Willamette Valley Adventure Vacations

Book a Adventure Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Adventure vacation packages in Willamette Valley

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

RiverPlace Hotel

Downtown Portland
¥279,186
per person
Sep 22 - Sep 27
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
9.2/10 Wonderful! (1,003 reviews)
We love the view from our room, also the room was very nice and spacious. Very close to everything and a good restaurant at the hotel.

Reviewed on Aug 15, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
¥318,385
per person
Oct 26 - Oct 31
found 13 hours ago
Roundtrip flight included
Tokyo (HND) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Amazing staff

Reviewed on Aug 17, 2026

Hotel deLuxe

Hotel deLuxe

Downtown Portland
¥298,067
per person
Oct 26 - Oct 31
found 13 hours ago
Roundtrip flight included
Tokyo (HND) to Portland (PDX)
8.6/10 Excellent! (1,082 reviews)
Clean room; staff so kind

Reviewed on Aug 18, 2026

The Hotel Zags Portland

The Hotel Zags Portland

Downtown Portland
¥290,402
per person
Oct 26 - Oct 31
found 13 hours ago
Roundtrip flight included
Tokyo (HND) to Portland (PDX)
8.6/10 Excellent! (1,174 reviews)
Dossier Hotel

Dossier Hotel

Downtown Portland
¥306,950
per person
Oct 26 - Oct 31
found 13 hours ago
Roundtrip flight included
Tokyo (HND) to Portland (PDX)
9.4/10 Exceptional! (1,502 reviews)
Don't see what you're looking for?
See all available trips from Tokyo to Willamette Valley
View all trips

5* Adventure vacations in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
¥318,385
per person
Oct 26 - Oct 31
found 13 hours ago
Roundtrip flight included
Tokyo (HND) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Amazing staff

Reviewed on Aug 17, 2026

Don't see what you're looking for?
See all available trips from Tokyo to Willamette Valley
View all trips

4 Night Adventure vacations in Willamette Valley

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

Hotel deLuxe

Downtown Portland
¥264,499
per person
Sep 18 - Sep 22
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Portland (PDX)
8.6/10 Excellent! (1,082 reviews)
Clean room; staff so kind

Reviewed on Aug 18, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
¥280,902
per person
Sep 18 - Sep 22
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Amazing staff

Reviewed on Aug 17, 2026

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

Downtown Portland
¥265,262
per person
Sep 18 - Sep 22
found 13 hours ago
Roundtrip flight included
Tokyo (TYO) to Portland (PDX)
8.8/10 Excellent! (2,512 reviews)
Don't see what you're looking for?
See all available trips from Tokyo to Willamette Valley
View all trips

Top Adventure Willamette Valley Hotels

Phoenix Inn Suites Eugene

Phoenix Inn Suites Eugene

850 Franklin Blvd Eugene OR
  • 4 hours drive from Crater Lake National Park
Book a stay at this business-friendly hotel in Eugene. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hayward Field and Matthew Knight ...
9/10 Wonderful! (1,000 reviews)
"They canceled my reservation unilaterally."

Reviewed on Jul 22, 2021

Phoenix Inn Suites Eugene
University Place Hotel & Conference Center

University Place Hotel & Conference Center

310 SW Lincoln Street Portland OR
  • 7 hours drive from Crater Lake National Park
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (2,163 reviews)
"We loved our stay here! The room was clean, check in was super easy, everything was great and well taken care of. The pool was also awesome and easy to get to. The property was well maintained… overall, we had a fantastic stay!"

Reviewed on Aug 18, 2026

University Place Hotel & Conference Center
Staypineapple, Hotel Rose, Downtown Portland

Staypineapple, Hotel Rose, Downtown Portland

50 SW Morrison Street Portland OR
  • 7 hours drive from Crater Lake National Park
Stay at this hotel in Portland. Enjoy a fitness center, parking (surcharge), and a 24-hour front desk. Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (1,585 reviews)
"Kinda smells funny. Hallways are visibly dated and very meh. Room was clean and didn't see any bugs."

Reviewed on Aug 18, 2026

Staypineapple, Hotel Rose, Downtown Portland
See all 5,464 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.

Things to do

Meet the growers of these dynamic vintages

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

¥46,287
per adult
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Private Willamette Valley Wine Tour

Private Willamette Valley Wine Tour

¥206,216
per traveler
Private Willamette Valley Wine Tour
See all activities in Willamette Valley
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.