Oregon Vacations & Trips from $386
Book a Hotel + Flight or Car together to unlock savings
Top destinations in Oregon
Portland
Lincoln City
Cannon Beach
Seaside
Bend
Newport
Neahkahnie Beach
Eugene
Astoria
The Latest Oregon Vacation Packages
- Rayland Hotel
Aug 27 - Aug 30Rayland Hotel + Flight
The Dalles3 nights2.5 star property9.0/10 - Wonderful (147 reviews)"Secured Covered Parking. Coffee shop pricey. Did not eat meals at this location."Reviewed July 22, 2026Roundtrip • Las Vegas (LAS) - Portland (PDX)LAS - PDX • Nonstop PDX - LAS • Nonstop - Budget Inn Bend
Sep 24 - Sep 30Budget Inn Bend + Flight
Old Farm District6 nights2.5 star property7.0/10 - Good (85 reviews)"simple. the one King bed was a large room with fridge, microwave, kitchen sink and counter."Reviewed July 10, 2026Roundtrip • Dallas (DFW) - Redmond (RDM)DFW - RDM • 1 stop RDM - DFW • 1 stop$1,116$743found 23 hours agoper traveler - The Dundee - A Trace Hotel
Oct 7 - Oct 11The Dundee - A Trace Hotel + Flight
Dundee4 nights3.5 star property10/10 - Exceptional (42 reviews)"Convenient to the wine country at a reasonable price. This is our 3rd visit over the past 5 years. Has never disappointed us!"Reviewed July 7, 2026Roundtrip • Las Vegas (LAS) - Portland (PDX)LAS - PDX • Nonstop PDX - LAS • Nonstop - Columbia Gorge Hotel and Spa
Sep 23 - Sep 26Columbia Gorge Hotel and Spa + Flight
Hood River3 nights3.5 star property9.0/10 - Wonderful (1,007 reviews)"The bar tender and after noon employees were excellent and a joy to be around. Room coffee would have been nice as well as a freezer section in the refrigerator as we had medications that needed to be refrigerated with our freeze packs. Over all we had a great time."Reviewed July 23, 2026Roundtrip • Las Vegas (LAS) - Portland (PDX)LAS - SEA • Nonstop SEA - LAS • Nonstop - The Independence
Sep 25 - Sep 29The Independence + Flight
Independence4 nights3.0 star property9.6/10 - Exceptional (1,006 reviews)"It is located next to the river and a lovely park. Close to Main Street near restaurants and bakeries. All within walking distance."Reviewed July 22, 2026Roundtrip • Burbank (BUR) - Portland (PDX)BUR - PDX • Nonstop PDX - BUR • Nonstop$801$580found 1 day agoper traveler
Discover the most popular places to visit in Oregon
What to do in Oregon
Portland: 2-Hour Lunch Cruise Through Downtown
Portland Timbers Football Game at Providence Park
Portland: Dinner Cruise on the Willamette River
Oregon Hotel Deals
Best Western Plus Mill Creek Inn
Best Western Plus Mill Creek Inn
Springhill Suites By Marriott Medford Airport
Springhill Suites By Marriott Medford Airport
Frequently Asked Questions
How much does an Oregon vacation package cost?
Explore the best of Oregon from as low as $386. 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.
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.
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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.