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.

Browse tours and tickets to explore Pioneer Courthouse Square

Tours & day trips

See all 58 activities

Private & custom tours

See all 9 activities

Adventure & outdoor

See all 5 activities

Reviews of Pioneer Courthouse Square

4.2
Top Destination
5 - Excellent
406
5 - Excellent 38%
4 - Good
524
4 - Good 49%
3 - Okay
108
3 - Okay 10%
2 - Disappointing
12
2 - Disappointing 1%
1 - Terrible
10
1 - Terrible 1%

3/5 - Okay

Verified traveler

Not much going on here when I visited. Maybe because it was November?

3/5 - Okay

Verified traveler

Beggars.

2/5 - Disappointing

Verified traveler

This area was under construction, so not much to really see.

4/5 - Good

Owen

Best place for purchase and instruction on public transit passes

4/5 - Good

Verified traveler

Where we boarded and got off the Max train to get to and from our hotel.

3/5 - Okay

Verified traveler

While we were there, there were protests happening with tear gas and rubber bullets - had we known ahead of time we would have picked another day!

Popular places to visit


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
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
Dossier Hotel

Dossier Hotel

4.5 out of 5
750 SW Alder Street, Portland, OR
Dossier Hotel
Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
409 Sw 11th Ave, Portland, OR
Mark Spencer Hotel
The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

4.5 out of 5
506 SW Washington St, Portland, OR
The Royal Sonesta Portland Downtown
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
Embassy Suites by Hilton Portland Downtown

Embassy Suites by Hilton Portland Downtown

4 out of 5
319 SW Pine St, Portland, OR
Embassy Suites by Hilton Portland Downtown
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 is a vibrant hub for tourists, offering a variety of activities such as biking and exploring the local art scene. Visitors can enjoy engaging theater performances and participate in lively dance parties at nearby dance academies. This central location serves as a perfect starting point for experiencing the city's culture and entertainment options.

Shopping

Discover Powell's City of Books, a unique bookstore just 483m from Pioneer Courthouse Square. For a larger shopping experience, visit Lloyd Center, 3.2km away, offering entertainment and family-friendly vibes. If you're up for a drive, check out Alberta Street, located 4.8km away, featuring eclectic shops and local charm.

Recreation

Experience the energetic atmosphere at Moda Center, just 1.6km away, where you can catch a thrilling game. For a lively night, enjoy live music at McMenamins Crystal Ballroom, only 644m away. For relaxation, visit Westmoreland Park, a serene escape located four miles from the square.

Adventure

Experience the thrill of motor racing at Portland International Raceway, located 8.0km from Pioneer Courthouse Square, where adrenaline meets sports excitement. For stunning views and family fun, ride the Portland Aerial Tram, situated 1.6km away. Alternatively, enjoy the scenic Leif Erickson Trail, 8.0km away, perfect for hiking enthusiasts.

Nightlife

Experience the vibrant nightlife near Pioneer Courthouse Square with a show at the Keller Auditorium for an entertaining evening filled with culture. For a fun twist, visit Ground Kontrol Classic Arcade, where adventure meets nostalgia, or enjoy live performances at the Roseland Theater for a romantic night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Pioneer Courthouse Square

Pioneer Courthouse Square in Portland, Oregon, offers a vibrant mix of urban parks, modern colleges, and private gardens, making it a perfect spot for culture enthusiasts and families alike. Visitors can explore notable attractions like the historic Pioneer Courthouse, Pioneer Place shopping center, and the bustling Pioneer Square. With diverse activities and points of interest, this iconic square provides an enriching experience for all travelers.

  • Oregon Convention Center: This premier event venue offers a bustling atmosphere ideal for business travelers and conference attendees. With its modern design and extensive facilities, you'll find it a hub for innovation and networking, making it a significant landmark in Portland.
  • Oregon Health and Science University: A leading institution in health and education, this university showcases cutting-edge architecture and vibrant city vibes. It's a place where academic excellence meets community engagement, offering a unique glimpse into Portland's commitment to health and research.
  • Tom McCall Waterfront Park: Enjoy scenic views and a lively atmosphere at this urban park. Perfect for families and outdoor enthusiasts, the park features walking paths, fountains, and green spaces along the Willamette River, making it a delightful spot to relax and unwind.

Best time to go to Pioneer Courthouse Square

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly CloudySlightly LowSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudySlightly LowSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageAverage
April49.5°F (9.7°C)Light RainMostly CloudyAverageAverage
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No RainMostly SunnySlightly HighSlightly High
July69.1°F (20.6°C)No RainSunnySlightly HighSlightly High
August70.3°F (21.3°C)No RainSunnySlightly 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 CloudyAverageAverage
December39.9°F (4.4°C)Moderate RainMostly CloudyAverageSlightly Low

Booking tips and Expedia advantages for Pioneer Courthouse Square

To save money on your trip to Pioneer Courthouse Square, consider visiting during the off-peak months of December to February when hotel prices are lower. Mondays are typically the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find deals by filtering for eco-certified hotels and sorting by price. Combining your hotel, flights, and activities into a package deal can also lead to significant savings. Don't forget to look for special offers on Portland hotels to maximize your budget.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Pioneer Courthouse Square are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Pioneer Courthouse Square is Monday. The most expensive day to stay around Pioneer Courthouse Square is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your travel preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay at Pioneer Courthouse Square with your flights and activities through an Expedia package deal.

Explore a world of travel with Expedia

Explore a world of travel with Expedia