MANY Portland Labor Day Weekend Events & Giveaways ($450+): Wine & Bacon Pairing, The Bitchuation Room, Oregon Symphony Waterfront Festival & More! | September 2-6, 2021

Labor Day weekend is back, Portland!  After several years hiatus, Oregon’s Symphony’s free Waterfront Park Concert & Festival returns Saturday. Hip Chicks Do Wine will be pairing Wine & Bacon for the holiday weekend. And this weekend’s warm weather means it a great time to see the sights from a Portland Spirit Cruise.

Featured: Lan Su Chinese Garden Mid-Autumn Lantern Viewing Evenings | Lion Dance Performances, Floating & Hanging Lanterns (September 17-19)

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Current Portland Giveaways:

• Win Tickets ($50): Haley Heynderickx & The Milk Carton Kids @ Aladdin Theater | Singer/Songwriter, Indie Folk (September 8)
• Win Tickets ($50): The Milk Carton Kids & Haley Heynderickx @ Revolution Hall | Singer/Songwriter, Indie Folk (September 9)
  
• Win Tickets ($34): Circles Around The Sun, w/ Frank LoCrasto @ Aladdin Theater | Rock, Indie, Roots (September 10)
• Win Tickets ($46): The Old Church Concert Hall Presents Golden Retriever, Saariselka | Electronic, Ambient (September 11)
  
• Win Tickets ($130): Revolution Hall Presents The Monkees Farewell Tour with Michael Nesmith & Micky Dolenz | All The Hits & Fan Favorites (September 12)
• Win Tickets ($30): The Old Church Concert Hall Presents An Evening with Jackie Venson | Singer/Songwriters, Guitarist, Blues, Soul (September 14)
• Win Tickets ($40): Siren Nation & The Old Church Concert Hall Present An Evening with The Billie Holiday Project | Featuring the Bay Area’s Finest Jazz Musicians (September 17)
• Win Tickets ($40): Bailey Bryan & Leah Kate @ Lola’s Room | Pop, R&B, Country (September 24)
  
• Win Tickets ($30): Weathers “Our Little Secret Tour 2021” @ Lola’s Room | with Aaron Taos, Stylish Cool Alt-indie (October 20)

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Portland Thursday Events, September 2, 2021

• Comedy: Kickstand Comedy Presents The Bitchuation Room Podcast LIVE @ Alberta Abbey | Comedy, News & Revolution, Featuring Francesca Fiorentini & Friends
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Save w/ Discount Code
• Drag Queens: First Thursday w/ Poison Waters and Friends @ Pride Plaza on Harvey Milk Street | 6-7:30PM, Free, All Ages Show (more info)
• Drinks: $7 Margarita Thursday @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Farmers Market: South Waterfront Farmers Market | 2-7PM (more info)
• Farmers Market: Cully Farmers Market | 4-7PM (more info)
• Harvest: Bella Organic Pumpkin Patch & Winery Presents United Against Hate Corn Maze in NW Portland | 2.7 Miles of Pathways, Petting Zoo, Food, Wine, Beer, Cider
• Music: Band of Comerados @ The Goodfoot Pub & Lounge | 9PM, Folk, Jamgrass (more info)
• Music: Polka Dot Downtown Presents Mark Gutierrez @ US Bancorp Tower Plaza | Noon-1PM, Jazz Instrumentalist (more info)
• Music: First Thursday @ Portland Center Stage at the Armory | 6-8PM, Jazz, Hip Hop, RnB, DJ (more info)
• Music: First Thursday, Art & Music Pop Up @ Botanist | 6PM, Velvet Soul Rooftop Jam Featuring DJs Bergmonch & sknnymrcls (more info)
• Scavenger Hunt: Discover Portland’s Hidden Mysteries w/ Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Stay Active Outside, Discount / Promo Code
• Sports: Where to Watch College Football in Portland
• Treats: Pix Pâtisserie Presents Pix-O-Matic Vending 24 Hours a Day | Last-minute Birthday Treats, Photo Booth, Late Night Happy Hour
• Trivia: ShanRock’s Triviology Presents Thursday Trivia @ BareBones | 7PM, Prizes
• Trivia: ShanRock’s Triviology Presents Thursday Trivia @ The EastBurn Public House | 7PM, Prizes
• Wine: Mitchell Wine Group Pour Night @ Stem Wine Bar | 5:30-7:30PM (more info)
• Wine: Boedecker Cellars Winery, Tasting Room & Bottle Shop Now Open in NW Portland | Reservations, Huge Outdoor Space, Delivery
• Wine: ENSO Winery Open in SE Portland | Flights, Glasses, Light Food Menu, Indoor & Outdoor Seating

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Portland Friday Events, September 3, 2021

• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Save w/ Discount Code
• DJ: First Friday Superjam Featuring/ DJ Magneto & Mr Jeigh @ The Goodfoot Pub & Lounge | 9PM, Classic Funk, Soul, Disco, Jazz (more info)
• Drinks: Old Fashion Fridays @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Harvest: Bella Organic Pumpkin Patch & Winery Presents United Against Hate Corn Maze in NW Portland | 2.7 Miles of Pathways, Petting Zoo, Food, Wine, Beer, Cider
• Music: Elevate Unity Benefit Music Series – Jay Si Proof & Psychic Parking @ Botanist | 6PM, Jazz, Dance (more info)
• Music: Live Music w/ Mr. Monday @ Stem Wine Bar | 7-9PM (more info)
• Music: Polka Dot Downtown Presents Fox and Bones @ Pioneer Courthouse Square | Noon-1PM, Indie Pop Duo (more info)
• Scavenger Hunt: Discover Portland’s Hidden Mysteries w/ Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Stay Active Outside, Discount / Promo Code
• Sports: Where to Watch College Football in Portland
• Timbers: Portland Timbers vs Houston | 5PM on UniMas Where to Watch in Portland
• Treats: Pix Pâtisserie Presents Pix-O-Matic Vending 24 Hours a Day | Last-minute Birthday Treats, Photo Booth, Late Night Happy Hour
• Wine: Summer’s Arrived @ Stem Wine Bar in North Portland | Patio, Live Music & Performances, Signature Cocktails
• Wine: Boedecker Cellars Winery, Tasting Room & Bottle Shop Now Open in NW Portland | Reservations, Huge Outdoor Space, Delivery
• Wine: ENSO Winery Open in SE Portland | Flights, Glasses, Light Food Menu, Indoor & Outdoor Seating
• Wine: Hip Chicks Do Wine Open Weekends for Outdoor Seating in SE Portland | Delivery & Curbside Pickup Available

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Portland Saturday Events, September 4, 2021

• Beer: Shady Pines IPA Beer Release Party @ Fire on the Mountain | Noon-5PM (more info)
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Brunch: Weekend Brunch @ Produce Row Cafe in SE Industrial | 11AM-2PM, Food & Brunch Cocktails, One of the best year-round patios in the city!
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Save w/ Discount Code
• Drinks: $7 Bulleit or Ketel One Mules @ The EastBurn Public House | 5-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Film: POW Film Festival @ Clinton St. Theater | Showcasing the Work of Women and Non-binary Directors (more info)
• Harvest: Bella Organic Pumpkin Patch & Winery Presents United Against Hate Corn Maze in NW Portland | 2.7 Miles of Pathways, Petting Zoo, Food, Wine, Beer, Cider
• Scavenger Hunt: Discover Portland’s Hidden Mysteries w/ Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Stay Active Outside, Discount / Promo Code
• Skating: Rose City Rollers Presents Outdoor Skating @ Portland’s SE Waterfront | Tunes, Skatemobile, FREE TriMet Pass
• Sports: Where to Watch College Football in Portland
• Farmers Market: Hollywood Farmers Market in NE Portland | 8AM-1PM (more info)
• Farmers Market: St. Johns Farmers Market | 9AM-2PM (more info)
• Farmers Market: Woodlawn Neighborhood Farmers Market | 10AM-2PM (more info)
• Farmers Market: Canby Farmers Market | 9AM-1PM (more info)
• Farmers Market: Portland Farmers Market at Portland State University – Park Blocks
• Market: Elevate BIPOC Market @ The Breathe Building | 11AM-4PM (more info)
• Market: Halloween Swamp Meet @ Oaks Amusement Park | Noon-7PM, Costume Contest, Vendors, Artists, Music (more info)
• Market: Portland Indigenous Marketplace @ Tilikum Plaza | 11Am-5PM (more info)
• Music: Shannon and the Clams @ Crystal Ballroom | Retro-rock Band, Featuring Paranoyds & Roselit Bone
  
• Music: Live Music w/ Jake Soffer @ Stem Wine Bar | 7-9PM, Jazz, Folk, World (more info)
• Music: Polka Dot Downtown Presents Robbie Laws Band @ Pioneer Courthouse Square | Noon-1PM, Instrumental Jazz (more info)
• Music: Live Phish Webcast at The Goodfoot Lounge | 6:30PM, Free (more info)
• Music: Oregon Symphony FREE Waterfront Concert and Festival | Movie Favorites, Jazz Masters, Ballet & More!
• Music: Elevate Unity Benefit Music Series – Sade Tribute Featuring LaRhonda Steele, Lo Steele, Angel James @ Botanist | 6PM, Blues (more info)
• Thorns: Portland Thorns vs. Washington Spirit | 7:30PM, Fox 12 PLUS
• Treats: Pix Pâtisserie Presents Pix-O-Matic Vending 24 Hours a Day | Last-minute Birthday Treats, Photo Booth, Late Night Happy Hour
• Wine: Summer’s Arrived @ Stem Wine Bar in North Portland | Patio, Live Music & Performances, Signature Cocktails
• Wine: Boedecker Cellars Winery, Tasting Room & Bottle Shop Now Open in NW Portland | Reservations, Huge Outdoor Space, Delivery
• Wine: ENSO Winery Open in SE Portland | Flights, Glasses, Light Food Menu, Indoor & Outdoor Seating
• Wine: Labor Day Weekend Bacon & Wine Pairing @ Hip Chicks Do Wine | Bacon Appetizers Paired w/ 4 Wines

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Portland Sunday Events, September 5, 2021

• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Brunch: Weekend Brunch @ Produce Row Cafe in SE Industrial | 11AM-2PM, Food & Brunch Cocktails, One of the best year-round patios in the city!
• Community: Portland Timbers Donation Drive for Black Resilience Fund | 10AM-4PM, Diapers, Hygiene Products, Landry Soap (more info)
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Save w/ Discount Code
• Farmers Market: Montavilla Farmers Market Guidelines & Info | Tips for a Safe Shopping Experience
• Farmers Market: Woodstock Farmers Market in SE Portland | 10AM-2PM (more info)
• Farmers Market: Hillsdale Farmers Market | 9a-1p (more info)
• Farmers Market: Orenco Station Farmers Market | 10AM-2PM (more info)
• Farmers Market: King Farmers Market in NE Portland | 10AM-2PM
• Farmers Market: Lents International Farmers Market in SE Portland | 9AM-2PM
• Film: POW Film Festival @ Clinton St. Theater | Showcasing the Work of Women and Non-binary Directors (more info)
• Games: Nordic Northwest Presents Nordic Kubb @ Nordia House | 10AM-Noon, Described as a Horseshoes & Bowling (more info)
• Harvest: Bella Organic Pumpkin Patch & Winery Presents United Against Hate Corn Maze in NW Portland | 2.7 Miles of Pathways, Petting Zoo, Food, Wine, Beer, Cider
• Music: Elevate Unity Benefit Music Series – Stevie Wonder Tribute & Soulfood Popup f/Alonzo Chadwick & Zoulful Music @ Botanist | 6PM (more info)
• Music: Live Music Featuring Nathan Earle @ Produce Row Cafe | 1-3PM, Folk, Americana (more info)
• Music: Live Phish Webcast @ The Goodfoot Pub & Lounge | 5:30PM, Free (more info)
• Music: Four-Eyed Horsemen w/ MC Lars @ Lola’s Room | Hip Hop, Rap, Featuring Mega Ran, MC Frontalot, Schaffer the Darklord
• Skating: Rose City Rollers Presents Outdoor Skating @ Portland’s SE Waterfront | Tunes, Skatemobile, FREE TriMet Pass
• Scavenger Hunt: Discover Portland’s Hidden Mysteries w/ Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Stay Active Outside, Discount / Promo Code
• Soccer: Where to Watch CONCACAF FIFA World Cup Qualifying Final Round in Portland | 5PM, USA vs Canada (more info)
• Soccer: Where to Watch CONCACAF FIFA World Cup Qualifying Final Round in Portland | 5PM, USA vs Canada (more info)
• Sports: Where to Watch College Football in Portland
• Treats: Pix Pâtisserie Presents Pix-O-Matic Vending 24 Hours a Day | Last-minute Birthday Treats, Photo Booth, Late Night Happy Hour
• Wine: Summer’s Arrived @ Stem Wine Bar in North Portland | Patio, Live Music & Performances, Signature Cocktails
• Wine: Boedecker Cellars Winery, Tasting Room & Bottle Shop Now Open in NW Portland | Reservations, Huge Outdoor Space, Delivery
• Wine: ENSO Winery Open in SE Portland | Flights, Glasses, Light Food Menu, Indoor & Outdoor Seating
• Wine: Labor Day Weekend Bacon & Wine Pairing @ Hip Chicks Do Wine | Bacon Appetizers Paired w/ 4 Wines

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Portland Monday Labor Day Events, September 6, 2021

• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Save w/ Discount Code
• Harvest: Bella Organic Pumpkin Patch & Winery Presents United Against Hate Corn Maze in NW Portland | 2.7 Miles of Pathways, Petting Zoo, Food, Wine, Beer, Cider
• Market: Come Thru Market: A Market Centering Black and Indigenous Farmers and Makers @ Redd on Salmon | Noon-4PM (more info)
• Mask: Protectly’s Mask Recommendations | What is the Best KN95 or N95 Mask for Covid-19?
• Music: Polka Dot Downtown Presents Pablo Rivarola @ Union Bank Building | Noon-1PM, Jazz Trumpeter (more info)
• Scavenger Hunt: Discover Portland’s Hidden Mysteries w/ Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Stay Active Outside, Discount / Promo Code
• Sports: Where to Watch College Football in Portland
• Treats: Pix Pâtisserie Presents Pix-O-Matic Vending 24 Hours a Day | Last-minute Birthday Treats, Photo Booth, Late Night Happy Hour
• Film: POW Film Festival @ Clinton St. Theater | Showcasing the Work of Women and Non-binary Directors (more info)
• Skating: Rose City Rollers Presents Outdoor Skating @ Portland’s SE Waterfront | Tunes, Skatemobile, FREE TriMet Pass

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Upcoming Portland Events

• September 8: Haley Heynderickx & The Milk Carton Kids @ Aladdin Theater | Singer/Songwriter, Indie Folk (Win Tickets, $50)
• September 8: Petit Monde Pour Night @ Stem Wine Bar | 5:30-7:30PM (more info)
• September 8: Live Music Featuring Yellow Birds @ Produce Row Cafe | 6-8PM, Folk, Americana (more info)
• September 9: Leatherman Tool Group Job Fair | Noon-2PM (more info)
• September 9: The Milk Carton Kids & Haley Heynderickx @ Revolution Hall | Singer/Songwriter, Indie Folk (Win Tickets, $50)
• September 10: Circles Around The Sun, w/ Frank LoCrasto @ Aladdin Theater | Rock, Indie, Roots (Win Tickets, $34)
• September 10-11: Wild Wild Christian @ Siren Theater | True Coming of Age Comedy Set at Religious Summer Camp (more info)
• September 11: The Old Church Concert Hall Presents Golden Retriever, Saariselka | Electronic, Ambient (Win Tickets, $46)
• September 11: The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S., Everyone’s Suspect
• September 12: Live Music Featuring David Pollack @ Produce Row Cafe | 1-3PM, Singer/Songwriter (more info)
• September 12: Revolution Hall Presents The Monkees Farewell Tour with Michael Nesmith & Micky Dolenz | All The Hits & Fan Favorites (Win Tickets, $130)
• September 12: Slabtown Outdoor Market in NW Portland | Fresh Local Produce, Food Trucks, Local Artists
• September 14: The Old Church Concert Hall Presents An Evening with Jackie Venson | Singer/Songwriters, Guitarist, Blues, Soul (Win Tickets, $30)
• September 14: PDXWIT Presents: September Happy Hour: What the F!? | 5PM, Online (more info)
• September 15: Live Music Featuring Fox & Bones @ Produce Row Cafe | 6-8PM, Folk, Americana (more info)
• September 17: Siren Nation & The Old Church Concert Hall Present An Evening with The Billie Holiday Project | Featuring the Bay Area’s Finest Jazz Musicians (Win Tickets, $40)
• September 17-19: Lan Su Chinese Garden Mid-Autumn Lantern Viewing Evenings | Lion Dance Performances, Floating & Hanging Lanterns
• September 17-19: Gorge Artists Open Studios Tour | Free, Self Guided Tour Featuring 42 Artists (more info)
• September 18: Sangria Saturday @ Hip Chicks Do Wine | 3 Wines & 3 Sangrias, Small Plates
• September 18-19: Spirit of Halloweentown in St. Helens | Haunted Hotel, Walk with Pumpkins, Vendor Village, Giant Jack-O-Lantern, Costume Contest & More!
• September 19 BOHEME PDX Outdoor Makers Market in NW Portland | Music, Art, Vendors, Every Third Sunday 
• September 21: The Old Church Concert Hall Presents The Small Glories w/ The Dales | 8PM, Roots Powerhouse Duo (more info)
• September 24: Bailey Bryan & Leah Kate @ Lola’s Room | Pop, R&B, Country (Win Tickets, $40)
• September 24: Rob Bell: Everything is Spiritual Tour @ Revolution Hall | 8PM, “The Robcast,” Author, Speaker (more info)
• September 25: The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S., Everyone’s Suspect
• September 25-26: Parkrose Marketplace | Live Music, Food, Drink Garden, Arts & Crafts & More!
• September 28: True West Presents Julian Lage @ Aladdin Theater | 8PM, All Ages, Guitarist (more info)