Oregon Vacation Packages

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Your Oregon Vacation

When it's time for a break, book a Oregon vacation package. Get set to enjoy distilleries and craft breweries, cycling, nature, and much more in this exciting destination. Kick off your trip to Oregon with a couple of nights in Portland visiting popular sights like Moda Centre and Oregon Zoo. Bend is another top city that lures travellers from far and wide. Hayden Homes Amphitheatre and Deschutes Brewery are two of the leading places to see in this destination. From the moment you book your Oregon vacation to when you get back home, Expedia has your back every step of the way.

Top vacation destinations in Oregon

Top Oregon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Bidwell Marriott Portland
Mark Spencer Hotel
Hyatt Centric Downtown Portland
Sentinel Hotel
The Hoxton Portland

Where to stay in Oregon

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

Things to do in Oregon

Oregon offers a plethora of outdoor adventures and stunning scenery, making it a perfect destination for tourists. Engage in exciting activities like skiing at renowned ski fields or exploring recreational areas. Don't miss the opportunity for day trips to breathtaking attractions and hiking in the diverse landscapes, ensuring a memorable experience filled with nature's beauty and adventure.

Shopping

Washington Square Mall offers a vibrant shopping experience with a mix of entertainment and family-friendly options. For a unique find, visit Powell's City of Books, a treasure trove for book lovers. Don't miss the 5th Street Market for local goods and a lively city atmosphere.

Recreation

Experience the vibrant energy at Moda Center, where thrilling sports events unfold. Immerse yourself in the culture and romance of the Oregon Shakespeare Festival, perfect for family outings. Enjoy live music and a lively atmosphere at McMenamins Crystal Ballroom, offering unforgettable entertainment in an eclectic setting.

Adventure

Experience the thrill of skiing at Timberline Lodge Ski Area, where breathtaking mountain views and fresh powder await. For speed enthusiasts, the Portland International Raceway offers heart-pounding motor racing excitement. Families will love the fun at Wings and Waves Waterpark, featuring exhilarating water slides and wave pools.

Nightlife

Tigard Bowl offers a fun nightlife experience with its vibrant atmosphere and entertainment options. Enjoy bowling with friends while sipping on local craft beers. For a lively evening, check out the nearby bars and restaurants that feature live music and delicious cuisine, perfect for a memorable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Oregon

Oregon is a fantastic destination for outdoor and adventure enthusiasts, offering stunning scenery and diverse attractions. Visitors can explore urban parks, national and state parks, and beautiful beaches along the Oregon Coast. Whether you're seeking family-friendly activities or cultural experiences, Oregon caters to all travellers looking for a memorable vacation filled with outdoor fun and natural beauty.

  • Crater Lake National Park: Experience the stunning beauty of Crater Lake, renowned for its deep blue waters and dramatic cliffs. Enjoy hiking, boat tours, and breathtaking views that showcase Oregon's natural splendor.
  • Oregon Convention Center: This vibrant venue hosts a variety of events, from conferences to exhibitions. It offers a bustling atmosphere, perfect for networking and exploring the local business scene.
  • University of Oregon: Immerse yourself in the lively campus life at this modern university. With beautiful architecture and a range of cultural events, it epitomizes the dynamic spirit of the city.

Tips to save on your trip to Oregon

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Oregon.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Oregon Hotel Deals

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Aug 24 to Aug 25
CA $163
CA $189 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
"It shows some age, but overall decent hotel. Location is near downtown in front of the Lloyd Center. Staff are attentive and nice overall. The facility is showing some signs of age but it's not too bad. The exercise room has water, towels, some machines, a bench, and free weights (dumbbells and kettlebells). ..."

Reviewed on Aug. 11, 2025

DoubleTree by Hilton Hotel Portland
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is CA $131 per night from Sep 14 to Sep 15
CA $131
CA $154 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (1,913 reviews)
"Great location to access downtown"

Reviewed on Aug. 12, 2025

Courtyard by Marriott Portland City Center
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 CA $142 per night from Sep 1 to Sep 2
CA $142
CA $166 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,687 reviews)
"Friendly staff, nice rooms, great place to stay"

Reviewed on Aug. 13, 2025

The Paramount Hotel
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 CA $499. 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

What to do in Oregon

Other vacations you might like

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