Willamette Valley Adventure Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Flight and Adventure hotel deals in Willamette Valley

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

Heathman Hotel

Downtown Portland
CA $836
per person
Nov 16 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,288
per person
Nov 16 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Great stay

Reviewed on Sep 7, 2026

Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

Downtown Portland
CA $1,167
per person
Nov 16 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9/10 Wonderful! (1,001 reviews)
Dossier Hotel

Dossier Hotel

Downtown Portland
CA $876
per person
Nov 16 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,550 reviews)
RiverPlace Hotel

RiverPlace Hotel

Downtown Portland
CA $1,347
per person
Nov 16 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,001 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Willamette Valley
View all trips

5* Adventure holidays in Willamette Valley

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

Sentinel Hotel

Downtown Portland
CA $1,139
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,288
per person
Nov 16 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Great stay

Reviewed on Sep 7, 2026

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

3 Night Adventure holidays in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
The Hotel Zags Portland

The Hotel Zags Portland

Downtown Portland
CA $698
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.6/10 Excellent! (1,214 reviews)
Heathman Hotel

Heathman Hotel

Downtown Portland
CA $728
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
Hotel deLuxe

Hotel deLuxe

Downtown Portland
CA $764
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.6/10 Excellent! (1,109 reviews)
The driftbar.

Reviewed on Sep 10, 2026

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

4 Night Adventure holidays in Willamette Valley

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

Heathman Hotel

Downtown Portland
CA $806
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $997
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Great stay

Reviewed on Sep 7, 2026

Sentinel Hotel

Sentinel Hotel

Downtown Portland
CA $1,139
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Willamette Valley
View all trips

Adventure Hotels in Willamette Valley

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 Autzen Stadium and Jordan Schnitzer ...
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! (2,156 reviews)
"Bedding clean, but carpet stained in some places,but I don't sleep on hotel floors so it wasn't a deal breaker. Staff helpful on how to catch max line in portland. Elevator ended up out of order my last day of 3 days. Overall 3 score."

Reviewed on Sep 10, 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 ...
Staypineapple, Hotel Rose, Downtown Portland
See all 5,484 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

CA $401
per adult
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Private Willamette Valley Wine Tour

Private Willamette Valley Wine Tour

CA $1,788
per traveller
Private Willamette Valley Wine Tour
See all activities in Willamette Valley

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.