Portland Vacation Packages

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Your Portland Vacation

The arts scene, eco-friendly initiatives and progressive thinking are just a few of the reasons why people adore this mountainous city. Discover this wonderful destination the way you want with a Portland vacation package. Fill your itinerary with visits to Oregon Zoo, Portland State University and Portland Japanese Garden, some of the top attractions you really should see during a trip to Portland. Whoever you're taking time off with and whether your budget is big or small, your dream Portland vacation is just a few clicks away with Expedia.

Top Portland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Rosewood Hotel - Portland East

Rosewood Hotel - Portland East

Wilkes East
CA $683
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
7/10 Good! (719 reviews)
Room sofa was damaged torn and most of the lights didn’t work, the smoke detector was covered with a plastic bag. The room had very bad smell, the curtains in the shower were dirty and stained and outside the place it’s not very safe. Overall it was a bad experience staying at this place.

Reviewed on Sep 12, 2026

The Tillamook Inn

The Tillamook Inn

CA $1,007
per person
Oct 14 - Oct 19
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8/10 Very good! (1,255 reviews)
The room was clean, the bed was very comfortable, and overall a great room. I would stay there again.

Reviewed on Sep 12, 2026

Darlingwood

Darlingwood

CA $1,240
per person
Oct 14 - Oct 19
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.6/10 Exceptional! (4 reviews)
The setting is tranquil, with beautiful views, and the home itself is lovely. Our host was welcoming and gracious. The B&B is about two miles down gravel roads with fairly deep washboards, so guests should be prepared for a rough drive. We love staying at true bed and breakfasts, and for us, part of the charm is the experience of a thoughtfully prepared, homemade breakfast. Unfortunately, the breakfast we received was a bit disappointing—a scone, two strawberries, and five blueberries left us wanting more. In fairness, the fault is partly ours for not having more realistic expectations about what was included. The property and setting are beautiful, and the host was very welcoming, but the breakfast experience did not live up to what we typically expect from a bed and breakfast.

Reviewed on Aug 10, 2026

Schooner Landing

Schooner Landing

Agate Beach
CA $1,089
per person
Oct 14 - Oct 19
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.4/10 Very good! (78 reviews)
Great, quiet, relaxing. Young person at check in/out was great and very professional. Nest time we wil request a ground floor unit so no stairs. Thanks for the stay!

Reviewed on Aug 30, 2026

The Orenco Station Hotel

The Orenco Station Hotel

Orenco Station
CA $796
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.6/10 Exceptional! (40 reviews)
The property has evening you need and convenient for shops and restaurants.

Reviewed on Sep 12, 2026

Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

1 out of top 10 points of interest in this area

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

Northeast Portland

2 out of top 10 points of interest in this area

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.

Pearl District

1 out of top 10 points of interest in this area

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.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

2 out of top 10 points of interest in this area

Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.

Things to do in Portland

Portland, Oregon, is an ideal destination for families and outdoor enthusiasts alike, featuring a plethora of parks and vibrant city attractions. Visitors can enjoy a variety of activities, including arena entertainment, shopping centres, and bustling mall centres. With its unique blend of urban culture and natural beauty, Portland promises a memorable vacation experience for all.

Shopping

At Washington Square Mall, enjoy a vibrant atmosphere with a mix of entertainment and shopping. Don't miss Powell's City of Books, a must-visit for book lovers. For a local experience, explore the charming boutiques on Alberta Street, perfect for unique gifts and souvenirs.

Recreation

Experience the vibrant atmosphere at the Moda Center, where sports enthusiasts gather. Enjoy the cultural richness and entertainment at Keller Auditorium, perfect for families and romantic outings. For wellness and relaxation, unwind at Westmoreland Park, surrounded by nature's beauty and tranquility.

Adventure

At Wilsonville Family Fun Center and Bullwinkle's Restaurant, enjoy thrilling arcade games and family-friendly activities that guarantee fun for all ages. Experience the excitement of motor racing at Portland International Raceway, where the adrenaline rush is palpable. Finally, take a scenic ride on the Portland Aerial Tram, offering breathtaking views of the city and its surroundings.

Nightlife

In Portland, experience vibrant nightlife at Tigard Bowl, where you can enjoy bowling, arcade games, and a lively atmosphere. The area is filled with bars and restaurants, making it a great spot for a night out with friends and a taste of local culture.

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

Find the best attractions in Portland

Portland, Oregon, is perfect for family, outdoor, and city-themed vacations, offering a variety of attractions such as urban parks, modern colleges, and event venues. Whether you're seeking outdoor adventures or family-friendly experiences, Portland has something for everyone. Be sure to explore the city's unique attractions and enjoy the vibrant atmosphere it has to offer.

  • Tom McCall Waterfront Park: Enjoy a vibrant urban park that stretches along the Willamette River, featuring scenic walking paths, lush greenery, and stunning views of the city skyline. It's a perfect spot for picnics, outdoor activities, and family outings, all while soaking in the lively atmosphere of Portland.
  • Portland Japanese Garden: Experience tranquility in this beautifully landscaped private garden, renowned for its serene ambiance and traditional Japanese design. It's a unique cultural oasis where you can wander through meticulously curated spaces, admire artful plant arrangements, and engage with friendly staff eager to share garden insights.
  • Veterans Memorial Coliseum: This iconic arena offers a variety of entertainment options, from concerts to sports events. Its family-friendly vibe makes it a great place to catch a show or game, enjoying the lively atmosphere and community spirit that permeates the venue.

Best time to go to Portland

The best time to visit Portland 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
January40.8°F (4.9°C)Light RainMostly CloudySlightly LowSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudySlightly LowSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageAverage
April49.5°F (9.7°C)Light RainMostly CloudyAverageAverage
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No RainMostly SunnySlightly HighSlightly High
July69.1°F (20.6°C)No RainSunnySlightly HighSlightly High
August70.3°F (21.3°C)No RainSunnySlightly HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly CloudyAverageAverage
December39.9°F (4.4°C)Moderate RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Portland

  • 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 Portland.
  • 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.

Ready to book your vacation to Portland?

Choose your dates

Portland Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $161
CA $188 total
Sep 20 - Sep 21
includes taxes & fees
The Paramount Hotel
Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

7025 NE Alderwood Rd Portland OR
Fully refundable
CA $146
CA $170 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (3,227 reviews)
"Great place to say super close to the airport. The shuttles were right on time picking us up and dropping us off. Great breakfast too"

Reviewed on Sep 12, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR
CA $176
CA $244 total
Sep 20 - Sep 21
includes taxes & fees
Hyatt Regency Portland at the Oregon Convention Center
See all 2,263 properties in 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.

Stay near popular Portland attractions

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.
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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)
Learn about the events happening at Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties
A giraffe standing near a rocky enclosure with visitors observing from behind a fence.

Oregon Zoo

8.8/10 (2,016 reviews)
Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.
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A parking lot with a brick building, a bus stop, and a shopping mall in the background.

Washington Square Mall

8.8/10 (1,134 reviews)
During your trip to Tigard, you can search for that perfect souvenir at Washington Square Mall. Discover the area's entertainment choices, or seek out its biking trails.
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A shopping center with Carter's, Armani Bryant, and Ulta stores.

Jantzen Beach Center

8.0/10 (321 reviews)
During your trip to Portland, you can enjoy retail therapy at Jantzen Beach Center. Amble around the area's riverfront or seek out the biking trails.
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A bridge over a river with geese grazing on the grass near the water.

Tom McCall Waterfront Park

8.6/10 (1,175 reviews)
Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.
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A library interior with wooden bookshelves, reading lamps, and a desk with a book open.

Powell's City of Books

9.6/10 (651 reviews)
Perfect for a rainy-day visit, this famous bookstore is a wonderful spot to visit any day. Browse for hours amid its 1 million books.
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A shopping center with a sign for Cascade Station and a ULTA store.

Cascade Station

9.0/10 (122 reviews)
During your trip to Portland, you can do some window-shopping at Cascade Station. Amble around the area's riverfront or seek out the biking trails.
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What to do in Portland

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $118
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $122
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

CA $194
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
See all activities in Portland

Frequently asked questions

How much does a Portland vacation package cost?
Offering great value package deals from CA $683 on Expedia, you'll be pleasantly surprised at how much a vacation to Portland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Portland?
If you're hoping to snag a cheap Portland vacation package, consider travelling in December, January and February. You're likely to find lower prices on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Portland?
With about 2 days, you'll have enough time to experience popular neighbourhoods like Downtown Portland and Lloyd District during your Portland vacation. Be sure to also add Portland Japanese Garden and Tom McCall Waterfront Park to your must-do list. Up for some more adventures? Consider exploring outside of Portland on day trips and tours.
Is it worth booking a vacation package to Portland?
Whether you want to explore top sights like Moda Centre and Oregon Zoo on your Portland vacation, or coming for its great cycling, nature and distilleries and craft breweries, there's something for everyone here. With so much to experience, you'll quickly learn why so many families think Portland is a good vacation destination.
How to find the best Portland package deals?
Use Expedia's filters to help you find some of the best Portland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Portland package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Portland vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can tailor your Portland escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Portland?
If you're planning an impromptu Portland trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Portland?
  1. Choose your dates: The things you want to do in Portland and your favourite season will help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your accommodations, you should factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Portland.
  3. Work out your trip length: Consider how much time you want to spend exploring Portland. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Portland vacation package.

Explore a world of travel with Expedia

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