Oregon Vacation Packages

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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 Centre and Oregon Zoo. Bend is another top city that lures travellers from far and wide. Hayden Homes Amphitheatre 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 vacation destinations in Oregon

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

Portland

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

Cannon Beach

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

Bend

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

Lincoln City

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

Eugene

Eugene
A marina with boats docked, a large bridge in the background, and a building with a sign advertising fishing trips.

Newport

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

Astoria

Astoria

Top Oregon Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Juniper Preserve

Juniper Preserve

Pronghorn
CA $681
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Redmond (RDM)
9.2/10 Wonderful! (716 reviews)
We had a beautiful stay at Juniper experience. We especially loved our dinner at the iris restaurant it was fantastic.

Reviewed on Oct 10, 2026

The Grey Piper by Avantstay Ocean Views + Fire Pit + BBQ Walk to Beach

The Grey Piper by Avantstay Ocean Views + Fire Pit + BBQ Walk to Beach

Save 100% on your flight
CA $2,091
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
No reviews
The Dundee - A Trace Hotel

The Dundee - A Trace Hotel

CA $997
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
10/10 Exceptional! (83 reviews)
Noisy location. Boxed Food was thrown out even though it had not been put in the trash. Very disappointing.

Reviewed on Oct 10, 2026

Inn at Otter Crest

Inn at Otter Crest

CA $846
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (1,795 reviews)
Perfect location if going to devil’s punch bowl

Reviewed on Oct 11, 2026

Siletz Bay Beachfront Hotel by OYO Lincoln City

Siletz Bay Beachfront Hotel by OYO Lincoln City

Taft Historic District
CA $772
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
7.8/10 Good! (1,887 reviews)
Wonderful view. They have a racket going with the “early” availability at check-in. They will charge you even if your room is ready anytime before 4 PM.

Reviewed on Oct 10, 2026

Where to stay in Oregon

Find the best Oregon areas and neighborhoods for the activities you enjoy most.Learn more about Oregon
Learn more about Oregon
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 city skyline at dusk with reflections in a calm body of water.
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.

Downtown Portland

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.
A river winding through a lush green field with mountains in the background.
A snow-covered mountain with a forested foreground and a clear sky.
Snow-covered mountain peaks at sunset with a clear sky.
A calm lake surrounded by dense forests and a clear sky.
A mountainous landscape with dense forests and a lake.

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.
A large steel bridge over a river with a clear blue sky and distant hills.

Edgewater Shores

Though Edgewater Shores might not have many top sights, you can venture to the surrounding area to see attractions like Holly Beach and Big Stump Beach.
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.
A pedestrian bridge with metal railings and a wooden walkway, overlooking a city skyline with illuminated buildings and a river.
Photo by Glenn Miller
A colorful mural with a stylized flower and the text "LABONITA" on a building.

Northeast Portland

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.
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

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

Things to do in Oregon

Oregon offers an exciting blend of outdoor adventures and breathtaking scenery, perfect for a vacation. Visitors can enjoy skiing at various ski fields, explore recreational areas, and embark on memorable day trips. The state is renowned for its hiking opportunities and top attractions, making it an ideal destination for those seeking adventure and natural beauty.

Shopping

Experience Oregon's vibrant shopping scene at Washington Square Mall, featuring diverse stores and entertainment options. Visit Powell's City of Books, a paradise for book lovers, and stroll through Alberta Street, known for its unique boutiques and family-friendly atmosphere.

Recreation

The Moda Center offers an energetic atmosphere, making it perfect for sports enthusiasts to experience thrilling events. For a blend of culture and romance, the Keller Auditorium showcases captivating performances in a stunning setting. Meanwhile, Tokatee Golf Course invites you to unwind amidst scenic landscapes while enjoying a round of golf.

Adventure

At Timberline Lodge Ski Area, experience exhilarating skiing amidst breathtaking mountain views. The Wilsonville Family Fun Center and Bullwinkle's Restaurant offers a lively arcade atmosphere, perfect for family adventures. For outdoor enthusiasts, the Historic Columbia River Highway State Trail provides stunning scenery along its picturesque hiking paths.

Nightlife

In Oregon, experience vibrant nightlife at Tigard Bowl, a lively entertainment venue perfect for bowling and socializing. The atmosphere is energetic, with a mix of locals and visitors enjoying drinks, music, and friendly competition, making it a great spot to unwind after a day of exploring.

*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 outdoor enthusiasts, offering stunning scenery and adventure. Explore the Oregon Coast, visit vibrant urban parks, and discover national and state parks that cater to families and culture seekers alike. Whether you're hiking, relaxing at the beach, or enjoying local attractions, Oregon promises a memorable experience for every traveller.

  • Crater Lake National Park: Experience breathtaking views of the deepest lake in the United States, formed in a volcanic caldera. The park offers stunning scenery, hiking trails, and outdoor activities like kayaking and snowshoeing, perfect for adventure enthusiasts.
  • Cannon Beach: Renowned for its picturesque coastline and iconic Haystack Rock, Cannon Beach is a charming seaside destination. Enjoy leisurely strolls on the sandy shore, explore tide pools, and soak in the laid-back beach vibes while visiting quaint shops and eateries.
  • Multnomah Falls: Discover the enchanting beauty of Oregon's tallest waterfall, cascading 620 feet. Ideal for outdoor lovers, this stunning site offers hiking trails, picnic spots, and a romantic atmosphere, making it perfect for couples and families alike.

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

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

Oregon Hotel Deals

Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $133
CA $171 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,886 reviews)
"Ok"

Reviewed on Oct 10, 2026

Oxford Suites Portland - Jantzen Beach
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $148
CA $172 total
Nov 9 - Nov 10
includes taxes & fees
9.2/10 Wonderful! (3,751 reviews)
"Location. Cleanliness. Friendly sfaff"

Reviewed on Oct 10, 2026

The Paramount Hotel
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
CA $131
CA $153 total
Nov 10 - Nov 11
includes taxes & fees
7.8/10 Good! (3,053 reviews)
"Windows didn't close quite right. Still has a cigarette smell."

Reviewed on Oct 10, 2026

Red Lion Hotel Portland Airport
See all 18,834 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.
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Frequently asked questions

How much does an Oregon vacation package cost?
Live it up in Oregon from as low as CA $681. 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 vacation 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 vacation?
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 vacation package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Just choose your favorite carrier and create the perfect Oregon escape.
If I'm not able to travel, can I cancel my Oregon vacation 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.
See properties
The Moda Center with a clear sky, trees, and a pedestrian area.

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.
See properties
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 at Oregon Convention Center, a top convention center in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties
A waterfall cascading down a rocky cliff, with a bridge spanning across the water.

Multnomah Falls

9.6/10 (2,245 reviews)
Cross the bridge perched above the lower part of this two-tiered behemoth and visit the historic lodge for its stunning views.
See properties
A golfer on a coastal golf course with the ocean in the background.
Photo by Joe Ratliffe

Bandon Dunes Golf Resort

9.4/10 (235 reviews)
Enjoy a round of golf in Bandon at Bandon Dunes Golf Resort. Wander the beautiful beaches and seaside in this family-friendly area.
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A beach with rock formations and a sunset.

Haystack Rock

9.8/10 (2,614 reviews)
Commune with nature and explore the great outdoors at Haystack Rock during your travels in Cannon Beach. Wander the beautiful beaches and seaside in this family-friendly area.
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Autzen Stadium

9.4/10 (1,068 reviews)
Catch an event at Autzen Stadium during your trip to Eugene. Attend a sporting event or simply visit the area's shops.
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Samuel H. Boardman State Park

9.4/10 (361 reviews)
You can take time to visit Samuel H. Boardman State Park during your travels to Brookings. Wander the beautiful beaches and seaside in the area.
See properties

What to do in Oregon

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $119
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

CA $196
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $123
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
See all activities 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.