Portland Valentine’s Day Weekend Events: Dinners, Brunch, Shows, Parties, Local Gifts

In 2026, Valentine’s Day falls on a Saturday so there will be events all weekend. As always, we have a large list of Portland Valentine’s Day events including parties, dinners, shows, etc.

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2026 Portland Valentine’s Events:

See our Daily Events Calendar: pdxpipeline.com/Week

• January 23 – February 15: Wine & Chocolate Pairing at Hip Chicks Do Wine | 2PM, Featuring artisan truffles from Creo Chocolates paired perfectly with handcrafted wines (Win Tickets, $90)
• February 6-14: Portland Winter Light Festival @ Pioneer Courthouse Square, World Trade Center Plaza, Electric Blocks and more | Free, all-ages, citywide celebration of light and art! 
• February 6-7: Portland Staycation Discounts @ Friends of the Library Store | $5 off $25 (more info)
• February 7: Bloody Valentine VHS Swap & Market @ Dots | 6-10PM, Free, 21+, Bachelorx Auction, DJ Black Planet
• February 11: Wine Wednesday: Pink Bubbles Valentine’s Edition at Négociant on NW 21st Ave | 5-8PM, Lineup of three sparkling rosés—fresh, festive, and perfect for a midwinter toast (more info)
• February 11-15: Angry, Raucous, and Shamelessly Gorgeous @ Portland Playhouse | Pearl Cleage’s Razor-Sharp Comedy
• February 11-15: Racecar Racecar Racecar @ Artists Repertory Theatre | Tightly Crafted, Lynchian Thriller
• February 12: My Petty Valentine @ Badlands | 8-10pm, Feat. King of Drag Season One Winner King Molasses
• February 12: Valentine’s Day Weekend @ PAM CUT’s Tomorrow Theater | 7PM, You’ve Got Mail (1998) x Ethereal Reflections – Pop-up collective that focuses on connecting artists and community through interactive events
• February 12: History & Traditions of Valentine’s Day @ Multnomah Village French Quarter | 12-1PM, Free, From ancient pagan celebrations of love and fertility to their transformation within Christian tradition. (more info)
• February 13: Spellbound: An Evening Of Dark Decadence @ Nova PDX | 6:30PM, Goth Music, Burlesque, Aerial Arts, DISCOUNT CODE
• February 13: Valentine’s Day Weekend @ PAM CUT’s Tomorrow Theater | 7PM, Hairspray (1988) Movie Bingo w/ Violet Hex
• February 13: Galentines Day! at Hip Chicks Do Wine | 6-9PM, Local Vendors, Wine by the glass, a specialty Wine “Cocktail” and a delectable small plate menu
• February 13 & 14: Portland Spirit Valentine’s Dinner Cruise | 6:00-8:30PM, An evening filled with romance, music, spectacular river views and delicious food
• February 13 & 14: Rose City Circus presents Valentine – A Night of Circus, Music & Love @ Alberta Rose Theatre | 7:30PM, Live Music, Aerialists, Jugglers & More
• February 13 & 14: Friends of the Library Media Sale @ Rose City Reads | 11am-5pm, Free, All ages, Valentine’s Gift Ideas, 50% Off Vinyl, DVDs & More
• February 13-15: Boom Arts presents WAYQEYCUNA by Tiziano Cruz @ Ellyn Bye Studio | U.S.Premiere Performance from Argentina
• February 13-15: Free Admission for Oregon Statehood Day at Oregon Historical Society in Downtown | 10AM-5PM (more info)
• February 13-15: Wine & Chocolate Pairing at Hip Chicks Do Wine | 2PM, Featuring artisan truffles from Creo Chocolates paired perfectly with handcrafted wines (Win Tickets, $90)
• February 13-14: Portland Staycation Discounts @ Friends of the Library Store | $5 off $25 (more info)
• February 14: Valentine’s Day Weekend @ PAM CUT’s Tomorrow Theater | 7PM, In the Mood for Love (2000) // 25th Anniversary Edition
• February 14: Valentine’s Day Weekend @ PAM CUT’s Tomorrow Theater | 4PM, Howl’s Moving Castle (2004), Spend your Valentine’s Day wrapped in a little Studio Ghibli magic
• February 14: Heartbreakers: A Draglesque Love Story @ Echo Theater Company | 8PM, Love & Lust Inspired Drag/Burlesque
• February 14: Weird Portland Pub Tour: Valentine’s Edition in SE Portland / Hawthorne and Division Neighborhoods | 6:30PM, Great Beer + Weird Stories
• February 14: Valentine’s Day Interactive Woodfire Ribeye Steak Dinner @ MEATSTUFF on SE Foster | 6PM, 21+, Live Fire Cooking, Beef Tartare, Wine, Dessert
• February 14: Urban Forestry Valentine’s Day Tree Planting at Cherry Blossom Park in SE | 9AM-1PM, All tools and materials needed will be provided on-site. (more info)
• February 14: Valentine’s Day Dinner @ The EastBurn Public House + Anti-Valentine’s Day Party | Dinner, Drinks, Specials
• February 14: Valentine’s Day Dinner @ Victorian Belle | 5:30-9:30pm, Four Courses, Victorian Decor & Romantic Lamplight
• February 14: Love & Basketball (2000) @ Clinton St Theater | 7PM, Two childhood friends who both aspire to be professional basketball players (more info)
• February 14 & 15: Willamette Sauna Festivaali @ Milwaukie Bay Park | 12+ Mobile Saunas, Cold Plunge, Nordic Food
• February 14 & 15: Radical Harvest Valentine’s Day Market @ Allgood Brewing Co. | 12-5pm, FREE, All Ages, 40+ Makers, Love Potion Bar, Flash Tattoos & More
• February 14 & 15: Portland Opera presents The Majesty of the Spiritual @ World Trade Center Theatre | Feat. Curator & Soloist Robert Sims
• February 15: Drag Brunch @ The Pharmacy | 11am doors, 12pm show, 21+ | Hosted by Devlin Lynn Phoenixx, Mimosas
• February 15: Valentine’s Sweetheart Tea @ Victorian Belle | Seatings @ 2:30 & 3pm (Lasts 60-90 mins) | 3 Floor Mansion, Sweet & Savory Pastries
• February 15: Valentine’s Day Weekend @ PAM CUT’s Tomorrow Theater | 7PM, When Harry Met Sally… (1989), Directed by Rob Reiner.
• February 15: Valentine’s Day Weekend @ PAM CUT’s Tomorrow Theater | 4PM, Romy and Michele’s High School Reunion (1997) // BYO-Crafternoon x Ritual Dyes

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Related Events and Info:

• February: Portland February Events Calendar & Giveaways
• Super Bowl (Feb 8): Watch Super Bowl in Portland + Food & Drink Specials
• Mardi Gras (Feb 17): Portland Mardi Gras Events: Fat Tuesday Parade, Parties, Dinners, Food & Drink Specials
• Portland Parks Foundation: Romantic Park Picks

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