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.
Terimore Bayfront Inn
Waves Hotel NYE Beach - Newport OR
The Tillamook Inn
Siltcoos Station Retreats
Inn At Seaside

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 an exciting blend of outdoor adventures and breathtaking scenery, perfect for a vacation. Visitors can enjoy skiing at various ski fields, explore recreational areas, and embark on memorable day trips. The state is renowned for its hiking opportunities and top attractions, making it an ideal destination for those seeking adventure and natural beauty.

Shopping

Experience Oregon's vibrant shopping scene at Washington Square Mall, featuring diverse stores and entertainment options. Visit Powell's City of Books, a paradise for book lovers, and stroll through Alberta Street, known for its unique boutiques and family-friendly atmosphere.

Recreation

The Moda Center offers an energetic atmosphere, making it perfect for sports enthusiasts to experience thrilling events. For a blend of culture and romance, the Keller Auditorium showcases captivating performances in a stunning setting. Meanwhile, Tokatee Golf Course invites you to unwind amidst scenic landscapes while enjoying a round of golf.

Adventure

At Timberline Lodge Ski Area, experience exhilarating skiing amidst breathtaking mountain views. The Wilsonville Family Fun Center and Bullwinkle's Restaurant offers a lively arcade atmosphere, perfect for family adventures. For outdoor enthusiasts, the Historic Columbia River Highway State Trail provides stunning scenery along its picturesque hiking paths.

Nightlife

In Oregon, experience vibrant nightlife at Tigard Bowl, a lively entertainment venue perfect for bowling and socializing. The atmosphere is energetic, with a mix of locals and visitors enjoying drinks, music, and friendly competition, making it a great spot to unwind after a day of exploring.

*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 enthusiasts, offering stunning scenery and adventure. Explore the Oregon Coast, visit vibrant urban parks, and discover national and state parks that cater to families and culture seekers alike. Whether you're hiking, relaxing at the beach, or enjoying local attractions, Oregon promises a memorable experience for every traveller.

  • Crater Lake National Park: Experience breathtaking views of the deepest lake in the United States, formed in a volcanic caldera. The park offers stunning scenery, hiking trails, and outdoor activities like kayaking and snowshoeing, perfect for adventure enthusiasts.
  • Cannon Beach: Renowned for its picturesque coastline and iconic Haystack Rock, Cannon Beach is a charming seaside destination. Enjoy leisurely strolls on the sandy shore, explore tide pools, and soak in the laid-back beach vibes while visiting quaint shops and eateries.
  • Multnomah Falls: Discover the enchanting beauty of Oregon's tallest waterfall, cascading 620 feet. Ideal for outdoor lovers, this stunning site offers hiking trails, picnic spots, and a romantic atmosphere, making it perfect for couples and families alike.

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

  • 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

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 CA $239 per night from Jun 23 to Jun 24
CA $239
CA $287 total
Jun 23 - Jun 24
includes taxes & fees
9/10 Wonderful! (1,906 reviews)
"We absolutely loved our stay! Beautiful place! We felt right at home! We will be back!!!! Easy walk to Haystack Rock too!"

Reviewed on May 27, 2026

Tolovana Inn
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 $155 per night from Jun 14 to Jun 15
CA $155
CA $180 total
Jun 14 - Jun 15
includes taxes & fees
9.2/10 Wonderful! (3,410 reviews)
"Great location, beautiful vıew, friendly and professıonal staff"

Reviewed on May 26, 2026

The Paramount Hotel
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Jun 2 to Jun 3
CA $116
CA $135 total
Jun 2 - Jun 3
includes taxes & fees
7.8/10 Good! (2,798 reviews)
"Great room"

Reviewed on May 26, 2026

Red Lion Hotel Portland Airport
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 $1,829. 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

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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.