May
3

Sunday Tasting

April Showers Bring May Flowers Tasting.

Join us for a wine tasting that celebrates the beauty of the season—where every pour blossoms with delicate floral notes. From fragrant whites to elegantly perfumed reds, discover how different grape varieties express hints of jasmine, rose, violet, and more.

$5 to taste, which applies towards any bottle you take home from the line-up.

Cin Cin!

View Event →
May
12

Intimate Tasting with La Colombera

Join us for a rare and intimate tasting experience with Elsa Semino of La Colombera, one of the most celebrated voices in Italian winemaking today. Affectionately known as the “Queen of Timorasso,” Elsa has played a pivotal role in reviving and elevating this once-forgotten Piedmontese grape into a world-class expression of elegance, structure, and longevity.

La Colombera, a family-run estate nestled in the hills of Colli Tortonesi, boasts a rich history rooted in tradition, stewardship of the land, and a relentless pursuit of quality. Under Elsa’s leadership, the winery has garnered international acclaim for its dedication to Timorasso, producing wines that are both deeply expressive of terroir and remarkably age-worthy.

This special tasting offers a unique opportunity to hear Elsa’s story firsthand, explore the evolution of Timorasso through her wines, and experience the passion behind every bottle. Space is limited—reserve your place and discover why La Colombera continues to captivate wine lovers around the world.

Tickets available on Tock

View Event →
May
15

Spring Wines Celebration at Pleasant Home

Primavera is just a dream!

Celebrate the season with a line-up inspired by an Italian Spring—each sip bursting with fresh, lively energy.

It’s light, it’s bright, it’s everything we love about spring… in a glass. Let us help you toast to longer days and warmer nights.

Light bites included. Tickets available through PDOP.

View Event →
May
24

Annual Champagne Blow-out Tasting

In honor of the shop’s anniversary, we’re hosting our annual Champagne Tasting to celebrate another turn around the sun and get us in the mood for the Summer Season.

$10 to taste, which applies towards any bottle you take home from the line-up.

View Event →
Jun
18

June Cocktail Class with Coquetel Collective

Our friends Coquetel Collective are back with 3 seasonal cocktails to learn, make, and enjoy.

Light bites included.

View Event →
Sep
17

September Cocktail Class with Coquetel Collective

This one is all about Negronis!

Join Coquetel Collective to learn - and enjoy - three seasonal cocktails.

Light Bites included.

View Event →
Nov
12

November Cocktail Class with Coquetel Collective

Join Coquetel Collective to learn - and enjoy - three seasonal cocktails highlighting fall flavors.

Light Bites included.

View Event →
Dec
10

December Cocktail Class with Coquetel Collective

Holiday Cheer & A Happy New Year!

Join Coquetel Collective to learn - and enjoy - three seasonal cocktails.

Light Bites included.

View Event →

May
1

Member's Monthly Tasting

Member’s Know the Drill. Stop by and taste what we’ve selected to share with you this month. Always something to spark your curiosity!

View Event →
Apr
30

Intimate Tasting with Istine

Join us for a rare and intimate evening with second-generation winemaker Angela Fronti of Istine—one of the most exciting voices shaping modern Chianti Classico.

This exclusive tasting offers a unique opportunity to explore Istine’s terroir-driven wines through the lens of the person behind them. Angela will guide guests through a curated lineup, sharing insights into her philosophy, the nuances of Radda’s distinctive landscape, and what makes her wines stand apart in the world of Sangiovese.

Experience an unforgettable evening of storytelling, discovery, and exceptional wine.

View Event →
Apr
26

Sunday Tasting: Earth Month Wines

Did you know that not all wine honors the earth and her gifts? Commercial wines is commercially farmed.

Stop in a try wines that follow a more biodynamic philosophy and taste how commercial farming is for the bird.

$5 to taste, which applies towards any bottle you take home from the line-up

Cin Cin!

View Event →
Apr
18

April Wine Class: All in the (Lambrusco) Family

Classes available for member sign-up beginning on April 6th and open for the general public on April 8th.

Come taste and learn about this fun family!

View Event →
Apr
16

April Cocktail Class with Coquetel Collective

Our friends Coquetel Collective are back with 3 seasonal cocktails to learn, make, and enjoy.

Light bites included.

View Event →
Apr
12

Sunday Tasting Featuring vom Boden

We’re joined by our friends vom Boden to share some new favorites.

$5 to taste, which applies towards any bottle you take home from the line-up.

Cin Cin!

View Event →
Apr
10

Member's Monthly Tasting

Member’s can stop in and taste what we’re excited to share this month. Always something unexpected and elevated.

Sharing in each month’s offering is one of the best reasons to join!

View Event →
Mar
22

Sunday Tasting

We are joined by our friends from Acme with some shop favorites. Stop in try something new.

$5 to taste, which applies towards any bottle you take home from the line-up.

Cin Cin!

View Event →
Mar
20

Wines of Montefalco at Cheney Mansion

Located in the central Italian region of Umbria, winemaking in Montefalco dates back to the Etruscans, though it came close to abandonment in the 1970s. The wines of this historic area were undeniably worthy of revival and global recognition, and the rise of Sagrantino to noble-wine status stands as one of the most compelling success stories of Italy’s native-grape renaissance. Come explore the native grapes of Montefalco and see why this tiny town has taken the wine world by storm.   Light snacks to go with your tastings are included in your registration. 

Tickets available from the PDOP website.

View Event →
Mar
14

March Anfora Wine Class: Alt Tuscany

We have all heard of Sangiovese - but Tuscany wines are so much more than Chianti and Brunello.

Come explore some impressive Alt Varieties with us.

Grab your tickets today!

View Event →
Mar
8

Sunday Tasting

Sunday Tastings are always a blast. To celebrate the longer hours of sunlight, we are featuring season shifting favorites.

$5 to taste, which applies towards any bottle you take home from the line-up.

Cin Cin!

View Event →
Mar
6

March Member's Tasting

Member’s know the drill. Each month we open something we’re excited to share.

Always something elevated and unexpected.

View Event →
Feb
22

Sunday Tasting: The Best of Bordeaux

We’re joined by our friends from Fine Vines to share some of our favorites from Bordeaux.

$5 to taste, which applies towards any bottle you take home from the line-up.

Cin Cin!

View Event →
Feb
17

Intimate Tasting with a Winemaker: Cantina Fongoli

Join us to taste with this historic, family-owned winery from Montefalco in Umbria. Dedicated to organic winemaking, featuring indigenous varieties, and making incredibly honest wines with limited intervention.

It’s always best when we learn directly from the winemaker!

Tickets are limited—reserve your seat now.

View Event →
Feb
12

February Cocktail Class with Coquetel Collective

Our friends Coquetel Collective are back with 3 seasonal cocktails to learn, make, and enjoy.

Light bites included.

Tickets available now!

View Event →
Feb
7

Saturday Tasting

On your marks, get set… sip!

Celebrate the Olympics with a tasting tour of Northern Italy’s host regions. Five wines. One champion. Join us and see which bottle wins your vote.

$5 to taste, which applies towards any bottle you take home from the line-up.

Cin Cin!

View Event →
Feb
6

Member's Monthly Tasting

Member’s know the drill. We open up something delightful to share each month. Always something elevated and unexpected.

View Event →
Jan
30

Sicilian Reds at The Pleasant Home

Join us at the Pleasant Home as we kick off the 2026 tasting series with the Park District of Oak Park and feature the Red Wines of Sicily.

Tickets available now!

View Event →
Jan
25

Sunday Tasting - Fireside Reds

We’re ending the month with some of cozy reds to warm your soul. We’ve got a few more months of winter ahead of us. Cin Cin!

View Event →
Jan
24

Anfora Wine Class: Wines of Jura

Member tickets become available on January 11th and open to the general public on January 14th.

View Event →
Jan
9

Member's Tasting

Member’s know the drill. Stop in as we pour something special for the member’s. Always something unexpected.

Not a member? This is one of the best reasons to join.

View Event →
Dec
28

A Sparkling Sunday Tasting

We’re closing out the year with bubbles, of course! Join our friends from vom Boden, for a set of traditional, and off the beaten path sparklers.

$5 to taste, which applies towards any bottle you take home from the line-up.

Cin Cin!

View Event →
Dec
14

Sunday Tasting

Let us help you set your holiday table. Stop in for some of our favorites for the season.

$5 to taste, which applies towards any bottle you take home from the line-up.

Cin Cin!

View Event →
Dec
13

Oak Park Art's District Wine Walk

The Third Annual Art’s District Wine Walk returns!

Tickets available NOW

View Event →
Dec
12

Member's Tasting

Member’s know the drill!

We open up something special to share each month.

Stop in for a taste, always something unexpected and elevated.

View Event →
Dec
11

December Cocktail Class

We’re joined by our friends from Coquetell Collective to make - and enjoy - three seasonal cocktails.

Light Bites included.

Tickets available online.

View Event →
Nov
16

Barolo & Friends Blow-Out Sunday Tasting

Let’s get Holiday Ready! We’re joined by Beivuma, Cream, and Loci to showcase 9 different Barolo/Barbaresco/Alto Piemonte wines to get us into the season of celebration. Due to limited capacity, we cannot guarantee same-day admittance. Registration is STRONGLY Recommended.

View Event →
Nov
14

Anfora at Cheney Mansion: Let's Explore Gamay

Let’s explore the world of Gamay! This month, we’re digging deep into one of the most fun red grapes; however, just because of its jovial expression, don’t discount its seriousness as a wine. It can truly transmit its sense of place in a drink-right-now format. These wines are the perfect pairing for fall evenings and embody the significance of some of the major milestones in wine making. Join us for this fun line-up. 

Tickets available through the PDOP.

Light bites included with the tasting

View Event →