Willamette Valley Adventure Vacations

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Top Adventure vacation packages in Willamette Valley

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

Sentinel Hotel

Downtown Portland
¥241,441
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
8.8/10 Excellent! (1,001 reviews)
This was my favorite hotel that I have ever stayed in!! It’s absolutely beautiful, and the staff is incredibly kind and helpful!

Reviewed on Aug 20, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
¥260,487
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Clean room breakfast was amazing!

Reviewed on Aug 20, 2026

Hotel Eastlund, BW Premier Collection

Hotel Eastlund, BW Premier Collection

Northeast Portland
¥253,088
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
9.2/10 Wonderful! (2,101 reviews)
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

Northeast Portland
¥248,334
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
8.6/10 Excellent! (1,182 reviews)
Dossier Hotel

Dossier Hotel

Downtown Portland
¥309,498
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Portland (PDX)
9.4/10 Exceptional! (1,502 reviews)
My parents actually stayed there and they said it was great and would go there again. My mom is really picky and a clean freak so I'm guessing it was spotless.

Reviewed on Aug 19, 2026

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5* Adventure vacations in Willamette Valley

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

Sentinel Hotel

Downtown Portland
¥241,441
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
8.8/10 Excellent! (1,001 reviews)
This was my favorite hotel that I have ever stayed in!! It’s absolutely beautiful, and the staff is incredibly kind and helpful!

Reviewed on Aug 20, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
¥260,487
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
Clean room breakfast was amazing!

Reviewed on Aug 20, 2026

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! (2,176 reviews)
"Property is clean and well presented. Room was excellent. Amenities are present and well staffed. My room was on ground floor by pool. Landscaping was clean and well presented. Noise from Highway was not existant. I parked in hotel lot in front of property. My car was unbothered. Worth the $13 I ..."

Reviewed on Aug 21, 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! (1,587 reviews)
"We only stayed two nights, but our stay was lovely and comfortable, and the staff were helpful and kind!"

Reviewed on Aug 20, 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.