Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Free cancellation on most hotels. Because flexibility matters.

Pioneer Courthouse Square

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 Pioneer Courthouse Square Flight + Hotel Deals

Best Lodging Options Near Pioneer Courthouse Square

See all 1,227 Properties near Pioneer Courthouse Square
Staypineapple, Hotel Rose, Downtown Portland $104
Staypineapple, Hotel Rose, Downtown Portland

Staypineapple, Hotel Rose, Downtown Portland

50 SW Morrison Street, Portland, OR
     
    3.5 out of 5.0 Stars

    Located in Downtown Portland, this hotel is steps from Yamhill National Historic District and Mill Ends Park. World Trade Center and Tom McCall Waterfront Park are also within 5 minutes. Yamhill District Station and Morrison-SW 3rd Avenue Station are within a 2-minute walk.

    Mark Spencer Hotel $93
    Mark Spencer Hotel

    Mark Spencer Hotel

    409 Sw 11th Ave, Portland, OR
       
      3.0 out of 5.0 Stars

      Located in Downtown Portland, this hotel is within a 10-minute walk of Powell's City of Books, Roseland Theater, and Pioneer Courthouse Square. Portland Art Museum and Portland State University are also within 1 mi (2 km). Galleria-SW 10th Avenue Station is only a 4-minute walk and Library-SW 9th Avenue Station is 6 minutes.

      The Benson, a Coast Hotel $115
      The Benson, a Coast Hotel

      The Benson, a Coast Hotel

      309 SW Broadway, Portland, OR
         
        4.0 out of 5.0 Stars

        Located in Downtown Portland, this romantic hotel is within a 10-minute walk of Powell's City of Books, Pioneer Courthouse Square, and Portland Saturday Market. Lan Su Chinese Garden and Portland Art Museum are also within 15 minutes. SW 6th-Pine Street Station is only a 2-minute walk and SW 5th-Oak Street Station is 2 minutes.

        The Duniway Portland A Hilton Hotel $118
        The Duniway Portland A Hilton Hotel

        The Duniway Portland A Hilton Hotel

        545 SW Taylor St, Portland, OR
           
          4.5 out of 5.0 Stars

          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. Keller Auditorium and Roseland Theater are also within 10 minutes. Pioneer Square South Station and Pioneer Place-SW 5th Avenue Station are within a 2-minute walk.

          Hotel Lucia $110
          Hotel Lucia

          Hotel Lucia

          400 SW Broadway, Portland, OR
             
            4.0 out of 5.0 Stars

            Located in Downtown Portland, this romantic hotel is within a 10-minute walk of Powell's City of Books, Pioneer Place, and Portland Art Museum. Providence Park and Portland State University are also within 1 mi (2 km). SW 6th-Pine Street Station and Pioneer Square North Station are within a 5-minute walk.

            Hampton Inn and Suites by Hilton Portland-Pearl District $110
            Hampton Inn and Suites by Hilton Portland-Pearl District

            Hampton Inn and Suites by Hilton Portland-Pearl District

            354 NW 9th Ave, Portland, OR
               
              3.5 out of 5.0 Stars

              Located in Pearl District, this hotel is within a 15-minute walk of Powell's City of Books and Providence Park. Tom McCall Waterfront Park and Oregon Convention Center are also within 1 mi (2 km). NW 6th-Davis Street Station is 5 minutes by foot and Union Station-NW 6th and Hoyt Street Station is 6 minutes.

              The Paramount Hotel $108
              The Paramount Hotel

              The Paramount Hotel

              808 SW Taylor St, Portland, OR
                 
                3.5 out of 5.0 Stars

                Located in Downtown Portland, this hotel is within a 5-minute walk of Arlene Schnitzer Concert Hall, Portland Art Museum, and Pioneer Courthouse Square. Tom McCall Waterfront Park and Portland State University are also within 10 minutes. Library-SW 9th Avenue Station is only a 2-minute walk and Pioneer Square South Station is 3 minutes.

                Canopy by Hilton Portland Pearl District $118
                Canopy by Hilton Portland Pearl District

                Canopy by Hilton Portland Pearl District

                425 NW 9th Avenue, Portland, OR
                   
                  4.0 out of 5.0 Stars

                  Located in Pearl District, this hotel is within a 10-minute walk of Powell's City of Books and Roseland Theater. Veterans Memorial Coliseum and Moda Center are also within 1 mi (2 km). Union Station-NW 6th and Hoyt Street Station is only a 5-minute walk and Union Station-NW 5th and Glisan Station is 5 minutes.