Pioneer Courthouse Square

Holiday Travel Guide
Pioneer Courthouse Square showing heritage architecture, outdoor eating and a city

Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.

Pioneer Courthouse Square is one of Portland’s true icons, a lovely brick-lined public square where locals and tourists take a moment to relax and enjoy the atmosphere. Appreciate a break at the heart of the city’s revitalized downtown.

As you explore the square, realize that it very nearly did not become what it is today. From 1890, this was the site of the Portland Hotel, which was later replaced by a two-story parking garage. The city eventually purchased the land and incorporated the public square into its groundbreaking 1972 Downtown Plan.

It was not until a group of citizens named “Friends of Pioneer Square” raised $1.5 million in the 1980s that the plans for a city square could be realized. Now Pioneer Courthouse Square is a beloved and vital element of Portland life, referred to affectionately by locals as their downtown “living room.”

Stroll around the square to appreciate its many design features, from Greek terra-cotta columns and maple trees on the northern and southern sides to the grand brick amphitheater that dominates the large space. Admire the square’s many public artworks, including the iconic Allow Me life-sized sculpture of a man offering his umbrella.

Follow the patterned brick path across the street to the Pioneer Courthouse, one of the oldest functioning buildings of its type in the United States. This beautiful Italianate structure, which gave its name to the square, is said to be the oldest federal building in the Pacific Northwest.

Check the online event calendar to see what is happening at Pioneer Courthouse Square during your visit. Events are held almost daily, ranging from free live music and summer outdoor movies to Thanksgiving celebrations and holiday tree lightings. The Portland Farmers Market takes over the square on Mondays from June through August, offering delectable lunch options in addition to local produce and baked goods.

Pioneer Courthouse Square is located centrally in Portland, easily accessible on foot and by public transportation. Purchase food and drink from vendors at the square. You can also find the Visitor Information Center and TriMet ticket office here.

Top Trending Hotels Near Pioneer Courthouse Square

The Paramount Hotel
The Paramount Hotel
3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is Rs10,600 per night from 26 Sep to 26 Sep
Located in Downtown Portland, this hotel is 0.1 mi (0.1 km) from Shemanski Fountain and within 3 miles (5 km) of Aladdin Theater and Lloyd Center. Oregon Historical ...
4.7/5Exceptional! (1,106 reviews)
"Great location, spacious room, great staff"

Reviewed on 18 Sep 2021

The Paramount Hotel
The Duniway Portland A Hilton Hotel
The Duniway Portland A Hilton Hotel
4.5 out of 5
545 SW Taylor St, Portland, OR
The price is Rs12,483 per night from 22 Oct to 22 Oct
Located in Downtown Portland, this luxury hotel is within a 10-minute walk of Pioneer Courthouse Square, Portland Art Museum, and Tom McCall Waterfront Park. ...
4.4/5Wonderful! (985 reviews)
"I love the Duniway!"

Reviewed on 21 Sep 2021

The Duniway Portland A Hilton Hotel
Hyatt Centric Downtown Portland
Hyatt Centric Downtown Portland
4 out of 5
601 SW 11th Ave, Portland, OR
The price is Rs12,441 per night from 10 Oct to 10 Oct
Located in Downtown Portland, this hotel is within a 10-minute walk of McMenamins Crystal Ballroom and Pioneer Courthouse Square. Oregon Museum of Science and ...
4.7/5Exceptional! (441 reviews)
"The hotel appeared to have a full bar but no one was ever there. It would've been nice to get something without leaving the hotel. The room was great, but i didn't like that the bathroom didn't have a fan. So if you're sharing the room, you're roomie will hear everything you're doing in the ..."

Reviewed on 21 Sep 2021

Hyatt Centric Downtown Portland
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.

Popular places to visit in Pioneer Courthouse Square

Pioneer Courthouse Square


Top Hotel Deals

University Place Hotel & Conference Center
University Place Hotel & Conference Center
2.5 out of 5
310 SW Lincoln Street, Portland, OR
The price is Rs7,729 per night from 26 Sep to 26 Sep
University Place Hotel & Conference Center
The Duniway Portland A Hilton Hotel
The Duniway Portland A Hilton Hotel
4.5 out of 5
545 SW Taylor St, Portland, OR
The price is Rs12,483 per night from 22 Oct to 22 Oct
The Duniway Portland A Hilton Hotel
The Paramount Hotel
The Paramount Hotel
3.5 out of 5
808 SW Taylor St, Portland, OR
The price is Rs10,600 per night from 26 Sep to 26 Sep
The Paramount Hotel
Hyatt Centric Downtown Portland
Hyatt Centric Downtown Portland
4 out of 5
601 SW 11th Ave, Portland, OR
The price is Rs12,441 per night from 10 Oct to 10 Oct
Hyatt Centric Downtown Portland
Staypineapple, Hotel Rose, Downtown Portland
Staypineapple, Hotel Rose, Downtown Portland
3.5 out of 5
50 SW Morrison Street, Portland, OR
The price is Rs8,916 per night from 30 Sep to 30 Sep
Staypineapple, Hotel Rose, Downtown Portland
Mark Spencer Hotel
Mark Spencer Hotel
3 out of 5
409 Sw 11th Ave, Portland, OR
The price is Rs10,534 per night from 27 Sep to 27 Sep
Mark Spencer Hotel
Portland Marriott Downtown Waterfront
Portland Marriott Downtown Waterfront
4 out of 5
1401 SW Naito Pkwy, Portland, OR
The price is Rs12,187 per night from 22 Oct to 22 Oct
Portland Marriott Downtown Waterfront
The Nines, a Luxury Collection Hotel, Portland
The Nines, a Luxury Collection Hotel, Portland
5 out of 5
525 SW Morrison Street, Portland, OR
The price is Rs18,895 per night from 10 Oct to 10 Oct
The Nines, a Luxury Collection Hotel, Portland
Hilton Portland Downtown
Hilton Portland Downtown
4 out of 5
921 SW 6th Ave, Portland, OR
The price is Rs11,671 per night from 6 Oct to 6 Oct
Hilton Portland Downtown
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.