THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!

A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!
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Related Events & Info:
- July: Our July Events Calendar + Giveaways!
- GIVEAWAYS: Win Tickets to Concerts, Comedy, Festivals, Films, Theater, & More!
- Jobs: Jobs Board – Creative, Tech, Construction, Green, Marketing, Service Industry, & More
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Portland Sunday Events, July 19:
- Art: Villain Arts Tattoo Festival @ The Rose Quarter | Celebrate the Art of Tattooing
- Art: McMinnville Art Festival @ Downtown McMinnville | 50+ Artists & Artisans, Interactive Kids’ Crafting, Art Demos, & More
- Astoria: Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
- Bikes: Bike Summer aka Pedalpalooza Festival Of Bikey Fun | Events & Rides Around Portland, Most Events Are Free, Three Whole Months Of Fun On Two Wheels (more info)
- Bikes: E-Bike GUINNESS WORLD RECORDS Attempt @ Waterfront Park | 8:30-11AM, Celebrate BIKETOWN’s 10th Birthday (more info)
- Brunch: Portland Spirit Sunday Brunch Cruise | Bottomless Champagne & Mimosas, Live Music, Locally Sourced Cuisine (more info)
- Circus: Shoestring Circus @ Hazel Dell Commons | 3PM & 6PM, Intimate, Story-Driven Circus Experience
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Dayton: Harmony in the Vineyard in Dayton, OR @ Stoller Family Estate | 7PM, 21+, Benefit Concert for Music Education
- Farm: Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Visit, Feed, and Interact with 80+ Animals
- Festival: Scooped Ice Cream Festival @ Esther Short Park in Vancouver, WA | 11AM-6PM, 50+ Flavors of All You Can Eat Ice Cream
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Market: Radical Harvest Craft Faire @ Allgood Brewing Co. | 12-5pm, Craft Fair and Clothing Swap
- Movie: The Elements of Mutual Aid @ Clinton Street Theater | 7PM, Free, Documentary Series Profiling Mutual Aid Projects Across North America (more info)
- Music: Cathedral Park Jazz Festival | Longest-running Free Jazz Festival West of the Mississippi
- Music: Chamber Music Northwest’s CONFLUENCE: Our Shared Voices 2026 Summer Festival | Experience more than 70 of the world and our region’s finest chamber musicians!
- Music: Kernside Serenade @ Rainbow Road (SE 28th & Ankeny) | 1-4PM, Francis Ross on Piano, Ben Woodman, Monte (more info)
- Music: Busking Sessions @ Director Park | 12-2PM, In Collaboration With Portland Clean And Safe And Their Summer In The City Programming (more info)
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Pride: Portland Pride Parade in Downtown | 11AM (more info)
- Walk: Native Plants Walk @ Mt. Tabor Park | 2-4PM, Free, Urban Nature Series (more info)
- Wine: Hip Chicks Do Wine @ Portland Pride at Waterfront Park | 11:30AM-6PM, Sample Wines, Wine by the Glass (more info)
- World Cup: FIFA World Cup Final + Portland Watch Parties & Events
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Portland Monday Events, July 20:
- Astoria: Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
- Bikes: NakedHearts:PDX presents Mellow Monday Rides | 7PM, Casual Rides, Meet New People (more info)
- Bikes: Bike Summer aka Pedalpalooza Festival Of Bikey Fun | Events & Rides Around Portland, Most Events Are Free, Three Whole Months Of Fun On Two Wheels (more info)
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: Bigfoot Adventure Cruises @ Portland Spirit | Learn the History of Bigfoot on a Jetboat
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Drinks: Monday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $7 Moscow Mules (more info)
- Exhibit: Forest Hope Through Innovation @ World Forestry Center | Interdisciplinary Art-Forest-Science Exhibition Featuring work by more than twelve innovators (more info)
- Farm: Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Visit, Feed, and Interact with 80+ Animals
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Lunch: Free Lunch & Play @ Gateway Discovery Park | 9AM-2PM, Free Lunch, Arts & Crafts, and More on the Plaza (more info)
- McMinnville: Free Trivia in McMinnville w/ Bridgetown Trivia @ The Pub at Grounded Table | 7PM
- Music: DJ Time with DJ George @ Gateway Discovery Park | 11AM-1PM, Family Friendly Music (more info)
- Music: Mt Tabor Monday @ Mt. Tabor Park | 7-9PM, Weekly Music At Sunset, The Familiar Names, Big Spender (more info)
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Tennis: Tennis on the Go @ Gateway Discovery Park | 9AM-2PM, Drop In and Play (more info)
- Trivia: Free Trivia in Downtown Portland w/ Bridgetown Trivia @ Ringlers Pub | 7:30PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ No Fun Bar | 7PM
- Trivia: Free Trivia in Troutdale w/ Bridgetown Trivia @ Highlands Carts | 6:30PM
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Portland Tuesday Events, July 21:
- Astoria: Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
- Bikes: Bike Summer aka Pedalpalooza Festival Of Bikey Fun | Events & Rides Around Portland, Most Events Are Free, Three Whole Months Of Fun On Two Wheels (more info)
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Drinks: Tuesday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $1 off craft beers (more info)
- Exhibit: Forest Hope Through Innovation @ World Forestry Center | Interdisciplinary Art-Forest-Science Exhibition Featuring work by more than twelve innovators (more info)
- Farm: Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Visit, Feed, and Interact with 80+ Animals
- Film: Redline (2009) @ Clinton Street Theater | 7PM, Sci-Fi July Series (more info)
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Music: Tuesday Night Jazz: Noah Teicher & Craig Dingman Jazz Duo @ Négociant on NW 21st Ave | Doors at 5:30PM, Music 6-8PM, No cover. No reservations (more info)
- Music: Noon Tunes @ Pioneer Courthouse Square | 12-1PM, The AM (Acoustic Minds), Free Downtown Portland Summer Concert
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Swim: Splashdown @ Audrey McCall Beach | 5:30-8:30PM, Swimming, Music, and Food Trucks by the River (more info)
- Trivia: Triviology @ The Snug | 7PM, Tacos, Cheap Drinks, Pinball (21+)
- Trivia: Free Trivia in Montavilla @ Beer Bunker Bar w/ Bridgetown Trivia @ Migration Brewing Glisan | 7PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Gift Bar | 7PM
- Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ The Paladins League | 7PM
- Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Alberta Street Pub | 7PM
- Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Side Street | 7PM
- Trivia: Free Portland Trivia w/ Bridgetown Trivia @ The Pharmacy (NW 21st) | 7:30PM
- Trivia: Free Portland Trivia w/ Bridgetown Trivia @ The Lay Low | 7PM
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Portland Wednesday Events, July 22:
- Astoria: Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
- Bikes: Bike Summer aka Pedalpalooza Festival Of Bikey Fun | Events & Rides Around Portland, Most Events Are Free, Three Whole Months Of Fun On Two Wheels (more info)
- Community: Lloyd Live! at the Dock at Eastbank Esplanade | 5:30–8:30PM, Free, DJ sets by DJ Carlos and PopCartPDX, Sunset views, river breezes, and community joy Family- and dog-friendly riverfront energy (more info)
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: Bigfoot Adventure Cruises @ Portland Spirit | 9:15AM, Learn the History of Bigfoot on a Jet Boat
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Dance: Tabor Dance @ Peninsula Park | 6-9PM, Free Dances in the Park (more info)
- Drag: Peachy Springs’ Drag Bingo @ Holy Ghost on SE 28th & Gladstone | 7PM, A BINGO night like no other, as a cross between RuPaul’s Drag Race and The Price is Right!
- Drinks: Wednesday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $7 Old Fashioneds (more info)
- Exhibit: Forest Hope Through Innovation @ World Forestry Center | Interdisciplinary Art-Forest-Science Exhibition Featuring work by more than twelve innovators (more info)
- Farm: Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Visit, Feed, and Interact with 80+ Animals
- Fire: Portland Fire vs. Dallas Wings | 7PM, Where to Watch in Portland + Food & Drink Specials
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Hula Hoop: Zbu Hoopism @ Gateway Discovery Park | 11:30AM-12:30PM, Hula Hoop Performance (more info)
- Lunch: Free Lunch & Play @ Gateway Discovery Park | 9AM-2PM, Free Lunch, Arts & Crafts, and More on the Plaza (more info)
- Market: People’s Food Co-op Farmers Market on SE 21st | 2-6PM, The longest running year-round market in Portland / Farmers & Producers, Prepared Foods & Services (more info)
- Music: Music on Main Free Downtown Portland Summer Concerts | 5-7PM, Free, Gata Galáctica, Cumbia & Afrobeat Surf Music (more info)
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Party: Summer/Sets Rooftop Party @ Society Hotel Portland | 6–9PM, Free, Live DJs & Vibes
- Trivia: ShanRock’s Triviology Presents Wednesday Trivia @ Dots Cafe | 7PM, Prizes
- Trivia: Free Trivia in North Portland w/ Bridgetown Trivia @ Chapel Pub McMenamins | 7PM
- Trivia: Free Trivia in North Portland w/ Bridgetown Trivia @ Hollywood Q | 7PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Smitty’s Taphouse | 7PM
- Wine: Wine Wednesday: Everyone Needs a Riesling — Clemens Busch @ Négociant on NW 21st Ave | 5-8PM, A flight featuring one of the most expressive grapes in the world (more info)
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Portland Thursday Events, July 23:
- Aerial: Art in the Dark @ Mary S Young Park in West Linn | Dusk (~9 PM), Aerial Performance in the Park
- Astoria: Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
- Bikes: Bike Summer aka Pedalpalooza Festival Of Bikey Fun | Events & Rides Around Portland, Most Events Are Free, Three Whole Months Of Fun On Two Wheels (more info)
- Comedy: Portland Sketch Fest @ The Siren Theater | 7PM, Oregon’s Only Sketch Comedy Festival
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Drinks: Thursday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $7 Margaritas (more info)
- Exhibit: Forest Hope Through Innovation @ World Forestry Center | Interdisciplinary Art-Forest-Science Exhibition Featuring work by more than twelve innovators (more info)
- Farm: Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Visit, Feed, and Interact with 80+ Animals
- Film: Bike Smut @ Clinton Street Theater | 8PM, 21+, Short Films About Bikes and Sex (more info)
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Music: Noon Tunes @ Pioneer Courthouse Square | 12-1PM, Castletown, Free Downtown Portland Summer Concert
- Music: Barrio Mestizo @ McCoy Park | 6:30PM, Free, Classic and contemporary salsa, cumbia, cha cha cha, and more
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Thorns: Portland Thorns vs Gotham FC @ Providence Park | 7PM, Where to Watch in Portland
- Trivia: ShanRock’s Triviology Presents Thursday Trivia @ BareBones | 7PM, Prizes
- Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Broadway Pub | 7PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @503 Distilling | 7PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Space Room | 7PM
- Vancouver: Shoestring Circus @ Hazel Dell Commons in Vancouver | 7PM, Intimate, Story-Driven Circus Experience
- Variety: Thursday At The Park @ Laurelhurst Park | 6-9PM, Variety Show Hosted by Johnny Franco & His Real Brother Dom. Through August 27th. (more info)
- West Linn: Portland Sketch Fest @ The Siren Theater | Oregon’s Only Sketch Comedy Festival
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Portland Friday Events, July 24:
- Astoria: Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
- Bend: Balloons Over Bend @ Central Oregon Community College | Hot Air Balloons, Live Music, and Family Fun
- Bikes: Bike Summer aka Pedalpalooza Festival Of Bikey Fun | Events & Rides Around Portland, Most Events Are Free, Three Whole Months Of Fun On Two Wheels (more info)
- Cruise: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Drinks: Friday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $7 Whiskey Sours (more info)
- Exhibit: Forest Hope Through Innovation @ World Forestry Center | Interdisciplinary Art-Forest-Science Exhibition Featuring work by more than twelve innovators (more info)
- Farm: Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Free for Dads, Visit, Feed, and Interact with 80+ Animals
- Comedy: Portland Sketch Fest @ The Siren Theater | 6:30PM, Oregon’s Only Sketch Comedy Festival
- Comedy: Trad-Wife: Comedy Special Taping @ Curious Comedy Theater | 7-9PM, Internationally Touring, Award Winning Comedy by Cat Alvarado
- Dancing: Stomptown Presents Line ’em Up – Queer Line Dancing @ Crystal Ballroom | 7-11PM, Portland’s LGBTQ+ Country Western Dance Hub
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Market: Rose City Vintage Expo @ Portland Expo Center | Friday: 9AM-5PM, Antiques, Collectibles, Americana and More
- Movie: Free Portland Movies In The Parks | 7:30PM, Kung Fu Panda 4 (2024) PG @ Brentwood Park
- Music: Blind Pilot at Topaz Farm | 6:30PM, Live Summer Concert Series on Sauvie Island
- Music: Kevin Selfe and The Tornadoes @ Parklane Park | 6:30PM, Free, Blues ensemble performing upbeat originals and fun rock and roll covers
- Music: McMenamins Busking Sessions @ SW Burnside St & Harvey Milk | 5-7PM, Jeremy Fama (more info)
- Party: Switchback Saloon Grand Opening @ Switchback Saloon | 12PM-2AM, Live Music, Drink Specials, Games, Leroy’s BBQ, and More
- Skating: Secret Roller Disco @ (see @secretrollerdisco for location) | 7-9PM, Free, Roller Skating, Music, Lights, Skate Rentals
- Theater: Original Practice Shakespeare Festival @ Laurelhurst Park | 7PM, Free, Cymbeline
- Vancouver: Shoestring Circus @ Hazel Dell Commons in Vancouver | 4PM & 7PM, Intimate, Story-Driven Circus Experience
- West Linn: Art in the Dark @ Mary S Young Park in West Linn | Seating: 7:30PM, Show: Dusk (~9 PM), Aerial Performance in the Park
- Wine: Frosé Fridays at Hip Chicks Do Wine in SE | 2-8PM, 21+, Wine Slushies + Small Plates. Wine Flights and Wine by the glass available.
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Portland Saturday Events, July 25:
- Astoria: Astoria Open Studios | 11AM-5PM, Free, All Ages, Self Guided Tour, 50+ Studios
- Astoria: Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
- Bikes: Bike Summer aka Pedalpalooza Festival Of Bikey Fun | Events & Rides Around Portland, Most Events Are Free, Three Whole Months Of Fun On Two Wheels (more info)
- Dining: Farm to Plate Dinner @ Topaz Farm | 7PM, Hyper-Seasonal Food, Drinks
- Comedy: Portland Sketch Fest @ The Siren Theater | 6PM, Oregon’s Only Sketch Comedy Festival
- Community: Cultural Roots & Rhythms @ Gateway Discovery Park | 3-7PM, Culture, Community, and Connection (more info)
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: Bigfoot Adventure Cruises @ Portland Spirit | Learn the History of Bigfoot on a Jet Boat
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Cruise: Island Style Charters River Cruises | Happy Hour, City Views, Sunset Cruises, Tiki Night & City Lights, & More
- Farm: Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Visit, Feed, and Interact with 80+ Animals
- Festival: HONK! PDX at Crushin’ It! @ NE 16th & Alberta | 1-6 PM, Watermelon Crushing, Wrestling, & Live Music
- Forest Grove: A Day in the Grove @ McMenamins Grand Lodge | 2PM, Classic Rock & Family Friendly Fun
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Market: Rose City Vintage Expo @ Portland Expo Center | 10AM-4PM, Antiques, Collectibles, Americana and More
- Music: Music in the Garden with Friends of Portland Memory Garden @ Portland Memory Garden | 11:30AM, Free, Paul Summer, Guitar (more info)
- Music: Soul Vaccination @ Kenton Park | 6:30PM, Free, R&B, soul, and funk from the 1960s to the present
- Music: McMenamins Busking Sessions @ SW Burnside St & Harvey Milk | 3-5PM, Shoehorn (more info)
- Music: Free Concerts in the Plaza @ Hawthorne Plaza | 4-6PM, Rose Gerber (more info)
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Protest: Portland World Naked Bike Ride | Meet at at Wilshire Park @ 6:30PM, Ride at Dusk (more info)
- Theater: Original Practice Shakespeare Festival @ Laurelhurst Park | 2PM, Free, A Midsommer Nights Dreame (Abridged), 7PM, Twelfe Night
- Vancouver: Shoestring Circus @ Hazel Dell Commons in Vancouver | 3PM & 6PM, Intimate, Story-Driven Circus Experience
- West Linn: Summerfest @ Tumwater Vineyard in West Linn | Saturday: 12-5PM, Sunday: 12-5:30PM, Live Music, Local Shopping, and Wine
- West Linn: Art in the Dark @ Mary S Young Park in West Linn | Special Matinee Show at 4PM // Night Show: Seating: 7:30PM, Show: Dusk (~9 PM), Aerial Performance in the Park
- Wine: Hip Chicks Do Wine Open Weekends in SE Portland | 12-7PM, Local Discount, Tastings, Oldest Urban Winery in Portland
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Portland Sunday Events, July 26:
- Astoria: Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
- Bikes: Bike Summer aka Pedalpalooza Festival Of Bikey Fun | Events & Rides Around Portland, Most Events Are Free, Three Whole Months Of Fun On Two Wheels (more info)
- Brunch: Portland Spirit Sunday Brunch Cruise | Bottomless Champagne & Mimosas, Live Music, Locally Sourced Cuisine (more info)
- Community: Northwest Geology @ Mt. Tabor Park | 2-3PM, Free, Urban Nature Series (more info)
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Farm: Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Visit, Feed, and Interact with 80+ Animals
- Festival: HONK! PDX at the Montavilla Street Fair @ SE 80th & Stark | 11AM-6PM, Local Makers, Great Food, Music, & More
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Opera: Cruzar la Cara de la Luna @ Peninsula Park | 6PM, Free, A Mariachi Opera in the Park (more info)
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Vancouver: Shoestring Circus @ Hazel Dell Commons | 1PM, Intimate, Story-Driven Circus Experience
- Wine: Hip Chicks Do Wine Open Weekends in SE Portland | 12-5PM, Local Discount, Tastings, Oldest Urban Winery in Portland