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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2020 Featured Portland Holiday Events:

Dinner: Portland Spirit Christmas Dinner To-Go | Individual and Family-Style Meals Hot & Ready to Eat (Order by December 22nd at 2pm for Christmas Eve or Christmas Day Pick-up)
Cruising: Buy a $100 Portland Spirit Gift Card & Receive a Sightseeing Voucher! | Gift Cards Never Expire, Vouchers Good for Portland Spirit & Columbia Gorge Sternwheeler
Wine: Holiday Wine Flights @ Stem Wine Bar | Women Winemakers, Gift Idea, Outdoor Seating
Wine & More: Hip Chicks Do Wine Presents Holiday Gift Packs To Go | Holiday Sangria Kits, Curbside Pickup & Delivery
Wine & Snacks: Stem Wine Presents Snack Pack for Two | Choose from 7 Wine Flights, Stay in With the Perfect DATE NIGHT at Home!
Wine & Gifts: Boedecker Cellars Winery, Tasting Room & Bottle Shop Now Open in NW Portland | Delivery
Show: Portland Spirit Presents Cinnamon Bear Holiday Show @ Oaks Park | Vehicle-Based Live Musical Sing-a-long
Dessert: Holiday Treats @ Pix Patisserie| Buche de Noel, Chocolate Ornaments & More
November 26-January 1: Flex and Flow Presents 2020 Portland Holiday Sweat Challenge | Virtual Sessions, Prizes, In Partnership w/ NOW
December 19: Experience Theatre Project Presents ‘A Drunk Christmas Carol | Interactive Livestream Performance, Giveaways
December 4-23: Pix Patisserie Holiday Tea Service| Sweet & Savory Treats | Pick-up or Shipped Nationwide
December 19-January 3: Rose City Rollers Presents Outdoor Winter Skating @ Lloyd Center | Skatemobile, Holiday Break Fun

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All 2020 December Portland Holiday Events:

All Month: Portland Spirit Presents Cinnamon Bear Holiday Show @ Oaks Park | Vehicle-Based Live Musical Sing-a-long
All Month: Buy a $100 Portland Spirit Gift Card & Receive a Sightseeing Voucher! | Gift Cards Never Expire, Vouchers Good for Portland Spirit & Columbia Gorge Sternwheeler
All Month: Flex and Flow Presents 2020 Portland Holiday Sweat Challenge | Virtual Sessions, Prizes, In Partnership w/ NOW
All Month: Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Discover Portland’s Hidden Mysteries + Discount / Promo Code
All Month: Hip Chicks Do Wine Presents Holiday Gift Packs To Go | Holiday Sangria Kits, Curbside Pickup & Delivery
All Month: Stem Wine Presents Snack Pack for Two | Choose from 7 Wine Flights, Stay in With the Perfect DATE NIGHT at Home!
All Month: Oregon ZooLights | Drive-through experience, 1.5 Million Lights (more info)
All Month: Milagro Presents A Xmas Cuento Remix Video | Not your abuela’s Christmas story (more info)
All Month: Beaverton Winter Lights | 5 Locations Decorated Across the City (more info)
All Month: Makers Union PDX and Portland Made Present Window Shop 2020 | See, Scan & Support Local Makers, Three Locations (more info)
All Month: Winter Wonderland @ Portland International Raceway | Largest Light Show in the Northwest, Drive Through (more info)
All Month: Lightopia Illuminated Journey @ Hillsboro’s Gordon Faber Recreation Complex | Registration Required (more info) (Closed Wednesdays)
All Month: Santa Photos at Washington Square Mall | A New, Contactless Experience (more info)
December 3-6: The Nightwood Presents Coopers Hall-iday Market | Noon-6PM, Featuring 25+ Local Makers, Coffee, Chocolate, Skincare & More (more info)
December 4-5: Christmas Ship Schedule & Info | Best Viewing Locations, Safety Precautions
December 4-6: Oregon Rail Heritage Center Presents Santa’s Enginehouse in SE Portland | 10AM-6PM (more info)
December 4-23: Pix Patisserie Holiday Tea Service| Sweet & Savory Treats | Pick-up or Shipped Nationwide
December 5: Unique Markets Portland Holiday 2020 Pop-Up in Downtown | 10AM-4PM, Curated capsule of modern, independent designers, artists and emerging brands (more info)
December 5: PDX Black Collective Market @ Helen Rose Skincare | 3-7PM (more info)
December 5: Unique Markets Holiday Pop-Up | 10am-4pm, Holiday Portraits, Music, 40+ Makers (more info)
December 5: Providence Festival of Trees on KATU | 8:30PM (more info)
December 8-13: Christmas Ship Schedule & Info | Best Viewing Locations, Safety Precautions
December 10-13: Clackamas County Winter Fair @ Clackamas County Fairgrounds | 100-Foot Light Tunnel, Wave to Santa (more info)
December 10-13: The Nightwood Presents Coopers Hall-iday Market | Noon-6PM, Featuring 25+ Local Makers, Coffee, Chocolate, Skincare & More (more info)
December 10-13: Holiday Night Market at Two Rivers Bookstore in North Portland (more info)
December 10-28: Alberta Street Presents Gnome for the Holidays | Win Prizes, Gnome Scavenger Hunt (more info)
December 11: Easton Broad Makers Pop Up Market on NE Broadway | 4PM-6PM (more info)
December 11: Christmas Trees of Hoyt Arboretum Virtual Presentation | 10AM (more inf0)
December 9-22: Portland Spirit Christmas Dinner To-Go | Individual and Family-Style Meals Hot & Ready to Eat (Order by December 22nd at 2pm for Christmas Eve or Christmas Day Pick-Up)
December 11-13: Oregon Rail Heritage Center Presents Santa’s Enginehouse in SE Portland | 10AM-6PM (more info)
December 12: PDX Black Collective Market @ Helen Rose Skincare | 3-7PM (more info)
December 12: Classic Ballet Academy Presents Nutcracker Vignettes in SE Portland | 5-9PM, Drive-thru Holiday Experience (more info)
December 12: Virtual Portland Indigenous Marketplace | 10AM-4PM (more info)
December 12: Portland’5 presents The Hip Hop Nutcracker – Virtual Performance | 5PM (more info)
December 12: Crafty Wonderland October Virtual Market! (more info)
December 13: Chanukah Drive-In at Lloyd Corporate Plaza | 4PM, Chabad of Northeast Portland presents a Chanukah Multi-media experience for all ages! (more info)
December 13: Caroling in Montavilla Church Parking Lot | 6:45PM, Watch From Your Car (more info)
December 16-22: Christmas Ship Schedule & Info | Best Viewing Locations, Safety Precautions
December 17: Pink Martini Presents Home for the Holidays Virtual Concert | 6-7:30PM, Featuring China Forbes, Storm Large & More! (more info)
December 17: Hollywood Bizarre PDX Presents Holiday Market | 6-10PM, Gift Ideas (more info)
December 17: Alena Botanica Holiday Open Studios Open Air Market | 1-4PM, Gifts, Beverage Boutique (more info)
December 17-20: The Nightwood Presents Coopers Hall-iday Market | Noon-6PM, Featuring 25+ Local Makers, Coffee, Chocolate, Skincare & More (more info)
December 17-20: Holiday Night Market at Two Rivers Bookstore in North Portland (more info)
December 17-24: Clackamas County Winter Fair @ Clackamas County Fairgrounds | 100-Foot Light Tunnel, Wave to Santa (more info)
December 18: PDX Black Collective Market @ Helen Rose Skincare | 3-7PM (more info)
December 18: PDX Moon Market @ Everett West | 4-9PM (more info)
December 19: Experience Theatre Project Presents ‘A Drunk Christmas Carol | Interactive Livestream Performance, Giveaways
December 19: Drive In Christmas Sing a Long @ Parkrose Community United Church of Christ | 3-4:30PM (more info)
December 19: PDX Moon Market @ Everett West | 11AM-6PM (more info)
December 19: Lonely Design Co. Holiday Pop Up Shop @ Legion Motorcycles | 11AM-6PM (more info)
December 19: Open Signal Presents Black Holidays #PDXEdition | 3-8PM, Featuring DJs SLIMKID3, Juggernaut, Dirty Red, Chanti Darling, Deena Bee (more info)
December 19: Black Santa Wonderland @ Tabor Heights United Methodist Church | 3-9PM, Free Reservations (more info)
December 19: Oregon Ballet Theatre keeps holiday magic alive with The Nutcracker Romp | 6:30PM, Online (more info)
December 19-January 3: Rose City Rollers Presents Outdoor Winter Skating @ Lloyd Center | Skatemobile, Holiday Break Fun
December 20: Portland Baroque Orchestra Presents Handel’s Messiah | 3PM, Online (more info)
December 20: Portland Opera and All Classical Portland Winter Wonderland Sing-Along | Noon, Online, Featuring a variety of musical pieces (more info)
December 20: PDX Moon Market @ Everett West | 11AM-5PM (more info)
December 20: Montavilla Farmers Market Holiday Market | Guidelines & Info
December 20-23: East Hill Church Presents Drive-Thru Nativity | 5-8PM (more info)
December 21-24: Hip Chicks Do Wine Open Extended Hours Christmas Week | 30% Off Case Sale, Free Local Delivery
December 23: Metropolitan Youth Symphony Presents Holiday Spectacular Concert Featuring Oregon International Ballet Academy | Music & Dance From the Nutcracker (more info)
December 23: The Big Legrowlski PDX Presents FESTIVUS ’20 w/ Orion Walsh | 8-10PM, Outdoor Seating (more info)
December 23-31: Portland Chamber Orchestra Presents Harmony For Hunger A Christmas Celebration Featuring Mandel – Messiah | Online Stream (more info)
December 24: Portland Urban Bike Presents Thursday Night Ride 299 X-Mas Eve | 7:30PM, Meet at Salmon Street Fountain (more info)
December 24: Alberta Rose Theatre Presents The Storm Large Holiday Ordeal Live Stream | 7PM (more info)
December 25: Christmas at Kennedy School | Featuring DJ Gregarious & Disorder 7-10PM, Free, Outdoor Seating (more info)
December 26-27: CoHo Productions Presents Liberace & Liza: A Tribute | 7:30PM, Online (more info)
December 26-31: Clackamas County Winter Fair @ Clackamas County Fairgrounds | 100-Foot Light Tunnel, Wave to Santa (more info)
December 27: Local Lounge Presents Kwanzaa | 7:30PM, Outdoor, Coco Jem Holiday, Flawless Shade, Regine Symone & More! (more info)
December 31: Pink Martini Presents Good Riddance 2020! New Year’s Eve Pink Martini Holiday Spectacular | 6-7:30PM, Featuring China Forbes, Storm Large & More! (more info)
December 31: Portland New Years Events, Parties, Champagne Toasts, & More