That Portland Life

May Events

Jessica Berger and Tekela Fisher

Get ready for the fantastic weather to start! May brings back the farmers markets, the rose festival, and it’s wine month! With so many exciting events it was hard to pick but here are some of our favorites.

Oregon Wine Month

  • There are so many events going on at different wineries so be sure to check out as many as you can!
  • Willamette Valley

Prices Vary

MORE INFO HERE

Peony Festival

  • Visiting the gardens will include walking 25 acres of production fields, strolling through 2 acres of display garden, and enjoying many different colors of gorgeous peonies!
  • Adelman Peony Farm, Salem

*Free*

MORE INFO

May 1st – June 15th 9am – 6pm

First Thursday in The Pearl

  • Stroll through the art galleries in the pearl for an evening of art, music, and wine! Parking is difficult so public transit is recommended
  • The Pearl District
  • Free Event
  • May 2nd 5pm – 10pm

Cinco de May Fiesta

  1. The fiesta boasts three full days packed with festivities and culturally immersive programming. During the event, festival-goers can experience the spirit of Mexico through music, arts, dance and sport.
  2. Tom McCall Waterfront Park
  3. $10 – $25 TICKETS
  4. More Info Here
  5. May 3rd – 5th, 11am – 11pm

Portland Derby

  • Celebrating the greatest two minutes in sports, the “Run for the Rose City” is the social event of the spring. A day for fashion, mint juleps, roses, ponies and dancing.
  • The Redd on Salmon St.
  • $35 TICKETS
  • MORE INFO
  • May 4th, 11am – 6pm

Unique Markets

  • Discover the best of Portland’s independent designers, artists and emerging brands in a festive indoor setting. Enjoy complimentary refreshments, lounges, photo booths, creative DIY activities, arcade games, music and more
  • Veteran’s Memorial Coliseum
  • $12- $40 TICKETS
  • MORE INFO
  • May 11th – 12th, 10am – 4pm

Coffee, Beer, and Doughnut Festival

  • The 8th Annual Baker’s Dozen melds three things Portland does best: coffee, beer, and doughnuts. Each brewer uses beans from a different roaster. 
  • Culmination Brewing
  • $40+ TICKETS
  • MORE INFO
  • May 11th, 11am – 2pm

UFO Festival

  • Second in popularity only to the UFO festival in Roswell, New Mexico, Oregons annual celebration features days full of parades, costume contests, expert speakers and family fun.
  • McMinnville

Prices vary based on event

MORE INFO

May 17th and 18th

Rose Festival

  • Portland Rose Festival features multiple parades, waterfront carnival rides, concerts, races, fireworks and plenty of roses. Opening night even features a fireworks show!
  • Tom McCall Waterfront Park
  • MORE INFO
  • May 24th 5pm – June 9th

Farmers Markets Starting Back up This Month

We hope to see you at some of these awesome events!

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