Oregon Vacations & Trips from $249

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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 Center and Oregon Zoo. Bend is another top city that lures travelers from far and wide. Hayden Homes Amphitheater 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 destinations in Oregon

Steel Bridge which includes a bridge and a river or creek
FlightsFlightsHotelsHotels

Portland

Portland

The Latest Oregon Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Traveler's Inn

Traveler's Inn

2 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip flight included
Ontario (ONT) to Portland (PDX)
6/10 (224 reviews)
Very friendly people will come again for sure

Reviewed on Apr 15, 2025

Capitol Hill Motel

Capitol Hill Motel

2.5 out of 5
Southwest Portland
per person
Jun 29 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.2/10 Wonderful! (778 reviews)
Filler so I can submit the multiple choice answers.

Reviewed on Apr 18, 2025

Motel 6 Tigard, OR - Portland South - Lake Oswego

Motel 6 Tigard, OR - Portland South - Lake Oswego

2 out of 5
per person
Jun 29 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
7.4/10 Good! (1,003 reviews)
Great price, best sleep I’d had in 5 nights after sharing a bed at another location with my child!!!😊

Reviewed on Apr 28, 2025

OYO Hotel St. Helens, OR

OYO Hotel St. Helens, OR

2 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip flight included
Ontario (ONT) to Portland (PDX)
6/10 (362 reviews)
There were sugar ants in the bathroom. There was, the shower was very difficult to turn on. It took me five, tries to figure it out. Water pressure was terrible. Customer service was great. The room was nice. And the noise level was low.

Reviewed on Apr 10, 2025

OYO Woodland Hotel and Suites

OYO Woodland Hotel and Suites

2 out of 5
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip flight included
Ontario (ONT) to Portland (PDX)
6.6/10 (663 reviews)
Good for one night stay while travelling.

Reviewed on Apr 27, 2025

Where to stay in Oregon

Get a lay of the land and find the perfect place to stay Learn more about Oregon
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Sunriver

Unique features of Sunriver include the golf courses and river views. Make a stop by Sunriver Homeowners Aquatic & Recreation Center or Sunriver Resort Golf Course while you're exploring the area.

Find hotels in Sunriver

Best Places to Vacation in Oregon

1. Book your ideal Bend with a vacation package

Portland, Oregon is the perfect destination for a family vacation. With its beautiful natural parks, scenic rivers, and bike-friendly atmosphere, there are plenty of outdoor activities to enjoy. The city also boasts a thriving theater scene, stunning gardens, and excellent shopping options. Live music and art can be found throughout the city, providing entertainment for all ages. A wide range of dining options ensures that everyone's taste buds will be satisfied. Experience the unique and vibrant atmosphere of Portland on your family vacation.

  • Travelers tend to stay 2 days in Bend

2. Plan your dream getaway to Lincoln City

Bend, Oregon is a perfect destination for outdoor enthusiasts. With its diverse geography, visitors can enjoy activities such as hiking, biking, skiing, and exploring the surrounding lakes and deserts. The city is also known for its craft beer scene, with numerous breweries offering a variety of delicious brews. Home to a university, Bend has a youthful and vibrant atmosphere. Whether you're looking for adventure or relaxation, Bend offers a wide range of activities and experiences that will make your outdoor vacation unforgettable.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Lincoln City

3. Discover Cannon Beach with our vacation deals

Lincoln City, located on the beautiful coast of Oregon, offers a diverse range of outdoor activities for a memorable vacation. With its stunning beaches, breathtaking sunsets, and charming shops, this coastal town is a paradise for beach lovers and shopaholics alike. The friendly locals and relaxed atmosphere make it the perfect destination for those seeking a peaceful getaway. Whether you're interested in exploring the scenic coastline, trying your luck at the local casino, or indulging in delicious seafood, Lincoln City has something for everyone. Don't miss out on this incredible outdoor vacation experience!

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Cannon Beach

4. Create memories in Eugene with a vacation package

Cannon Beach, located in Oregon, is the perfect destination for outdoor enthusiasts. With its stunning beaches, breathtaking sunsets, and charming shops and cafes, there's something for everyone. Nature lovers will enjoy walking along the shore, while hikers can explore the nearby trails. The scenery is truly awe-inspiring, making it an ideal spot for photographers. And when it's time to refuel, there are plenty of dining options to choose from. Whether you're looking for a relaxing beach vacation or an active outdoor adventure, Cannon Beach has it all.

  • Travelers tend to stay 2 days in Eugene

6. Find your perfect Astoria vacation

Newport, Oregon offers a unique and vibrant atmosphere perfect for outdoor enthusiasts. With its stunning coastline, visitors can enjoy activities like exploring the world-renowned Oregon Coast Aquarium and relaxing on picturesque beaches. The city's bustling port and marinas offer opportunities for boating and fishing, while whale watching excursions provide a chance to see these majestic creatures up close. Newport is also known for its delicious seafood and local craft beer scene. Whether you're seeking adventure or simply want to soak up the sunny weather, Newport is the ultimate destination for an unforgettable outdoor vacation.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Astoria

5. Enjoy Newport with a travel package

Eugene, Oregon offers a diverse and vibrant outdoor vacation experience. With its close proximity to the University of Oregon, visitors can enjoy a lively atmosphere filled with festivals, sports events, and shopping. Football games are a popular attraction, and hiking and running trails provide opportunities for outdoor enthusiasts to explore the stunning natural beauty of the area. Live music venues and entertainment options, including dancing, cater to those seeking a lively nightlife scene. Whether you're looking to immerse yourself in nature or enjoy the city's cultural offerings, Eugene has something for everyone.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Newport

Find the Best Oregon Vacation Packages

Best months to visit Oregon

Looking for the best time to visit Oregon? Our table will help you. Oregon boasts a year-round average temperature of 51.6°F, reaching a peak of 74.5°F in August, its warmest month, and dropping to an average low of 33.1°F in December, the coolest month. The annual rainfall averages 99.2mm, with February experiencing the heaviest showers, while July is the driest month.

Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfallrain iconCloud coveragecloud icon
January41.0Light RainMostly Cloudy
February44.4Light RainMostly Cloudy
March41.7Light RainMostly Cloudy
April48.2Light RainMostly Cloudy
May52.2Light RainMostly Sunny
June55.9No Rain (Dry)Mostly Sunny
July67.3No Rain (Dry)Sunny
August74.5No Rain (Dry)Sunny
September61.7No Rain (Dry)Sunny
October54.0Light RainMostly Sunny
November44.6Light RainMostly Cloudy
December33.1Light RainMostly Sunny

How to save money on a vacation to Oregon

  • Combine your flights with hotels or car rentals to save money, especially in Oregon.
  • Take advantage of Expedia's OneKey program to collect points and save money on your Oregon trip.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your price range.
  • Consider traveling during the off-peak season in Oregon (October-December) for more affordable options.
  • Use the search filter for price limits on Expedia to find package deals that suit your budget.
  • Discover the best vacation experience for you by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway.

Oregon Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Airport (PDX)
Top Sights
Crater Lake National Park, Oregon Zoo and Cannon Beach

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 $129 per night from Apr 30 to May 1
$129
includes taxes & fees
$111 per night
Apr 30 - May 1
9.2/10 Wonderful! (2,394 reviews)
"Clean, very walkable, Swine Tavern has great food & drinks, staff was friendly and helpful!"

Reviewed on Apr 28, 2025

The Paramount Hotel
Oxford Suites Portland - Jantzen Beach
Oxford Suites Portland - Jantzen Beach
3 out of 5
12226 N JANTZEN DRIVE, Portland, OR
Fully refundableReserve now, pay when you stay
The price is $128 per night from Apr 30 to May 1
$128
includes taxes & fees
$110 per night
Apr 30 - May 1
9/10 Wonderful! (1,404 reviews)
"Nice stay."

Reviewed on Apr 24, 2025

Oxford Suites Portland - Jantzen Beach
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 $96 per night from May 26 to May 27
$96
includes taxes & fees
$82 per night
May 26 - May 27
7.4/10 Good! (2,392 reviews)
"Property is dated by clean"

Reviewed on Apr 27, 2025

Red Lion Hotel Portland Airport
See all 18,052 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Oregon vacation package cost?
Explore the best of Oregon from as low as $249. Choose from a great selection of hotels, flights and rental cars to suit every budget. You can pick up even better deals when you add some sightseeing activities to your package.
How do I get a cheap travel package to Oregon?
Lock in flights that suit your busy schedule, add a hotel room to your booking and watch the savings stack up with an Oregon vacation package. It’s as simple as that! From flights and hotels to activities and rental cars, Expedia makes traveling cheaply a cinch. And with over 550 airlines and 1,000,000 hotels around the world to select from, you won’t be short of choice.
Where should I stay in Oregon?
To explore well-known attractions like Oregon Zoo and Portland Japanese Garden, Portland is where you need to be. Many travelers also adore Eugene, home to Autzen Stadium and McArthur Court. If time isn’t an issue, why not visit both cities?
What are the top hotels in Oregon?
Have a look at Hayward Inn and University Place Hotel & Conference Center. They’re top picks for many travelers to Oregon Coast. If Bend features in your travel plans, Days Inn by Wyndham Bend and My Place Hotel - Bend, OR are popular options.
How far in advance should I book my Oregon vacation?
Browse Expedia to compare international fares as soon as possible. You can usually purchase a seat up to a year before departure. If you can’t find your preferred carrier, or you’ve left things to the last minute, fear not. Cheap tickets to Oregon sometimes appear a few weeks before the date of departure.
What does an Expedia Oregon travel package include?
Flights, hotels and rental cars, or any combination of the three — it’s your pick! Whether you’re headed to Oregon with the family or traveling with your friends, there’s a bundle to match every style and budget. Once you’ve made your booking, why not add on a couple of tours and experiences?
What should I know before booking an Oregon travel package?
Booking all the parts of your escape together is one of the easiest ways to save. Combine car rentals, airfares and hotels into a neat package. But you’re not limited to hotels. Expedia features all sorts of properties, including vacation rentals like mountain cabins and city residences. You’ve got choices galore!
Can I choose my airline with an Oregon Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
Does Expedia offer Book Now, Pay Later Oregon vacation packages?
Thanks to our proud partnership with online lender Affirm, you can opt to Book Now, Pay Later. You can customize your escape with Expedia packages, so why not customize a payment plan while you’re at it?
If I'm not able to travel, can I cancel my Oregon vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel or alter your Oregon vacation package at no cost if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your airline, hotel or car rental company may impose a fee. Looking for more information? Check out our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Oregon

Crater Lake National Park featuring a lake or waterhole, landscape views and mountains

Crater Lake National Park

5/5(100 reviews)

Come at least once to see the pristine blue water, snowy bluffs and alpine splendor of this park. Return again to immerse yourself in its beauty.

Crater Lake National Park
Moda Center

Moda Center

4.5/5(1,165 reviews)

See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.

Moda Center
Oregon Convention Center

Oregon Convention Center

4.5/5(569 reviews)

During your trip, find out what's happening at Oregon Convention Center, a top convention center in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center

What to do in Oregon

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

$87
per adult
96% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$11
per adult
Downtown Golden Adventure Quest Experience in Portland
Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

$85
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
See all activities in Oregon
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.