria, named for famed fur trader John Jacob Astor, resides near the mouth of the Columbia River.
Do some cultural sightseeing at Fort Clatsop National Memorial and Flavel House Museum. Take a break from the city and head to Oswald West State Park and Haystack Rock. Go for a jaunt from Astoria to Cannon Beach to see Hug Point State Park about 38 minutes away. The adventure continues: tour the pleasant surroundings at Astoria Oregon Riverwalk and pause for some photo ops at Astoria Column.

Quickly create a custom-made itinerary for Astoria using our trip planner.

Traveling by car from Lincoln City to Astoria takes 3 hours. Alternatively, you can take a bus. In May, plan for daily highs up to 62°F, and evening lows to 48°F. Finish your sightseeing early on the 12th (Tue) to allow enough time to drive to Hood River.

Things to do in Astoria

Parks · Nature · Historic Sites · Outdoors

Side Trip

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 13th (Wed): see the interesting displays at Western Antique Aeroplane & Automobile Museum, then stroll through Mount Hood, and then take a peaceful walk through Mt. Hood National Forest. Keep things going the next day: explore the activities along Columbia River Gorge National Scenic Area, then examine the collection at Columbia Gorge Discovery Center & Museum, and then get outside with Big Winds.

For other places to visit, photos, more things to do, and more tourist information, go to the Hood River trip planning tool.

You can drive from Astoria to Hood River in 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. In May, daytime highs in Hood River are 67°F, while nighttime lows are 49°F. Wrap up your sightseeing on the 14th (Thu) to allow time to drive to Portland.

Things to do in Hood River

Nature · Parks · Museums · Wildlife

Side Trips

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.
Kick off your visit on the 15th (Fri): take in nature's colorful creations at The Oregon Garden, then appreciate the views at Willamette Valley, and then view the masterpieces at Live Laugh Love Art. On your second day here, steep yourself in history at Columbia River Highway and then look for gifts at Powell's City of Books.

For traveler tips, maps, where to stay, and more tourist information, you can read our Portland trip planner.

Traveling by car from Hood River to Portland takes 1.5 hours. Alternatively, you can take a bus; or take a train. In May, daily temperatures in Portland can reach 70°F, while at night they dip to 51°F. Wrap up your sightseeing by early afternoon on the 16th (Sat) to allow enough time to travel back home.

Things to do in Portland

Parks · Historic Sites · Shopping · Scenic Drive

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.