Oregon Vacations & Trips

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Top destinations in Oregon

FlightsFlightsHotelsHotels

Seaside

Seaside

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
2024-09-10 THE DESCHUTES RIVER WITH A BEAUTIFUL REFLECTION IN THE WATER AND A GRASS AND TREE LINED SHORE IN SUNRIVER 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.

Photo by Glenn Miller
Open Photo by Glenn Miller

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 ₩171,602 per night from Jun 29 to Jun 30
₩171,602
₩200,008 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (3,469 reviews)
"I was traveling for work and found the bed quite comfortable with a variety of bed pillows to satisfy anyone's preferences. The room was tidy and quiet. Restaurant options on ground floor are quite good as well. Though if not liking those options, then two other great restaurants are within the block ..."

Reviewed on Jun 23, 2026

The Paramount Hotel
Riverhouse Lodge

Riverhouse Lodge

3.5 out of 5
3075 N. Business 97 Bend OR
Fully refundableReserve now, pay when you stay
The price is ₩257,556 per night from Jun 28 to Jun 29
₩257,556
₩342,958 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (1,186 reviews)
"GREAT RIVER ROOMS BETTER VIEWS FROM UPSTAIRS. EVERYTHING HERE WAS PERFECT FOR OUR STAY!"

Reviewed on Jun 24, 2026

Riverhouse Lodge
Tolovana Inn

Tolovana Inn

2.5 out of 5
3400 S. Hemlock Cannon Beach OR
The price is ₩302,312 per night from Jul 1 to Jul 2
₩302,312
₩361,696 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (1,982 reviews)
"I had hoped for a straight on view of the beach. But reserved a corner suite and received one on that angled away from beach. Bathrooms could use some upgrading. Didn't receive any housekeeping, but only stayed two nights so not a big issue. But there is something to coming back to the room to have ..."

Reviewed on Jun 24, 2026

Tolovana Inn
See all 19,103 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 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.

Discover the most popular places to visit in Oregon

Hayden Homes Amphitheater

Hayden Homes Amphitheater

Find out what shows are happening at Hayden Homes Amphitheater, a popular theater in Bend. Amble around the area's riverfront or seek out the biking trails.

Hayden Homes Amphitheater
Empty Spring Walkway University of Oregon

University of Oregon

Explore the campus of University of Oregon, during your travels in Eugene. Attend a sporting event or simply visit the area's shops.

University of Oregon
Chinook Winds Casino

Chinook Winds Casino

Why not roll the dice with a visit to Chinook Winds Casino during your visit to Lincoln City? Discover the beautiful sunsets and casinos in this family-friendly area.

Chinook Winds Casino

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.