Pioneer Courthouse Square Tours

Pioneer Courthouse Square featuring heritage architecture, a city and outdoor eating
Pioneer Courthouse Square featuring street scenes and a square or plaza as well as a small group of people
Pioneer Courthouse Square showing outdoor art and a statue or sculpture
Pioneer Courthouse Square which includes a city and heritage architecture
Pioneer Courthouse Square which includes a statue or sculpture


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.

Plan a trip to see Pioneer Courthouse Square

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Mark Spencer Hotel
Two Capes Lookout
Hyatt Centric Downtown Portland

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Best Lodging Options Near Pioneer Courthouse Square

Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Courtyard by Marriott Portland City Center
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
The Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
DoubleTree by Hilton Hotel Portland
Hyatt Centric Downtown Portland

Hyatt Centric Downtown Portland

4 out of 5
601 SW 11th Ave, Portland, OR
Hyatt Centric Downtown Portland
Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
409 Sw 11th Ave, Portland, OR
Mark Spencer Hotel
Heathman Hotel

Heathman Hotel

4.5 out of 5
1001 SW Broadway, Portland, OR
Heathman Hotel
The Benson Portland, Curio Collection by Hilton

The Benson Portland, Curio Collection by Hilton

4 out of 5
309 SW Broadway, Portland, OR
The Benson Portland, Curio Collection by Hilton
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St, Portland, OR
The Duniway Portland A Hilton Hotel
Hotel Lucia

Hotel Lucia

4 out of 5
400 SW Broadway, Portland, OR
Hotel Lucia
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.

Things to do near Pioneer Courthouse Square

Pioneer Courthouse Square in Portland, Oregon, offers a vibrant atmosphere with activities like biking and enjoying local theater performances. Don't miss the stunning Portland Japanese Garden nearby for a tranquil experience. For those interested in events, check out the annual Portland Marathon which showcases the city's beauty. Remember to explore the top tips for navigating the area to make the most of your visit!

Food and drinks

Indulge in local flavors at Rogue Distillery and Public House, just 0.5 miles from Pioneer Courthouse Square, or savor fine wines at Abbey Creek Winery, a mere 0.1 miles away. For a family-friendly dining experience, Topgolf offers a lively atmosphere 12 miles from the square.

Shopping

Pioneer Courthouse Square offers an exciting shopping experience with nearby gems like Powell's City of Books, just 0.3 miles away, and the Portland Saturday Market, located 0.5 miles away. If you're up for a drive, check out the Lloyd Center, a vibrant shopping destination 2 miles from the square.

Recreation

At Moda Center, immerse yourself in the energetic atmosphere of live sports events, just a mile from Pioneer Courthouse Square. Enjoy a romantic evening of dance and culture at Norse Hall, also a mile away. For outdoor enthusiasts, Eastmoreland Golf Course, located four miles away, offers a scenic golfing experience.

Adventure

Experience the thrill of motor racing at Portland International Raceway, located 5 miles from Pioneer Courthouse Square. For a scenic hike, explore the Wildwood Trail, 2 miles away, offering beautiful outdoor views. Alternatively, enjoy aquatic activities at Tualatin Hills Aquatic Center, located 8 miles from the square.

Nightlife

The nightlife around Pioneer Courthouse Square offers a vibrant mix of experiences. Enjoy a romantic show at Keller Auditorium, indulge in family fun at Oaks Amusement Park, or catch a film at the charming Hollywood Theater for a memorable evening in Portland.

Find the best attractions near Pioneer Courthouse Square

Pioneer Courthouse Square in Portland, Oregon, offers a vibrant mix of attractions, including urban parks and nearby national and state parks, perfect for families and outdoor enthusiasts alike. Visitors can explore the historic Pioneer Courthouse, enjoy the bustling atmosphere of Pioneer Place, and discover the charm of Southwest Portland. With a variety of Portland attractions surrounding the square, there's something for everyone to enjoy in this lively urban hub.

  • Oregon Convention Center: Just a mile from Pioneer Courthouse Square, this hub of business and events offers a dynamic atmosphere. With its modern architecture and spacious layout, the center hosts a variety of conferences and exhibitions, making it a perfect spot for networking and exploring innovations.
  • Oregon Health and Science University: Also located a mile away, this vibrant institution combines education and research in a bustling urban setting. The university's modern facilities and cutting-edge programs provide a glimpse into the future of health and science.
  • Portland Japanese Garden: This tranquil oasis, located a mile away, is a stunning representation of Japanese culture and artistry. With its serene gardens and friendly ambiance, it offers visitors a peaceful retreat amidst the city's hustle and bustle.

Best time to go to Pioneer Courthouse Square

Visitor numbers around Pioneer Courthouse Square is generally unchanged in popularity throughout the year. The best time to visit Pioneer Courthouse Square can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Pioneer Courthouse Square falls in August, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature around Pioneer Courthouse Square falls in December, visitor numbers are average and weather is mostly cloudy with moderate rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly CloudySlightly LowSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudySlightly LowAverage
March45.0°F (7.2°C)Light RainMostly CloudyAverageAverage
April49.5°F (9.7°C)Light RainMostly CloudyAverageSlightly High
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No Rain (Dry)Mostly SunnySlightly HighAverage
July69.1°F (20.6°C)No Rain (Dry)SunnySlightly HighSlightly High
August70.3°F (21.3°C)No Rain (Dry)SunnySlightly HighSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnySlightly LowAverage
November45.5°F (7.5°C)Light RainMostly CloudyAverageSlightly Low
December39.9°F (4.4°C)Moderate RainMostly CloudyAverageSlightly Low

Booking tips and Expedia advantages for Pioneer Courthouse Square

To save money during your visit to Pioneer Courthouse Square, take advantage of its free entry and explore nearby attractions like Powell's City of Books and Tom McCall Waterfront Park. Consider traveling between November and January for lower accommodation prices. Use Expedia to compare hotel options and book packages that include flights and activities for additional savings. Joining Expedia's One Key membership can provide exclusive discounts and rewards. Always check for the latest prices and reservation costs to ensure the best deals on your trip.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Pioneer Courthouse Square are November to January, where the prices are slightly lower. This is in comparison to April and July to August, where prices are slightly higher.
  • Find cheap hotels on Expedia: Utilize Expedia's handy search tool to tailor your options based on your budget, desired location, and preferred type of hotel. To discover the most affordable prices and deals, sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel stay at Pioneer Courthouse Square with your flights and activities.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.