9 days in Oregon & Willamette Valley Itinerary

9 days in Oregon & Willamette Valley Itinerary

Created using Inspirock United States holiday planner

Plan created by another user. Make it yours
1
Portland
— 1 day
2
Newberg
— 1 night
3
Newport
— 3 nights
4
Bend
— 2 nights
5
Crater Lake National Park
— 2 nights

S M T W T F S
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31
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1
day
Portland

Portland ©
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.
On the 5th (Sat), wander the streets of Multnomah Village and then wander the streets of Officers' Row.

For more things to do, traveler tips, and tourist information, read our Portland trip itinerary builder.

New York City to Portland is an approximately 9.5-hour flight. You can also drive; or take a train. You'll gain 3 hours traveling from New York City to Portland due to the time zone difference. Traveling from New York City in September, Portland is little chillier at night with lows of 55°F. Finish up your sightseeing early on the 5th (Sat) so you can go by car to Newberg.

Things to do in Portland

Neighborhoods · Historic Sites

Side Trip

Officers' Row
Highlights from your plan
Officers' Row ©
Officers' Row
Multnomah Village ©
Multnomah Village

1
night
Newberg

Newberg ©
Newberg is a city in Yamhill County, Oregon, United States. Kick off your visit on the 6th (Sun): appreciate the views at Sokol Blosser Winery, learn about winemaking at Domaine Serene, then do a tasting at Archery Summit Winery, then do a tasting at Natalies Estate Winery, and finally savor the flavors at Food & Drink.

For traveler tips, ratings, more things to do, and tourist information, read our Newberg trip itinerary planner.

You can drive from Portland to Newberg in an hour. Expect a daytime high around 76°F in September, and nighttime lows around 52°F. Wrap up your sightseeing on the 6th (Sun) early enough to travel to Newport.

Things to do in Newberg

Wineries · Tours · Parks

Side Trips

Dayton, Sokol Blosser Winery
Highlights from your plan
Domaine Serene ©
Domaine Serene
Wine Tours & Tastings
Archery Summit Winery ©
Archery Summit Winery

3
nights
Newport

Newport ©
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
You'll enjoy a bit of beach vacationing at Nye Beach and Roads End State Recreation Site. Escape the urban bustle at Dolphin & Whale Watching and Devil's Churn. Venture out of the city with trips to Prehistoric (in Lincoln City), Cape Kiwanda State Natural Area (in Pacific City) and Yachats coastline (in Yachats). Next up on the itinerary: cruise along Otter Crest Loop, explore the striking landscape at Cape Foulweather, and admire the majestic nature at South Beach State Park.

For other places to visit, more things to do, traveler tips, and other tourist information, go to the Newport trip planner.

Drive from Newberg to Newport in 2 hours. While traveling from Newberg, expect little chillier days and about the same nights in Newport, ranging from highs of 64°F to lows of 50°F. Wrap up your sightseeing on the 9th (Wed) early enough to drive to Bend.

Things to do in Newport

Parks · Outdoors · Nature

Side Trips

Lincoln City, Yachats, Depoe Bay, Cape Kiwanda State Natural Area
Highlights from your plan
Devil's Churn ©
Devil's Churn
Cape Kiwanda State Natural Area ©
Cape Kiwanda State Natural Area
Nye Beach ©
Nye Beach

2
nights
Bend

Bend ©
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.
On the 10th (Thu), explore the fascinating underground world of Lava River Cave, cast your line with a fishing tour, and then take in the dramatic scenery at Tumalo Falls. Get ready for a full day of sightseeing on the next day: delve into the lush surroundings at Deschutes National Forest, then explore and take pictures at Pilot Butte State Scenic Viewpoint, and then see Off-Road Tours.

For more things to do, other places to visit, and tourist information, read Bend online day trip planner.

Traveling by car from Newport to Bend takes 4.5 hours. Alternatively, you can take a bus. Traveling from Newport in September, expect nights in Bend to be a bit cooler, around 44°F, while days are somewhat warmer, around 73°F. Finish your sightseeing early on the 11th (Fri) so you can drive to Crater Lake National Park.

Things to do in Bend

Parks · Outdoors · Nature
Highlights from your plan
Lava River Cave ©
Lava River Cave
Deschutes National  Forest
Deschutes National Forest
Pilot Butte State Scenic Viewpoint ©
Pilot Butte State Scenic Viewpoint

2
nights
Crater Lake National Park

Crater Lake National Park ©
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 12th (Sat): step off the mainland to explore Wizard Island, then hike along Cleetwood Cove Trail, then take a memorable drive along Rim Dr, and finally take in the dramatic scenery at Vidae Falls.

For more things to do, traveler tips, photos, and tourist information, read Crater Lake National Park travel route website.

Drive from Bend to Crater Lake National Park in 3 hours. Alternatively, you can do a combination of bus and taxi. Traveling from Bend in September, things will get a bit warmer in Crater Lake National Park: highs are around 83°F and lows about 53°F. Cap off your sightseeing on the 13th (Sun) early enough to travel back home.

Things to do in Crater Lake National Park

Parks · Outdoors · Nature
Highlights from your plan
Cleetwood Cove Trail ©
Cleetwood Cove Trail
Rim Dr ©
Rim Dr
Wizard Island ©
Wizard Island

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