Willamette Valley Ski Vacations

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Top Ski vacation packages in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

Downtown Portland
¥236,445
per person
Nov 12 - Nov 15
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Portland (PDX)
9.2/10 Wonderful! (1,365 reviews)
I love this hotel. Very kind staff. I forgot toothpaste, has some brought up. I love the wallpaper and the quirky touches

Reviewed on Oct 2, 2026

Dossier Hotel

Dossier Hotel

Downtown Portland
¥238,301
per person
Nov 12 - Nov 15
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Portland (PDX)
9.2/10 Wonderful! (1,552 reviews)
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See all available trips from Osaka to Willamette Valley
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3 Night Ski vacations in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

Downtown Portland
¥236,445
per person
Nov 12 - Nov 15
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Portland (PDX)
9.2/10 Wonderful! (1,365 reviews)
I love this hotel. Very kind staff. I forgot toothpaste, has some brought up. I love the wallpaper and the quirky touches

Reviewed on Oct 2, 2026

Dossier Hotel

Dossier Hotel

Downtown Portland
¥238,301
per person
Nov 12 - Nov 15
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Portland (PDX)
9.2/10 Wonderful! (1,552 reviews)
Don't see what you're looking for?
See all available trips from Osaka to Willamette Valley
View all trips

4 Night Ski vacations in Willamette Valley

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

Dossier Hotel

Downtown Portland
¥227,665
per person
Nov 19 - Nov 23
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Portland (PDX)
9.2/10 Wonderful! (1,552 reviews)
The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

Downtown Portland
¥229,754
per person
Nov 19 - Nov 23
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Portland (PDX)
9.2/10 Wonderful! (1,365 reviews)
I love this hotel. Very kind staff. I forgot toothpaste, has some brought up. I love the wallpaper and the quirky touches

Reviewed on Oct 2, 2026

Hyatt Place Portland Airport

Hyatt Place Portland Airport

Northeast Portland
¥254,120
per person
Nov 19 - Nov 23
found 10 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Portland (PDX)
9.2/10 Wonderful! (1,003 reviews)
Great front desk attendant, Gonzalo. Offered info on restaurants nearby

Reviewed on Sep 30, 2026

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

Top Ski Willamette Valley Hotels

Mt Hood Oregon Resort, BW Premier Collection

Mt Hood Oregon Resort, BW Premier Collection

68010 E Fairway Ave Welches OR
  • 7 hours drive from Crater Lake National Park
Book a stay at this golf hotel in Welches. Enjoy free WiFi, 2 restaurants, and a golf course. Our guests praise the helpful staff and the comfy rooms in our ...
8.2/10 Very Good! (1,000 reviews)
"Lots of walking trails."

Reviewed on Sep 29, 2026

Mt Hood Oregon Resort, BW Premier Collection
Relaxing Getaway on Mt Hood - Right on the River!

Relaxing Getaway on Mt Hood - Right on the River!

Mount Hood Village OR
  • 7 hours drive from Crater Lake National Park
Book a stay at this golf vacation home in Welches. Enjoy free WiFi, laundry facilities, and patios. Popular attractions The Courses at Resort at the Mountain ...
9.8/10 Exceptional! (172 reviews)
"House was great, we had a wonderful time. It was really the perfect location - couple of restaurants right up the street and many more within a 15 minute drive. So convenient to the mountain and many hiking trails. The deck was really the crown jewel, we sat out there watching birds and deer every ..."

Reviewed on Sep 28, 2026

Relaxing Getaway on Mt Hood - Right on the River!
Oakridge Inn & Suites

Oakridge Inn & Suites

47433 Highway 58 Oakridge OR
  • 3 hours drive from Crater Lake National Park
Stay at this hotel in Oakridge. Enjoy free parking, a 24-hour front desk, and a business center. Our guests praise the helpful staff and the clean rooms in our ...
Oakridge Inn & Suites
See all 5,471 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

¥45,495
per adult
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Private Willamette Valley Wine Tour

Private Willamette Valley Wine Tour

¥202,689
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.