A street scene with a covered walkway, historic buildings, and pedestrians.

Pioneer Square 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

The Latest Pioneer Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 25 - Dec 30

    Level Seattle Downtown - South Lake Union + Flight

    South Lake Union
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,603 reviews)
    Roundtrip • Edmonton (YEA) - Seattle (SEA)
    YEG - SEA • 1 stop SEA - YEG • 1 stop
    CA $1,527
    CA $1,008
    per traveller
    found 1 day ago
    Level Seattle Downtown - South Lake Union
  • Dec 21 - Dec 27

    Homewood Suites by Hilton Seattle Downtown + Flight

    Downtown Seattle
    6 nights
    3.0 star property
    8.8/10 - Excellent (1,002 reviews)
    Roundtrip • Toronto (YYZ) - Seattle (SEA)
    YYZ - SEA • Nonstop SEA - YYZ • Nonstop
    CA $3,728
    CA $2,329
    per traveller
    found 1 day ago
    Homewood Suites by Hilton Seattle Downtown
  • Jan 7 - Jan 10

    1 Hotel Seattle + Flight

    Downtown Seattle
    3 nights
    5.0 star property
    9.4/10 - Exceptional (408 reviews)
    Roundtrip • Edmonton (YEG) - Seattle (SEA)
    YEG - SEA • 1 stop SEA - YEG • 1 stop
    CA $1,551
    CA $1,040
    per traveller
    found 1 day ago
    1 Hotel Seattle
  • Dec 21 - Dec 27

    NE 82nd St Redmond + Flight

    Education Hill
    6 nights
    3.0 star property
    Roundtrip • Toronto (YYZ) - Seattle (SEA)
    YYZ - SEA • Nonstop SEA - YYZ • Nonstop
    CA $5,913
    CA $4,427
    per traveller
    found 1 day ago
    NE 82nd St Redmond
  • Dec 25 - Dec 30

    Mediterranean Inn + Flight

    Downtown Seattle
    5 nights
    3.0 star property
    9.4/10 - Exceptional (6,301 reviews)
    "The double bed rooms are very small. There is not enough room for two people to be between the beds at the same time. That said, the pillows were fantastic and the beds quite comfortable. The room was spotless and well stocked."
    Reviewed November 7, 2026
    Roundtrip • Edmonton (YEA) - Seattle (SEA)
    YEG - SEA • 1 stop SEA - YEG • 1 stop
    CA $1,355
    CA $1,020
    per traveller
    found 1 day ago
    Mediterranean Inn

Where to stay in Pioneer Square

Find the best Pioneer Square areas and neighborhoods for the activities you enjoy most. Learn more about Pioneer Square
Learn more about Pioneer Square

Downtown Seattle

Dive into the bustling nightlife and shopping scene, explore the iconic Pike Place Market, and admire architectural gems like the Seattle Central Library. Enjoy seamless connectivity with the Downtown Seattle Transit Tunnel and Seattle Center Monorail.

Capitol Hill

Densely populated with mid-rise buildings, this Seattle district boasts nightlife, entertainment, and a counterculture vibe. Explore local bars, fringe theaters, and parks like Volunteer Park, while enjoying street-level retail and Espresso Vivace coffeehouses.

Belltown

Densely populated and boasting trendy restaurants, boutiques, and nightclubs, this waterfront neighborhood offers the Olympic Sculpture Park and easy access to major thoroughfares. Perfect for a walkable, lively stay in Seattle.

University District

Home to the University of Washington's main campus, the University District features a bustling commercial presence along main streets and is well-connected by two Link light rail stations.

South Lake Union

One of Seattle’s most scenic neighborhoods, this district houses fascinating museums along the tree-lined banks of its beautiful lake.

Discover the most popular places to visit in Pioneer Square

What to do near Pioneer Square

Pioneer Square 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 Pioneer Square vacation package cost?

Maybe less than you might think — from a tempting CA $1,008, actually! By bundling flights, hotels and car rentals into your own custom-built vacation package, your Pioneer Square escape is just a few clicks away.

How do I get a cheap travel package to Pioneer Square?

Our Pioneer Square vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply combine your flights, hotels and activities into a budget-friendly package. But great bargains are only the start of your next amazing adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties around the globe to select from. Whatever your budget, there's a vacation package with your name on it.

Where should I stay in Pioneer Square?

Take the hassle out of sightseeing by staying someplace just a stone's throw away from Pioneer Square's main attractions. Space Needle and Pike Place Market are two traveler favorites.

What are the top hotels in Pioneer Square?

Reserve a room at Pelicanstay In Stadium District. It's one of the area's most popular hotels. Another well-known option in Pioneer Square is Embassy Suites by Hilton Seattle Downtown Pioneer Square.

How far in advance should I book my Pioneer Square vacation?

It all depends on the airline, but you can usually browse through international fares on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky travelers will occasionally nab a cheaper flight only weeks before the date of departure.

What does an Expedia Pioneer Square travel package include?

From hotels and flights to rental cars, Expedia can help you craft a Pioneer Square package that suits you. Heading off for a while? Give some thought to a rental car, flight and hotel bundle. If your break is short, an airfare and hotel deal could be more your style. Activities can also be added once you've made your booking. Our packages make it a cinch to plan and save.

What should I know before booking a Pioneer Square travel package?

You'll score excellent savings when you combine your flights, hotels and rental cars into a package. Not only that, booking everything together just makes things easier. So why waste money or time? Whether you're organizing a ritzy romantic getaway or a budget solo adventure, check out our package deals today.

Can I choose my airline with a Pioneer Square Expedia vacation package?

Yes, you're in control. We offer more than 550 partner airlines globally, so you can design your Pioneer Square escape according to your budget and style.

If I'm not able to travel, can I cancel my Pioneer Square vacation package?

Certainly, and we're here to help. You may be able to amend or cancel your Pioneer Square vacation package for free within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances suddenly change, have a look at our Customer Service Portal for further information.

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