Portland Saturday Market (March through December (every Saturday, 10am-5pm)). Largest continuously operated outdoor arts, crafts, and food market in the US; founded 1974; open every Saturday from first weekend of March through Dec 24; also open Sundays
Portland Rose Festival (Late May through mid-June (2026 dates: May 22 – June 7); has run annually since 1907). One of the longest-running civic celebrations in the US; features Grand Floral Parade (second-largest all-floral parade in the US), Starlight Parade, Junior Parade (~10,000 children), dragon boat races (since 1989),…
Oregon Brewers Festival (Late July (Thursday before last full weekend through last Sunday in July)). Annual outdoor craft beer festival at Tom McCall Waterfront Park; founded 1988; described as 'the most popular outdoor beer festival in North America'; showcases craft beers from multiple states
Waterfront Blues Festival (Fourth of July weekend (July 2-4, 2026)). Annual blues music festival at Tom McCall Waterfront Park; founded 1988 as Rose City Blues Festival; four days of performances; includes July 4th fireworks; has raised over $1.3 million in food donations since inception