Oregon Vacations & Trips

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Top destinations in Oregon

Where to stay in Oregon

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

Sunriver

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

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.

Northeast Portland

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.

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.

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!

Oregon Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is ₩169,498 per night from Jun 28 to Jun 29
₩169,498
₩197,556 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (3,449 reviews)
"Had a fantastic stay"

Reviewed on Jun 17, 2026

The Paramount Hotel
Hayward Inn

Hayward Inn

3 out of 5
1759 Franklin Boulevard Eugene OR
Fully refundableReserve now, pay when you stay
The price is ₩202,268 per night from Jun 22 to Jun 23
₩202,268
₩228,563 total
Jun 22 - Jun 23
includes taxes & fees
9/10 Wonderful! (3,020 reviews)
"Clean and new."

Reviewed on Jun 17, 2026

Hayward Inn
Tolovana Inn

Tolovana Inn

2.5 out of 5
3400 S. Hemlock Cannon Beach OR
Fully refundableReserve now, pay when you stay
The price is ₩297,270 per night from Jun 28 to Jun 29
₩297,270
₩355,663 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (1,966 reviews)
"Spring for the oceanfront rooms."

Reviewed on Jun 18, 2026

Tolovana Inn
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 vacation 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 vacation 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 vacation?
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 vacation package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Just choose your favorite carrier and create the perfect Oregon escape.
If I'm not able to travel, can I cancel my Oregon vacation 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

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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.