event poster with title in text

Portland Staycation

Editor's Pick
When
Sept. 12–14, 2025
Daily
Where
Portland, OR
Website

The following description was submitted by the event organizer.

This September, rediscover the heart of the city—your city. Join friends, family, and neighbors for Portland’s first-ever Staycation Weekend, a three-day celebration of everything that makes downtown vibrant: live music from PDX Pop Now, Timbers soccer, Downtown Sunday Parkways, special dining offers, and more.

people sitting and walking outside of a restaurant
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two hands holding a drink with salt on the rim
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an artfully painted piano sitting in a public square
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an easel set up in front of a river with a painting of the bridge in the distance
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people sitting on a dock waving at people swimming and kayaking in a river
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event poster with title in text
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Book a stay at a downtown hotel. Dine out. Show up. This is a weekend designed to activate the city from within—by Portlanders, for Portlanders.

Retailers, restaurants, and local event creators will roll out unique offerings and one-of-a-kind experiences. It’s a chance to remind yourself—and show others—what’s possible downtown.

Rally your friends, coworkers, and communities to take part. Together, we can build momentum and reimagine downtown Portland as the destination it deserves to be.

See what’s happening downtown during Staycation Weekend! Visit the Portland Staycation website for the full list of sponsored events and how to join in.

Food & Drink, Music, Nightlife, Outdoors, Sports