A calm lake with a forested shoreline and a clear blue sky.

Portland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Portland Vacation

When a getaway to the city is calling, answer it with a Portland vacation package. With all your travel plans worked out before you leave, all you have to do here is focus on making unforgettable memories. Wondering what you should do or see first during your trip to Portland? Head for popular attractions like Sumner Crest WInery. Whoever you're escaping with and whatever your budget, your dream Portland vacation is just clicks away with Expedia.

Top Portland vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Feb 5 - Feb 8

    The Nashville Reserve + Flight

    Downtown Nashville
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,453 reviews)
    Roundtrip • Calgary (YYC) - Nashville (BNA)
    YYC - BNA • 1 stop BNA - YYC • 1 stop
    CA $1,262
    CA $968
    per traveller
    found 14 hours ago
    The Nashville Reserve
  • Feb 5 - Feb 8

    1 Hotel Nashville + Flight

    Downtown Nashville
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    "Great experience it was more than we ever expected"
    Reviewed November 13, 2026
    Roundtrip • Calgary (YYC) - Nashville (BNA)
    YYC - BNA • 1 stop BNA - YYC • 1 stop
    Save 100% on your flight
    CA $1,999
    CA $1,496
    per traveller
    found 14 hours ago
    1 Hotel Nashville
  • Jan 21 - Jan 24

    The Saddlery by AvantStay + Flight

    Downtown Nashville
    3 nights
    3.0 star property
    Roundtrip • Calgary (YYC) - Nashville (BNA)
    YYC - BNA • 1 stop BNA - YYC • 1 stop
    CA $2,343
    CA $1,763
    per traveller
    found 12 hours ago
    The Saddlery by AvantStay
  • Jan 14 - Jan 18

    Fairlane Hotel + Flight

    Downtown Nashville
    4 nights
    4.0 star property
    9.4/10 - Exceptional (1,004 reviews)
    Roundtrip • Vancouver (YVR) - Nashville (BNA)
    YVR - BNA • 1 stop BNA - YVR • 1 stop
    CA $1,551
    CA $1,180
    per traveller
    found 1 day ago
    Fairlane Hotel
  • Jan 25 - Jan 28

    Kimpton Aertson Hotel by IHG + Flight

    Music Row
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,000 reviews)
    "We were not impressed with the hotel for the price."
    Reviewed November 10, 2026
    Roundtrip • Edmonton (YEG) - Nashville (BNA)
    YEG - BNA • 1 stop BNA - YEG • 1 stop
    CA $1,523
    CA $1,173
    per traveller
    found 13 hours ago
    Kimpton Aertson Hotel by IHG

Discover the most popular places to visit in Portland

Portland Hotel Deals

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 a Portland vacation package cost?

You'll find cheap prices from CA $968 on Expedia for your Portland break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Portland costs.

What are the cheapest months to go to Portland?

If you'd like to book a cheap Portland vacation package, consider visiting in January, February and November. You'll usually find better prices on flights and hotels during these quieter months — perfect for travellers wishing to save money.

How many days is enough for Portland?

Generally, a handful of days is enough to explore the main sights during your Portland vacation. However, if you want to have some time to kick back or go on day trips, think about extending your trip.

How to find the best Portland package deals?

Landing a cheap Portland package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Portland package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.

Is it cheaper to book a Portland vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Portland vacation by choosing your preferred type of stay, airline and car class.

When to book a vacation package to Portland?

Land incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Portland escape.

How to plan a trip to Portland?

  1. Choose when to get away: Check your calendar and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to vacation in Portland.
  2. Budget wisely: In addition to the price of your accommodations, you should consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that may come up during your trip to Portland.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Portland. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Portland vacation package.

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