City Cast Portland logo

Your Guide to the Pearl District

Posted on August 30
Ben McBee

Ben McBee

People browse artist booths under the trees at Art in the Pearl. In the foreground, colorful glass sculptures sit on pedestals.

Attendance at Art In The Pearl is free, but every dollar you spend goes toward actual human artists. (Courtesy of Art in the Pearl)

The Pearl District, bounded by Burnside, Broadway, I-405, and the Willamette River, has just about everything you could want: urban green spaces, world-class dining, breweries galore, and an entire city block of books. And if you’re here, chances are you’re keen to explore the neighborhood on foot, so we’ve got you covered (and actually, so does KEEN).

Why You Should Visit This Week: Art In The Pearl

Portland’s largest outdoor art fair is celebrating its 30th anniversary Saturday, Sept. 5 through Monday, Sept. 7 under the trees in the North Park Blocks. Not to be confused with First Thursday, this once-a-year, artist-run event is a great opportunity to purchase original work from local and international talents, while learning more about their inspiration and the meaning behind each piece through conversations with the artists themselves.

Several artists demonstrate their crafts live, including handweaving, sculpting, woodcarving, calligraphy, and metalworking. Children and families are also invited to the hands-on art pavilion for instructional events from Lakewood Center For The Arts, Oregon Potters Association, Golden Road Arts, and Oregon Art Center.

Eat & Drink: A Gourmet Gem

There are seriously good eats in the Pearl. The award-winning Andina wows guests with modern Peruvian cuisine. Trattoria Gallo Nero serves up an intimate taste of Tuscany where the bruschetta and wine seem endless. There are also Janken and Via Delizia, which may serve entirely different fare — Japanese-Korean fusion and Italian, respectively — but they certainly share a love for massive, decorative indoor trees. Jojo has phenomenal fried chicken sandwiches, and we’re here for the “Mexican-forward” revival over at República.

Mixology is also a serious art in the neighborhood. Enjoy these drinks, pinkies out.

  • The Best of Both Worlds cocktail at Teardrop Lounge is a quintessential summertime sip, featuring Trinidad rum, Zoiglhaus Helles lager, sweet vermouth, raspberry, mint, and lime.
  • Trade whatever plans you had tonight for a sip of Oolong Old Fashioned, courtesy of the Silk Road.
  • Curry Favor at Fools and Horses is an irresistible, Southeast Asian-inspired gin sour.
  • Inventive coffee cocktails, like the Margarita Negra, steal the show at Secret Grove.
  • Comala specializes in mezcal — why not try a flight?

Theater: Life is a Stage

Where can you watch the whole spectrum of the human experience play out in one place? Portland Center Stage at The Armory, of course. In its 20th season at the historic venue, PCS will open the curtains on classics such as “Pride & Prejudice” and “Little Shop of Horrors” alongside new works like “Covenant.” Tickets are on sale now.

Did we miss something in the Pearl District? Send us a line to share your recs.

📲 Your Pearl District Recommendations
see more:things to do

Share article

Hey Portland

Stay connected to City Cast Portland and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.

The Weekly Wander by City Cast Portland

See All
The Weekly Wander by City Cast PortlandOctober 25

Side Quest: A Bubbly Backstory

Which backstory of downtown Portland’s Benson bubblers do you choose to believe?

A four-armed drinking fountain pedestal, known in Portland as Benson Bubblers, squirts water. Yellow leaves cover the bricks and some leaves have even landed in the bowls of the bubbler.
The Weekly Wander by City Cast PortlandOctober 22

Your Guide to Downtown Portland

Last caw! Don’t miss out on “Follow the Crows,” an interactive art trail in downtown Portland celebrating Laika’s upcoming film, “Wildwood.”

Downtown Portland’s skyline sparkles during blue hour. The perspective shows the view from Pittock Mansion, facing eastward.
The Weekly Wander by City Cast PortlandOctober 18

Side Quest: Drawing Nature into the City

Every award-winning park starts with a sketch. See the history behind one of Portland’s most famous green spaces.

Landscape design sketches from architect Lawrence Halprin show the vision for a tree-lined promenade in downtown Portland’s Open Space Sequence.
The Weekly Wander by City Cast PortlandOctober 18

Your Guide to Portland State University

There’s always something to do around the South Park Blocks, from the PSU Farmers Market to cultural celebrations like Catrinas en la Calle.

Two passengers walk onto the yellow and green Portland Streetcar beneath a leafy green canopy at the South Park Blocks stop on Portland State University’s campus.
The Weekly Wander by City Cast PortlandOctober 11

Side Quest: From Beyond the Grape

Frightful festivities from beyond the grapes await as Willamette Valley wineries host Halloween events. Throw on your costume and get rea...

Fog sits low among the fields and trees of Willamette Valley wine country. In the foreground, green grape plants show signs of fall as leaves begin to turn yellow.
The Weekly Wander by City Cast PortlandOctober 11

Your Guide to Tualatin

Don’t rock the gourd or you’ll miss Tualatin’s West Coast Giant Pumpkin Regatta when it returns Oct. 18. Join the fun and see what else t...

Two costumed people — one dressed as an aviator and the other in a squirrel suit — paddle their giant pumpkins toward the finish line at the West Coast Giant Pumpkin Regatta in Tualatin. Crowds of people cheer them on in the background.
The Weekly Wander by City Cast PortlandOctober 4

Side Quest: A Smile That Can’t Be Bleat

Need a mood boost? Portland's goats deliver. Here's where to visit, feed, and hang out with the city's most charming herds, from St. John...

A black and white goat stands elevated on a stone and wood tower outside of the Sellwood Goat House in Portland, Oregon.
The Weekly Wander by City Cast PortlandSeptember 20

Side Quest: Go Big or Gourd Home

It’s almost pumpkin patch season on Sauvie Island, that time of year when caravans arrive in search of colorful squash to carve, and appl...

A pile of orange and green pumpkins at the entrance to The Pumpkin Patch on Sauvie Island. In the background, there’s a large red barn and farm store.

The latest in Portland

Local CivicsOctober 29

Your Guide To the Fall 2026 Election in Portland

We’re closing in on Election Day 2026, so here's your guide to the key races and how to vote in the Portland area.

hand putting ballot into mailbox
Food & DrinkOctober 5

The Best Fall Foods in Portland

A fall festival at Bauman's Farm apples at a Hood River orchard (Kiyokawa Family Orchards, ideally), and a Sauvie Island pumpkin patch (B...

A pulled pork sandwich, soup, and apple cider slushy at Sugarpine Drive-In.
Neighborhood GuidesOctober 4

Your Guide to Parkrose

Petting zoo, line dancing, and live music: Portland Fall Fest hits Rossi Farms on Oct. 4. Here’s how to make a day of it in Parkrose, plu...

A mural at 10721 NE Sandy Blvd. in Portland’s Parkrose neighborhood depicts farmers working in fields colored orange, red, and green. The blue-hued figures load yellow crates onto a blue truck.
Portland Life HacksOctober 2

Tips for a Better October 2026 in Portland

You know what’s coming: The next six months in Portland involve a lot of rain and colder weather, so let's get ready for it.

River with the steal bridge in the background, I-5 on the right side, downtown showing on right
Portland's BestOctober 1

What To Do in Portland in October 2026

Check out these classic October outings in Portland, including corn mazes, fall foliage viewing, and Halloween celebrations.

Tree leaves turning red.
Neighborhood GuidesSeptember 27

Your Guide to Kerns

When members of the Holy Trinity Greek Orthodox Cathedral moved into the large church at the corner of Northeast Glisan Street and 32nd A...

A street view from the corner of Northeast Glisan Street and Northeast 28th Avenue of the Apambichao Building, a cream and white colored Victorian apartment building that sits above Pambiche, a Cuban restaurant painted a deep blue.
Food & DrinkSeptember 27

Take a Tour of Franz Bakery in Portland

There are some things you knead to dough (sorry, seasonal allergies are the worst) about Franz Bakery, a fifth-generation, family-owned b...

Loaves of Franz bread tumble off of a conveyor belt at Franz Bakery in Portland, Oregon.
Portland's BestSeptember 1

What To Do in Portland in September 2026

September brings migrating swifts, Comic Con, Geek Week, and the start of apple-picking season, with plenty of ways to enjoy Portland’s f...

church with a purple blue sky and birds in the air above a domed church with swifts