Oregon Vacations & Trips from $428

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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.
Holiday Inn: Portland- I-5 S (Wilsonville) by IHG

Holiday Inn: Portland- I-5 S (Wilsonville) by IHG

3 out of 5
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Portland (PDX)
8/10 Very Good! (862 reviews)
The room looked like it hadn’t been cleaned prior to us. There was hair in the shower and crumbs/dirt in the bathroom. The bed was very comfortable and the sheets were clean

Reviewed on Jul 17, 2025

Canyon Rim at Eagle Crest

Canyon Rim at Eagle Crest

4.5 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Redmond (RDM)
9.4/10 Exceptional! (11 reviews)
Great location close to pool and outdoor activities. Would love to stay again.

Reviewed on Jul 15, 2025

Skamania Lodge

Skamania Lodge

3.5 out of 5
Save 100% on your flight
per person
Oct 23 - Oct 26
found 12 hours ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
8.8/10 Excellent! (1,010 reviews)
Water was turned off

Reviewed on Jul 24, 2025

Hyatt Centric Downtown Portland

Hyatt Centric Downtown Portland

4 out of 5
Downtown Portland
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9/10 Wonderful! (1,028 reviews)
Nothing spectacular.

Reviewed on Aug 1, 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PDX)
9.2/10 Wonderful! (1,540 reviews)
Excellent hotel in a good location. The hotel is very well maintained and updated. The staff was very friendly and helpful in recommending shopping and dinning. The hotel is within walking distance of many shops and restaurants.

Reviewed on Jul 31, 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

Things to do in Oregon

Oregon is perfect for outdoor enthusiasts, offering stunning scenery and thrilling adventures. Popular activities include skiing at various resorts and exploring beautiful recreational areas. Tourists can enjoy a variety of attractions such as shopping options, engaging tours, scenic hiking trails, and vibrant art galleries, making it an ideal destination for couples and families alike.

Shopping

Experience Oregon's shopping scene at Washington Square Mall, a vibrant center with entertainment and family-friendly vibes. Don't miss Powell's City of Books, a must-visit for literary enthusiasts. For a local touch, explore the 5th Street Market, bustling with unique shops and city energy.

Recreation

Experience the vibrant energy at Moda Center, where you can catch exhilarating sports events. For a dose of culture and romance, enjoy a captivating performance at the Oregon Shakespeare Festival. Finally, immerse yourself in live music and entertainment at McMenamins Crystal Ballroom for a memorable night out.

Adventure

Experience the thrill of skiing at Timberline Lodge Ski Area, offering stunning slopes and exhilarating runs. Feel the adrenaline at Portland International Raceway with exhilarating motor racing events. For family fun, enjoy the splashes and slides at Wings and Waves Waterpark, where adventure awaits for everyone.

Nightlife

In Oregon, experience vibrant nightlife at Tigard Bowl, where you can enjoy bowling, arcade games, and a lively bar scene. The atmosphere is welcoming, making it a great spot to unwind with friends while enjoying food, drinks, and entertainment in a fun-filled environment.

*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 perfect destination for vacationers seeking outdoor adventures and stunning scenery. Explore popular attractions such as urban parks, national and state parks, and beautiful beaches. Whether you're interested in family activities or cultural experiences, Oregon offers a wealth of options. Don’t miss the breathtaking Oregon Coast, where you can enjoy picturesque views and exciting activities to enhance your trip.

  • Crater Lake National Park: Experience breathtaking views of the deepest lake in the United States, formed in a volcanic caldera. With stunning blue waters and scenic hiking trails, this park offers endless outdoor adventures, from hiking to photography.
  • Oregon Convention Center: As the largest convention center in the Pacific Northwest, it hosts a range of conferences and events. Enjoy the modern architecture and vibrant atmosphere, making it a hub for business and networking in the heart of Portland.
  • University of Oregon: Located in Eugene, this vibrant campus is known for its beautiful landscaping and rich history. Explore its impressive art facilities, lively student life, and the nearby Willamette River for a taste of city culture.

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 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

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Aug 10 to Aug 11
$138 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (1,879 reviews)
"Very convenient location"

Reviewed on Aug 1, 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
$108 nightly
The price is $125 total per night from Sep 1 to Sep 2
$125 total
Sep 1 - Sep 2
Total includes taxes and fees
9.2/10 Wonderful! (2,645 reviews)
"I liked the location and how welcoming the staff was when we had checked in. There was a lot to do around the hotel and the hotel also had a nice restaurant and bar."

Reviewed on Jul 31, 2025

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
$92 nightly
The price is $106 total per night from Aug 6 to Aug 7
$106 total
Aug 6 - Aug 7
Total includes taxes and fees
7.6/10 Good! (2,472 reviews)
"Inexpensive and close to airrport."

Reviewed on Jul 31, 2025

Red Lion Hotel Portland Airport
See all 18,197 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 $428. 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

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

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

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

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
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Willamette River 2.5-hour Dinner Cruise

$127
per adult
96% of travellers recommend
Portland: Willamette River 2.5-hour Dinner Cruise
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

$87
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
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.