The Top 15 Things To Do In Pioneer Square (2024)

Follow our guide to shopping, eating, drinking, and exploring in Seattle's oldest neighborhood.

Kelly Dougher - Staff Writer

The Top 15 Things To Do In Pioneer Square (2)

Looking for unique things to do in Pioneer Square?

You’ve come to the right place. Welcome to the Secret Seattle guide to Pioneer Square. We’ve gathered up the best neighborhood restaurant, the coolest bar, several free things to do, and a few hidden gems as well. Pioneer Square is Seattle’s oldest and most historic neighborhood, so it’s not hard to see beautiful architecture, art galleries, and charming cafes everywhere you look. Whether you’re a Seattle local or you’re only visiting for a day, you’ll find something new and exciting to check out on this list.

Interested in exploring more Seattle neighborhoods? Check out one of our other neighborhood guides:

  • The top things to do in Capitol Hill
  • The top things to do in West Seattle
  • The top things to do in Ballard
  • The top things to do in Queen Anne

Here are the top things to do in Pioneer Square:

1. Take a crafty class at The Works

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Looking for a unique activity in Pioneer Square? The Works offers a wide variety of in-person classes (and also sells DIY kits that you can do at home or purchase for a gift). You can take a class on floral arranging, screen printing, pie art, and more. It’s a great activity to do with with friends, or a great way to meet new friends! Get all the info you need on The Works website.

Address: 512 2nd Ave, Seattle, WA 98104

2. Enjoy champagne and macarons at Lady Yum

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Lady Yum is a sophisticated dessert shop located in Pioneer Square that is the place to get macarons in Seattle. Go there on Tuesdays to enjoy Bottomless Bubbly with your macarons.

Address: 2130 6th Ave, Seattle, WA 98121

3. Get drinks in a hidden basem*nt speakeasy

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The Pharmacy is a speakeasy bar hidden inside the basem*nt of Temple Billiards in Pioneer Square. They’re open Thursday through Saturday starting at 4:00 p.m. Check them out for craft co*cktails and retro vibes.

Address: 126 S Jackson St, Seattle, WA 98104

4. Grab a meal at Damn the Weather

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Damn the Weather is our favorite spot for lunch or dinner in Pioneer Square due to the elevated New American fare, craft co*cktails, and romantic ambiance. Note that as of right now they are closed Sundays and Mondays.

Address: 116 1st Ave S, Seattle, WA 98104

5. Go ice skating for free in December

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This is a seasonal activity, but mark your calendar now for next December. To celebrate the holidays, a free ice skating rink pops up in Pioneer Square for one weekend only. Read more about Seattle’s free ice skating rink.

6. Enjoy free “Parties in the Parks” in the summer

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Pioneer Square also hosts free fun in the summer months. Every week in the summer you can head to Pioneer Square for free mini golf, live music, kid-friendly activities, happy hour, and food trucks. Read more about Parties in the Parks.

7. Join the monthly Pioneer Square Art Walk

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On the first Thursday of every month, you can head to Pioneer Square for a free art walk! Read more about this and other Seattle art walks.

8. Get soft serve or take a class at The Pastry Project

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Indulge your sweet tooth at one of The Pastry Project’s classes in Pioneer Square. Choose from classes on chocolate, pastry, bread, and more. You can see their class and event schedule on the Pastry Project website.

Hot tip: In the summer months, they also have a pop-up window that serves some of the best soft serve in Seattle.

9. Take the Seattle Underground Tour

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Remember how we mentioned that Pioneer Square is Seattle’s most historic neighborhood? If that interests you at all, then you have to take the Seattle Underground Tour. You get to explore the still-existing underground streets below the city and learn some truly mind-boggling facts about Seattle history.

10. Go shopping at a boutique

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Looking to treat yourself or shop for a gift in Pioneer Square? This neighborhood is full of charming boutiques (such as Flora and Henri which is pictured above), bookstores, toy stores, and more. Head over to our guide to shopping in Pioneer Square.

11. Visit Smith Tower for brunch, movie nights, and more events

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You probably knew that Smith Tower has a great view, but did you know you can now go there for weekend brunch, free movie nights, co*cktail classes, night markets, and dance parties? Read all about all the things to do at Smith Tower in 2023.

12. Find the secret urban waterfall

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This tiny pocket park, dubbed the Waterfall Garden, can be found at what used to be the original location of the United Parcel Service (UPS) in Pioneer Square. You’ll find a few tables and chairs there next to a 22-foot man-made waterfall. It’s a great place to enjoy a coffee and a book.

13. Tour the Klondike Gold Rush National Historical Park

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You can enjoy a free, self-guided tour at this Gold Rush museum located in Pioneer Square. It is open daily and has two floors with short films, exhibits, and a chance for kids to earn their Junior Ranger Badge. Get more info on the National Park Service website.

14. Eat at Pioneer Square D&E

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This veteran-owned restaurant and bar in Pioneer Square is beloved by Seattleites for their fried chicken sandwiches and fresh oysters. They’re open daily except for Mondays for lunch, brunch, happy hour, and dinner.

15. Play a round of mini-golf at Flatstick Pub

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This pub in Pioneer Square is a great place to have a few drinks while playing mini-golf. You can event rent out a private course for your group. Bonus: Flatstick Pub is dog-friendly.

Also check out: 40 Exciting Things To Do In Capitol Hill

The Top 15 Things To Do In Pioneer Square (2024)

FAQs

What is Pioneer Square known for? ›

Laying claim as the city's “first neighborhood", Pioneer Square is a richly historic place known for its Renaissance Revival architecture, First Thursday art walks, night life, delicious lunch spots, and quirky boutiques. Explore the depth and beauty of Seattle's first historic district.

In which US city did UPS build a small waterfall park in Pioneer Square? ›

Waterfall Garden Park, also called UPS Park and UPS Waterfall Park, is a private 60-by-80-foot (18 m × 24 m) pocket park in Seattle, Washington, created in 1978 at the original United Parcel Service building in Pioneer Square.

Why is there an old underground city in the Pioneer Square area of Seattle? ›

It all started with the Great Seattle Fire of 1889... After streets and sidewalks were raised, underground passages were left behind, as shown on the left side of the drawing. Beneath Pioneer Square's well-trodden streets is a different set of walkways, ones unused by Seattlites living their daily lives.

What is the oldest neighborhood in Seattle? ›

Georgetown is arguably the oldest neighborhood of Seattle. Georgetown's first settlement was founded on September 27, 1851, when Luther Collins, Henry Van Asselt, and the Maple family arrived with their household goods with the intention of farming the rich alluvial lands of the Duwamish delta.

Is Pioneer Square getting better? ›

In many regards, Pioneer Square is having a renaissance. Commercial leasing and business activity have been on an upswing, while public and private investments surge. In 2023, the district saw more than 30 business openings, ranging from bars and restaurants to art galleries and curated retail.

Is Pioneer Square a good place to live? ›

Is Pioneer Square a good neighborhood in Seattle? Pioneer Square is a neighborhood that is rich in history and culture, and boasts a vibrant arts scene with numerous galleries, bookstores, and antique shops. It is also home to a variety of restaurants and cafes, offering a wide range of cuisines.

Where was the first UPS in Seattle? ›

It was called "Waterfall Park," "Waterfall Garden" or "UPS [United Parcel Service] Park," as it was located on the site of the first UPS headquarters in Seattle's Pioneer Square Neighborhood in 1907.

How old is Pioneer Square? ›

Pioneer Square is a neighborhood in the southwest corner of Downtown Seattle, Washington, US. It was once the heart of the city: Seattle's founders settled there in 1852, following a brief six-month settlement at Alki Point on the far side of Elliott Bay.

What is the lost city under Seattle? ›

The Seattle Underground is a network of underground passageways and basem*nts in the Pioneer Square neighborhood of Seattle, Washington, United States. They were located at ground level when the city was built in the mid-19th century but fell into disuse after the streets were elevated.

Is Seattle built over another city? ›

Is Seattle built on top of another city? There is an underground Seattle under what is now Seattle. You can take a tour of it if interested.

What is the time square most known for? ›

One of the main reasons why Times Square is so popular is the sheer amount of theaters along Broadway, in Lincoln Center, and the Theater District. You can catch award-winning plays and musicals all year long. The area is busiest during annual festivities, especially New Year's Eve.

How did Pioneer Square get its name? ›

The neighborhood takes its name from a small triangular plaza near the corner of First Avenue and Yesler Way, originally known as Pioneer Place. The Pioneer Square–Skid Road Historic District, a historic district including that plaza and several surrounding blocks, is listed on the National Register of Historic Places.

What is Square known for? ›

Square is a financial services platform by Block, Inc. for small and medium-sized businesses. It enables accepting credit card payments using smartphones as POS registers, and facilitates various business operations.

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