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Top Romantic vacation packages in Willamette Valley

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

Hotel deLuxe

Downtown Portland

￥209,335

per person

Aug 30 - Sep 3

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

8.6/10 Excellent! (1,039 reviews)

How is beautiful, so convenient; staff are welcoming and so helpful.

Reviewed on Jun 19, 2026

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

￥319,004

per person

Jul 23 - Jul 28

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

9.2/10 Wonderful! (1,004 reviews)

The property was pristine and the staff was very courteus.

Reviewed on Jun 20, 2026

The Hotel Zags Portland

Downtown Portland

￥297,593

per person

Jul 23 - Jul 28

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

8.6/10 Excellent! (1,106 reviews)

The hotel is in a quiet part of town which is nice, The staff is super helpful and nice. the hotel could use a bit of maintenance the carpets in my room were ripped, the bathroom ceiling's pain was bubbling and chipping away and the shower head could be replaced. Great value for the price however really needs some maintenance done!

Reviewed on Jun 19, 2026

Hotel Lucia

Downtown Portland

￥297,434

per person

Jul 23 - Jul 28

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

9.2/10 Wonderful! (1,406 reviews)

The hotel manager was so kind and accommodating! We were celebrating my finances birthday and they helped me put something nice in the room as a surprise. We really enjoyed our stay

Reviewed on Jun 19, 2026

The Benson Portland, Curio Collection by Hilton

Downtown Portland

￥321,739

per person

Jul 23 - Jul 28

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

9.2/10 Wonderful! (1,315 reviews)

Amazing wonderful stay for a date night

Reviewed on Jun 21, 2026

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See all available trips from Tokyo to Willamette Valley

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5* Romantic vacations in Willamette Valley

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

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

￥319,004

per person

Jul 23 - Jul 28

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (HND) to Portland (PDX)

9.2/10 Wonderful! (1,004 reviews)

The property was pristine and the staff was very courteus.

Reviewed on Jun 20, 2026

Don't see what you're looking for?

See all available trips from Tokyo to Willamette Valley

View all trips

4 Night Romantic vacations in Willamette Valley

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

The Hotel Zags Portland

Downtown Portland

￥202,267

per person

Aug 30 - Sep 3

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

8.6/10 Excellent! (1,106 reviews)

The hotel is in a quiet part of town which is nice, The staff is super helpful and nice. the hotel could use a bit of maintenance the carpets in my room were ripped, the bathroom ceiling's pain was bubbling and chipping away and the shower head could be replaced. Great value for the price however really needs some maintenance done!

Reviewed on Jun 19, 2026

Hotel deLuxe

Downtown Portland

￥209,335

per person

Aug 30 - Sep 3

found 12 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Portland (PDX)

8.6/10 Excellent! (1,039 reviews)

How is beautiful, so convenient; staff are welcoming and so helpful.

Reviewed on Jun 19, 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 ...

9.2/10 Wonderful! (1,425 reviews)

"The hotel manager was so kind and accommodating! We were celebrating my finances birthday and they helped me put something nice in the room as a surprise. We really enjoyed our stay"

Reviewed on Jun 19, 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 ...

9/10 Wonderful! (1,002 reviews)

"Our room was nice & big with a comfy king size bed. Location convenient in downtown."

Reviewed on Jun 18, 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, in-room fireplaces, ...

9.4/10 Exceptional! (1,015 reviews)

Couples like: full-service spa, couples spa treatments, restaurant with garden view, hot tub

Travelers say...

"The room was clean. The air conditioning was nice. The staff were pleasant and helpful. The grounds were well-maintained outside your fenced back patio area in the fenced area could use some landscaping maintenance. There were leaves all over the ground. The continental breakfast was nice. Had an ..."

Reviewed on Jun 20, 2026

See all 5,405 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.