Oregon Vacation Packages 2026 - Book Oregon Holidays

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Top destinations in Oregon

A steel bridge over a river with a cityscape in the background.

A waterfront residential area with houses, a dock, and a forested hillside.

A wooden building with a sign for Cannon Beach Design Co. and a US Bank sign.

A sunset over the ocean with silhouettes of people on the beach.

A calm lake with kayakers, surrounded by lush greenery and a modern building with a green roof.

A cityscape with a prominent mountain in the background, surrounded by buildings and trees.

A coastal street lined with houses and buildings, with cars parked along the road and a view of the water in the distance.

Where to stay in Oregon

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

A calm lake surrounded by dense forests and a clear sky.

A snow-covered mountain with a forested foreground and a clear sky.

Snow-covered mountain peaks at sunset with a clear sky.

A mountainous landscape with dense forests and a lake.

A mountain landscape with a dead tree, rocky terrain, and a lake with a forested shoreline.

Sunriver

Unique features of Sunriver include the golf courses and river views. Make a stop by Sunriver Resort Golf Course or Deschutes River while you're exploring the area.

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A theater marquee with 'Portland' and 'An Evening with Crosby, Stills & Nash' written on it.

A red bridge over a river, a city skyline, and a hill with trees in the background.

A river with a city skyline in the background, a bridge, and a boat with people.

A cherry blossom-lined riverbank with a bridge and train tracks in the background.

A snowy plaza with a large Christmas tree and smaller trees, surrounded by buildings.

Downtown Portland

Find it all—food, shopping, events, and nature—right in the heart of the city.

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The Moda Center with a clear sky, trees, and a pedestrian area.

A cityscape at night with two illuminated towers and a large conference center.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

While you're in Northeast Portland, take in top sights like Moda Center or The Grotto, and hop on the metro to see more of the city at Parkrose-Sumner Transit Center or NE 82nd Avenue Station.

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A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

A modern urban park with a wooden fence, a pond with lily pads, and a pedestrian bridge.

A building with a large McMenamins Pubs & Breweries sign.

A modern urban area with high-rise buildings, a wooden fence, and a grassy area with people.

A corner building with a restaurant and a hotel.

Pearl District

Stay in a hotel here as a base to enjoy this fascinating neighborhood’s offerings, from morning coffee to late-night arts.

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A river with a bridge, a red building with 'OMSI' on it, and a modern glass building in the background.

A wooden bridge over a calm lake surrounded by lush greenery and trees.

A modern building with a glass facade and a prominent red neon sign that reads "OMSI".

A large red brick building with a central entrance, surrounded by a well-maintained lawn and trees.

A stone bridge with an arch over a gravel path surrounded by greenery.

Southeast Portland

Travellers choose Southeast Portland for its ample dining options. Hop aboard the metro at SE Powell Boulevard Station or SE Holgate Boulevard Station and check out top sights like Mall 205.

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Things to do in Oregon

Shopping

Discover the Old Mill District, a vibrant shopping mall in Oregon offering a mix of entertainment and family-friendly activities. For a unique experience, visit Powell's City of Books, the world's largest independent bookstore, or explore the charming boutiques along Alberta Street, brimming with local crafts and gifts.

Recreation

At Autzen Stadium, immerse yourself in the vibrant atmosphere of sports events, perfect for energising your spirit. Enjoy romantic performances at Keller Auditorium, where culture and entertainment await. Tetherow Golf Club invites you to relax amidst stunning outdoor landscapes, offering a serene golfing experience.

Adventure

Experience the thrill of skiing at Mount Hood Meadows, where you can glide down pristine slopes amidst stunning mountain scenery. For family fun, Oaks Amusement Park offers exciting rides and games in a vibrant arcade adventure zone. Hike the Hobbit Trailhead to immerse yourself in breathtaking outdoor landscapes.

Nightlife

Tigard Bowl offers a unique nightlife experience with its lively atmosphere, combining bowling with a vibrant bar scene. Enjoy delicious food and drinks while engaging in friendly competition with friends. It's a perfect spot to unwind and have fun after a day of exploring 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 an ideal destination for outdoor enthusiasts, offering breathtaking scenery and thrilling adventures. Visitors can explore a variety of attractions, including urban parks, national and state parks, and beautiful beaches. Whether you seek family-friendly activities, cultural experiences, or simply wish to immerse yourself in nature, Oregon's diverse points of interest promise an unforgettable holiday for every type of traveller.

Crater Lake National Park: Experience the breathtaking beauty of Crater Lake, renowned for its deep blue waters and stunning volcanic landscape. This park offers a range of outdoor adventures, from hiking scenic trails to boat tours on the lake, making it a perfect destination for nature lovers and thrill-seekers alike.
Multnomah Falls: Marvel at the enchanting Multnomah Falls, one of the tallest waterfalls in the United States. With its cascading waters and lush surroundings, it's an ideal spot for romantic picnics and invigorating hikes, providing a picturesque backdrop for unforgettable memories.
Hult Center for Performing Arts: Immerse yourself in Oregon's vibrant cultural scene at the Hult Center. This arts centre hosts a variety of performances, from theatre to concerts, showcasing local and international talent, making it a hub of creativity and artistic expression.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	41.0°F (5.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	44.4°F (6.9°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	44.4°F (6.9°C)	Light Rain	Mostly Cloudy	Average	Average
April	48.2°F (9.0°C)	Light Rain	Mostly Cloudy	Average	Average
May	52.2°F (11.2°C)	Light Rain	Mostly Sunny	Average	Average
June	59.7°F (15.4°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
July	67.3°F (19.6°C)	No Rain	Sunny	Slightly High	Slightly High
August	74.5°F (23.6°C)	No Rain	Sunny	Slightly High	Slightly High
September	61.2°F (16.2°C)	No Rain	Sunny	Average	Average
October	54.0°F (12.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	44.6°F (7.0°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	39.7°F (4.3°C)	Moderate Rain	Mostly Cloudy	Slightly Low	Slightly Low

Tips to save on your trip to Oregon

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
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.

Top hotels in Oregon

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

RM458

RM533 total

23 Aug - 24 Aug

includes taxes & fees

9.2/10 Wonderful! (3,599 reviews)

"The location of this hotel is perfect and that's why I stay here. The restaurant is also convenient and the $10 off per day helps! I am not a fan of the extra $60 per day for valet parking though so I parked in the parking garage two blocks away and saved $68!"

Reviewed on 9 Aug 2026

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR

Fully refundableReserve now, pay when you stay

RM383

RM492 total

10 Aug - 11 Aug

includes taxes & fees

9/10 Wonderful! (1,659 reviews)

"Good"

Reviewed on 9 Aug 2026

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR

RM518

RM720 total

23 Aug - 24 Aug

includes taxes & fees

See all 19,226 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.

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.

Stay near popular Oregon attractions

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.

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Moda Center

8.8/10 (3,362 reviews)

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.

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A bird with black and white feathers standing in water near rocks.

Oregon Zoo

8.8/10 (2,016 reviews)

View native creatures and endangered species during every month of the year at one of the oldest zoos in the United States.

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An aerial view of a city with a large stadium, solar panels, and surrounding buildings.

Oregon Convention Center

8.4/10 (1,922 reviews)

During your trip, find out what's happening in Oregon Convention Center, a top convention centre in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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