Highlights

 WEEKEND

There’s a lot going on, and it’s all right here! From Sunday Parkways and art festivals to late-night eats and Sunday strolls, Staycation Weekend is packed with ways to explore, connect, and celebrate downtown. Whether you’re rolling in on your bike or caravanning in with the whole crew, this is your guide to the good stuff.

FEATURED EVENTS

A person in a wheelchair being pulled by a dog in a cart, on a road in Portland, September 14. In the lower left, a man and a woman with bicycles chatting, and in the lower right, a group of people practicing yoga outdoors.

Sunday Parkways

All Over Downtown!
Sunday, 12 p.m. – 5 p.m.

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A soccer game at Portland Timbers stadium with fans, flags, and a yellow smoke flare in the stands.

Portland Timbers

Against NY Red Bulls
Saturday, 7:30 p.m.

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A person in a floral shirt sitting by a railing watching many people swimming and relaxing in a river at sunset, with a city skyline and bridge in the background.

Lloyd Live: At the Dock Finale

At the Dock!
Saturday, 4pm - 7pm

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Line drawing of stacks of books, a glass, and a small object on a table with a solid blue background.

StoryWork: The Prints of Marie Watt

Jordan Schnitzer Museum @ PSU
Saturday, 11 am - 5pm

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A traditional Chinese pavilion surrounded by autumn trees, with a pond and a small boat in the foreground.

Lan Su Chinese Garden

25th Anniversary Celebration
10 a.m. – 6:30 p.m.

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An aerial view of a city street with a basketball court featuring the Portland Trail Blazers logo, surrounded by people, tents, and booths, with buildings and trees in the background.

Chinatown Meet - Block Party

NW Couch Street between 5th and 4th
Saturday, 1 pm - 6pm

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A colorful illustration of a witch with long purple and white hair, dressed in black with jewelry, holding a wand with green magical smoke. She is in a room filled with magical books, potions, and mystical elements, promoting a Portland Staycation event from September 12 to 14 with activities like a kids' fantasy fair and a magical realms quest.
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Flyer for the 2025 PDX Pop Now! Music Festival, happening September 12th to 14th at Midtown Beer Garden. The event is free and open to all ages. Features a cartoon character of a yellow furry creature with antennae, speaking into a microphone.

PDX Pop Now

Midtown Beer Garden
Friday – Sunday

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A man wearing safety headphones and glasses uses a drill press to work on a wooden piece in a woodworking shop.

The Joinery Showing

The Joinery showroom 102 NWth
Saturday, 1 pm - 4pm

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Interior of a modern furniture and home decor store with wooden floors, shelves filled with various decorative items, and a seating area in the center showing chairs, a small table, and rugs, with other furniture and plants along the walls.

SMG Collective

Sidewalk Sale

Out with the old, in with something new (for you)!

We’re making room for fresh arrivals, which means big savings on some of our most loved pieces. Shop modern home goods, furniture, rugs, and a curated selection of locally made ceramics—all at our lowest prices yet. Whether you're refreshing a room or finding that perfect finishing touch, now’s the time to snag beautiful, functional pieces before they’re gone for good!

110 NW 9th Avenue
Friday & Saturday

OTHER COOL EVENTS

  • PICA TBA FESTIVAL

    CONTEMPORARY ART FESTIVAL

    September 4 – 14

  • OREGON SYMPHONY

    PIRATES OF THE CARIBBEAN

    Friday & Saturday

  • Sizzle Pie Concert series

    Friday September 12th @9pm

    A free concert featuring the band Hi Glow! $3 slices and $2 beers available on the 12th from 7pm-midnight. 

  • Salsa on the Rooftop

    Located at Migration Pacwest, in partnership with SonLatino Pdx 

    Saturday 6pm - 9:45pm


  • EVERCLEAR

    CRYSTAL BALLROOM

    Saturday 7 p.m

  • PDX GEEK WEEK

    DIRECTOR PARK

    September 5 - 14

  • SMG Collective

    SIDEWALK SALE

    Friday & Saturday

  • SonLatino PDX at Migration Brewing Pacwest Patio

    SonLatino PDX in Portland, OR focusing on bringing diversity and connecting communities through culture, music and dance. Join in on the fun at the Migration Brewing Pacwest Patio every 2nd and 4th Saturday for great music, great vibes, and great drinks!


  • McMenamins Hal's Café

    On Saturday, September 13, we're celebrating being Halfway to St. Patrick's Day with all-day happy hour specials on pints of McMenamins Irish Stout and Iced Irish Coffees!

  • No Vacancy

    Portland’s historic OId Town neighborhood will transform into a free open-air art gallery featuring 17 local artists and 17 vacant buildings. All the art installations can be viewed from the sidewalk, and the walking gallery will be available to view.

    The No Vacancy Project team will host walking tours during Saturday market – meet us at 10am on Saturday the 13th, at elle Gallery, 207 SW Pine Street.

  • OMSI

    The Oregon Science Festival at OMSI!

    Enjoy a weekend of special workshops, lectures, and events—all celebrating STEAM education. Learn about fossils, how to make a robot, participate in creating a mural, see a 1,000,000 Volt Tesla Coil demonstration, and much more! It's science-fueled fun for all ages at OMSI.escription goes here

  • BENTLEY FLEURS Photo Op

    Sunday 12-5pm

    ✿ On the sidewalk in front of Bentley Fleurs, a Fresh Floral Photo Stop for all to pose in and capture a quick photo surrounded by a large scale floral art installation! Compliments of Bentley Fleurs! ✿

  • Pearl District Neighborhood Association

    End of summer Pearl Party on 9/13 from 1-9pm on NW13th between Glisan and Hoyt. There will be entertainment, food, drinks and booths from local Pearl based businesses.

    Free and open to all ages!

  • Portland Art Museum

    Visit the Portland Art Museum to see iconic contemporary art from the collections of Jordan D. Schnitzer, newly reinstalled European and American galleries, and get a glimpse of what's coming in November when the expanded and renovated Museum opens. Plus, be among the first to experience the new Shop at PAM!

  • Summer Supper

    Urban Gleaners is excited to hold their second annual Summer Supper on September 14 at The Redd on Salmon, from 5-8pm.

    Summer Supper will feature a walk-around tasting event celebrating Oregon's most interesting and dynamic chefs and restaurants.

  • TIKI BOAT RIVER TOURS

    From Island Style Charters:

    Tiki Happy Hour Palapa Party! 2hr

    Location: Portland, OR

    Saturday, September 13, 2025 at 3:00pm

    15% off Cruises with code: StayCay15