Pioneer Courthouse Square

Vacation Travel Guide
Pioneer Courthouse Square featuring 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 Hotels Close to Pioneer Courthouse Square

The Paramount Hotel
The Paramount Hotel
3.5 out of 5
808 SW Taylor St, Portland, OR
The price is $109 per night from Jan 23 to Jan 24
Located in Downtown Portland, this hotel is within a 10-minute walk of Arlene Schnitzer Concert Hall, Portland State University, and Roseland Theater. Providence ...
4.6/5 Exceptional! (1,087 reviews)
"Great location and helpful staff. Perfect hotel for a weekend stay in Portland."

Reviewed on Jan 18, 2022

The Paramount Hotel
Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
The price is $113 per night from Jan 27 to Jan 28
Located in Downtown Portland, this hotel is within 1 mi (2 km) of Pioneer Courthouse Square, Portland State University, and Oregon Convention Center. Portland ...
4.4/5 Excellent! (977 reviews)
"Everything was great"

Reviewed on Jan 20, 2022

Courtyard by Marriott Portland City 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 $112 per night from Jan 26 to Jan 27
Located in Downtown Portland, this luxury hotel is within a 10-minute walk of Pioneer Courthouse Square, Keller Auditorium, and Roseland Theater. Portland State ...
4.4/5 Excellent! (988 reviews)
"What we did like was Michael at the front desk, super nice but the heavy noise during the evening and the garbage outside of the elevators going to the garage was a little nasty, maybe a homeless person was going through trash?"

Reviewed on Jan 18, 2022

The Duniway Portland A Hilton Hotel
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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Pioneer Courthouse Square

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Best Lodging Options Near Pioneer Courthouse Square

Staypineapple, Hotel Rose, Downtown Portland
Staypineapple, Hotel Rose, Downtown Portland
3.5 out of 5
50 SW Morrison Street, Portland, OR
The price is $84 per night from Feb 14 to Feb 15
Staypineapple, Hotel Rose, Downtown Portland
Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
The price is $113 per night from Jan 27 to Jan 28
Courtyard by Marriott Portland City 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 $112 per night from Jan 26 to Jan 27
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 $109 per night from Jan 23 to Jan 24
The Paramount Hotel
The Bidwell Marriott Portland
The Bidwell Marriott Portland
4 out of 5
520 Southwest Broadway, Portland, OR
The price is $127 per night from Feb 4 to Feb 5
The Bidwell Marriott Portland
The Porter Portland, Curio Collection by Hilton
The Porter Portland, Curio Collection by Hilton
4.5 out of 5
1355 SW 2nd Ave., Portland, OR
The price is $101 per night from Jan 23 to Jan 24
The Porter Portland, Curio Collection by Hilton
Hyatt Regency Portland at the Oregon Convention Center
Hyatt Regency Portland at the Oregon Convention Center
4 out of 5
375 NE Holladay St, Portland, OR
The price is $144 per night from Jan 23 to Jan 24
Hyatt Regency Portland at the Oregon Convention Center
The Heathman Hotel
The Heathman Hotel
4.5 out of 5
1001 SW Broadway, Portland, OR
The price is $135 per night from Feb 20 to Feb 21
The Heathman Hotel
Hotel Vance, Portland, a Tribute Portfolio Hotel
Hotel Vance, Portland, a Tribute Portfolio Hotel
3.5 out of 5
1455 S.W. Broadway, Portland, OR
The price is $99 per night from Jan 27 to Jan 28
Hotel Vance, Portland, a Tribute Portfolio Hotel
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.