Pioneer Square Vacations from $377

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Your Pioneer Square Vacation

Book your vacation package to Pioneer Square and get ready to experience its history and beyond. Whether you're searching for adventure or fun, it's all waiting for you in this appealing neighborhood. Your trip to Pioneer Square wouldn't be complete without exploring top attractions nearby such as Space Needle, Pike Place Market and Lumen Field. Stop dreaming and start doing. When it's time to book your ideal vacation to Pioneer Square, Expedia will help get you there.

The Latest Pioneer Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Virginia Mason

The Inn at Virginia Mason

2.5 out of 5
Downtown Seattle
Save 100% on your flight
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Denver (DEN) to Seattle (SEA)
7.6/10 Good! (1,108 reviews)
I had to troubleshoot a toilet, and I don't even care for troubleshooting my own. The room was also very oddly laid out. No AC, just an open window and a box fan. But staff was nice, price was reasonable, and at the end of the day I had a clean and comfortable place to stay.

Reviewed on Jun 30, 2025

1 Hotel Seattle

1 Hotel Seattle

5 out of 5
Downtown Seattle
Save 100% on your flight
per person
Aug 6 - Aug 10
found 19 hours ago
Roundtrip flight included
Denver (DEN) to Seattle (SEA)
9/10 Wonderful! (34 reviews)
Absolutely gorgeous property! Excellent restaurant!

Reviewed on Jun 29, 2025

Emerald Queen Hotel and Casino - Tacoma

Emerald Queen Hotel and Casino - Tacoma

4 out of 5
Eastside
Save 100% on your flight
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Denver (DEN) to Seattle (SEA)
9/10 Wonderful! (969 reviews)
Quiet and very comfortable soft queen bed in a spacious room. Only 4 out of 5 stars because the hotel did not have electric charging. Odd for a resort like the Emerald.

Reviewed on Jun 26, 2025

Hotel Theodore

Hotel Theodore

4 out of 5
Downtown Seattle
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Seattle (SEA)
9.2/10 Wonderful! (1,167 reviews)
Beautiful hotel with old charm and modern restorations!

Reviewed on Jun 30, 2025

citizenM Seattle Pioneer Square

citizenM Seattle Pioneer Square

4 out of 5
Downtown Seattle
Save 100% on your flight
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to Seattle (SEA)
9.2/10 Wonderful! (3,377 reviews)
This was the smallest hotel room I’ve ever stayed in. The hotel, in general, is very clean, modern, eclectic decor, and the staff was friendly. I just couldn’t believe how small the actual room was. The bed was wall-to-wall on 3 sides. So, I had to literally climb over my husband to get in and out of it. And, there were no other seating options in the room either.

Reviewed on Jun 30, 2025

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 featuring street scenes and central business district

Downtown Seattle

7 out of top 10 points of interest in this area
4.5/5(9,584 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
$188 nightly
The price is $222 total per night from Jul 29 to Jul 30
$222 total
Jul 29 - Jul 30
Total includes taxes and fees
9.2/10 Wonderful! (3,400 reviews)
"Clean and modern."

Reviewed on Jun 30, 2025

citizenM Seattle Pioneer Square
The Arctic Club Seattle
The Arctic Club Seattle
3.5 out of 5
700 3rd Avenue, Seattle, WA
$200 nightly
The price is $236 total per night from Jul 2 to Jul 3
$236 total
Jul 2 - Jul 3
Total includes taxes and fees
9.4/10 Exceptional! (1,517 reviews)
"We loved the historic feel and refinement of this classic hotel. The Arctic Club Bar and Lobby room are fantastic - great drinks, food to order, all day coffee, tea, fresh water, comfortable like an old top level hotel should be - room was very nice, first class linens, bedding, mini-bar, in room ..."

Reviewed on Jun 28, 2025

The Arctic Club Seattle
Embassy Suites by Hilton Seattle Downtown Pioneer Square
Embassy Suites by Hilton Seattle Downtown Pioneer Square
3.5 out of 5
255 South King Street, Seattle, WA
Fully refundableReserve now, pay when you stay
$302 nightly
The price is $356 total per night from Jul 2 to Jul 3
$356 total
Jul 2 - Jul 3
Total includes taxes and fees
9/10 Wonderful! (1,472 reviews)
"Absolutely wonderful for families. Great spot for events at Lumen Field .."

Reviewed on Jun 28, 2025

Embassy Suites by Hilton Seattle Downtown Pioneer Square
See all 5,191 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Pioneer Square

Pioneer Square

Pioneer Square

4/5(1,491 reviews)

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

Pioneer Square
Columbia Center

Columbia Center

4.5/5(215 reviews)

You can find out about the history of Seattle with a trip to Columbia Center. Discover the acclaimed art scene and shops in this vibrant area.

Columbia Center
Smith Tower

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

Things to do

Sky View Observatory General Admission

Sky View Observatory Tickets

$25
per adult
90% of travellers recommend
Sky View Observatory Tickets
Seattle: MoPOP Entry Ticket

Seattle: MOPOP Entry Ticket

$28
per adult
90% of travellers recommend
Seattle: MOPOP Entry Ticket
Seattle: Terrors and Ghosts Guided Walking Tour

Seattle Ghost Tour: Sins of Sinister Shadows

$27
per adult
90% of travellers recommend
Seattle Ghost Tour: Sins of Sinister Shadows
See all activities in Seattle
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.