Many Portland Weekend Events: Holiday Markets, Cinnamon Bear Show, Festival of Trees, & More

The holiday season is in full swing, Portland! See our big list of markets, events, shows, and more below.

Featured: Portland Spirit Presents Cinnamon Bear Holiday Show @ Oaks Park | Vehicle-Based Live Musical Sing-a-long

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Portland Thursday Day Events, December 3, 2020

• Conservation: East Multnomah Soil and Water Conservation District Presents Beneficial Insects Webinar | 6-8:30PM (more info)
• Discussion: Oregon Humanities Presents a Conversation with Author Masha Gessen | 5PM, Online Discussion on Autocracy, Democracy, and Activism in the US and Russia  (more info)
• Drinks: New Deal Distillery Releases Special Series of 5-Year Malt Whiskeys | Small Batch, Virtual Tasting, Curbside Pickup, Delivery
• Gift Idea: Buy a $100 Portland Spirit Gift Card & Receive a Sightseeing Voucher! | Gift Cards Never Expire, Vouchers Good for Portland Spirit & Columbia Gorge Sternwheeler
• Holidays: Portland Spirit Presents Cinnamon Bear Holiday Show @ Oaks Park | Vehicle-Based Live Musical Sing-a-long
• Holidays: Oregon ZooLights | Drive-through experience, 1.5 Million Lights (more info)
• Holiday Market: The Nightwood Presents Coopers Hall-iday Market | Noon-6PM, Featuring 25+ Local Makers, Coffee, Chocolate, Skincare & More (more info)
• Movement: Flex and Flow Presents 2020 Portland Holiday Sweat Challenge | Virtual Sessions, Prizes, In Partnership w/ NOW
• Scavenger Hunt: Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Discover Portland’s Hidden Mysteries + Discount / Promo Code
• Tech: Techfest NW – Virtual Global Tech Conference | Online, The Future of Work (more info)
• Wine: Hip Chicks Do Wine Presents Holiday Gift Packs To Go | Holiday Sangria Kits, Curbside Pickup & Delivery
• Wine: Stem Wine Bar Now Open in North Portland | 150+ Wines, 18 Flights, Same Day Delivery
• Wine: Boedecker Cellars Winery Offering Free Delivery in Portland Metro Area | Curbside Pickup

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Portland Friday Events, December 4

• Books: Friends Of The Library Presents Free Book Fridays @ Lake Oswego Public Library Parking Lot | 10AM-1PM (more info)
• Community: Daily Stand on Every Corner Protests Across Portland | Support Your Community & Black Lives Matter, Multiple Locations & Times (more info)
• Community: Extinction Rebellion Portland – XR PDX Presents Fridays for Future @ Cleveland High School | 11AM-Noon (more info)
• Drinks: New Deal Distillery Releases Special Series of 5-Year Malt Whiskeys | Small Batch, Virtual Tasting, Curbside Pickup, Delivery
• Gift Idea: Buy a $100 Portland Spirit Gift Card & Receive a Sightseeing Voucher! | Gift Cards Never Expire, Vouchers Good for Portland Spirit & Columbia Gorge Sternwheeler
• Holidays: Portland Spirit Presents Cinnamon Bear Holiday Show @ Oaks Park | Vehicle-Based Live Musical Sing-a-long
• Holidays: Oregon Rail Heritage Center Presents Santa’s Enginehouse in SE Portland | 10AM-6PM (more info)
• Holidays: Lightopia Illuminated Journey @ Hillsboro’s Gordon Faber Recreation Complex | Registration Required (more info) (Closed Wednesdays)
• Holidays: Oregon ZooLights | Drive-through experience, 1.5 Million Lights (more info)
• Holidays: Winter Wonderland @ Portland International Raceway | Largest Light Show in the Northwest, Drive Through (more info)
• Holiday Market: Clackamas County Winter Fair @ Clackamas County Fairgrounds | 100-Foot Light Tunnel, Wave to Santa (more info)
• Holiday Market: The Nightwood Presents Coopers Hall-iday Market | Noon-6PM, Featuring 25+ Local Makers, Coffee, Chocolate, Skincare & More (more info)
• Market: PDX Black Collective Market @ Helen Rose Skincare | 3-7PM (more info)
• Movement: Flex and Flow Presents 2020 Portland Holiday Sweat Challenge | Virtual Sessions, Prizes, In Partnership w/ NOW
• Scavenger Hunt: Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Discover Portland’s Hidden Mysteries + Discount / Promo Code
• Tech: Techfest NW – Virtual Global Tech Conference | Online, The Future of Work (more info)
• Wine: Hip Chicks Do Wine Presents Holiday Gift Packs To Go | Holiday Sangria Kits, Curbside Pickup & Delivery
• Wine: Stem Wine Bar Now Open in North Portland | 150+ Wines, 18 Flights, Same Day Delivery
• Wine: Boedecker Cellars Winery Offering Free Delivery in Portland Metro Area | Curbside Pickup

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Portland Saturday Events, December 5, 2020

• Community: Daily Stand on Every Corner Protests Across Portland | Support Your Community & Black Lives Matter, Multiple Locations & Times (more info)
• Community: Positive Charge PDX Presents Monthly Safeway – Urban Gleaners Food Delivery | 9:30-11AM (more info)
• Conservation: East Multnomah Soil and Water Conservation District Presents Native Plants Webinar | 9-11:30AM
• DJ: DJ Anjali and The Incredible Kid Host Global Bass/Bhangra Dance Parties Every Saturday Night! | Virtual Streaming via Facebook Twitch
• Drinks: New Deal Distillery Releases Special Series of 5-Year Malt Whiskeys | Small Batch, Virtual Tasting, Curbside Pickup, Delivery
• Farmers Market: Hollywood Farmers Market in NE Portland | 9AM-1PM (more info)
• Gift Idea: Buy a $100 Portland Spirit Gift Card & Receive a Sightseeing Voucher! | Gift Cards Never Expire, Vouchers Good for Portland Spirit & Columbia Gorge Sternwheeler
• Holidays: Winter Wonderland @ Portland International Raceway | Largest Light Show in the Northwest, Drive Through (more info)
• Holidays: Portland Spirit Presents Cinnamon Bear Holiday Show @ Oaks Park | Vehicle-Based Live Musical Sing-a-long
• Holidays: Oregon ZooLights | Drive-through experience, 1.5 Million Lights (more info)
• Holidays: Oregon Rail Heritage Center Presents Santa’s Enginehouse in SE Portland | 10AM-6PM (more info)
• Holidays: Providence Festival of Trees on KATU | 8:30PM (more info)
• Holiday Market: The Nightwood Presents Coopers Hall-iday Market | Noon-6PM, Featuring 25+ Local Makers, Coffee, Chocolate, Skincare & More (more info)
• Holiday Market: Unique Markets Holiday Pop-Up | 10am-4pm, Holiday Portraits, Music, 40+ Makers (more info)
• Holiday Market: Clackamas County Winter Fair @ Clackamas County Fairgrounds | 100-Foot Light Tunnel, Wave to Santa (more info)
• Holiday Market: Unique Markets Portland Holiday 2020 Pop-Up in Downtown | 10AM-4PM, Curated capsule of modern, independent designers, artists and emerging brands (more info)
• Market: PDX Black Collective Market @ Helen Rose Skincare | 3-7PM (more info)
• Market: Portland Mercado Presents Winter Mercado | 11:30AM-3:30PM & 4-7PM (more info)
• Movement: Flex and Flow Presents 2020 Portland Holiday Sweat Challenge | Virtual Sessions, Prizes, In Partnership w/ NOW
• Music: Illegal Son @ The Sou’wester | 8-9:30PM, Live Stream, Featuring Grammy-winning Trombonist Denzel Mendoza (more info)
• Scavenger Hunt: Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Discover Portland’s Hidden Mysteries + Discount / Promo Code
• Tech: Techfest NW – Virtual Global Tech Conference | Online, The Future of Work (more info)
• Wine: Hip Chicks Do Wine Presents Holiday Gift Packs To Go | Holiday Sangria Kits, Curbside Pickup & Delivery
• Wine: Stem Wine Bar Now Open in North Portland | 150+ Wines, 18 Flights, Same Day Delivery
• Wine: Boedecker Cellars Winery Offering Free Delivery in Portland Metro Area | Curbside Pickup

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Portland Sunday Events, December 6, 2020

• Community: Daily Stand on Every Corner Protests Across Portland | Support Your Community & Black Lives Matter, Multiple Locations & Times (more info)
• Conservation: East Multnomah Soil and Water Conservation District Presents Rain Gardens Webinar | 1-5PM (more info)
• Drag: Virtual Saintly Sunday with Saint Syndrome – The Drag Pianist | 7-9:30PM, Online (more info)
• Drinks: New Deal Distillery Releases Special Series of 5-Year Malt Whiskeys | Small Batch, Virtual Tasting, Curbside Pickup, Delivery
• Farmers Market: Portland Farmers Market at Portland State University – Park Blocks
• Farmers Market: King Farmers Market in NE Portland | 10a-2p
• Farmers Market: Hillsdale Farmers Market | 9a-1p (more info)
• Farmers Market: Lents International Farmers Market in SE Portland | 9a-2p
• Garden: Sunday Garden Day! @ Beech Street Community Garden | 9-10AM (more info)
• Gift Idea: Buy a $100 Portland Spirit Gift Card & Receive a Sightseeing Voucher! | Gift Cards Never Expire, Vouchers Good for Portland Spirit & Columbia Gorge Sternwheeler
• Holidays: Winter Wonderland @ Portland International Raceway | Largest Light Show in the Northwest, Drive Through (more info)
• Holidays: Oregon Rail Heritage Center Presents Santa’s Enginehouse in SE Portland | 10AM-6PM (more info)
• Holidays: Portland Spirit Presents Cinnamon Bear Holiday Show @ Oaks Park | Vehicle-Based Live Musical Sing-a-long
• Holidays: Oregon ZooLights | Drive-through experience, 1.5 Million Lights (more info)
• Holidays: Pix Pâtisserie Presents 2020 Advent Calendars | 24 Chocolate Surprises, Locally Made, Available for Pickup & Nationwide Shipping
• Holiday Market: The Nightwood Presents Coopers Hall-iday Market | Noon-6PM, Featuring 25+ Local Makers, Coffee, Chocolate, Skincare & More (more info)
• Holiday Market: Clackamas County Winter Fair @ Clackamas County Fairgrounds | 100-Foot Light Tunnel, Wave to Santa (more info)
• Movement: Wen Wu School Portland Presents Qigong Practice | 11AM-12:30PM, Online, Free (more info)
• Movement: Flex and Flow Presents 2020 Portland Holiday Sweat Challenge | Virtual Sessions, Prizes, In Partnership w/ NOW
• Scavenger Hunt: Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Discover Portland’s Hidden Mysteries + Discount / Promo Code
• Tech: Techfest NW – Virtual Global Tech Conference | Online, The Future of Work (more info)
• Wine: Hip Chicks Do Wine Presents Holiday Gift Packs To Go | Holiday Sangria Kits, Curbside Pickup & Delivery
• Wine: Stem Wine Bar Now Open in North Portland | 150+ Wines, 18 Flights, Same Day Delivery
• Wine: Boedecker Cellars Winery Offering Free Delivery in Portland Metro Area | Curbside Pickup