Willamette Valley Vacation Packages
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Your Willamette Valley Vacation
Plan a vacation package to Willamette Valley and travel on your own terms. You'll be amazed by its distilleries and craft breweries, cycling and nature. Start your trip to Willamette Valley with some time exploring Portland visiting popular attractions like Moda Centre and Oregon Zoo. Eugene is another top city that lures travellers from far and wide. Hayward Field and Autzen Stadium are two of the leading places to see in this destination. From the instant you book your Willamette Valley vacation to when you get back home, Expedia has your back every step of the way.
Top Willamette Valley Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Bend
Southern Crossing
Price was CA $1,543, price is now CA $1,296 per person
CA $1,296
per person
Apr 12 - Apr 19
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Redmond (RDM)
9.4/10 Exceptional! (1,003 reviews)
Clean rooms indoor pool was
Reviewed on Feb 6, 2026
Pine Ridge Inn
Southern Crossing
Price was CA $1,640, price is now CA $1,387 per person
CA $1,387
per person
Apr 12 - Apr 19
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Redmond (RDM)
9.6/10 Exceptional! (1,003 reviews)
Greeted warmly, room was clean and inviting, light and fireplace turned on for our arrival! Location is out of the way a bit which we appreciated and our patio felt like we were sitting in the trees with a view of the river.
Reviewed on Feb 2, 2026
Where to stay in Willamette Valley
Find the best Willamette Valley areas and neighborhoods for the activities you enjoy most. Learn more about Willamette Valley
Downtown Portland
4.5/5(545 area reviews)
Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.
Willamette Valley Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Feb 18 to Feb 19
CA $126
CA $147 total
Feb 18 - Feb 19
includes taxes & fees
9.2/10 Wonderful! (3,175 reviews)
The rooms are large and spotless, the front staff could not possibly be more accommodating and helpful, and it is walking distance to absolutely everything.
Reviewed on Feb 2, 2026
The Duniway Portland A Hilton Hotel
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Feb 22 to Feb 23
CA $204
CA $236 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Excelent service
Reviewed on Feb 1, 2026
DoubleTree by Hilton Hotel Portland
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Feb 21 to Feb 22
CA $162
CA $189 total
Feb 21 - Feb 22
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
Nice and quiet. Friendly staff
Reviewed on Feb 2, 2026
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.
Discover the most popular places to visit in Willamette Valley
Moda Center
4.5/5(129 reviews)
See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.
Oregon Zoo
4/5(54 reviews)
Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.
Multnomah Falls
4.5/5(84 reviews)
Cross the bridge perched above the lower part of this two-tiered behemoth and visit the historic lodge for its stunning views.
What to do in Willamette Valley
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
CA $403
per adult
Frequently asked questions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
