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Top Romantic vacation packages in Willamette Valley

Price found within the past 48 hours. Click for updated prices.

The Hotel Zags Portland

Downtown Portland

￥175,412

per person

Dec 22 - Dec 25

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

8.6/10 Excellent! (1,272 reviews)

I always stay here if I’m visiting Portland! I love the staff and everything about the place! Secure parking is awesome also and my car fits in it with a giant box on top! Lots of fun little things this place offers, beautiful outdoor seating area too. Love it!

Reviewed on Nov 9, 2026

RiverPlace Hotel

Downtown Portland

￥187,198

per person

Dec 22 - Dec 25

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

9.2/10 Wonderful! (1,003 reviews)

As the name suggests, the hotel is right on the river in a beautiful location. The staff was friendly, the food in the restaurant was great. And the coffee in the lobby and restaurant was fabulous. The room decor was kind of funky and cool. The whole place had an authentic Portland vibe.

Reviewed on Nov 9, 2026

Heathman Hotel

Downtown Portland

￥179,944

per person

Dec 22 - Dec 25

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

9.2/10 Wonderful! (1,104 reviews)

Great staff and helpful. Amenities were perfect

Reviewed on Nov 10, 2026

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See all available trips from Tokyo to Willamette Valley

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3 Night Romantic vacations in Willamette Valley

Price found within the past 48 hours. Click for updated prices.

The Hotel Zags Portland

Downtown Portland

￥175,412

per person

Dec 22 - Dec 25

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

8.6/10 Excellent! (1,272 reviews)

I always stay here if I’m visiting Portland! I love the staff and everything about the place! Secure parking is awesome also and my car fits in it with a giant box on top! Lots of fun little things this place offers, beautiful outdoor seating area too. Love it!

Reviewed on Nov 9, 2026

RiverPlace Hotel

Downtown Portland

￥187,198

per person

Dec 22 - Dec 25

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

9.2/10 Wonderful! (1,003 reviews)

As the name suggests, the hotel is right on the river in a beautiful location. The staff was friendly, the food in the restaurant was great. And the coffee in the lobby and restaurant was fabulous. The room decor was kind of funky and cool. The whole place had an authentic Portland vibe.

Reviewed on Nov 9, 2026

Heathman Hotel

Downtown Portland

￥179,944

per person

Dec 22 - Dec 25

found 17 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

9.2/10 Wonderful! (1,104 reviews)

Great staff and helpful. Amenities were perfect

Reviewed on Nov 10, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Willamette Valley

View all trips

Top Romantic Willamette Valley Hotels

Hotel Lucia

400 SW Broadway Portland OR

7 hours drive from Crater Lake National Park

A lobby fireplace and romance packages await visiting couples at this boutique hotel. The property also offers premium mattresses, luxury bedding, and Art Deco ...

9/10 Wonderful! (1,670 reviews)

"Great location, easy walking to great restaurants in the Pearl District. Great gym."

Reviewed on Nov 9, 2026

Kimpton Hotel Vintage Portland by IHG

422 SW Broadway Portland OR

7 hours drive from Crater Lake National Park

Indulge in a romantic getaway at this boutique hotel, which offers happy hours, premium mattresses, and onsite dining. Couples will love the Frette Italian sheets ...

8.8/10 Excellent! (1,001 reviews)

"Place seems a bit run down. Not worth the $196 plus taxes to get to $240 a night. What a rip off"

Reviewed on Nov 8, 2026

Oregon Garden Resort

895 W Main St Silverton OR

6 hours drive from Crater Lake National Park

If you're in the mood for love, consider staying at this romantic hotel, featuring a spa and a hot tub. You'll also love the garden-view dining, lobby fireplace, ...

See all 5,571 properties in Willamette Valley

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.