MANY Portland Weekend Events & Giveaways ($2,500+): Concerts, Comedy, Theater, Film, & More!

A round up of what’s going on in Portland this weekend including festivals, concerts, comedy, trivia, happy hours, movies, & more!

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GIVEAWAYS: Win Tickets to Concerts, Comedy, Festivals, Films, Theater, & More!

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Portland Thursday Events, January 16

• Baseball: Join the Hillsboro Hops New Ballpark Waitlist today for the opportunity to become a Hops Ticket Package holder in the inaugural 2026 season!
• Community: Portland Black College Expo at Self Enhancement | 2-6PM, Free (more info)
• Cruise: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
• Drinks: $9 Margarita Thursday @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents The Wizard’s Lair | Unravel the Wizard’s Secrets of Alchemy
• Film: Color & Sound Vol. 3 @ Clinton Street Theater | 7PM, The Fall (more info)
• Music: The Walkaways @ The Goodfoot Pub & Lounge | 8PM, A Band Covering the Songs Phish Covers (more info)
• Music: Jay Si Proof at the Goodfoot Pub & Lounge | 8PM,  “earth jazz alchemists” (Win Tickets)
• Theater: Deep End Theater Presents Krapp’s Last Tape @ 21Ten Theater | Samuel Beckett’s Nobel Prize Winning One Man Show
• Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Broadway Pub | 7PM
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @505 Distilling | 7PM
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Space Room | 7PM
• Trivia: ShanRock’s Triviology Presents Thursday Trivia @ BareBones | 7PM, Prizes
• Trivia: ShanRock’s Triviology Presents Thursday Trivia @ The EastBurn Public House | 7PM, Prizes
• Trivia: ShanRock’s Triviology Presents Thursday Trivia @ Delta Cafe | 7PM, Prizes

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Portland Friday Events, January 17

• Aerial: Dark Side – A Piece for Assorted Lunatics @ Alberta Rose Theatre | Rock Music, Aerial Dance, Light Show
• Baseball: Join the Hillsboro Hops New Ballpark Waitlist today for the opportunity to become a Hops Ticket Package holder in the inaugural 2026 season!
• Cruise: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
• DJs: Soul Stew Featuring DJ Aquaman and Friends @ The Goodfoot Pub & Lounge | 9PM, Funk, Soul, Disco (more info)
• Drinks: Old Fashion Fridays @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents The Wizard’s Lair | Unravel the Wizard’s Secrets of Alchemy
• Film: Color & Sound Vol. 3 @ Clinton Street Theater | 7PM, The Boy Friend (more info)
• Music: Portland’s Folk Festival @ Crystal Ballroom | 6PM, Rainbow Girls, Handmade Moments, Christopher Worth, Jacob Westfall, Dustin Dale Gaspard, Blair Borax
• Music: Bad Bad Hats @ Mission Theater | 8PM w/ Party Nails
• Theater: Deep End Theater Presents Krapp’s Last Tape @ 21Ten Theater | Samuel Beckett’s Nobel Prize Winning One Man Show
• Theater: Stumptown Stages Presents Hairspray @ Winningstad Theatre | Best Musical Tony Winner, Family-Friendly
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland

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Portland Saturday Events, January 18

• Aerial: Dark Side – A Piece for Assorted Lunatics @ Alberta Rose Theatre | Rock Music, Aerial Dance, Light Show
• Baseball: Join the Hillsboro Hops New Ballpark Waitlist today for the opportunity to become a Hops Ticket Package holder in the inaugural 2026 season!
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Community: Portland Japanese Garden Presents Living Traditions 2025: The Future of Social Resiliency and Natural Environment @ World Forestry Center | 3:30PM, Free (more info)
• Cruise: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
• Drinks: $9 Bulleit or Ketel One Mules @ The EastBurn Public House | 5-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents The Wizard’s Lair | Unravel the Wizard’s Secrets of Alchemy
• Film: Color & Sound Vol. 3 @ Clinton Street Theater | 3PM, Snow White (1916) w/ Live Harp and Viola Score (more info)
• Film: Color & Sound Vol. 3 @ Clinton Street Theater | 7PM, Heaven Adores You (more info)
• Film: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
• Market: Montavilla Farmers Market | 10AM-2PM
• Market: Portland Farmers Market at Portland State University – Park Blocks
• Music: Brian Charette Trio (NYC), McTuff (Seattle) at the Goodfoot Pub & Lounge | 9PM, Modern Jazz, Funk, Soul
• Music: Portland’s Folk Festival @ Crystal Ballroom | 2PM, Olive King, Johnny Franco and His Real Brother Dom, Free Creatures, Fox and Bones, Sage Christie
• Pirates: Swashbuckler’s Ball @ Milwaukie Elks Lodge | 8PM, Beltaine, Bergamot Burlesque, Chervona, Biddy on the Bench & More!
• Theater: Stumptown Stages Presents Hairspray @ Winningstad Theatre | Best Musical Tony Winner, Family-Friendly
• Theater: Deep End Theater Presents Krapp’s Last Tape @ 21Ten Theater | Samuel Beckett’s Nobel Prize Winning One Man Show
• Wine: Game Day Snack & Wine Pairing @ Hip Chicks Do Wine | 6 Wines Paired w/ 4 Snacks (more info)

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Portland Sunday Events, January 19

• Baseball: Join the Hillsboro Hops New Ballpark Waitlist today for the opportunity to become a Hops Ticket Package holder in the inaugural 2026 season!
• Brunch: Portland Spirit Sunday Brunch Cruise | Bottomless Champagne & Mimosas, Live Music, Locally Sourced Cuisine
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Chacuterie: Build a Charcuterie Board @ Hip Chicks Do Wine | Cheese Cutting Technique + Wine Pairing
• Dining: $13 Burger & Pint @ The EastBurn Public House | 5-11PM, Heated Patio, SIN Night 25% off drinks & $6 Half- pound Burger (more info)
• Drinks: Drink & Draw Upstairs @ The Goodfoot Pub & Lounge | 7PM, 21+ (more info)
• Escape Room: Escapism Portland Presents The Wizard’s Lair | Unravel the Wizard’s Secrets of Alchemy
• Film: Free Community Screenings @ Movie Madness | 11:30AM, 6PM & 9PM (more info)
• Games: Free Pool @ The Goodfoot Pub & Lounge | 5PM-2AM, Food & Drink Specials (more info)
• Market: Hillsdale Farmers Market | 9a-1p (more info)
• Music: Oregon Sinfonietta Performs Mozart, Beethoven and Reinecke at Sunnyside Seventh-day Adventist Church | 3PM, Free, (more info)
• Theater: Stumptown Stages Presents Hairspray @ Winningstad Theatre | Best Musical Tony Winner, Family-Friendly
• Trivia: ShanRock’s Triviology Presents Sunday Trivia @ The EastBurn Public House | 5PM, Prizes
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Wayfinder Bar | 6:30PM
• Wine: Game Day Snack & Wine Pairing @ Hip Chicks Do Wine | 6 Wines Paired w/ 4 Snacks (more info)

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Upcoming & Featured Portland Events

• • January: Our January Events Calendar
  • February: Our February Events Calendar
  • Valentines: Portland Valentine’s Day Weekend Events: Dinners, Brunch, Shows, Parties, Local Gifts
  • WIN: Win Portland STUFF: Prizes, Concert Tickets, Gift Cards, Food & Drink
  • Baseball: Join the Hillsboro Hops New Ballpark Waitlist today for the opportunity to become a Hops Ticket Package holder in the inaugural 2026 season!