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Photo by sergio souza on

Portland is in full bloom with a ton of exciting events happening this May! From the Cinco de Mayo Fiesta to Portland Rose Festival and everything in between, get ready for a month full of fun and adventure in the City of Roses. There’s so much to do: here are six of Shawn Realty’s picks.

1. Cinco de Mayo Fiesta

📅 May 5-7, 2023 | 📍 Tom McCall Waterfront Park | 💵 $8-$25

Come experience the spirit of Mexico in this multicultural event hosted by the Portland Guadalajara Sister City Association. The Cinco de Mayo Fiesta features dance, music, arts, and sport . Don’t miss this three-day fiesta jam-packed with culturally immersive programs and activities.


Tom McCall Waterfront Park
98 SW Naito Pkwy, Portland, OR 97204

See website | Get tickets

2. Kodomo no Hi, Children’s Day

📅 May 7, 2023 | 📍 Portland Japanese Garden | 💵 Included with admission

The Komodo no Hi (also known as Children’s Day), is a festival which is commemorated annually in Japan to “celebrate children’s growth and good fortune”[1]. The event features family-friendly activities you can enjoy and learn from such as making origami, treasure hunting, and watching koinobori or cloth carp streamers. Celebrate Komodo no Hi with the whole family!


Portland Japanese Garden
611 SW Kingston Ave, Portland, OR 97205

See website | Get tickets

3. St. John’s Bizzare and Parade

📅 May 13, 2023 | 📍 St. Johns Portland | 💵 Free

Kick off the summer with the St. John’s Bizzare and Parade! Join in on the annual St. John’s Parade and keep the party going at the Bizzare filled with music, games, crafts, and food from over 135 vendors along the business district in St. Johns. Best of all, this event is free!


St. Johns Portland, OR 97203

See website

4. UFO Festival

📅 May 19-20, 2023 | 📍 McMenamins Hotel Oregon | 💵 Cost Varies

Get ready for an out-of-this-world experience at the famous UFO Festival. This annual event held at McMinnville, southwest of Portland, is attended by thousands of non-extraterrestrial visitors. Dress up in your best alien suit for a fun-filled event which features parades, costume contests and expert speakers.


McMenamins Hotel Oregon
310 NE Evans St, McMinnville, OR 97128

See website | Get tickets

5. Mt. Tabor Art Walk

📅 May 20-21, 2023 | 📍 Mt. Tabor Neighborhood | 💵 TBD

Traditions connect us to our past and in this Portland tradition, you get to see quality art works and meet the artists behind them. The Mt. Tabor Art Walk features visual arts represented in diverse media such as painting, mosaics, photography, prints, sculpture, ceramics, glass, metal arts, book arts, and jewelry. Walk, talk while experiencing the neighborhood art!


Mt. Tabor Neighborhood
Portland, OR

See website

6. Portland Rose Festival

📅 May 26-June 11, 2023 | 📍 Various Locations | 💵 TBD

This annual festival officially hosted by the City of Roses since 2010 is a massive city-wide party in Portland, Oregon! Everyone is invited to its 60+ events, which includes parades, carnival rides, art shows, dragon boat races, fun runs and more! Come join in on the fun and celebrate with the whole family!


Various Locations

See website




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