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!

Love & Squalor Wine is heading to Alabama Pinot Camp! Join us in Birmingham for this incredible Oregon wine showcase hosted by The Vintage Wine Shoppe at Back Forty Beer Company. We’ll be pouring our Willamette Valley Pinot Noir alongside dozens of fellow Oregon producers for a lively walk-around tasting featuring 200+ wines, small bites, and a take-home Riedel glass. If you’re near Alabama, come say hi and taste with us — Love & Squalor is bringing the Pinot party your way. 🍷

Tickets are required, so grab yours and come taste what makes Oregon Pinot so special! See you in Birmingham!

Location: Back Forty Beer Co. in downtown Birmingham: 3201 1st Ave North Birmingham, AL 35222

Spin the Bottle is back, and we’re pouring with purpose. Join us for our Guest Winemaker Series as we celebrate the small, passionate producers who make the Willamette Valley such a special place to drink wine. Read more here

This month, we’re thrilled to welcome Twill Cellars.
Twill Cellars + Portland Wine Co.
Free tasting with no RSVP!

Matt & Angie are bringing Love & Squalor to Brooklyn, NY for a special wine dinner at Zoli Restaurant, the newest project from chef Daniel Roberts and wine director Vanessa Puglisi, alongside restaurateur Ned Baldwin (Houseman, Avid Fisherman), located at the Amant Center for Contemporary Arts. Enjoy 5 wines paired with 7 courses of progressive American cuisine inspired by the best domestic products. If you or friends/family are in Brooklyn, tell them to come visit us! Tickets go on sale on our site two weeks prior.

Sat. Feb 17th  | two seatings 6 pm and 8:30 pm
Zoli Restaurant  + Love & Squalor Wine
312 Maujer St, Brooklyn, NY
TICKETS HERE

Visit the winery bar for a sweet treat paired with your favorite Love & Squalor wine -- we recommend bubbly! We'll have pot de crème, lemon bars, and crème brûlée available all weekend (while supplies last). Bring a partner or a friend, or treat yourself to a solo indulgence on this Hallmark holiday.

No Reservation Necessary

Join us at Sloan boutique this week for a Galentine's Day Sip & Shop! Gather your favorite people for an afternoon of wardrobe refreshing, wine tasting, and indulgent Creo chocolates.

We’re closed today so we can all watch the Bad Bunny concert.

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.

We're switching things up for December! Instead of our usual weekday meetup, in collaboration with the Portland Modern Quilt Guild, we’re hosting a special Holiday Crafty Hang on Saturday, 12/20 from 2–6 pm. Join us at the winery bar for an easygoing, festive afternoon of crafting, sipping mulled wine, and hangin’ out in our fun holiday-filled lounge. Bring any hand project you’re working on—knitting, stitching, binding, beading—or simply show up and soak in the cozy holiday vibes.

Settle in with a glass of wine (or beer, bubble water, or whatever feels merry), chat with fellow PMQG friends, and enjoy a joyful space to unwind during the busiest time of year. It’s the perfect pause to stitch and savor a little creative magic.

This event is open to everyone - all skills welcome.

Join us at the winery bar on Sunday, December 14th from 2–6pm for a Sekt & Oysters Party featuring the debut of our Pet Matt Sparkling Sekt. We’ll be pouring glasses of this new release while Pop Oysters PDX shucks fresh oysters on site. It all coincides with the Foster Area Cocoa & Caroling Fest, so make us one of your festive stops—sip some bubbles, enjoy delicious oysters, and soak up the neighborhood holiday energy.

Join us for a very special Spin the Bottle with our good friend Jim Prosser from J.K. Carriere. Founded in 1999, J.K Carriere is known for high acid, moderate extraction wine that “translates site and season into a compelling truth in your glass.” Read more about them here.

This month, we welcome our good friends from Twill Cellars for our first Spin the Bottle guest winemaker event of 2026!

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.

For this month’s Spin the Bottle, we’re welcoming Meg Rulli of Flipturn Cellars.

Meg fell in love with wine during her college study abroad in Barcelona, where she discovered the joy of pairing wine with food. In 2019, she earned her WSET Level 3 Certification, and the following year, she took the bold leap of purchasing one ton of Syrah from Washington’s Yakima Valley without any prior winemaking experience. Through hands-on learning and mentorship from talented Oregon winemakers, she crafted her first vintage and launched Flipturn Cellars in 2022.

When she’s not in the cellar, Meg runs Barrel Dork — a weekly newsletter and online platform where she shares approachable wine education and courses designed for everyday wine lovers.

Stop by the winery bar to chat with her and taste her handcrafted wines.

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 (this one’s a little early b/c of Thanksgiving).

No RSVP needed — just come hang out!

Sip, shop, and save at Sloan Boutique on NW 23rd. At this “Sip & Shop” event, we’ll be pouring tastes of three Love & Squalor favorites, and if you buy wine, you’ll get enjoy 20% off your purchase at Sloan. Great style deserves a great deal, so don’t miss this opportunity to refresh your wardrobe AND stock your cellar.

A Harvest Celebration of Gamay!

Join us at one of our favorite parties of the year — Division Winemaking’s annual Nouveau Nouveau Fête. You’ll be able to taste Nouveaus and Gamays from around Oregon and the World, including our latest creations! There will be snacks from local purveyors, a DJ, and a bunch of fellow winelovers to nerd out with.

Tickets are $15 in advance, $20 at the door.