Oregon Vacations & Trips from $282

Book a Hotel + Flight or Car together to unlock savings

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

The Latest Oregon Vacation Packages

Price found within the past 48 hours. Click for updated prices.
SCP Depoe Bay
Two Capes Lookout
Mark Spencer Hotel
Siletz Bay Beachfront Hotel by OYO Lincoln City
The Nines, a Luxury Collection Hotel, Portland

Where to stay in Oregon

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

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

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

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

  • 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.

Find the Best Oregon Vacation Packages

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

Hayward Inn

Hayward Inn

3 out of 5
1759 Franklin Boulevard Eugene OR
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Jan 19 to Jan 20
$124 total
Jan 19 - Jan 20
Total with taxes and fees
8.8/10 Excellent! (2,916 reviews)
Room was clean and spacious. Staff were friendly and helpful. Would definitely stay again especially at this price point.

Reviewed on Jan 12, 2026

Hayward 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
$99 nightly
The price is $114 total per night from Feb 5 to Feb 6
$114 total
Feb 5 - Feb 6
Total with taxes and fees
9.2/10 Wonderful! (3,138 reviews)
Room cleaned. Staff nice and professional

Reviewed on Jan 12, 2026

The Paramount Hotel
Holiday Inn Airport - Portland by IHG

Holiday Inn Airport - Portland by IHG

3 out of 5
8439 Ne Columbia Blvd Portland OR
Fully refundable
$63 nightly
The price is $73 total per night from Feb 2 to Feb 3
$73 total
Feb 2 - Feb 3
Total with taxes and fees
8/10 Very Good! (2,880 reviews)
Nice job

Reviewed on Jan 13, 2026

Holiday Inn Airport - Portland by IHG
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?
Explore the best of Oregon from as low as $282. 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

What to do in Oregon

Explore a world of travel with Expedia

Other vacations you might like

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