Oregon Holidays

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Top destinations in Oregon

Where to stay in Oregon

Find the best Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Oregon

Things to do in Oregon

Oregon offers a splendid array of outdoor adventures, making it an ideal destination for those seeking scenic beauty and excitement. Visitors can enjoy skiing at renowned ski resorts, explore stunning gorge waterfalls, and play at various golf courses. With its captivating landscapes and recreational areas, Oregon promises an inclusive holiday experience filled with exhilarating activities and breathtaking views.

Shopping

Discover Oregon’s Valley River Center Mall, a vibrant shopping destination offering a mix of entertainment and retail. Don’t miss the Portland Saturday Market, where you can find unique local crafts and delicious food in a lively atmosphere. For a quaint experience, visit Terra Casa for charming gifts and souvenirs.

Recreation

Experience the serene landscapes at Eagle Crest Golf Courses, where you can enjoy a round of golf surrounded by nature's beauty. For relaxation, visit Lincoln City Skate Park, a haven for unwinding and leisure. End your day at Broadway Rose Theater Company for captivating performances that celebrate culture and family.

Adventure

Willamette Pass Ski Area offers thrilling skiing experiences amidst stunning mountain scenery, perfect for snow sports enthusiasts. For motor racing fans, the Portland International Raceway provides exhilarating races and a vibrant atmosphere. Enjoy breathtaking views while gliding on the Wallowa Lake Tramway, a fantastic adventure for families and outdoor lovers.

Nightlife

In Oregon, experience the vibrant nightlife at Tigard Bowl, where you can enjoy bowling, arcade games, and a lively atmosphere. The venue offers a perfect blend of fun and entertainment, making it a great spot for both locals and tourists seeking a memorable night out.

*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 fantastic destination for those seeking outdoor adventures and stunning scenery. With a variety of attractions, including urban parks, national and state parks, as well as beautiful beaches, visitors can enjoy a range of experiences that cater to families and culture enthusiasts alike. Whether you're hiking through nature or relaxing by the coast, Oregon offers an array of activities that promise to make your vacation memorable.

  • Portland State University: Experience the vibrant city vibes of Portland State University, a modern educational hub nestled in the heart of the city. The campus boasts striking architecture and lush green spaces, perfect for leisurely strolls and immersing yourself in the dynamic student atmosphere.
  • Hult Center for Performing Arts: Immerse yourself in the rich cultural scene at the Hult Center for Performing Arts. This iconic venue hosts a variety of performances, from theatre to music, providing an enriching experience that showcases the artistic spirit of Oregon.
  • Veterans Memorial Coliseum: Enjoy family-friendly entertainment at Veterans Memorial Coliseum, a historic arena that hosts sports events, concerts, and shows. The lively atmosphere makes it a perfect spot for creating memorable moments with loved ones.

Best time to go to Oregon

The best time to visit Oregon is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, 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 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.

Top hotels in Oregon

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 S$136 per night from 18 Feb to 19 Feb
S$136
18 Feb - 19 Feb
includes taxes & fees
9.2/10 Wonderful! (3,183 reviews)
Room was clean and cozy.

Reviewed on 6 Feb, 2026

The Paramount Hotel
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is S$220 per night from 15 Feb to 16 Feb
S$220
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Excelent service

Reviewed on 1 Feb, 2026

The Duniway Portland A Hilton Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 15 Feb to 16 Feb
S$176
15 Feb - 16 Feb
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
Nice and quiet. Friendly staff

Reviewed on 2 Feb, 2026

DoubleTree by Hilton Hotel Portland
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 holiday package cost?
Live it up in Oregon from as low as . We offer a wonderful selection of hotels, flights and rental cars to suit your budget. You can score even more discounts when you add a few experiences or tours to your package.
How do I get a cheap travel package to Oregon?
Crafting your own Oregon holiday package with Expedia is the easiest way to save. We have over 550 air carriers and 1,000,000 properties spread across the globe. With such an awesome range to select from, you'll have no issues putting together your ideal trip.
Where should I stay in Oregon?
Portland is a fantastic city to visit. It's where you'll find well-known sights including Oregon Zoo and Portland State University. Eugene also attracts many jetsetters eager to explore some of the best attractions in Oregon. Some of the best are University of Oregon and Autzen Stadium.
What are the top hotels in Oregon?
When it comes to hotels in Oregon Coast, Red Lion Hotel Portland Airport and Valley River Inn are two great options. If you're spending time in Bend, Campfire Hotel and Best Western Plus Bend North will make you feel right at home.
How far in advance should I book my Oregon holiday?
It's difficult to pick the perfect time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you're booking at the last minute, don't worry. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Oregon travel package include?
Flights, rental cars and hotels — we've got them all. With Expedia, you can create your Oregon travel package the way you want. All you have to do is figure out what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking an Oregon travel package?
Get ready to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and score exciting discounts. You're not limited to hotels, however. Book with us and choose from island villas, city apartments and even castles and houseboats!
Can I choose my airline with an Oregon Expedia holiday package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Just choose your favourite carrier and create the perfect Oregon escape.
If I'm not able to travel, can I cancel my Oregon holiday package?
Because we understand life can be unpredictable, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Popular places to visit

What to do in Oregon

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.