Oregon Holidays & Package Deals 2026

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Top destinations in Oregon

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A sunset over the ocean with silhouettes of people on the beach.

A calm lake with kayakers, surrounded by lush greenery and a modern building with a green roof.

A cityscape with a prominent mountain in the background, surrounded by buildings and trees.

A marina with boats docked, a large bridge in the background, and a building with a sign advertising fishing trips.

A coastal street lined with houses and buildings, with cars parked along the road and a view of the water in the distance.

Our guide on where to stay in Oregon

Find the best Oregon areas for the activities you enjoy most.Learn more about Oregon

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Snow-covered mountain peaks at sunset with a clear sky.

A calm lake surrounded by dense forests and a clear sky.

A mountainous landscape with dense forests and a lake.

A mountain landscape with a dead tree, rocky terrain, and a lake with a forested shoreline.

Sunriver

Unique features of Sunriver include the golf courses and river views. Make a stop by Sunriver Resort Golf Course or Deschutes River while you're exploring the area.

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A theater marquee with 'Portland' and 'An Evening with Crosby, Stills & Nash' written on it.

A red bridge over a river, a city skyline, and a hill with trees in the background.

A river with a city skyline in the background, a bridge, and a boat with people.

A cherry blossom-lined riverbank with a bridge and train tracks in the background.

A snowy plaza with a large Christmas tree and smaller trees, surrounded by buildings.

Downtown Portland

Portland is a vibrant, cultural city offering the best of the arts, dining and great shopping.

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

A cityscape at night with two illuminated towers and a large conference center.

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

A pedestrian bridge with metal railings and a wooden walkway, overlooking a city skyline with illuminated buildings and a river.

Northeast Portland

While you're in Northeast Portland, take in top sights like Moda Center or The Grotto, and hop on the metro to see more of the city at Parkrose-Sumner Transit Center or NE 82nd Avenue Station.

Find hotel + flight trips in Northeast Portland

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Edgewater Shores

While Edgewater Shores isn't home to many top sights, Beachside State Recreation Site and Big Stump Beach are some notable places to visit nearby.

Find hotel + flight trips in Edgewater Shores

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A modern urban park with a wooden fence, a pond with lily pads, and a pedestrian bridge.

A building with a large McMenamins Pubs & Breweries sign.

A modern urban area with high-rise buildings, a wooden fence, and a grassy area with people.

A corner building with a restaurant and a hotel.

Pearl District

Stay in a hotel here as a base to enjoy this fascinating neighborhood’s offerings, from morning coffee to late-night arts.

Find hotel + flight trips in Pearl District

Our pick of the best Oregon Hotel Deals

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

NZ$235

20 Sept - 21 Sept

includes taxes & fees

9.2/10 Wonderful! (3,699 reviews)

"Great place ."

Reviewed on 16 Sept 2026

Riverhouse Lodge

3075 N. Business 97 Bend OR

Fully refundableReserve now, pay when you stay

NZ$309

11 Oct - 12 Oct

includes taxes & fees

9/10 Wonderful! (1,496 reviews)

"We will never stay here again. You get charged to use the pool (as a hotel guest), charged for parking (as a hotel guest). When I asked about that they said it covers the “upkeep of the resort”. It’s not a resort, it’s a hotel. In Bend, OR not Las Vegas. The room had no microwave and was very minimal ..."

Reviewed on 17 Sept 2026

Hayward Inn

1759 Franklin Boulevard Eugene OR

Fully refundableReserve now, pay when you stay

NZ$169

5 Oct - 6 Oct

includes taxes & fees

See all 18,986 properties in 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.

Frequently asked questions

How much does an Oregon holiday package cost?

Live it up in Oregon from as low as . We offer a wonderful selection of hotels, flights and rental cars to suit your budget. You can score even more discounts when you add a few experiences or tours to your package.

How do I get a cheap travel package to Oregon?

Crafting your own Oregon holiday package with Expedia is the easiest way to save. We have over 550 air carriers and 1 000 000 properties spread across the globe. With such an awesome range to select from, you'll have no issues putting together your ideal trip.

Where should I stay in Oregon?

Portland is a fantastic city to visit. It's where you'll find well-known sights including Oregon Zoo and Portland State University. Eugene also attracts many jetsetters eager to explore some of the best attractions in Oregon. Some of the best are University of Oregon and Autzen Stadium.

What are the top hotels in Oregon?

When it comes to hotels in Oregon Coast, Red Lion Hotel Portland Airport and Valley River Inn are two great options. If you're spending time in Bend, Campfire Hotel and Best Western Plus Bend North will make you feel right at home.

How far in advance should I book my Oregon holiday?

It's difficult to pick the perfect time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you're booking at the last minute, don't worry. Low prices appear from time to time within a few weeks of departure dates.

What does an Expedia Oregon travel package include?

Flights, rental cars and hotels — we've got them all. With Expedia, you can create your Oregon travel package the way you want. All you have to do is figure out what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the greater the savings!

What should I know before booking an Oregon travel package?

Get ready to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and score exciting discounts. You're not limited to hotels, however. Book with us and choose from island villas, city apartments and even castles and houseboats!

Can I choose my airline with an Oregon Expedia holiday package?

Expedia has access to more than 550 partner airlines globally, so you sure can! Just choose your favourite carrier and create the perfect Oregon escape.

If I'm not able to travel, can I cancel my Oregon holiday package?

Because we understand life can be unpredictable, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Stay near popular Oregon attractions

A rocky outcrop with a tree stump in the foreground and a calm lake with mountains in the background.

Crater Lake National Park

9.8/10 (578 reviews)

Come at least once to see the pristine blue water, snowy bluffs and alpine splendor of this park. Return again to immerse yourself in its beauty.

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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.

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Oregon Convention Center

8.4/10 (1,922 reviews)

During your trip, find out what's happening in Oregon Convention Center, a top convention centre in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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