Oregon Vacations & Trips from ¥236,206

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Top destinations in Oregon

The Latest Oregon Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Park Lane Suites and Inn
The Nines, a Luxury Collection Hotel, Portland
AC Hotel by Marriott Portland Downtown, OR
Mark Spencer Hotel
Hotel Eastlund, BW Premier Collection

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.

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.

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.

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!

Things to do in Oregon

Shopping

The Old Mill District offers a vibrant shopping experience with a mix of entertainment and family-friendly activities. For book lovers, Powell's City of Books is a must-visit, while Alberta Street provides a unique blend of local shops and businesses, perfect for finding special gifts and souvenirs.

Recreation

Experience the vibrant energy at Autzen Stadium, where you can catch a thrilling game and soak in the passionate sports atmosphere. For a cultural evening, enjoy a captivating performance at the Oregon Shakespeare Festival, surrounded by romance and artistry.

Adventure

At Timberline Lodge Ski Area, experience exhilarating skiing amidst breathtaking mountain views. Feel the thrill at Portland International Raceway, where high-speed motor racing ignites your adrenaline. Soar through the treetops at Crater Lake Zipline, an outdoor adventure that offers stunning scenery and the rush of flying through the air.

Nightlife

Tigard Bowl offers a unique nightlife experience with bowling, arcade games, and a lively atmosphere. Enjoy drinks and snacks while mingling with friends. After bowling, check out nearby bars for live music and dancing to complete your night out in Oregon.

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

Find the best attractions in Oregon

Oregon offers an ideal vacation for outdoor enthusiasts, featuring breathtaking scenery and adventure opportunities. Visitors can explore urban parks, national and state parks, and beautiful beaches along the Oregon coast. The attractions cater to families and culture seekers alike, ensuring a memorable experience for all types of travelers. Whether you're hiking through stunning landscapes or relaxing on the shore, Oregon has something special to offer every visitor.

  • Crater Lake National Park: Experience breathtaking views at Crater Lake National Park, home to the deepest lake in the U.S. Formed by a collapsed volcano, its stunning blue waters and surrounding cliffs offer unparalleled scenery. Enjoy hiking, boat tours, and photography opportunities amidst diverse wildlife and unique landscapes.
  • Oregon Convention Center: This bustling event hub is perfect for business travelers and conference attendees. Hosting a variety of events, from trade shows to community gatherings, the convention center boasts modern facilities and easy access to downtown Portland, making it a vibrant place for networking and cultural exchange.
  • University of Oregon: Located in Eugene, this vibrant campus features beautiful architecture and lush green spaces. Known for its strong academic programs and athletic spirit, visitors can explore museums, art galleries, and attend sporting events, soaking in the lively atmosphere of a college town.

Best time to go to Oregon

The best time to visit Oregon is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with moderate rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
February44.4°F (6.9°C)Light RainMostly CloudyAverageSlightly Low
March44.4°F (6.9°C)Light RainMostly CloudyAverageAverage
April48.2°F (9.0°C)Light RainMostly CloudyAverageAverage
May52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
June59.7°F (15.4°C)No RainMostly SunnySlightly HighSlightly High
July67.3°F (19.6°C)No RainSunnySlightly HighSlightly High
August74.5°F (23.6°C)No RainSunnySlightly HighSlightly High
September61.2°F (16.2°C)No RainSunnyAverageAverage
October54.0°F (12.2°C)Light RainMostly SunnySlightly LowAverage
November44.6°F (7.0°C)Light RainMostly CloudySlightly LowAverage
December39.7°F (4.3°C)Moderate RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Oregon

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Oregon.
  • Consider traveling to Oregon during the low season (December to February) for more affordable options.
  • 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

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 ¥27,618 per night from Jul 13 to Jul 14
¥27,618
¥36,776 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (1,250 reviews)
"Good location, nice facility, but the buildings interiors were outdated. The one disappointing factor was 95° outside and our air conditioner in our room did not work."

Reviewed on Jul 10, 2026

Riverhouse Lodge
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 ¥17,222 per night from Aug 10 to Aug 11
¥17,222
¥20,074 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (3,533 reviews)
"the hotel was in a great location. it was walking distance from everything that could crave and valet had our car ready in 5 if we wanted to drive out. all of the staff were welcoming and helpful all of the time. upstairs we had a patio. it was more spacious than a balcony with seats and an umbrella ..."

Reviewed on Jul 11, 2026

The Paramount Hotel
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 ¥28,680 per night from Jul 26 to Jul 27
¥28,680
¥34,474 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (2,034 reviews)
"N/a"

Reviewed on Jul 11, 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 ¥236,206. 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

What to do in Oregon

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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.