Portland and Area Activities Planner - May 16 - May 23, 2025

by Geri And Tim Penner

WHAT'S UP THIS WEEK?
Excerpts From
TravelPortland.com 
TualitinValley.org
TravelOregon.com

Oregon International Air Show at Hillsboro Airport

OREGON INTERNATIONAL AIR SHOW AT HILLSBORO AIRPORT
May 16-18
Enjoy this family friendly event

 

UFO Festival

UFO FESTIVAL
May 16–17
Every year, thousands of visitors flock to McMinnville, a quiet Willamette Valley town located an hour southwest of Portland, to attend the city’s famous UFO Festival. Second in popularity only to the UFO festival in Roswell, New Mexico, Oregon’s annual celebration features days full of parades, costume contests, expert speakers and family fun.

 

Reach the Beach | Cycle for Air

REACH THE BEACH | CYCLE FOR AIR
May 17
Kick off your cycling season with the American Lung Association’s 35th annual Reach the Beach Oregon. This premier one-day cycling event unites friends, families, and businesses for an exceptional cause. Hop on your bike and pedal to the beach while championing improved lung health for all.

Renowned as one of the Northwest’s best-supported rides, this ride offers four diverse start locations catering to riders of all abilities and ages:

  • Sauvie Island Start – 105 Miles Century +
  • Vernonia Start – 75 Miles
  • Jewell Start – 43 Miles
  • Olney Start – 23 Miles

 

Portland Rose Festival

PORTLAND ROSE FESTIVAL
May 23-June 22
Every year for more than a century, the City of Roses has celebrated excellence with the Portland Rose FestivalDeclared Portland’s official festival in 2010, the celebration includes more than 60 events, including parades, fleet week ships, carnival rides, art shows, fun runs and more, starting in late May and ending in mid-June.

While the festival’s website has a full list of events and activities, we have developed this guide to help you hit the highlights. The schedule is eventful and full of good times; just make sure you take a moment or two to smell the roses.

 

Fishing Tournament at Hagg Lake

FISHING TOURNAMENT AT HAGG LAKE
May 17
Bait, Wait & Celebrate. Join in community at the third annual Hagg Lake Fishing Tournament on Saturday, May 17. Celebrating anglers of all ages and levels.

This year the tournament is presented by Get Hooked and Washington County Parks.

 

 

PGA HOPE Hillsboro at Meriwether National Golf Course

PGA HOPE HILLSBORO AT MERIWETHER NATIONAL GOLF COURSE
May 23
Join PGA HOPE alongside your fellow Veterans and Servicemembers. PGA HOPE has served thousands of Veterans and Servicemembers across the United States through one of our 300+ locations.

This introductory program is designed to welcome those of all ages, branches and eras of service, genders, and abilities to the golf course and share in camaraderie and fun together as a group. During this session you will learn the basics from grip to 9 holes of golf from PGA and LPGA Professionals.

 


Food Cart Week

FOOD CART WEEK
May 11–18
Whether you call them food trucks or food carts, they’re flourishing in Portland — with hundreds throughout the city, food carts (and food cart pods) are a vital part of the local culinary scene. As of 2024, Portland has well over 500 food carts, and no other city on Earth does street food quite like Portland.

Offerings at Portland’s popular food cart pods encompass every cuisine and vary widely, ranging from street food to elevated delicacies, from small bites to full meals, from healthy snacks to indulgent desserts. Use our Food Cart Finder to help you find your favorites.

 

The Portland Mercury's Highball

THE PORTLAND MERCURY'S HIGHBALL
May 12–18
It’s the triumphant return of the Portland Mercury’s HIGHBALL. That's correct: Get ready for an ENTIRE WEEK of specially crafted, original cocktails mixed by the best bartenders in town… and get this; they're only $10 each.

The Mercury teamed up with the finest bars and restaurants in Portland — along with their cocktail-lovin' pals at Jim Beam — to bring you this one-of-a-kind booze-tacular. At each of Highball's locations, you'll find $10 specially crafted cocktails, and even better? They’ll be available ALL DAY (not just during happy hour).

 

 

Oregon Wine Month

OREGON WINE MONTH
May 1-31
You can celebrate Willamette Valley wine all year round, but especially during Oregon Wine Month, when the entire state joins in commemoration of the beloved industry for the month of May, offering special activities and promotions for the enjoyment of Oregon wine. 

There are all kinds of specials going on in honor of Oregon Wine Month. Find out what’s happening near you. 

Taste new wines from your favorite labels, sample from the barrel with winemakers or savor specialty food pairings and live music. Enjoy a winery tour or vineyard picnic while sipping the region’s acclaimed pinot noir, pinot gris and other exciting wines.

 

Asian Heritage Month

ASIAN HERITAGE MONTH
May 3-31
Join Lan Su to celebrate Asian American, Native Hawaiian, and Pacific Islander (AANHPI) Heritage Month. In partnership with more than 20 local cultural organizations, performers, and artists, explore the history, traditions, and arts that make up the rich cultural tapestry of AANHPI.
Lan Su highlights the stories, the culture, and the expressions of AANHPI communities. Enjoy a display of traditional outfits, cultural performances, vendors from local AANHPI communities, educational talks and demonstrations, and learn all about these different cultures and traditions. Everyone is invited to celebrate cultural diversity.

  • May 3: Pay-at-Your-Will Admission Day — in partnership with Oregon Rises Above Hate
  • May 3-31: Threading Together — a unique exhibit showcasing traditional AANHPI attire
  • May 10, 17, 24 and 31: Cultural Immersion Saturdays — Each Saturday highlights a unique AANHPI cultures
  • May 4, 18 and 25: Family Fun Sundays — Interactive games, crafts, and art for all ages of the family

 

Best in Beer Week

BEST IN BEER WEEK
May 2-11

For one week only, the best beers in Oregon are just $5 at top breweries around Portland. Best in Beer Week is your chance to taste the Oregon Beer Awards winners — crafted by the most talented brewers in the state — at an unbeatable price.

Raise a Glass to Oregon Beer

From crisp lagers to bold IPAs and rich stouts, these beers took home top honors at the Oregon Beer Awards. Now, you can try them all while supporting the breweries that make this beer scene legendary.

 

Mad Hatter's Tea Party

MAD HATTER'S TEA PARTY
May 3–18
You're invited to the Mad Hatter's Tea Party. Put on your tea party finest and join Northwest Children's Theater for the Mad Hatter's Tea Party, an interactive and magical new show. Complete with sweet treats and tasty snacks, your family will be smiling from ear to ear as the show unfolds around you.

Costumes and tea party attire are highly encouraged.
Most enjoyed by ages 4 and up.

 

Boeing Boeing

BOEING BOEING
Apr. 25 - May 25
Fly with Experience Theatre Project to a Paris apartment in the swinging ’60s, where they will meet playboy architect Bernard Lawrence. He lives with his fiancée, TWA airline stewardess Gloria—and Lufthansa stewardess Gretchen—and Alitalia stewardess Gabriella. However, none of the women knows about the other two, and this is exactly the way Bernard has designed it. This arrangement works fine as long as their flight schedules only bring them home every three days. Bernard’s live-in maid, Berthe, plays a key role in pulling off this ruse, managing three sets of clothing, photographs, bed linens, and food preferences. But with the arrival of a long-lost friend and the new Boeing jet, Bernard’s plans hit turbulence when all three of his fiancées arrive at the same time.

 

Jurassic World by Brickman

JURASSIC WORLD BY BRICKMAN
Mar. 15–Sep. 31
Get ready for an immersive adventure like no other as Ryan ‘Brickman’ McNaught re-imagines Jurassic World, the blockbuster franchise from Universal Pictures and Amblin Entertainment, through 6 million LEGO bricks.

It features large-scale LEGO brick dinosaurs, props, scenes, and activities, as well as the newest Jurassic World by Brickman® dinosaur, made from over 100 thousand LEGO bricks, the Baryonyx. Walk through the iconic Jurassic World gates and relive the magic of beloved stories and characters from the Jurassic World franchise, as you embark on a thrilling journey across the Isla Nublar.

Get hands-on with LEGO brick paleontology, mystery mosaics, island-building, hybrid dinosaur creations, and much more. There will be 2.5 million LEGO bricks for you to show off your own building skills.

 

Grease

GREASE
Apr. 10-May 18
Get ready to rock ‘n’ roll with Rydell High’s senior class. Grease picks up the story of head “greaser” Danny and girl-next-door Sandy where their summer lovin’ left off: the start of a new school year. Amongst “Burger Palace Boys,” “Pink Ladies,” fast cars, and teen angst, this musical evokes the looks and sounds of the 1950s. Grease has earned its place among the world’s most popular musicals, and is filled with favorite songs and dance numbers such as “Greased Lightnin’,” “We Go Together,” “Hopelessly Devoted to You,” and “You’re the One That I Want.”

 

Lincoln City's Finders Keepers Glass Floats

LINCOLN CITY'S FINDERS KEEPERS GLASS FLOATS 2025
Year-Round
Finders Keepers is Celebrating its 25th Anniversary in 2025. Be on the lookout for the colorful twinkle of a hand-blown glass float when you’re exploring the beaches of Lincoln City. As the name says, Finders Keepers.

Discover “random acts of findness” in Lincoln City, with —Finders Keepers. Over 3,000 glass treasures are hidden along the town’s seven miles of sandy beach, made by local artisans. If you find a float, it’s all yours. Let your treasure hunt begin. Discover glass treasures every day of the year from Roads End on the north to Siletz Bay on the south.

 

The Dinner Detective Murder Mystery Show

THE DINNER DETECTIVE MURDER MYSTERY SHOW
On-going
Join The Dinner Detective Murder Mystery Dinner Show in Portland for an evening filled with suspense, laughter, and delicious dining. Step into a world of intrigue as you work to solve a thrilling crime that unfolds around you. But watch out — the culprit could be anyone in the room, and you might even become a Prime Suspect yourself.

Your ticket includes a full dinner, interactive murder mystery experience, waitstaff gratuity, and a special prize for the night’s Top Sleuth. Get ready for a night you won’t forget.

 

Portland Saturday Market

PORTLAND SATURDAY MARKET
Mar. 1–Dec. 20
Combining the vibes of an art show, a live street concert and an open-air bazaar, the Portland Saturday Market has been a beloved Rose City tradition since 1974, earning it the “Oregon Heritage Tradition” title in 2024. In fact, the market is considered the largest continually operating arts-and-crafts fair in the United States, drawing up to one million visitors during its annual season.


On any given weekend from the beginning of March to the day before Christmasshoppers can wend their way through the rows of tents of this large outdoor market featuring local makers, artisans, and chefs. A full sensory experience, the sights, and sounds will have shoppers and on-lookers tapping their heels to bluegrass pickers and jazz trios with weekly sets of local musicians performing for market-goers and passersby in Tom McCall Waterfront Park

 

Farmers Market at Portland State University

FARMERS MARKET AT PORTLAND STATE UNIVERSITY
Year-Round
The Portland Farmers Market at Portland State University will be open every Saturday, year-round. April through October hours are 8:30 a.m. to 2 p.m. November through March hours are 9 a.m. to 2 p.m.

The Market at PSU is located in Downtown Portland in the South Park Blocks between SW College & Montgomery Streets.

 

Hollywood Farmer's Market

HOLLYWOOD FARMER'S MARKET
Year-Round
Year-round on Saturdays, the Hollywood Farmers Markets hosts 50+ vendors, bringing you the best of the region’s agricultural bounty.

In addition to amazingly fresh, local food,  you’ll find live music, children’s activities, and fun events throughout the season.

  • April through September, every Saturday 8 AM to 1 PM,
  • October and November, every Saturday 9 AM to 1 PM,, and
  • December through March: 9 AM to 1PM on the 1st and 3rd Saturdays of each month

 

St. John's Bazaar and Parade

ST. JOHN'S BAZAAR AND PARADE
May 10
The St. Johns Bizarre is a uniquely crafted celebration that kicks off Portland's summer street fair season. Held annually on the second Saturday in May, the Bizarre brings music, crafts, and food to the crowds who traditionally attended the St. Johns Parade. After the parade, a portion of the business district in St. Johns is closed to traffic and filled with over 135 juried craft vendors, several stages for music, great food, and tons of games and activities.
It’s a fantastic community event with something for everyone.
The event is free.

 

Portland Indigenous Marketplace

PORTLAND INDIGENOUS MARKETPLACE
Ongoing
Portland Indigenous Marketplace will host the Indigenous Marketplace. Over 30 vendors, food, art exhibits, and more will be present. A marketplace specifically for Indigenous/Black vendors, all the artists/entrepreneurs featured on Indigenous Marketplace have Indigenous/Black ancestry. Vendors sell their hand made and original.
 
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