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

Romantic Hotels & Resorts in Pioneer Square from NZ$229

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Pioneer Square Romantic Hotels

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

Our top choices for Pioneer Square romantic hotels

Terrace/patio

On a 40 acre estate, outdoor soaking tub, fire pit, hammocks, pet friendly!

On a 40 acre estate, outdoor soaking tub, fire pit, hammocks, pet friendly!
Vashon
9.4 out of 10, Exceptional, (23 reviews)
"Cool rustic cabin on beautiful property. We loved the access to the beach and walk to the lighthouse. "
United States
Cynthia C.
The price is NZ$683
includes taxes & fees
6 July - 7 July
On a 40 acre estate, outdoor soaking tub, fire pit, hammocks, pet friendly!
Property grounds

The Indianola Boathouse Sleeps 2 in queen bed. Additional fees for 2 twin beds

The Indianola Boathouse Sleeps 2 in queen bed. Additional fees for 2 twin beds
Indianola
10.0 out of 10, Exceptional, (76 reviews)
"Such an amazing location! Susan, the host was so easy to chat with and it’s very special that she’s right there on her property to make it feel very warm and inviting. The bed was extremely comfortable and the boathouse was decorated with great detail and love. We can’t wait to return. "
United States
Lorraine C.
The price is NZ$614
includes taxes & fees
20 July - 21 July
The Indianola Boathouse Sleeps 2 in queen bed. Additional fees for 2 twin beds
Outdoor dining

Stunning Beach Suite, great mountain & water views, near downtown Winslow, Cozy.

Stunning Beach Suite, great mountain & water views, near downtown Winslow, Cozy.
Bainbridge Island
9.6 out of 10, Exceptional, (216 reviews)
"If you are looking for a private, peaceful retreat, this property is what you are looking for. This place is so peaceful and serene. The hosts are very accommodating and welcoming. The residence has everything you need. Bring your clothes and your groceries and you are at home. "
United States
Jason M.
The price is NZ$658
includes taxes & fees
20 July - 21 July
Stunning Beach Suite, great mountain & water views, near downtown Winslow, Cozy.
Exterior

Yurt in Forest with Puget Sound View - Dry Camping

Yurt in Forest with Puget Sound View - Dry Camping
Vashon
9.2 out of 10, Wonderful, (38 reviews)
"Host was insanely generous and provided more than necessary. If you have any questions or requests they are very helpful and will do their best to fulfill your needs. Will definitely be booking again. "
United States
Fadi
The price is NZ$240
includes taxes & fees
9 July - 10 July
Yurt in Forest with Puget Sound View - Dry Camping
Terrace/patio

Poulsbo Marina and Olympic Hideaway View

Poulsbo Marina and Olympic Hideaway View
Poulsbo
10.0 out of 10, Exceptional, (189 reviews)
"This place was absolutely adorable and Carol was a great host. The view is a million dollar view!"
United States
Jennifer
The price is NZ$380
includes taxes & fees
22 July - 23 July
Poulsbo Marina and Olympic Hideaway View
Outdoor dining

40 Acres Estate, Beach Access, Pet Friendly: Wildwood Studio

40 Acres Estate, Beach Access, Pet Friendly: Wildwood Studio
Vashon
9.6 out of 10, Exceptional, (48 reviews)
"Pet friendly. Wonderful place to stay and so close to Point Robinson Lighthouse Park."
United States
cindy c.
The price is NZ$678
includes taxes & fees
29 July - 30 July
40 Acres Estate, Beach Access, Pet Friendly: Wildwood Studio
1 bedroom, iron/ironing board, travel cot, free WiFi

Craftsman Corridor - Free Parking - Fast WIFI - Near UW

Craftsman Corridor - Free Parking - Fast WIFI - Near UW
Ravenna
9.8 out of 10, Exceptional, (57 reviews)
"We had a great stay! Had everything we needed!"
United States
Ivy M.
The price is NZ$795
includes taxes & fees
8 July - 9 July
Craftsman Corridor - Free Parking - Fast WIFI - Near UW
Property grounds

Waterfront Balcony Retreat -Steps to Pike Place & Aquarium

Waterfront Balcony Retreat -Steps to Pike Place & Aquarium
Downtown Seattle
8.6 out of 10, Excellent, (84 reviews)
"Amazing location, view. Would absolutely stay here again if ever in the area."
United States
Karie R.
The price is NZ$932
includes taxes & fees
7 July - 8 July
Waterfront Balcony Retreat -Steps to Pike Place & Aquarium
LED TV, Netflix, books, streaming services

Private Cottage and Hot Tub, Spectacular Sunset & Mtn Views

Private Cottage and Hot Tub, Spectacular Sunset & Mtn Views
Three Tree Point
10.0 out of 10, Exceptional, (215 reviews)
"From the initial warm greeting from the host s, this was a perfect stay! Cabin was one of the most well appointed places I’ve ever stayed- the furniture was comfortable and tasteful, kitchen had everything you could want or need, hot tub was immaculate!! The space itself was very thoughtfully laid out with attention to detail and I felt as though I was staying in a cozy home rather than a “rental property.” The unobstructed view of Puget Sound was enchanting! While the owner’s home is adjacent,...
United States
Alanah B.
The price is NZ$991
includes taxes & fees
20 July - 21 July
Private Cottage and Hot Tub, Spectacular Sunset & Mtn Views
Smart TV, fireplace, books, stereo

Eagle Harbor View Cottage

Eagle Harbor View Cottage
Winslow
10.0 out of 10, Exceptional, (108 reviews)
"Great place!"
United States
Eric G.
The price is NZ$1,163
includes taxes & fees
19 July - 20 July
Eagle Harbor View Cottage
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.
View all properties

Top Pioneer Square Hotel Reviews

Courtyard Seattle Downtown Pioneer Square

Courtyard Seattle Downtown Pioneer Square

10/10 Excellent
"Clean rooms great atmosphere"
Gerald 2-night trip
Posted less than an hour ago
Courtyard Seattle Downtown Pioneer Square

Frequently asked questions

Searching for romantic hotels in Pioneer Square?
Are you and your partner in need of a romantic escape? Our guests also love Pioneer Square for its major shopping area and sporting events. If you want to explore the area, you might head to Smith Tower, Pioneer Square or Occidental Square. If you'd like to stay close to a particular destination, you can sort by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
What is there to do in Pioneer Square?
There's nothing better than seeing a new place with your sweetheart, so consider checking out all that Pioneer Square has to offer. Couples looking for a little of everything will enjoy Pioneer Square for its shopping, museums and sporting events. You might think about stopping by Smith Tower, Pioneer Square or Occidental Square while you're seeing the sights.
What's the best way to get to Pioneer Square and around town during my romantic getaway?
These transportation options in Pioneer Square might help your romantic trip go off without a hitch: The closest major airport is Seattle, WA (LKE-Lake Union Seaplane Base), located 1.8 mi (2.9 km) away. Nearby metro stations include Pioneer Square Station and Occidental Mall Stop.

Explore a world of travel with Expedia