Willamette Valley Vacations from $228
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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 Center and Oregon Zoo. Eugene is another top city that lures travelers 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.
The Latest Willamette Valley vacation packages
Price found within the past 48 hours. Click for updated prices.
Mark Spencer Hotel
Downtown Portland
Save 100% on your flight
Price was $355, price is now $228 per person
$228
per person
Feb 28 - Mar 3
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,838 reviews)
No breakers but coffee and tea options !
Reviewed on Dec 15, 2025
Riverhouse Lodge
Boyd Acres
Save 100% on your flight
Price was $566, price is now $341 per person
$341
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Redmond (RDM)
9.2/10 Wonderful! (707 reviews)
This hotel is nice and spacious, with convenient parking.
One area that could be improved is towel availability around the pool and gym. After 9:00 pm, there were no clean towels at the hot tub, and the next morning some used towels were still left in the pool and locker room areas.
After contacting staff, only three clean towels were provided at the pool.
Our room was on the first floor, and some noise from footsteps above could be heard.
Reviewed on Dec 15, 2025
Canyon Rim at Eagle Crest
Save 100% on your flight
Price was $869, price is now $531 per person
$531
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Redmond (RDM)
9.4/10 Exceptional! (27 reviews)
Staff and location was amazing. Only issues was the room wasn’t very clean. Hair in the upstairs master walk shower , sheets in master weren’t changed because there was makeup on the sheets still. That didn’t change the amazing time we had. Thank you for having us.
Reviewed on Nov 30, 2025
Valley River Inn
Save 100% on your flight
Price was $616, price is now $405 per person
$405
per person
Jan 22 - Jan 26
found 4 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Eugene (EUG)
9.4/10 Exceptional! (1,101 reviews)
Clean big rooms. Booked a room facing the Willamette River and the was great. Plenty of dining option, besides Sweet Waters, the restaurant in the hotel.
Reviewed on Dec 15, 2025
Kimpton Hotel Vintage Portland by IHG
Downtown Portland
Save 100% on your flight
Price was $706, price is now $465 per person
$465
per person
Feb 2 - Feb 8
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PDX)
9/10 Wonderful! (1,001 reviews)
Walkable area, hotel was very well kept.
Reviewed on Dec 1, 2025
Don't see what you're looking for?
See all available trips from Oskaloosa to Willamette Valley
View all tripsWhere 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(4,488 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.
Discover the most popular places to visit in Willamette Valley
Moda Center
4.5/5(1,165 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 Convention Center
4.5/5(569 reviews)
Learn about the events happening at Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
University of Oregon
4.5/5(582 reviews)
Explore the campus of University of Oregon, during your travels in Eugene. Attend a sporting event or simply visit the area's shops.
What to do in Willamette Valley
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
$290
per adult
Willamette Valley Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $115 total per night from Dec 30 to Dec 31
$115 total
Dec 30 - Dec 31
Total with taxes and fees
9.2/10 Wonderful! (3,080 reviews)
Loved the balcony. Great location!!
Reviewed on Dec 15, 2025
Embassy Suites by Hilton Portland Downtown
319 SW Pine St Portland OR
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $119 total per night from Jan 5 to Jan 6
$119 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.6/10 Excellent! (1,334 reviews)
The room was gorgeous!The staff was kind. I love the drinks and snacks in the evenings and the Christmas tree was beautiful. They also have a valet for a small price. The pool is a beautiful salt water pool and the hot tub was wonderful as well. I will definitely book a room here again.
Reviewed on Dec 8, 2025
DoubleTree by Hilton Hotel Portland
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Dec 22 to Dec 23
$128 total
Dec 22 - Dec 23
Total with taxes and fees
8.2/10 Very Good! (1,014 reviews)
Room is small but clean
Reviewed on Dec 14, 2025
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.
Find the Best Willamette Valley Vacation Packages
Willamette Valley Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Airport (PDX) |
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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.