Pioneer Square Vacation Packages

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Top Holiday Package Deals in Pioneer Square

Price found within the past 48 hours. Click for updated prices.
Staypineapple, Hotel FIVE, Downtown Seattle

Staypineapple, Hotel FIVE, Downtown Seattle

3.5 out of 5
Downtown Seattle
Price was CA $1,497, price is now CA $1,004 per person
CA $1,004
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.2/10 Wonderful! (1,643 reviews)
This is a boutique urban hotel. Clever funky design and comfortable beds. Not a lot of frills but definitely had what I wanted and needed. Staff was excellent and extremely helpful. Room was very clean. Did not use parking or airport shuttle but did take light rail which goes directly to airport and is about 4 blocks from hotel. Hotel is within walking distance of many major points of interest. Would stay there again for sure.

Reviewed on May 1, 2026

1 Hotel Seattle

1 Hotel Seattle

5 out of 5
Downtown Seattle
Price was CA $2,967, price is now CA $1,684 per person
CA $1,684
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.4/10 Exceptional! (292 reviews)
I really like this property. Everything was pristine and high quality. I would stay here again if given the opportunity. The free car service was super helpful for dropping us and our luggage at the nearest metro station. The gym equipment was brilliant too. One area of comment - we checked in when the adjoining bar DJ was playing very loud music. It felt like I was checking into a nightclub! I couldn't hear the receptionist very well which was a bit of a negative experience.

Reviewed on May 2, 2026

The Alexis Royal Sonesta Hotel Seattle

The Alexis Royal Sonesta Hotel Seattle

4 out of 5
Downtown Seattle
Price was CA $2,235, price is now CA $1,407 per person
CA $1,407
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.4/10 Exceptional! (1,087 reviews)
Room was very clean and the staff were helpful! We enjoyed our stay

Reviewed on May 4, 2026

Mayflower Park Hotel

Mayflower Park Hotel

4 out of 5
Downtown Seattle
Price was CA $2,183, price is now CA $1,375 per person
CA $1,375
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.4/10 Exceptional! (2,517 reviews)
Really nice old hotel! Great location. Oliver's on property was a cute restaurant. Rooms were well appointed, quaint and clean. We enjoyed our stay!

Reviewed on May 5, 2026

Staypineapple, The Maxwell Hotel, Seattle Center Seattle

Staypineapple, The Maxwell Hotel, Seattle Center Seattle

3.5 out of 5
Downtown Seattle
Price was CA $1,581, price is now CA $1,048 per person
CA $1,048
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.6/10 Exceptional! (2,141 reviews)
Room was clean! Staff was wonderful and helpful

Reviewed on May 1, 2026

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
Downtown Seattle

Downtown Seattle

7 out of top 10 points of interest in this area
4/5(1,881 area reviews)

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.

Find hotels in Downtown Seattle

Pioneer Square Hotel Deals

citizenM Seattle Pioneer Square

citizenM Seattle Pioneer Square

4 out of 5
60 Yesler Way Seattle WA
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from May 10 to May 11
CA $207
CA $244 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (4,152 reviews)
Ok

Reviewed on May 5, 2026

citizenM Seattle Pioneer Square
The Arctic Club Seattle

The Arctic Club Seattle

3.5 out of 5
700 3rd Avenue Seattle WA
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from May 25 to May 26
CA $176
CA $264 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (2,313 reviews)
we thought our room was beautiful!

Reviewed on May 4, 2026

The Arctic Club Seattle
Courtyard Seattle Downtown Pioneer Square

Courtyard Seattle Downtown Pioneer Square

3 out of 5
612 2nd Ave Seattle WA
Fully refundableReserve now, pay when you stay
The price is CA $263 per night from May 25 to May 26
CA $263
CA $316 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Breakfast in the bistro was very nice and the price was about the same as a Dennys. The attendant Chris was a pleasure to deal with early in the morning.

Reviewed on May 3, 2026

Courtyard Seattle Downtown Pioneer Square
See all 5,755 properties in Pioneer Square
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 a Pioneer Square vacation package cost?
Maybe less than you might think — from a tempting CA $1,004, 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.

Discover the most popular places to visit in Pioneer Square

Pioneer Square Plaza in downtown Seattle, Washington, featuring Iron Pergola and Tlingit Indian Totem

Pioneer Square

4/5(286 reviews)

Seattle’s birthplace and oldest neighborhood is set in the National Historic District overlooking Elliot Bay.

Pioneer Square
Bird's Eye View On Smith Tower Washington USA

Smith Tower

You can find out about the history of Seattle with a stop at Smith Tower. Experience the acclaimed art scene or attend a sporting event in this vibrant area.

Smith Tower

Sky View Observatory

Find out about the history of Seattle when you spend time at Sky View Observatory. Experience the fascinating museums and acclaimed theater scene in this vibrant area.

Sky View Observatory

Things to do

Space Needle and Chihuly Garden and Glass Combination Ticket

Space Needle and Chihuly Garden and Glass Combination Ticket

CA $101
per adult
100% of travellers recommend
Space Needle and Chihuly Garden and Glass Combination Ticket
Beneath The Streets Underground History Tour

Beneath The Streets Underground History Tour

CA $42
per adult
90% of travellers recommend
Beneath The Streets Underground History Tour
Seattle C3® by CityPASS®- Save on admission to top attractions

Seattle C3® by CityPASS®

CA $149
per adult
94% of travellers recommend
Seattle C3® by CityPASS®
See all activities in Seattle

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.