Western Oregon Vacation Packages

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Your Western Oregon Vacation

Make organizing your next great adventure effortless with a vacation package to Western Oregon. If it's distilleries and craft breweries, cycling and nature you're after, you won't be disappointed. A trip to Western Oregon wouldn't be complete without spending some time in its best cities, starting with Portland. Some of the most popular attractions here include Moda Centre and Oregon Zoo. Eugene is another favourite with Western Oregon travellers. Visitors to this destination enjoy Hayward Field and Autzen Stadium. Expedia is your one-stop shop for organizing your Western Oregon vacation. From hotels and flights, to activities and more, we're here to help you curate a travel experience like no other.

Top Western Oregon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Capitol Hill Motel

Capitol Hill Motel

Southwest Portland
CA $780
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
9.2/10 Wonderful! (864 reviews)
Bowline Hotel

Bowline Hotel

CA $1,322
per person
Nov 8 - Nov 13
found 16 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.4/10 Exceptional! (1,001 reviews)
Schooner Landing

Schooner Landing

Agate Beach
CA $1,128
per person
Nov 8 - Nov 13
found 16 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.4/10 Very good! (78 reviews)
The staff we interacted with was very pleasant, friendly and helpful. The property was really shabby. Siding needed to be pressure washed. Stair treads were very worn. The beach trail was not maintained. There was an accumulation of refuse at our front door. The interior of our unit was very clean and comfortable, but very dated. The sliding door to the deck was in bad condition and wouldn’t slide easily. I assume this is the reason the price was reasonable for the size of the unit.

Reviewed on Sep 19, 2026

The Asylum by Stay Portland - Hawthorne

The Asylum by Stay Portland - Hawthorne

Southeast Portland
CA $1,017
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
9.4/10 Exceptional! (3 reviews)
Great location. Really nice shops and restaurants near by.

Reviewed on Sep 3, 2026

Portland's White House

Portland's White House

Northeast Portland
CA $1,357
per person
Nov 8 - Nov 13
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Portland (PDX)
No reviews

Where to stay in Western Oregon

Find the best Western Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Western Oregon
Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

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.

A large steel bridge over a river with a clear blue sky and distant hills.

Edgewater Shores

Though Edgewater Shores might not have many top sights, you can venture to the surrounding area to see attractions like Beachside State Recreation Site and Big Stump Beach.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

1 out of top 10 points of interest in this area

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

Ready to book your vacation to Western Oregon?

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Western Oregon Hotel Deals

Hayward Inn

Hayward Inn

1759 Franklin Boulevard Eugene OR
Fully refundableReserve now, pay when you stay
CA $121
CA $137 total
Oct 5 - Oct 6
includes taxes & fees
9/10 Wonderful! (3,164 reviews)
"enjoyed the clean rooms in the wonderful staff"

Reviewed on Sep 23, 2026

Hayward Inn
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $165
CA $193 total
Oct 20 - Oct 21
includes taxes & fees
The Paramount Hotel
Heathman Hotel

Heathman Hotel

1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
CA $141
CA $212 total
Oct 18 - Oct 19
includes taxes & fees
Heathman Hotel
See all 12,204 properties in Western Oregon
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.

Stay near popular Western Oregon attractions

The Moda Center with a clear sky, trees, and a pedestrian area.

Moda Center

8.8/10 (3,362 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.
See properties
An aerial view of a city with a large stadium, solar panels, and surrounding buildings.

Oregon Convention Center

8.4/10 (1,922 reviews)
During your trip, find out what's happening at Oregon Convention Center, a top convention center in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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A waterfall cascading down a rocky cliff, with a bridge spanning across the water.

Multnomah Falls

9.6/10 (2,245 reviews)
Cross the bridge perched above the lower part of this two-tiered behemoth and visit the historic lodge for its stunning views.
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A golfer on a coastal golf course with the ocean in the background.
Photo by Joe Ratliffe

Bandon Dunes Golf Resort

9.4/10 (235 reviews)
Enjoy a round of golf in Bandon at Bandon Dunes Golf Resort. Wander the beautiful beaches and seaside in this family-friendly area.
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A giraffe standing near a rocky enclosure with visitors observing from behind a fence.

Oregon Zoo

8.8/10 (2,016 reviews)
Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.
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A beach with a calm sea, a prominent green hill, and a row of buildings along the shore.

Cannon Beach

9.6/10 (3,221 reviews)
Spectacular coastal scenery and a street lined with eclectic boutiques and fine galleries make this resort town the perfect weekend getaway.
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Autzen Stadium

9.4/10 (1,068 reviews)
Catch an event at Autzen Stadium during your trip to Eugene. Attend a sporting event or simply visit the area's shops.
See properties

Frequently asked questions

How much does a Western Oregon vacation package cost?
Perhaps less than you might think — from only CA $780, actually! By combining hotels, flights and car rentals into a customized vacation package, your trip to Western Oregon is only clicks away.
How do I get a cheap travel package to Western Oregon?
Bundle your hotel and flight bookings, add extras such as activities, and save with a Western Oregon vacation package. You won't just score exciting discounts on your adventure — you'll have loads of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 hotels around the world. Your affordable vacation begins right here, right now!
Where should I stay in Western Oregon?
Portland is an awesome city to visit. It's where you'll find popular sights including Oregon Zoo and Portland State University. Eugene also draws in many globetrotters eager to check out some of the best attractions in Western Oregon. These include University of Oregon and Autzen Stadium.
What are the top hotels in Western Oregon?
Take a look at Red Lion Hotel Portland Airport and Valley River Inn. They're top picks for many travelers headed to Oregon Coast. If Portland features on your itinerary, The Paramount Hotel and The Porter Portland, Curio Collection by Hilton are both cozy options.
How far in advance should I book my Western Oregon vacation?
Reward yourself with the widest variety at the cheapest prices by booking your Western Oregon adventure early. Airlines generally release flight tickets anywhere up to 12 months in advance, so secure your spot ASAP. That said, Expedia is dedicated to providing you with the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Western Oregon travel package include?
That depends entirely on you. You can choose from a variety of Western Oregon packages, such as a rental car, flight and hotel. You can also book a hotel with a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your dream Western Oregon break looks like, you're sure to save!
What should I know before booking a Western Oregon travel package?
You'll pick up amazing savings when you combine your hotels, flights and rental cars into a package. Plus, booking everything together simply makes planning easier. So why waste your time or money? Whether you're putting together a fancy romantic getaway or a budget family adventure, explore our vacation packages today.
Can I choose my airline with a Western Oregon Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Western Oregon vacation package?
Yes, you can. We get that even the best-laid plans can fail, so we're happy to help if you have to make changes to your Western Oregon vacation package. It may be possible to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

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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.