May
13
to May 14

We're in the Willamette Valley Wine Auction

  • Portland Wine Company (map)
  • Google Calendar ICS

We're honored to have one of our wines featured in this year's Willamette Valley Wine Auction — Whimsy & Wonder, celebrating its 10th anniversary on May 13–14, 2026.

It is the leading event to showcase Willamette Valley wines while supporting the promotion of this exceptional Oregon wine region. What makes it particularly special is that every wine offered is crafted exclusively for the auction and unavailable anywhere else — meaning your wine isn't just a product, it's a collector's piece that exists only in this context. Every wine in this auction is crafted exclusively for the event — you won't find it in our tasting room or anywhere else. Proceeds support the Willamette Valley Wineries Association's mission to elevate Oregon wine on the world stage.

May 13th at Abbey Road Farm | 1 - 4pm
May 14th at Domain Serene | live auction begins at 1pm

WE HAVE A FEW invitations if you want to join us let us know!

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May
14
to May 17

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

May 14 - 17 — 'Walks on Gilded Splinters' Pinot Gris Skin Contact + Pintxos

Our skin-contact Pinot Gris is one of our most talked-about wines — amber, textured, and full of personality. Paired with pintxos (think all your favorite Spanish snacks on a toothpick), this one's a week to make plans around.

See the full Share & Pair schedule.

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May
21
to May 24

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

May 21 - 24 — Gamay Noir + Duck Mousse Pâté with Cherry Gelée

Gamay and duck is a classic for a reason. Silky pâté, a little sweetness from the cherry gelée, and a wine that's got just enough earthiness to make it all sing.

See the full Share & Pair schedule.

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May
28
to May 31

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

May 28 - 31 — 2017 Riesling Reserved + Bacon-Stuffed Dates with Blue Cheese

Our 94-point 2017 Riesling Reserved has had time to develop real complexity, and we're pairing it with something equally indulgent — sticky, savory, a little funky. Trust us.

See the full Share & Pair schedule.

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Jun
4
to Jun 7

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

June 4 - 7 — PET MATT Sparkling Rosé of Dolcetto + Stuffed Mini Peppers

Sparkling rosé on a (hopefully) warm June afternoon. paired with sweet, cheesy stuffed mini peppers. Patio weather, if the universe cooperates.

See the full Share & Pair schedule.

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Jun
7
2:00 PM14:00

PDX Urban Wine Experience

Fifteen years in, and the PDX Urban Wine Experience keeps getting better!

Since 2011, this event has been a cornerstone of Portland's urban wine community, and this year's gathering is shaping up to be one for the books. Join 12 of our fellow local urban winemakers as they pour through their lineups in a vibrant, walk-around format.

Your ticket includes: Wine pours from participating wineries and pizza from Ash Street Pizza Truck

Early bird pricing: $45 through May 23. After that: $55.

Wine club members: You've got an extra discount code waiting. Get in touch before you buy — your wallet will thank you.

Grab your tickets before they're gone →

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Jun
11
to Jun 14

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

June 11 - 14 — 2024 Pinot Gris + Shrimp Cocktail

Our 2024 Pinot Gris is fresh and just right for summer. Paired with classic shrimp cocktail, this is a great excuse to feel fancy on a Sunday afternoon.

See the full Share & Pair schedule.

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Jun
18
to Jun 21

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

June 18 - 21 — 2023 Chardonnay + Charred Scallion Dip

This is the kind of culinary experience that makes you stop mid-bite and say "wait, that's really good." It really is.

See the full Share & Pair schedule.

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Jun
25
to Jun 28

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

June 28 — 2021 Pinot Noir Reserved + Mushroom Crostini

We're closing out with a time-tested pairing of two things that make our corner of the world so great — Pinot Noir and mushrooms!

See the full Share & Pair schedule.

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May
9
1:00 PM13:00

Spring Wine Club Pick-Up Party

Spring is here, and so is your next Friends with Benefits Wine Club Allocation!

We’re celebrating the season with a cozy afternoon of great wine, good company, and some seriously tasty bites.

Join us at the winery bar for our Spring Wine Club Pick-Up Party!

What to expect:

  • Taste your new fall allocation lineup

  • Enjoy our seasonal grazing table (food served 2-6 pm)

  • Catch up with the winemaking crew and fellow wine club friends

  • Free for members and one guest — bring more buddies for $25 each (refundable if they join!)

  • Not a member but want to know what is in the box? Read more here >

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May
7
to May 10

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

May 7 - 10 — SuperGlou Red Blend + Brazilian Cheese Bread (Pão de Queijo)

SuperGlou is our super crushable chilled red blend. Pão de Queijo is warm, cheesy, and impossible to eat just one of.

See the full Share & Pair schedule.

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May
1
4:00 PM16:00

First Friday Stitch & B!tch

Looking for a fun way to kick off your weekend? Grab your yarn and join us for our monthly Stitch & Bitch! On the first Friday of every month, come to the tasting room for an evening of knitting, crocheting, and relaxing with a glass of wine. Whether you’re here to show off your skills or just untangle your week, this is the perfect spot to unwind. We’ll be pouring Love & Squalor wines to pair perfectly with your creativity and chatter.

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Apr
30
5:30 PM17:30

TRASHY BOOK CLUB (Round 2)

Last Thursday of the month → April 30 at Portland Wine Company

Our first Trashy Bookclub was… a hit. Like, a lot of feelings. A lot of opinions. A lot of romantasy fans finding their people. 💋 So naturally, we’re going deeper into the chaos with book two:

✨ A Court of Mist and Fury by Sarah J. Maas ✨

You know… the one where things get darker, hotter, and significantly more emotionally unhinged.
The one with that character arc.
The one where loyalties shift and everyone suddenly has… thoughts.

At this month’s gathering, we will:

  • Process everything that happened after Under the Mountain (collectively, loudly)

  • Reevaluate certain High Lords

  • Fully lean into the slow burn / found family / “who hurt you?” energy

  • Welcome all romantasy lovers, skeptics-turned-believers, and anyone still recovering from book one

No book snobbery. No shame.
Just wine, opinions, and a room full of people who get it.

  • April 30 (last Thursday vibes)

  • Monthly meetup

  • Full pours. Maximum drama.

Because once you enter this world… there’s really no going back.

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Apr
30
to May 3

Share & Pair

  • Portland Wine Company (map)
  • Google Calendar ICS

Spring in Portland is best enjoyed with a glass in hand and good peeps around you. That’s why, once again, we’re participating in Share & Pair, a national campaign bringing people together over wine and food. Every week in May and June, we’ll feature a rotating lineup of featured wines and bites designed to help you slow down, enjoy something delicious, and actually spend time with the people you like.

April 30 - May 3 — Sauvignon Blanc + Whipped Feta with Parmesan Garlic Potato Chips

Friday, May 1, is International Sauvignon Blanc Day, so this is the perfect opener. Bright, crisp Sauvi B meets rich, herby whipped feta — and those chips are not optional.

See the full Share & Pair schedule.

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Apr
29
5:00 PM17:00

JACKALOPE WINE CELLARS POP-UP

Pop-up Wednesdays with Jackalope! Corey is taking over the Portland Wine Co. tasting room on Wednesdays. From 5-8 p.m., you can find him here pouring wine by the glass, selling bottles, aaaand, there will be events. Scheming has moved into high gear, and you will love what’s coming.

  • Glass pours of the day of Jackalope Wine: $8 white and $10 red glasses

  • Amazing musical selections

  • Witty banter

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Apr
22
5:00 PM17:00

JACKALOPE WINE CELLARS POP-UP

Pop-up Wednesdays with Jackalope! Corey is taking over the Portland Wine Co. tasting room on Wednesdays. From 5-8 p.m., you can find him here pouring wine by the glass, selling bottles, aaaand, there will be events. Scheming has moved into high gear, and you will love what’s coming.

  • Glass pours of the day of Jackalope Wine: $8 white and $10 red glasses

  • Amazing musical selections

  • Witty banter

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Apr
20
1:00 PM13:00

Estelle Imports Trade Tasting

We’re excited to host a trade tasting with our Oregon distributor, Estelle Imports, alongside Loop de Loop and Jackalope Wine Cellars on April 20th from 1–4pm. This event is open to wine buyers and will feature a curated lineup of wines from all three producers, plus some tasty snacks to keep you going. Come connect, and discover some new favorites—we’d love to see you there!

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Apr
15
5:00 PM17:00

JACKALOPE WINE CELLARS POP-UP

Pop-up Wednesdays with Jackalope! Corey is taking over the Portland Wine Co. tasting room on Wednesdays. From 5-8 p.m., you can find him here pouring wine by the glass, selling bottles, aaaand, there will be events. Scheming has moved into high gear, and you will love what’s coming.

  • Glass pours of the day of Jackalope Wine: $8 white and $10 red glasses

  • Amazing musical selections

  • Witty banter

View Event →
Apr
8
5:00 PM17:00

JACKALOPE WINE CELLARS POP-UP

Pop-up Wednesdays with Jackalope! Corey is taking over the Portland Wine Co. tasting room on Wednesdays. From 5-8 p.m., you can find him here pouring wine by the glass, selling bottles, aaaand, there will be events. Scheming has moved into high gear, and you will love what’s coming.

  • Glass pours of the day of Jackalope Wine: $8 white and $10 red glasses

  • Amazing musical selections

  • Witty banter

View Event →
Apr
3
4:00 PM16:00

First Friday Stitch & B!tch

Looking for a fun way to kick off your weekend? Grab your yarn and join us for our monthly Stitch & Bitch! On the first Friday of every month, come to the tasting room for an evening of knitting, crocheting, and relaxing with a glass of wine. Whether you’re here to show off your skills or just untangle your week, this is the perfect spot to unwind. We’ll be pouring Love & Squalor wines to pair perfectly with your creativity and chatter.

View Event →
Apr
3
4:00 PM16:00

First Friday Stitch & B!tch

Looking for a fun way to kick off your weekend? Grab your yarn and join us for our monthly Stitch & Bitch! On the first Friday of every month, come to the tasting room for an evening of knitting, crocheting, and relaxing with a glass of wine. Whether you’re here to show off your skills or just untangle your week, this is the perfect spot to unwind. We’ll be pouring Love & Squalor wines to pair perfectly with your creativity and chatter.

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Apr
3
4:00 PM16:00

Matt's Pouring Love & Squalor at Providore Fine Foods

Providore Fine Foods (2340 NE Sandy Blvd) regularly hosts wine tastings alongside its in-store wine bar—so you can sip while you shop (a win-win, obviously).

On Friday, April 3rd, from 4–6pm, join Matt of Love & Squalor Wines for a special tasting with Olympia Provisions, featuring thoughtfully curated pairings in the wine section.

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Apr
1
5:00 PM17:00

JACKALOPE TAKE-OVER

Pop-up Wednesdays with Jackalope! Corey is taking over the Portland Wine Co. tasting room on Wednesdays. From 5-8 p.m., you can find him here pouring wine by the glass, selling bottles, aaaand, there will be events. Scheming has moved into high gear, and you will love what’s coming. Kicking off this week, April 1 (this is not a prank!)!

  • Glass pours of the day of Jackalope Wine: $8 white and $10 red glasses

  • Amazing musical selections

  • Witty banter

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Mar
28
2:00 PM14:00

Spin the Bottle: Mijita Wine Co.

We’re thrilled to welcome Lizzy Esqueda of Mijita Wine Co. as our Spin the Bottle guest this month. Mijita is known for making fresh, lively, and fun small-lot wines sourced from sustainably and organically farmed vineyards across the Pacific Northwest. Read more about Mijita here

As always, the tasting is free, so stop by to discover what makes Mijita so special!

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Mar
26
5:30 PM17:30

TRASHY BOOK CLUB

Starting March 26th at the home of Love & Squalor {which feels spiritually aligned}, please join us for Trashy Bookclub — a monthly gathering dedicated to steamy paperbacks, morally questionable decisions, and wine-fueled literary analysis.

We’re kicking things off with:

✨ A Court of Thorns and Roses ✨

Faeries. Curses. Enemies-to-lovers tension.
A broody High Lord with unresolved trauma.
A heroine who absolutely did not sign up for any of this.

This is a no-snobbery zone.
Fantasy romance is welcome.
Queer tension is welcome.
Fairy courts are welcome.
Your unhinged theories are welcome.

Wine will be poured.
Feelings will be processed.
We will absolutely overanalyze that final third.

📍 First meeting: March 26th, 5:30pm-8pm at the winery bar
📚 Monthly gathering
🍷 Full pours. Zero shame. Maximum drama.

Because sometimes you need a little Love…

…and a whole lot of Squalor.

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Mar
25
5:30 PM17:30

Pinot in the City (Austin, TX)

Hey Austin friends! We’re coming to you!

Pinot in the City is a traveling walk-around tasting event featuring delicious and highly acclaimed wines bringing from nearly 40 Oregon producers. Taste Pinot Noir, Chardonnay, and other cool-climate wines while connecting with winemakers and winery representatives, all paired with charcuterie and small bites.

VIP tickets include early access for a more intimate experience before general admission opens. 21+ only. Tickets are limited — advance purchase recommended.

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Mar
14
2:00 PM14:00

ANNUAL RIESLINGFEIER!

Our annual Rieslingfeier (pronounced FIRE!) is back! Join us for a lively celebration of all things Riesling—great wine, delicious food, and excellent company. We’ll be pouring our signature Love & Squalor Rieslings alongside a Riesling Radler, crafted in partnership with TPK Brewing. Expect an afternoon filled with crisp, refreshing drinks, sizzling sausages, and bad dad jokes.

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Mar
7
11:00 AM11:00

The Wild Bunch

  • Premier Gear & Machine Works Building (map)
  • Google Calendar ICS

Join us Saturday, March 7, for the 5-year anniversary of The Wild Bunch! This unique wine fair brings together over 70 wineries, cideries, and importers that practice organic, biodynamic, and regenerative farming, minimal interventions in the cellar, and an overall commitment to letting fruit be fruit. We’ll be pouring Love & Squalor in the company of many other delicious wines from Oregon, Washington, and beyond.

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Mar
6
4:00 PM16:00

First Friday Stitch & B!tch

Looking for a fun way to kick off your weekend? Grab your yarn and join us for our monthly Stitch & Bitch! On the first Friday of every month, come to the tasting room for an evening of knitting, crocheting, and relaxing with a glass of wine. Whether you’re here to show off your skills or just untangle your week, this is the perfect spot to unwind. We’ll be pouring Love & Squalor wines to pair perfectly with your creativity and chatter.

View Event →