Bring your momto the winery for 10% off all bottles and a free pink corkscrew!

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 >

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.

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.

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

Matt will be pouring Love & Squalor down in Eugene at Sundance Wine Cellars. Sundance is one of the oldest wine retailers in the Willamette Valley, so if you haven’t had a chance to visit them, this is the perfect time to drop in! They host free tastings every Friday and Saturday evening.

For the next Spin the Bottle we’re keeping things fresh with a guest pour from Julia at Loop de Loop Winery. Julia got her start with Matt way back in the day and we are thrilled to host her here. read more about them here<

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

Join us for Hand Sew Happy Hour in collaboration with the Portland Modern Quilt Guild. Bring your hand-sewing projects, sip some wine, and connect with fellow makers. We gather on the last Friday of every month.

No RSVP needed — just come hang out!

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

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!

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

Join us at Sloan boutique this week for Sip & Shop! Gather your favorite people for an afternoon of wardrobe refreshing and wine tasting. 10% off in the boutique with the purchase of a bottle of wine.

735 NW 23RD AVE PORTLAND OR 97210-3210

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

YES, we are OPEN on Easter Sunday. Stop in for our dessert feature, a chocolate olive oil cake (perfect with a glass of SuperGlou), plus we have matzah for the leavened-bread deprived. 

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.

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.

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.

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

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!

Join us for Hand Sew Happy Hour in collaboration with the Portland Modern Quilt Guild. Bring your hand-sewing projects, sip some wine, and connect with fellow makers. We gather on the last Friday of every month.

No RSVP needed — just come hang out!

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.

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.

Join us at Sloan boutique this week for Sip & Shop! Gather your favorite people for an afternoon of wardrobe refreshing and wine tasting. 10% off in the boutique with the purchase of a bottle of wine.

735 NW 23RD AVE PORTLAND OR 97210-3210

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.

Join us for an exclusive evening dedicated to the elegance and versatility of Riesling. Matt will chat about West Coast Rieslings. more info here —>

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.

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.

Join us for Hand Sew Happy Hour in collaboration with the Portland Modern Quilt Guild. Bring your hand-sewing projects, sip some wine, and connect with fellow makers. We gather on the last Friday of every month.

No RSVP needed — just come hang out!