Portland Holiday Events: Bazaars, Shopping, Christmas Lights, Local Markets

Portland’s Holiday shopping and event season is here! Throughout November and December, we have a great resource for holiday sales, specials, events, Christmas light displays, parties, local crafts and goods, and GIVEAWAYS.

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2022 December Portland Holiday Events:

• All Month: PDX Urban Wineries Holiday Pop Up @ Director Park in Downtown Portland | Featuring 14 Member Wineries, Mix & Match Tastings, Discounts
• All Month: Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Discover Portland’s Hidden Mysteries + Discount / Promo Code
• Fridays: Friday Soup Night @ Boedecker Cellars | Soup & Wine Pairing, Special Bottle Pricing
• December 1: Holidays on the Mall – Fireside Carolers @ Transit Mall | Noon-1PM (more info)
• December 1-3: (Winter) WONDERLAND @ The Siren Theater | Holiday Themed Original Sketch Comedy by Jason Rouse
• December 1-4: A Very Merry PDX-mas @ Broadway Rose New Stage | Classic Carols, Holiday Pop Songs & Original Offbeat Material (Win Tickets, $100)
• December 2: Portland Christmas Ships Parade – North Portland Harbor | 7PM (more info)
• December 2: Holidays on the Mall – MC Shoehorn @ Ben Bridge Jewelers | 5-6PM (more info)
• December 2: First Friday Art Walks | Meet w/ Artists, Shopping Across Portland (more info)
• December 2: Multnomah Village First Friday | Special Promotions all Day (more info)
• December 2: Beaumont Holiday Fest on NE Fremont |  4-7PM, Santa, Drinks, Snacks (more info)
• December 2-4: The Holiday (2006) @ 5th Avenue Cinema | Multiple Showings (more info)
• December 2-4: Kai USA Warehouse Sale in Tualatin | High-performance Kitchen Cutlery, Pocketknives, Sporting Knives, Up to 75% Off
• December 2-3: Winter Fair & Holiday Market @ Clackamas County Event Center | 25+ Vendors, Santa, Treats, Gifts, 200 Thousand Lights & More!
• December 2-3: A Celtic Christmas with the Gothard Sisters @ The Old Church Concert Hall | 8PM, Celtic, Folk, Carols (Win Tickets, $60)
• December 2-4: The North Pole @ Eagle Crest in Lake Oswego | 5-9PM (more info)
• December 2-26: NE Alberta Street Presents Gnome for the Holidays | Scavenger Hunt, Raffle (more info)
• December 3: Portland Christmas Ships Parade – Camas/Washougal | 6PM (more info)
• December 3: Every Child Deserves a Christmas @ Portland Art Museum | 11AM-7PM (more info)
• December 3: Holiday Market @ Hip Chicks Do Wine in SE Portland | Gift Ideas, 13 Local Artisans
• December 3-4: Unique Markets Portland 2022 Holiday Market | Featuring 160 of Portland’s Best Emerging Brands & Makers
• December 3-31: Lightopia – An Illuminated Journey @ Hillsboro Stadium | Free Drive-through Light Up Attraction, Reservations Required (more info)
• December 4: Portland Spirit Cinnamon Bear Holiday Breakfast Cruises in Downtown Portland | Storytelling, Music, Magic
• December 4: RAM Cellars Winter Winedown @ Hip Chicks Do Wine | Tastings, Charcuterie, Music, Fundraiser
• December 5: Portland Christmas Ships Parade – Vancouver Waterfront / Hayden Bay | 7PM (more info)
• December 5: Portland Christmas Ships Parade – Johns Landing/Fremont Bridge | 7PM (more info)
• December 5-7: Portland Spirit 2022 Christmas Ships Parade Dinner Cruises | Front Row Seats to Rose City Tradition
• December 6: Portland Christmas Ships Parade – M. James Gleason Boat Ramp/Washington Shores/Wintler Park | 7PM (more info)
• December 6: Portland Christmas Ships Parade – Milwaukie | 7PM (more info)
• December 7: Portland Christmas Ships Parade – Vancouver Waterfront/Hayden Bay | 7PM (more info)
• December 7: Portland Christmas Ships Parade – Johns Landing / Fremont Bridge | 7PM (more info)
• December 8: The Jefferson Dancers @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 8-10: (Winter) WONDERLAND @ The Siren Theater | Holiday Themed Original Sketch Comedy by Jason Rouse
• December 8-11 A Very Merry PDX-mas @ Broadway Rose New Stage | Classic Carols, Holiday Pop Songs & Original Offbeat Material (Win Tickets, $100)
• December 9: Portland Christmas Ships Parade – I-205/Steamboat Landing | 7PM (more info)
• December 9: Black Santa @  The Groves | 6-8PM (more info)
• December 9: Portland Christmas Ships Parade – Milwaukie/Oregon Yacht Club | 7PM (more info)
• December 9: Club Privata Presents Margaritas & Mistletoe | Toy Drive, Drink Specials, Pacific Northwest’s Premier Lifestyle Club
• December 9: Portland Spirit 2022 Christmas Ships Parade Dinner Cruises | Front Row Seats to Rose City Tradition
• December 9: The Great Figgy Pudding Caroling Competition @ Pioneer Courthouse Square in Downtown Portland | Free Holiday Entertainment
• December 9-10: Winter Fair & Holiday Market @ Clackamas County Event Center | 25+ Vendors, Santa, Treats, Gifts, 200 Thousand Lights & More!
• December 9-11: Ugly Sweater Bar Crawl in St. Johns | Instagram Contest, Drink Specials, Group Crawl
• December 9-11: The North Pole @ Eagle Crest in Lake Oswego | 5-9PM (more info)
• December 10: Portland Christmas Ships Parade – St. Helens/Columbia City/Woodland | 6PM (more info)
• December 10: Black Santa @ Holla Mentors | 10AM-Noon (more info)
• December 10: FREE Tuba Christmas Concert @ Pioneer Courthouse Square in Downtown Portland | Holiday Tradition Featuring 150 Tubas
• December 10: Foster for the Holidays in SE Portland | Free Live Music Featuring Carolers, Hot Cocoa, Holiday Shopping, Gift Ideas 
• December 10: Celtic Light Orchestra presents “A Celtic Christmas” @ Echo Theater | 7:30PM, Holiday Favorites w/ The World’s Only Light Up Orchestra (Win Tickets, $50)
• December 10-11: Maizee Mae’s Vintage and Collectible Market @ DoubleTree Hilton Lloyd Center | 55+ Vendors, Snacks + Drinks, 2022 Holiday Gift Ideas
• December 10-11: Portland Spirit Cinnamon Bear Holiday Breakfast Cruises in Downtown Portland | Storytelling, Music, Magic
• December 10-11: ScanFair: Nordic Christmas Market @ Oregon Convention Center | 80+ Vendors, Finnish Santa, Food & Drink, Entertainment, Games & More!
• December 11: Portland Christmas Ships Parade – Scappoose/Multnomah Channel | 4:30PM (more info)
• December 11: Black Santa @ JJT Studios | 11AM-1PM (more info)
• December 11: Power Pep Band @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 11: Dance Fusion Northwest @ Pioneer Courthouse Square | 2-3PM (more info)
• December 11: Ockley Green Middle School Dancers and Band @ Pioneer Courthouse Square | 5-6PM (more info)
• December 11: Pet Photos w/ Santa Paws @ PAW Team | 10AM-3PM, Free (more info)
• December 11: Urbanite PDX Presents A Festive Afternoon Just Because We Appreciate You | Noon-6PM, Caroling, Santa, Goats (more info)
• December 11: Holiday Vegan Night Market Portland @ Redd on Salmon Street | 75+ Vendors, DJ, Ugly Sweater Contest, Raffle & More! (Win Tickets, $40)
• December 11: It’s a Tony Starlight Christmas @ Alberta Rose Theatre in NE Portland | Featuring the All-Star Horns, Holiday Classics
• December 12: Solid Brass PDX Holiday Performance @ Pioneer Courthouse Square | 5-6PM (more info)
• December 12: Ida B Wells High School Jazz Band Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 13: Beaumont Middle School Jazz Band Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 13: The Fireside Carolers Holiday Performance @ Pioneer Courthouse Square | 5-6PM (more info)
• December 13: Holidays on the Mall – Pablo Rivarola @ Ben Bridge Jewelers | 5-6PM (more info)
• December 13-21: Christmas at The Old Church with Michael Allen Harrison in Downtown Portland | Beloved Holiday Tradition, w/ Gospel, Blues & Jazz Singer Julianne Johnson
• December 14: Portland Christmas Ships Parade – Mt. James Gleason Boat Ramp / Washington Shores / Wintler Park | 7PM (more info)
• December 14: Portland Christmas Ships Parade – Milwaukie | 7PM (more info)
• December 14: LaRhonda Steele Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 14: Alameda School Choir Holiday Performance @ Pioneer Courthouse Square | 5-6PM (more info)
• December 14: Holidays on the Mall – Megan McGeorge @ Sixth + Main | Noon-1PM (more info)
• December 14-18: Portland Spirit 2022 Christmas Ships Parade Dinner Cruises | Front Row Seats to Rose City Tradition
• December 15: Portland Christmas Ships Parade – Vancovuer Waterfront / Hayden Bay | 7PM (more info)
• December 15: Portland Ranging Grannies Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 15: Mac Balladeers Holiday Performance @ Pioneer Courthouse Square | 5-6PM (more info)
• December 15: Holidays on the Mall – The Dickens Carolers @ Transit Mall | Noon-1PM (more info)
• December 15: Portland Christmas Ships Parade – Johns Landing/Fremont Bridge | 7PM (more info)
• December 15-18: A Very Merry PDX-mas @ Broadway Rose New Stage | Classic Carols, Holiday Pop Songs & Original Offbeat Material (Win Tickets, $100)
• December 15-31: Peacock Lane Free Holiday Display in SE Portland
• December 16: Portland Christmas Ships Parade – North Portland Harbor | 7PM (more info)
• December 16: Portland Christmas Ships Parade – Milwaukie | 7PM (more info)
• December 16: Pablo Rivarola Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 16: The Blueprint Carolers & Reynolds High School Choir @ Pioneer Courthouse Square | 5-6PM (more info)
• December 16: Holidays on the Mall – Jennifer O’Leary @ Transit Mall | Noon-1PM (more info)
• December 16: Low Bar Chorale: A Holiday Pop Songs Singalong (Night 1) @ Mississippi Studios | 7:30PM (more info)
• December 16-17: Winter Fair & Holiday Market @ Clackamas County Event Center | 25+ Vendors, Santa, Treats, Gifts, 200 Thousand Lights & More!
• December 16-18: The North Pole @ Eagle Crest in Lake Oswego | 5-9PM (more info)
• December 17: Black Santa @ Waverly United Church of Christ | Noon-2PM (more info)
• December 17: Low Bar Chorale: A Holiday Pop Songs Singalong (Night 2) @ Mississippi Studios | 7:30PM (more info)
• December 17: Mama Bird Recording Co’s 5th Annual Winter Wassail @ Polaris Hall | 8PM (more info)
• December 17: Winter Holiday Market in NE Portland | 18+ Vendors, Kids Craft Area, Holiday Gifts, Coat & Sock Donation Drive
• December 17: Experience Theatre Project Presents A Drunk Christmas Carol | Classically Trained Actors Read Holiday Classic While Drinking (Win Tickets, $50)
• December 17: Sasa Fox Holiday Performance @ Pioneer Courthouse Square | 1-2PM (more info)
• December 17: Peppermint Patties Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 17: Bridge Town Sound @ Pioneer Courthouse Square | 5-6PM (more info)
• December 17-18: Holiday Open House @ Hip Chicks Do Wine | Noon-5PM (more info)
• December 18: Portland Christmas Ships Parade – St. Johns Bridge/Cathedral Park | 5PM (more info)
• December 18: Chanukah Celebration & Giant Menorah Lighting in Downtown Gresham | 4:30PM (more info)
• December 18: Chanukah Celebration @ Tanner Springs Park | 4PM, Live Music, Latkes, Free Menorah Kit (more info)
• December 17-18: Portland Spirit Cinnamon Bear Holiday Breakfast Cruises in Downtown Portland | Storytelling, Music, Magic
• December 18: Rock and Roll Playhouse Presents Music of The Beatles @ Mission Theater | Noon, Family Friendly Classic Rock Concert Featuring Newspaper Taxi (Win Tickets, $30)
• December 18: “A Charlie Brown Christmas” w/ Patrick Lamb @ Oregon Zoo – Cascade Crest Ballroom | Benefit Concert for Transitional Youth
• December 18: Black Santa @ Alberta Main Street | 3-5PM (more info)
• December 18: Public Menorah First Night @ Pioneer Courthouse Square | 4:30PM, Live Music, Foods, Dignitaries (more info)
• December 18: Megan McGeorge Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 18: The Dickens Carolers Holiday Performances @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 18: Karyn Ann Holidays on the Mall @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 19: Black Santa Reads to Children @ on NE Fremont Street | 3:30PM & 4:30PM (more info)
• December 19: Machado Mijiga Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 19: Jordan Sings Holiday Performance @ Pioneer Courthouse Square | 5-6PM (more info)
• December 20: Portland Christmas Ships Parade – Vancouver Waterfront/Hayden Bay | 7PM (more info)
• December 20: Black Santa @ Aloha United Methodist Church | 6-8PM (more info)
• December 20: Portland Christmas Ships Parade – Milwaukie | 7PM (more info)
• December 20: Sam Barlow High School Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 20: Stumptown Saxes Holiday Performance @ Pioneer Courthouse Square | 5-6PM (more info)
• December 20: Fireside Carolers – Holidays on the Mall in Downtown Portland | 5-6PM (more info)
• December 20-21: Portland Spirit 2022 Christmas Ships Parade Dinner Cruises | Front Row Seats to Rose City Tradition
• December 20-22: A Very Merry PDX-mas @ Broadway Rose New Stage | Classic Carols, Holiday Pop Songs & Original Offbeat Material (Win Tickets, $100)
• December 21: Portland Columbia Symphony Presents “A Very Brassy Holiday” @ First Presbyterian Church | 7:30PM, Seasonal Favorites  (Win Tickets, $80)
• December 21: Portland Christmas Ships Parade – North Portland Harbor | 7PM (more info)
• December 21: The Dickens Carolers @ Holidays on the Mall in Downtown Portland | Noon-1PM (more info)
• December 21: The Beat Goes On Marching Band Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 21: The Angelic Noise Holiday Performance @ Pioneer Courthouse Square | 5-6PM (more info)
• December 21: Portland Christmas Ships Parade – Johns Landing/Fremont Bridge | 7PM (more info)
• December 22: The Big Lebowski @ Clinton Street Theater | 7PM (more info)
• December 22: Hayley Lynn @ Nike for Holidays on the Mall in Downtown Portland | Noon-1PM (more info)
• December 22: Jennifer O’Leary Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 22: Jordan Sings @ MUJI – Holidays on the Mall in Downtown Portland | 5-6PM (more info)
• December 22: 7 Deadly Sins Storytelling Presents Saturnalia: Pantheon @ Mission Theater | Celebrate the Solstice w/ Wickedly True Stories
• December 22-23: Winter Fair & Holiday Market @ Clackamas County Event Center | 25+ Vendors, Santa, Treats, Gifts, 200 Thousand Lights & More!
• December 22: Portland Spirit Cinnamon Bear Holiday Breakfast Cruises in Downtown Portland | Storytelling, Music, Magic
• December 23: LaRhonda Steele @ Holidays on the Mall in Downtown Portland | Noon-1PM (more info)
• December 23: The Blueprint Carolers Holiday Performance @ Pioneer Courthouse Square | Noon-1PM (more info)
• December 23: Over The Bridge Jazz Holiday Performance @ Pioneer Courthouse Square | 5-6PM (more info)
• December 23-24: The Big Lebowski @ Clinton Street Theater | 3PM & 7PM (more info)
• December 24: Portland Farmers Market Last Market of 2022 at Portland State University – Park Blocks
• December 24: Christmas at The Old Church with Michael Allen Harrison in Downtown Portland | Beloved Holiday Tradition, w/ Gospel, Blues & Jazz Singer Julianne Johnson
• December 24: Portland Spirit Cinnamon Bear Holiday Breakfast Cruises in Downtown Portland | Storytelling, Music, Magic
• December 25: Potluck in the Park @ Portland Art Museum | Noon-3PM, Free Christmas Dinner (more info)
• December 25: Portland Spirit Christmas Day Buffet Cruise | Holiday Classics, Beautiful City Views
• December 26-27: Christmas at The Old Church with Michael Allen Harrison in Downtown Portland | Beloved Holiday Tradition, w/ Gospel, Blues & Jazz Singer Julianne Johnson
• December 26-27: Portland Spirit Cinnamon Bear Holiday Breakfast Cruises in Downtown Portland | Storytelling, Music, Magic
• December 29-30: THE ILLUISONISTS Present Magic of the Holidays @ Keller Auditorium | A Merry Magical Night in Downtown Portland Direct From Broadway

Related Events and Info:

• Events Calendar: Our Portland Events Calendar & Ticket Giveaways
• Thanksgiving: Portland Thanksgiving Events: Black Friday, Holiday Tree Lighting & More
• New Years: Portland New Years Events, Parties, Champagne Toasts, & More
• From DrinkSpirits: Holiday Gift Guide – Spirits That Look Expensive But Aren’t

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2022 November Portland Holiday Events:

• All Month: Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Discover Portland’s Hidden Mysteries + Discount / Promo Code
• November 5-6: Hip Chicks Do Wine Presents Pre-Holiday Wine Tasting | Appetizer Pairing, Holiday Sangria, Discounts
• November 12: Urban Craft Uprising Presents Gobble Up Artisan Market @ Alder Block | Featuring Dozens of Local Food, Beverage & Kitchenware Makers
• November 12: House of Dreams Pretty Kitty Holiday Craft Bazaar @ Tabor Space | Gifts, Benefit for No-Kill Shelter
• November 13: Hip Chicks Do Wine Presents Charcuterie Board Workshop | 1PM, Holiday Party Ideas (more info)
• November 17-20: Portland Holiday Market @ Portland Expo Center | SantaLand, Crafts, Food, Gifts, Decor, Spirits & More!
• November 18: Ugly Sweater Community Tree Lighting @ St. Johns Plaza | 5-7PM
• November 18-19: Oregon Zoo Presents BrewLights | Adults Only, Featuring 45 Northwest Breweries & Cideries (Win Tickets, $110)
• November 18-December 18: Ugly Sweater Shopping Extravaganza in St. Johns
• November 19: Ugly Sweater Shopping Event @ St. Johns Plaza | 11AM-4PM
• November 19: Hillsboro Holly Days Celebration | 2-7PM, Tree Lighting 6PM (more info)
• November 23: Shemanski Park Farmers Market & Harvest Festival | 8AM-Noon (more info)
• November 23: A Very Merry PDX-mas @ Broadway Rose New Stage | Classic Carols, Holiday Pop Songs & Original Offbeat Material (Win Tickets, $100)
• November 24: Goodfoot Pub & Lounge Open Thanksgiving Evening | 8PM, Drinks, Pool, Art (more info)
• November 24: Cascade Grill Open for Thanksgiving Dinner in North Portland | Full Menu Available, Turkey Dinner
• November 25: Club Privata Presents Black Light Friday in Downtown Portland | Neon, LED, Body Paint
• November 25: Christmas/Holiday Tree Lighting Celebration @ Pioneer Courthouse Square | Virtual Sing Along
• November 25: Free parking at Oregon State Parks | “Green Friday” (more info)
• November 25: Lake Oswego Tree Lighting Festival at Millennium Plaza Park | 3-8PM (more info)
• November 25: Tony Furtado Acoustic Band: 11th Annual Post Thanksgiving Bash @ Mississippi Studios | 9PM, w/ Hanz Araki (more info)
• November 25-26: Storm Large Holiday Ordeal @ Aladdin Theater | 8PM, Music, Comedy, Special Guests (Win Tickets, $112)
• November 25-26: PDX Moon Market @ Everett West | Showcasing Local Goods From Skilled Crafters, Gift Ideas
• November 25-27: A Very Merry PDX-mas @ Broadway Rose New Stage | Classic Carols, Holiday Pop Songs & Original Offbeat Material (Win Tickets, $100)
• November 25: Friday Soup Night @ Boedecker Cellars | Soup & Wine Pairing, Special Bottle Pricing
• November 25-December 30: PDX Urban Wineries Holiday Pop Up @ Director Park in Downtown Portland | Featuring 14 Member Wineries, Mix & Match Tastings, Discounts
• November 26: The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S., Everyone’s Suspect
• November 26: Hillsboro Parks & Recreation Presents Snow Much Fun | 1-5PM, Wagon Rides, Carolers, Snow Fall on the Hour (more info)
• November 26: Take a Picture with Prince the Llama at DIY Bar Courtyard in North PDX | 2-5PM, Free (more info)
• November 26-27: Hip Chicks Do Wine Presents 2022 Thanksgiving Weekend Flights & Bites w/ RAM Cellars | 8-10 Wines, Mulled Wine, Holiday Discounts
• November 26-27: Portland Spirit Cinnamon Bear Holiday Breakfast Cruises in Downtown Portland | Storytelling, Music, Magic
• November 27: Autumn Holiday Market @ Taborspace in SE Portland | 30+ Vendors, Raffle, Gift Ideas, Treats, Support Local Small Business
• November 27: Black Santa @ Cascade Church | Noon-1PM (more info)
• November 27: The Dickens Carolers @ Pioneer Courthouse Square | 11:30AM-12:30PM (more info)
• November 27: Laryssa Birdseye Holiday Performance @ Pioneer Courthouse Square | 1-2PM (more info)
• November 29: Toys for Tots Toy Drive @ The EastBurn | Rare Beer Tastings, Swag, Prizes

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