Sep
4
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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Sep
26
12:00 PM12:00

The Wedge — Oregon’s Artisan Cheese Festival

Join us at The Wedge, Oregon’s celebration of artisan cheese, wine, and all things delicious! We’ll be pouring Love & Squalor alongside an incredible lineup of Oregon cheesemakers and producers at Alder Block in SE Portland. Come taste, sip, shop, and discover some of the best local cheese and wine Oregon has to offer. 21+ only.

Alder Block (home of the Portland Night Market)
100 SE Alder Street
Portland, OR 97214

Tickets are $25 in advance and include cheese, food, and non-alcoholic beverage samples plus a $5 voucher to spend on cheese! An alcoholic beverages add-on (wine/cider/beer/spirits) is $15 and includes a commemorative tasting glass. At-the-door admission is $30 for food and $20 for beverages.

Early VIP entry (10:30am) is $75 and includes a goodie bag and two $5 cheese vouchers.


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Oct
2
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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Oct
10
2:00 PM14:00

THE GREAT PORTLAND GRAPE STOMP: 20 Years of Love & Squalor

Twenty years. One iconic Lucy moment. Zero shoes. Join us Saturday, October 10th as we celebrate two decades of Love & Squalor with Portland's first-ever grape stomp competition! Teams will battle it out barefoot in the barrels while we sip, snack, and cheer them on with wine, food trucks, live music, and games all afternoon. Squish season is coming — save the date.

If you want to read more about it, here’s a blog post

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Oct
15
5:30 PM17:30

Trashy Book Club

Trashy Book Club meets every other month on the third Thursday, 5:30–7 pm (we're open until 8 if you want to linger). We read bold, romantic, gloriously over-the-top books and talk about them loudly, with wine in hand. Free to attend, no RSVP required. Order by the glass or try our rotating weekly flight, grab some snacks, and settle in. Come as you are — even if work runs a little late.

Up next:  The Southern Vampire Mysteries by Charlaine Harris
BOOK 1. Dead Until Dark (2001)
BOOK 2. Living Dead in Dallas (2002)

Read more about this event here

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Aug
28
to Aug 29

Wine for Wildlife at the Oregon Zoo

Join us for a wild night out! Love & Squalor is pouring at the Oregon Zoo's Wine for Wildlife, a two-night after-hours tasting event featuring 30 Northwest wineries scattered across the zoo's forested grounds. We'll be pouring our 2024 Sauvignon Blanc and 2021 Pinot Noir alongside live music, keeper chats, and animal encounters — all while supporting the zoo's conservation work. Tickets include 8 tasting pours and a souvenir glass; grab yours before they sell out. 21+.


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Aug
20
6:00 PM18:00

Beginner Mahjong Class - Part 2

Hosted by Bird Bam Beth, this class will give you the skills you need to start playing American Mahjong. Here’s what you’ll learn:

Part 1 - August 13

  • Rules Overview: Learn the game's official rules set by the National Mah Jongg League

  • The Charleston: Practice The Charleston, the tile-swap ritual that starts every game

  • Beginner Play: Play 1–2 hands using a beginner-friendly version of a simplified card

  • Take-Home Materials: Go home with the beginner card and a cheat sheet to help you practice

Part 2 - August 20

  • Rules Review: Brush up on the card and rules set by the National Mah Jongg League

  • Basic Strategy: Introduce essential strategies and defensive thinking to your game

  • Building Walls & Dealing: Learn how to build your wall and start dealing tiles the official way

  • Guided Play: Play two full games, with real-time coaching and guidance

Cost: $120 for both sessions

Learn more and purchase tickets here.

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Aug
20
5:30 PM17:30

Trashy Book Club

Trashy Book Club meets every other month on the third Thursday, 5:30–7 pm (we're open until 8 if you want to linger). We read bold, romantic, gloriously over-the-top books and talk about them loudly, with wine in hand. Free to attend, no RSVP required. Order by the glass or try our rotating weekly flight, grab some snacks, and settle in. Come as you are — even if work runs a little late.

Up next:

- August 20thThe Song of Achilles by Madeline Miller


Read more about this event here

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Aug
20
to Aug 23

Wine Trends Weekend!!!

  • Portland Wine Company (map)
  • Google Calendar ICS

Our first Wine Trends Weekend was such a blast last year, we're bringing it back! Come taste your way through the latest TikTok-famous wine trends. (Matt is once again horrified at what we're doing to his wines. Sorry, not sorry.)

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Aug
19
5:30 PM17:30

Wine & Waterfall Sunset Cruise with Island Style Charters

Trade the tasting room for the top deck. We're teaming up with Island Style Charters — home to Portland's first (and only!) tiki boat — for an evening cruise up the Willamette River to Willamette Falls, pouring a flight of Love & Squalor wines along the way.

On the ride up, Matt will walk you through our wines and the stories behind them — from Willamette Valley vineyard to bottle. On the return, kick back with a glass or bottle, take in live narration and river views, and watch the city lights come up as the sun goes down.

Expect tropical cocktails, onboard games, a little Portland history, and a full flight of our wines — all with unbeatable views of the falls and the river you won't get anywhere else.

Seats are limited and this cruise tends to sell out — reserve yours today.

This is an all-ages cruise. Wine tasting included with your ticket.

📅 Wednesday, August 19, 2026 | 5:30pm–8:30pm (approx. 3 hours)
📍 Departs from South Waterfront Park, 2001 S River Drive, Portland

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Aug
14
to Aug 16

Celebrate Int'l Pinot Noir Day

  • Portland Wine Company (map)
  • Google Calendar ICS

International Pinot Noir Day officially falls on Tuesday, August 18th, but we think the grape that put Oregon on the map deserves a proper weekend sendup. So, Join us this Friday-Sunday for a three-day celebration.

Here's what we're featuring:
🍷 Pinot Noir Vertical Flight — Sip your way through four years of our flagship Love & Squalor Willamette Valley Pinot Noir.
🍇 $12 Glass Pours -- A rotating selection of special Pinot Noir pours will be available for just $12 a glass.
🎁 Exclusive Bottle Discount — 10% off (20% for club members) 3 of more bottles of our current Pinot Noir releases, including Rosé.
❤️ Bonus Pour — Wear red or burgundy, or bring along a Pinot-curious friend, and get a special bonus pour.

Friday, August 14th - Sunday, August 16th

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Aug
13
6:00 PM18:00

Beginner Mahjong Class - Part 1

Hosted by Bird Bam Beth, this class will give you the skills you need to start playing American Mahjong. Here’s what you’ll learn:

Part 1 - August 13

  • Rules Overview: Learn the game's official rules set by the National Mah Jongg League

  • The Charleston: Practice The Charleston, the tile-swap ritual that starts every game

  • Beginner Play: Play 1–2 hands using a beginner-friendly version of a simplified card

  • Take-Home Materials: Go home with the beginner card and a cheat sheet to help you practice

Part 2 - August 20

  • Rules Review: Brush up on the card and rules set by the National Mah Jongg League

  • Basic Strategy: Introduce essential strategies and defensive thinking to your game

  • Building Walls & Dealing: Learn how to build your wall and start dealing tiles the official way

  • Guided Play: Play two full games, with real-time coaching and guidance

Cost: $120 for both sessions

Learn more and purchase tickets here.

View Event →
Aug
7
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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Aug
2
11:00 AM11:00

Drink Pink!

Don your brightest pink and join us in the Valley for the 13th Annual Drink Pink Rosé Festival. Enjoy dozens of rosé and sparkling rosé selections, as well as a costume contest, photo booth, DJ, and local artisan and food vendors.

This is a 2-day event — Saturday, August 1 and Sunday, August 2. Each day features a different lineup of participating wineries. We will be there on Sunday!

Single-day admission is $55, while a two-day pass is available for $100. Admission includes a commemorative wine glass, unlimited tastings from participating wineries, entertainment, and access to local vendors. Food will be available for purchase onsite.

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Jul
31
8:00 PM20:00

LATE LATE NIGHT ANNUAL SOMMAR PARTY

Join us on at Portland Wine Company for an after-hours celebration of the summer solstice. We're keeping the tasting room open late with a DJ, pizza, and of course plenty of wine to fuel the longest day of the year. Expect back-vintage pours, cellar door specials, and the perfect amount of Midsummer -- or Midsommar -- weirdness. 

In the industry or have a cellar you want to show off? Bring a bottle to share and get 30% off all bottle purchases. Extra points if you come dressed as Puck or the May Queen!

Whether you're a wine professional or just love a good late-night pour, come celebrate the solstice with exceptional wines and good company.

Friday, July 25th | 8 pm - 12 am | $10 advance purchase | Free for industry and wine club
**Tickets are $20 at the door, so buy yours in advance for the best price.**

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Jul
18
2:00 PM14:00

SPIN THE BOTTLE: VINCENT WINE CO + PWCo

For the next Spin the Bottle, we’re excited to welcome Vincent Wine Company. Founded by winemaker Vincent Fritzsche, Vincent is known for thoughtful, minimal-intervention wines that showcase the character of Oregon vineyards with precision and restraint. We’re thrilled to share these distinctive wines with you and introduce (or reintroduce) one of the Willamette Valley’s most respected producers. Read more about them here.

As always, it’s a free tasting with no RSVP necessary.

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Jul
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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Jun
25
6:00 PM18:00

POUR SOME LOVE blending class Gamay with MATT

POUR SOME LOVE: Blending Event

Join winemaker Matt, assistant winemaker Alana, and tasting room manager Jess for a hands-on blending event built around our barrelled Gamay Noirs. Taste through individual components, experiment with different blends, and discover how small adjustments can completely transform a wine. Includes tastings, light snacks, 10% off bottles, and a $5 coupon toward your future 2025 L&S Gamay Noir purchase.

$45 General / $25 Club Members | Limited to 20 People

Read more about it here


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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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Jun
20
to Jun 21

C'est Rosé at McMenamin's Imbrie Meadow

  • Cornelius Pass Roadhouse (map)
  • Google Calendar ICS

It’s pink season! We’ll be pouring a lineup of your favorite Love & Squalor rosés at MeMenamin’s C’est Rosé festival. There will be live music by Rich Layton & Tough Town and Chris Beland.

Early check-in at 2 p.m

Tickets are $48 in advance and $53 day of. Includes 10 tasting tokens and a commemorative glass.

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Jun
18
5:30 PM17:30

Trashy Book Club

Trashy Book Club

meets every other month on the third Thursday, 5:30–7pm (we're open until 8 if you want to linger). We read bold, romantic, gloriously over-the-top books and talk about them loudly, with wine in hand. Free to attend, no RSVP required. Order by the glass or try our rotating weekly flight, grab some snacks, and settle in. Come as you are — even if work runs a little late.

Up next:

- June 18thFrom Blood and Ash by Jennifer L. Armentrout

- August 20thThe Song of Achilles by Madeline Miller


Read more about this event here

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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 — 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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Jun
14
10:00 AM10:00

Pearl District Culinary Farmers Market

  • NW 13th Avenue (between Everett and Glisan Streets) United States (map)
  • Google Calendar ICS

We’re over the moon to get to pour Love & Squalor wines at the Pearl District Culinary Farmers Market, which is coming back after 10 years! If you’ve been there in the past, you know that this isn’t you’re ordinary farmers market. It’s a chef’s market that showcases the relationships between Oregon’s farmers and Portland’s best kitchens. See you there!

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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
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
5
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 →
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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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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May
21
to May 24

Share & Pair - Chardonnay Day

  • Portland Wine Company (map)
  • Google Calendar ICS

It’s Chardonnay Day so we are running a special in the winery bar. 10% off bottles of Chardonnay to go (Club gets 20% off)

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 — 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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