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Oregon Vacations & Trips from $487

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Top destinations in Oregon

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FlightsHotels

Portland

Portland

The Latest Oregon Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby sitting area
    Sep 21 - Sep 24

    Hood River Hotel + Flight

    Hood River
    3 nights
    3.0 star property
    9.0/10 - Wonderful (1,005 reviews)
    "Our room was clean and there were plenty of shops and restaurants within walking distance"
    Reviewed July 17, 2026
    Roundtrip • Long Beach (LGB) - Portland (PDX)
    LGB - PDX • Nonstop PDX - LGB • Nonstop
    Save 100% on your flight
    $688
    $487
    per traveler
    found 20 hours ago
    Hood River Hotel
  • Legacy King with Sofa Sleeper | Premium bedding, minibar, in-room safe, blackout drapes
    Sep 3 - Sep 7

    The Inn at Dayton + Flight

    Dayton
    4 nights
    4.0 star property
    10/10 - Exceptional (70 reviews)
    "Beautiful well-appointed large room and bathroom. Location in Dayton is a short drive to other towns, wineries, and restaurants in the region. Next time we come back, we will book the Inn at Dayton."
    Reviewed July 21, 2026
    Roundtrip • Las Vegas (LAS) - Salem (SLE)
    LAS - PDX • Nonstop PDX - LAS • Nonstop
    Save 100% on your flight
    $1,350
    $829
    per traveler
    found 1 day ago
    The Inn at Dayton
  • Lobby sitting area
    Aug 28 - Sep 2

    Rayland Hotel + Flight

    The Dalles
    5 nights
    2.5 star property
    9.0/10 - Wonderful (145 reviews)
    "Lovely place to stay. Check-in was fast and friendly, rooms are beautiful with comfortable bed. The only complaint is the TV/channel selection, but I would definitely come back and stay at this hotel."
    Reviewed July 20, 2026
    Roundtrip • Los Angeles (LAX) - Portland (PDX)
    LAX - PDX • Nonstop PDX - LAX • Nonstop
    Save 100% on your flight
    $821
    $548
    per traveler
    found 2 hours ago
    Rayland Hotel
  • Hospitality Suite | In-room dining
    Oct 7 - Oct 11

    Mark Spencer Hotel + Flight

    Downtown Portland
    4 nights
    3.0 star property
    9.2/10 - Wonderful (2,333 reviews)
    "Whenever there was an issue they helped immediately. They were helpful and accounting and respectful. It was a comfortable stay. I do miss the latte machine. Hope they bring it back. Thank you!"
    Reviewed July 20, 2026
    Roundtrip • Burbank (BUR) - Portland (PDX)
    BUR - PDX • Nonstop PDX - BUR • Nonstop
    $724
    $500
    per traveler
    found 1 day ago
    Mark Spencer Hotel
  • 2 restaurants; breakfast, dinner, and brunch served
    Oct 7 - Oct 11

    The Nines, a Luxury Collection Hotel, Portland + Flight

    Downtown Portland
    4 nights
    5.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    "This hotel was beautiful the beds were so comfortable the staff was friendly and very helpful it's located in a central location easy to walk to all other areas the TriMet was right at the corner to hop on so you can visit anything all over Portland"
    Reviewed July 20, 2026
    Roundtrip • Burbank (BUR) - Portland (PDX)
    BUR - PDX • Nonstop PDX - BUR • Nonstop
    Save 100% on your flight
    $805
    $557
    per traveler
    found 1 day ago
    The Nines, a Luxury Collection Hotel, Portland

Discover the most popular places to visit in Oregon

A rocky outcrop with a tree stump in the foreground and a calm lake with mountains in the background.

Crater Lake National Park

9.8/10 (578 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.

What to do in Oregon

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88
per adult
98% of travelers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
See all activities in Oregon

Oregon Hotel Deals

Exterior

Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center
4.0 star property
157.9 mi from Oregon
9.4 out of 10, Exceptional, (1,702 reviews)
"Na"
$152 nightly
The price is $176
Jul 26 - Jul 27
Total with taxes and fees
Hyatt Regency Portland at the Oregon Convention Center
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.
See all properties in Oregon

Frequently Asked Questions

How much does an Oregon vacation package cost?

Explore the best of Oregon from as low as $487. 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.

Book with confidence

Things to do in Oregon

Oregon offers a perfect blend of outdoor adventures and stunning scenery, making it an ideal vacation spot. Enjoy skiing at popular ski fields, explore recreational areas, and discover numerous hiking trails. Don't miss out on local tourism sites, unique shopping options, and engaging art galleries. For a memorable experience, consider joining a couple of guided tours to immerse yourself in the beauty and culture of this vibrant state.

Shopping

In Oregon, enjoy shopping at Washington Square Mall, featuring a variety of entertainment and family-friendly options. Don’t miss Powell's City of Books, a must-visit for book lovers, and 5th Street Market, where local vendors offer unique gifts and souvenirs in a vibrant city atmosphere.

Recreation

At the Moda Center, immerse yourself in the excitement of live sports events surrounded by enthusiastic fans. For a cultural experience, enjoy a captivating performance at the Oregon Shakespeare Festival, perfect for family fun and romance. Lastly, the McMenamins Crystal Ballroom offers vibrant music and entertainment in a unique setting.

Adventure

Experience the thrill of skiing at Timberline Lodge Ski Area, where snowy slopes await adventure seekers. Dive into fun at Wings and Waves Waterpark, offering exhilarating water slides for families. Enjoy games and laughter at Wilsonville Family Fun Center and Bullwinkle's Restaurant, a perfect spot for family adventures.

Nightlife

Tigard Bowl offers a fun-filled nightlife experience with bowling, arcade games, and a vibrant atmosphere. Enjoy food and drinks while mingling with friends. It's a great spot to unwind after a day of sightseeing and embrace the local entertainment scene in Oregon.

Find the best attractions in Oregon

Oregon is perfect for outdoor and adventure vacations, featuring stunning scenery and diverse attractions like urban parks, national state parks, and beautiful beaches. Explore the breathtaking Oregon Coast and engage in family-friendly activities that offer rich cultural experiences. Whether you're hiking through lush landscapes or relaxing by the ocean, there's something for everyone to enjoy in this vibrant state.

  • Crater Lake National Park: Experience the breathtaking beauty of the deepest lake in the U.S., formed by a collapsed volcano. The park offers stunning scenic views, hiking trails, and opportunities for water activities, surrounded by towering cliffs and lush forests.
  • Oregon Convention Center: A hub for events and conferences, this venue showcases Oregon’s vibrant culture. With modern facilities and ample space, it hosts a variety of events ranging from trade shows to cultural gatherings, making it a lively spot for business and networking.
  • University of Oregon: Located in Eugene, this university boasts beautiful campus architecture and a vibrant atmosphere. Explore the arts, sports, and cultural events that reflect the city's eclectic vibe, making it a great place to soak in local life.

Best time to go to Oregon

The best time to visit Oregon can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Oregon falls in August, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Oregon falls in December, visitor numbers are slightly low and weather is mostly cloudy with moderate rain.

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.

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