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

Seaside 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 Seaside Vacation

An easy way to experience this city is with a custom-made Seaside vacation package. Stay in the neighborhood of Downtown Cannon Beach, which is great for culture, shopping and cafes or choose someplace else — our packages are all about you. Want to get out and explore? Seaside Aquarium, Ecola State Park and Tillamook Head are just three of the best places to visit during a trip to Seaside. Stop daydreaming and start adventuring. Check out the multitude of options on Expedia today and finally put your Seaside vacation plans in motion!

Top Seaside vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 10 - Dec 13

    The Asylum by Stay Portland - Hawthorne + Flight

    Southeast Portland
    3 nights
    2.0 star property
    9.6/10 - Exceptional (5 reviews)
    "Location"
    Reviewed October 10, 2026
    Roundtrip • Calgary (YYC) - Portland (PDX)
    YYC - PDX • 1 stop PDX - YYC • 1 stop
    CA $965
    CA $787
    per traveller
    found 11 hours ago
    The Asylum by Stay Portland - Hawthorne
  • Dec 10 - Dec 13

    The Morehead by Stay Portland - Nob Hill + Flight

    Northwest Portland
    3 nights
    2.0 star property
    10/10 - Exceptional (1 review)
    "Great location and lots of space. A little bit of dirty left from the past guests and a locked door to the upstairs which we were told the other guests would not have access to, it just surprised us at first. Nicely styled apartment with well stocked (with basics) kitchen. Overall was a great stay!"
    Reviewed September 23, 2026
    Roundtrip • Calgary (YYC) - Portland (PDX)
    YYC - PDX • 1 stop PDX - YYC • 1 stop
    CA $1,487
    CA $1,079
    per traveller
    found 11 hours ago
    The Morehead by Stay Portland - Nob Hill
  • Dec 25 - Dec 31

    Mark Spencer Hotel + Flight

    Downtown Portland
    6 nights
    3.0 star property
    9.2/10 - Wonderful (2,538 reviews)
    Roundtrip • Edmonton (YEG) - Portland (PDX)
    YEG - PDX • 1 stop PDX - YEG • 1 stop
    CA $1,430
    CA $1,116
    per traveller
    found 23 hours ago
    Mark Spencer Hotel
  • Dec 10 - Dec 13

    The Sunburst by Stay Portland - Mississippi Ave + Flight

    North Portland
    3 nights
    2.0 star property
    10/10 - Exceptional (1 review)
    "I’m going to assume it was glaringly obvious and I just overlooked it in my haste to book this trip last-minute, but I was unaware this was not a hotel until I showed up at midnight and had to go through the additional check-in steps. Luckily I had all the resources available to complete the check-in, but had I been without cell reception/charge, I would’ve had nowhere to sleep. I did think I had selected “hotels” as part of my search, but again, am giving the benefit of the doubt. Maybe..."
    Reviewed September 25, 2026
    Roundtrip • Calgary (YYC) - Portland (PDX)
    YYC - PDX • 1 stop PDX - YYC • 1 stop
    CA $1,081
    CA $852
    per traveller
    found 11 hours ago
    The Sunburst by Stay Portland - Mississippi Ave
  • Dec 10 - Dec 13

    Pomeroy + Flight

    Northwest Portland
    3 nights
    2.0 star property
    10/10 - Exceptional (1 review)
    "The location of this VRBO was wonderful. Lots of great food options and shopping within easy, safe walking distance. There’s a grocery store 2 blocks away. For those who want to use public transport, the #15 stops at the corner."
    Reviewed July 17, 2026
    Roundtrip • Calgary (YYC) - Portland (PDX)
    YYC - PDX • 1 stop PDX - YYC • 1 stop
    CA $1,063
    CA $839
    per traveller
    found 11 hours ago
    Pomeroy

Discover the most popular places to visit in Seaside

What to do in Seaside

Seaside 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 Seaside vacation package cost?

You'll find cheap prices from CA $787 on Expedia for your Seaside escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Seaside costs.

What are the cheapest months to go to Seaside?

November, December and January are the best times to look for cheap Seaside vacation packages. Opting to travel in quieter periods means you can usually find reduced prices on accommodations and flights.

How many days is enough for Seaside?

The ideal length of your Seaside vacation depends on what you'd like to do and see. Generally, a few days to a week will give you plenty of time to visit all the top sights and explore some hidden gems along the way.

Is it worth booking a vacation package to Seaside?

Whether you want to check out attractions like Seaside Aquarium and Tillamook Head on your Seaside vacation, or coming for its great coastal beaches, family-friendly attractions and golfing, there's something for everyone here. With so many things to see and do, you'll soon find out why so many travellers think Seaside is a good vacation destination.

How to find the best Seaside package deals?

Use Expedia's handy filters to help you find some fabulous Seaside package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Seaside package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.

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

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

When to book a vacation package to Seaside?

Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Seaside adventure.

How to plan a trip to Seaside?

  1. Choose when to travel: Check your schedule and get packing. Your favourite time of year and the available activities will also help you decide when to escape to Seaside.
  2. Set your budget: Factor in expenses like flights, transportation and food when working out how much to set aside for your trip to Seaside. Then, select a hotel that suits your budget, whether that's a wallet-friendly option or a high-end retreat.
  3. Decide how long to go for: Now that you know more about Seaside, you can work out the ideal length of your vacation. Pull together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the ideal Seaside vacation package for you.

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