Join us for an evening of Tasty Trivia with Comedian Drag Queen Hillary Yass in our cozy Speakeasy every first Friday of the month. Indulge in a glass of wine and delicious wine bar nibbles as you challenge your knowledge in three exciting rounds of trivia. Picture yourself in an English pub meets French bordello ambiance, with button tufted burgundy velvet sofas floating on antique Persian rugs, and atmospheric lighting that sets the mood in our converted barn.

Seating is limited, so make sure to reserve your spot for this delightful evening. Walk-ins welcome as space allows. Come early to get a good seat and your order in before the fun begins. Join us for an unforgettable experience of wine, food, and brain-teasing fun. Oh, and there is a prize to be won besides bragging rights at the bar.

$10 cover charge.

Much loved Belleville artist Victor Cooper, songwriter, singer, guitarist and film maker, joins \Karlo Estates in the Speakeasy. Victor always wows us with his incredible voice. One of the best around. A show not to miss.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Join us in our Speakeasy (think English Pub meets French Bordello) for a performance-packed Bingo session hosted by a drag performance artist on the 3rd Friday of every month.

Win a round of Bingo for bragging rights at the bar and a prize.

By the glass and wine bar good eats available for purchase. Walk-ins are welcome as space allows. Come early to get a good seat and your order in and prepare to be amazed with a mind blowing good time.

$10 cover.

The LEGERE & SMIT ACOUSTIC DUO performs a unique repertoire of folk, swing, ragtime, country and blues. Their diverse musical background and merging of styles creates an engaging performance which features seamless blending of intricate picking and fingerstyle guitar.  Legere and Smit’s fun and creative arrangements showcase their individual styles and deliver an entertaining and eclectic show that appeals to everyone.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Ticket Price: $124.98 (Inclusive of tax and tip)

Come out on the 4th Friday of every month for Game Night. We'll have all the classics: Chess, Checkers, Scrabble, Puzzles, Jenga and Cards. You are also welcome to bring your own games.

By the glass and wine bar good eats available for purchase. Walk-ins welcome but seating is limited so be sure to come early to get a good one before the fun begins. 10$ reservation fees.

You'll be seated in our cozy Speakeasy (think English Pub meets a French Bordello)

Get ready for a good time.

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Ticket Price: $124.98 (Inclusive of tax and tip)

Join us for an evening of Tasty Trivia with Comedian Drag Queen Hillary Yass in our cozy Speakeasy every first Friday of the month. Indulge in a glass of wine and delicious wine bar nibbles as you challenge your knowledge in three exciting rounds of trivia. Picture yourself in an English pub meets French bordello ambiance, with button tufted burgundy velvet sofas floating on antique Persian rugs, and atmospheric lighting that sets the mood in our converted barn.

Seating is limited, so make sure to reserve your spot for this delightful evening. Walk-ins welcome as space allows. Come early to get a good seat and your order in before the fun begins. Join us for an unforgettable experience of wine, food, and brain-teasing fun. Oh, and there is a prize to be won besides bragging rights at the bar.

$10 cover charge.

Join us for a romantic night of straight-ahead jazz.
Rita Di Ghent will be joining us in the Speakeasy.

"One of the most interesting singers of the contemporary era…"
(Will Friedwald, New York Times)

“…di Ghent is in the mold-breaking business, and has come up with a style all of her own called “Sprawl”….sharp, sassy, funky…extraordinarily compelling.” (The South China Morning Post)

"di Ghent is a true original…This vocalist is a coveted Canadian treasure.” (The Jazz Review)

"If the future of Jazz is Rita di Ghent, then the future sounds bright.” (The Vancouver Discorder)

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Ticket Price: $124.98 (Inclusive of tax and tip)

What a treat it is to have Stephen Stanley join us to play the Speakeasy.

Toronto-based singer-songwriter and guitarist, Stephen Stanley may most immediately be known as a founding member, lead guitarist and vocalist with acclaimed, early 90’s alt-rock band, The Lowest of the Low. The groups undeniable and “genuinely timeless album” (Exclaim!), Shakespeare My Butt..., earned gold record status and saw the band share stages with the likes of Billy Bragg, The Violent Femmes, amongst many others. Fame took the band on a relentless, highly pressurized and ultimately, band-fracturing tour schedule. Stephen was featured in the group’s recent documentary, Subversives that was released in September of 2023.

Stephen ultimately, had his own mark and music to make and The Stephen Stanley Band became his focus. He’s assembled a collection of trusted players and has gone on to log monumental shows with the likes of, 54•40, Bob Mould, Cracker, Lee Ann Womak, Jake Clemons, Willie Nile, The Jayhawks, and Lloyd Cole. He’s played festival stages in Germany, and toured across the UK and Ireland.

The Stephen Stanley Band’s new album, Before The Collapse Of The Hive (Wolfe Island Records) is an album brimming with raw, unflinching urgency, steadfast observation and soul-searching storytelling that highlights Stephen’s immediate world: those he loves, and those he’s lost.

At Karlo Estates, Stephen will perform solo, a show filled with original songs and the stories behind the songs.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Ticket Price: $124.98 (Inclusive of tax and tip)

Join us in our Speakeasy (think English Pub meets French Bordello) for a performance-packed Bingo session hosted by a drag performance artist on the 3rd Friday of every month.

Win a round of Bingo for bragging rights at the bar and a prize.

By the glass and wine bar good eats available for purchase. Walk-ins are welcome as space allows. Come early to get a good seat and your order in and prepare to be amazed with a mind blowing good time.

$10 cover.

Come out on the 4th Friday of every month for Game Night. We'll have all the classics: Chess, Checkers, Scrabble, Puzzles, Jenga and Cards. You are also welcome to bring your own games.

By the glass and wine bar good eats available for purchase. Walk-ins welcome but seating is limited so be sure to come early to get a good one before the fun begins. 10$ cover charge.

You'll be seated in our cozy Speakeasy (think English Pub meets a French Bordello)

Get ready for a good time.

We are pleased to welcome John Sharkey back to the Speakeasy stage.

From the enchanting landscapes of Bonnie Ol' Scotland to the vibrant community of Picton, John has woven his life’s story into a tapestry of music. As a child, he was captivated by family sing-alongs, lively ceilidhs, and the iconic sounds of "Top of the Pops," which ignited his passion for sharing the magic of music. Today, as a talented multi-instrumentalist and singer, John is on a mission to spread joy and provide an escape from the everyday worries through his performances.

With a repertoire that spans beloved hits from the 50s to the 90s, infused with a touch of contemporary favorites, John knows how to connect with his audience. He takes pride in his ability to read the crowd, playing to the unique vibe of each gig and creating an unforgettable experience. Engaging with his audience fuels his passion, and there’s nothing that brings him more joy than sharing music and creating smiles. Join John for an evening filled with nostalgia, laughter, and the timeless power of song!

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Megan Hutton is an award winning singer songwriter, actress and radio host. Gabriel Guadagnin is a singer and an actor too. These two met when they starred in Shatterbox Theatre's adaptation of Spring Awakening and have been inseparable ever since, so much so, they are newly weds. Spending their first year of marriage on stages acting and singing you'll get swept up in their enigmatic chemistry.

Enjoy an acoustic show packed with powerful vocals, harmonies, comedy, love, original music and covers spanning the genres of folk, pop, country and rock. Don't miss your chance to see this powerhouse duo live at Karlo Estates.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Join us for an evening of Tasty Trivia with Comedian Drag Queen Hillary Yass in our cozy Speakeasy every first Friday of the month. Indulge in a glass of wine and delicious wine bar nibbles as you challenge your knowledge in three exciting rounds of trivia. Picture yourself in an English pub meets French bordello ambiance, with button tufted burgundy velvet sofas floating on antique Persian rugs, and atmospheric lighting that sets the mood in our converted barn.

Seating is limited, so make sure to reserve your spot for this delightful evening. Walk-ins welcome as space allows. Come early to get a good seat and your order in before the fun begins. Join us for an unforgettable experience of wine, food, and brain-teasing fun. Oh, and there is a prize to be won besides bragging rights at the bar.

$10 cover charge.

We’re thrilled to welcome The Boujees back to our Speakeasy stage.

This eclectic cover band, hailing from the charming towns of Consecon and Cressy, is ready to take you on a musical journey that spans generations. From the timeless hits of ABBA to the funky vibes of Zappa, there's something for everyone in their diverse setlist.

Meet the stars of the show:

Dave Porter - An award-winning percussionist from Richmond Hill, known for his sultry vocals and spontaneous energy.

Dave Cavanaugh - A masterful guitarist and baritone from Nelson, BC, whose riffs will have you grooving all night long.

Andy Walters - A Newfoundland transplant and passionate singer-songwriter, dedicated to capturing the essence of the human experience through his music.

Their soulful performances are a unique blend of covers and original tunes that will resonate deeply, creating an unforgettable connection with the audience.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Ticket Price: $124.98 (Inclusive of tax and tip)

Join us in our Speakeasy (think English Pub meets French Bordello) for a performance-packed Bingo session hosted by a drag performance artist on the 3rd Friday of every month.

Win a round of Bingo for bragging rights at the bar and a prize.

By the glass and wine bar good eats available for purchase. Walk-ins are welcome as space allows. Come early to get a good seat and your order in and prepare to be amazed with a mind blowing good time.

$10 cover.

We're thrilled to welcome Joe Kennedy to our Speakeasy stage for the very first time.

Joe Kennedy is a singer-guitar player that has played in many bands in the Belleville area over the years. The most recent being the duo of Al & Joe Junction, and an 8 year run with Ed's Garage.

Joe combines folk, country, blues and rock to his live set to bring back memories of the music we all remember and enjoy.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open
6:30 PM - Music begins
7:45 PM - Intermission
8:00 PM - Second set begins
9:00 PM - Show closes

$10 cover

Come out on the 4th Friday of every month for Game Night. We'll have all the classics: Chess, Checkers, Scrabble, Puzzles, Jenga and Cards. You are also welcome to bring your own games.

By the glass and wine bar good eats available for purchase. Walk-ins welcome but seating is limited so be sure to come early to get a good one before the fun begins. 10$ cover charge.

You'll be seated in our cozy Speakeasy (think English Pub meets a French Bordello)

Get ready for a good time.

Looking forward to having Borgin and Benni back playing The Speakeasy this season.

This fabulous duo have been performing together and in their own right for the past 9 years. They’re influences ranging from Modern Pop to Classic Rock, Motown and Jazz. Throwback covers are abundant and off-the-cuff fun is guaranteed.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Ticket Price: $124.98 (Inclusive of tax and tip)

Join us for an evening of Tasty Trivia with Comedian Drag Queen Hillary Yass in our cozy Speakeasy every first Friday of the month. Indulge in a glass of wine and delicious wine bar nibbles as you challenge your knowledge in three exciting rounds of trivia. Picture yourself in an English pub meets French bordello ambiance, with button tufted burgundy velvet sofas floating on antique Persian rugs, and atmospheric lighting that sets the mood in our converted barn.

Seating is limited, so make sure to reserve your spot for this delightful evening. Walk-ins welcome as space allows. Come early to get a good seat and your order in before the fun begins. Join us for an unforgettable experience of wine, food, and brain-teasing fun. Oh, and there is a prize to be won besides bragging rights at the bar.

$10 cover charge.

Come out as we welcome Chris Gostling onto the Speakeasy stage.

Chris Gostling has been storytelling through songs for nearly 30 years. A multi-instrumentalist based in Eastern Ontario, his singer / songwriter’s style pays homage to folk, roots-rock and Americana veins while remaining a unique sonic offering.

On October 4th, 2024 Gostling released his sophomore full length album, "Forest City Town Country”. Recorded on Wolfe Island in Kingston, with the musical support of Hugh Christopher Brown, Jason Mercer, Liam Cole and Craig “Rocky” Roberts, the album sonically crosses genres from indie-folk through alt-country soulfulness and beyond.

"Forest City Town Country" is an evolution of Chris’ songwriting, and storytelling. He writes about experience, either personal or from witnessing other people's lives. From overheard tales through the thin walls in apartment buildings, to a reflection on a last family vacation as a kid, to the concept of enduring grief and the seasons that we seem to feel it the most, these songs start as catharsis and become a shared experience when played for others.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Much loved Belleville artist Victor Cooper, songwriter, singer, guitarist and film maker, joins \Karlo Estates in the Speakeasy. Victor always wows us with his incredible voice. One of the best around. A show not to miss.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Ticket Price: $148.00 (Inclusive of tax and tip)
Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to access Member Pricing and to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Join us in our Speakeasy (think English Pub meets French Bordello) for a performance-packed Bingo session hosted by a drag performance artist on the 3rd Friday of every month.

Win a round of Bingo for bragging rights at the bar and a prize.

By the glass and wine bar good eats available for purchase. Walk-ins are welcome as space allows. Come early to get a good seat and your order in and prepare to be amazed with a mind blowing good time.

$10 cover.

Experience the soulful sounds of Kyle Tripp, an acoustic guitar singer-songwriter who masterfully blends the heartfelt storytelling of new country with the raw energy of alternative rock classics. Inspired by legends like Neil Young, Chris Cornell, and Chris Stapleton, Kyle's music resonates with authenticity and passion.

Join him for an unforgettable evening in our Speakeasy as he not only covers favorite tunes but also shares his original compositions that showcase his unique voice and artistry. As a beloved host of local open mic sessions, Kyle creates a welcoming space for music lovers. Don’t miss your chance to be part of a vibrant night filled with music, connection, and creativity.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Come out on the 4th Friday of every month for Game Night. We'll have all the classics: Chess, Checkers, Scrabble, Puzzles, Jenga and Cards. You are also welcome to bring your own games.

By the glass and wine bar good eats available for purchase. Walk-ins welcome but seating is limited so be sure to come early to get a good one before the fun begins. 10$ cover charge.

You'll be seated in our cozy Speakeasy (think English Pub meets a French Bordello)

Get ready for a good time.

Join us for an evening of Tasty Trivia with Comedian Drag Queen Hillary Yass in our cozy Speakeasy every first Friday of the month. Indulge in a glass of wine and delicious wine bar nibbles as you challenge your knowledge in three exciting rounds of trivia. Picture yourself in an English pub meets French bordello ambiance, with button tufted burgundy velvet sofas floating on antique Persian rugs, and atmospheric lighting that sets the mood in our converted barn.

Seating is limited, so make sure to reserve your spot for this delightful evening.Walk-ins welcome as space allows. Come early to get a good seat and your order in before the fun begins. Join us for an unforgettable experience of wine, food, and brain-teasing fun. Oh, and there is a prize to be won besides bragging rights at the bar.

$10 cover charge.

Join us for a romantic night of straight-ahead jazz.
Rita Di Ghent will be joining us in the Speakeasy.

"One of the most interesting singers of the contemporary era…"
(Will Friedwald, New York Times)

“…di Ghent is in the mold-breaking business, and has come up with a style all of her own called “Sprawl”….sharp, sassy, funky…extraordinarily compelling.” (The South China Morning Post)

"di Ghent is a true original…This vocalist is a coveted Canadian treasure.” (The Jazz Review)

"If the future of Jazz is Rita di Ghent, then the future sounds bright.” (The Vancouver Discorder)

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Join us in our Speakeasy (think English Pub meets French Bordello) for a performance-packed Bingo session hosted by a drag performance artist on the 3rd Friday of every month.

Win a round of Bingo for bragging rights at the bar and a prize.

By the glass and wine bar good eats available for purchase. Walk-ins are welcome as space allows. Come early to get a good seat and your order in and prepare to be amazed with a mind blowing good time.

$10 cover.

Looking forward to having Borgin and Benni back playing The Speakeasy this season.

This fabulous duo have been performing together and in their own right for the past 9 years. They’re influences ranging from Modern Pop to Classic Rock, Motown and Jazz. Throwback covers are abundant and off-the-cuff fun is guaranteed.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Come out on the 4th Friday of every month for Game Night. We'll have all the classics: Chess, Checkers, Scrabble, Puzzles, Jenga and Cards. You are also welcome to bring your own games.

By the glass and wine bar good eats available for purchase. Walk-ins welcome but seating is limited so be sure to come early to get a good one before the fun begins. 10$ cover charge.

You'll be seated in our cozy Speakeasy (think English Pub meets a French Bordello)

Get ready for a good time.

We are pleased to welcome John Sharkey back to the Speakeasy stage.

From the enchanting landscapes of Bonnie Ol' Scotland to the vibrant community of Picton, John has woven his life’s story into a tapestry of music. As a child, he was captivated by family sing-alongs, lively ceilidhs, and the iconic sounds of "Top of the Pops," which ignited his passion for sharing the magic of music. Today, as a talented multi-instrumentalist and singer, John is on a mission to spread joy and provide an escape from the everyday worries through his performances.

With a repertoire that spans beloved hits from the 50s to the 90s, infused with a touch of contemporary favorites, John knows how to connect with his audience. He takes pride in his ability to read the crowd, playing to the unique vibe of each gig and creating an unforgettable experience. Engaging with his audience fuels his passion, and there’s nothing that brings him more joy than sharing music and creating smiles. Join John for an evening filled with nostalgia, laughter, and the timeless power of song!

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Ticket Price: $124.98 (Inclusive of tax and tip)

Join us for an evening of Tasty Trivia with Comedian Drag Queen Hillary Yass in our cozy Speakeasy every first Friday of the month. Indulge in a glass of wine and delicious wine bar nibbles as you challenge your knowledge in three exciting rounds of trivia. Picture yourself in an English pub meets French bordello ambiance, with button tufted burgundy velvet sofas floating on antique Persian rugs, and atmospheric lighting that sets the mood in our converted barn.

Seating is limited, so make sure to reserve your spot for this delightful evening. Walk-ins welcome as space allows. Come early to get a good seat and your order in before the fun begins. Join us for an unforgettable experience of wine, food, and brain-teasing fun. Oh, and there is a prize to be won besides bragging rights at the bar.

$10 cover charge.

We are so thrilled to have Nolan Hubbard back to play the Speakeasy.

Nolan Hubbard is a multi instrumentalist, producer, songwriter, teacher and performing artist from Gananoque Ontario. He has spent the last 8 years writing songs, recording and releasing music, playing over 900 shows, touring across Canada and loving every minute of it. Nolan has recorded as a session musician for many various artists including Devon Cole and Your Paris, and had his songwriting used in the 2022 indie film “So I Married Myself” and had a debut album “Luminosity” played on CBC Radio 1 and local stations across the country.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

We’re pleased to have Megan & Gabriel back on our Speakeasy stage.

Megan Hutton is an award winning singer songwriter, actress and radio host. Gabriel Guadagnin is a singer and an actor too. These two met when they starred in Shatterbox Theatre's adaptation of Spring Awakening and have been inseparable ever since, so much so, they are newly weds. Spending their first year of marriage on stages acting and singing you'll get swept up in their enigmatic chemistry.

Enjoy an acoustic show packed with powerful vocals, harmonies, comedy, love, original music and covers spanning the genres of folk, pop, country and rock. Don't miss your chance to see this powerhouse duo live at Karlo Estates.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Join us in our Speakeasy (think English Pub meets French Bordello) for a performance-packed Bingo session hosted by a drag performance artist on the 3rd Friday of every month.

Win a round of Bingo for bragging rights at the bar and a prize.

By the glass and wine bar good eats available for purchase. Walk-ins are welcome as space allows. Come early to get a good seat and your order in and prepare to be amazed with a mind blowing good time.

$10 cover.

It is always so lovely having Chris Bonham-Carter join the Karlo stage and we are so thrilled to have him join us again.

Chris wows us with his home-grown talent. One of the best vocalists around with a huge repertoire of folk-rock, blue grass with a touch of country. Yes, he can take requests.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-course, plant-based feast. Visionary Chef Chris Byrne, will create locally sourced, whole-food, and gluten-free dishes, meticulously paired with our award-winning wines.

Your evening begins at 6:30 PM with our 2024 Bubble reception in the Main Hall, complemented by gourmet canapés. As the night unfolds, we’ll gather for communal dining at harvest tables in our Veranda—or, as the season allows, our restored Drive Shed, newly-configured for enchanting summer night harvest table events.

Savour every bite as Vintner Sherry Karlo and Partner Saxe Brickenden guide you through the award winning wine portfolio, expertly curated to elevate each course. It is more than a meal; it’s a delicious night of gold medal fun.

Club Sextus Members: Please contact Saxe Brickenden (button, below) for your private link to learn more about the exclusive Library Wines Vertical Tasting Event before the dinner. If you would like to become a member, buy Sextus using the button, below. One bottle gets you a membership. Two bottles gets free shipping anywhere in Ontario. If you want to enjoy your Sextus every year as it evolves, half (6) and full cases (12) are popular with collectors.

Just like our wines, our Vintner’s Dinners always sell out, so scroll down to buy your tickets before they’re gone.

Ticket Price: $124.98 (Inclusive of tax and tip)

Come out on the 4th Friday of every month for Game Night. We'll have all the classics: Chess, Checkers, Scrabble, Puzzles, Jenga and Cards. You are also welcome to bring your own games.

By the glass and wine bar good eats available for purchase. Walk-ins welcome but seating is limited so be sure to come early to get a good one before the fun begins. 10$ cover charge.

You'll be seated in our cozy Speakeasy (think English Pub meets a French Bordello)

Get ready for a good time.

We’re thrilled to welcome the one and only, Dave McGrath back onto our Speakeasy stage.

Get ready for an unforgettable night with the incredible Dave McGrath. From soft rock to soulful blues, he's got tunes that will tug at your heartstrings.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Join us for an evening of Tasty Trivia with Comedian Drag Queen Hillary Yass in our cozy Speakeasy every first Friday of the month. Indulge in a glass of wine and delicious wine bar nibbles as you challenge your knowledge in three exciting rounds of trivia. Picture yourself in an English pub meets French bordello ambiance, with button tufted burgundy velvet sofas floating on antique Persian rugs, and atmospheric lighting that sets the mood in our converted barn.

Seating is limited, so make sure to reserve your spot for this delightful evening. Walk-ins welcome as space allows. Come early to get a good seat and your order in before the fun begins. Join us for an unforgettable experience of wine, food, and brain-teasing fun. Oh, and there is a prize to be won besides bragging rights at the bar.

$10 cover charge.

Come out for our Élevage at Night with Chris Gostling playing the Speakeasy.

Chris Gostling has been storytelling through songs for nearly 30 years. A multi-instrumentalist based in Eastern Ontario, his singer / songwriter’s style pays homage to folk, roots-rock and Americana veins while remaining a unique sonic offering.

On October 4th, 2024 Gostling released his sophomore full length album, "Forest City Town Country”. Recorded on Wolfe Island in Kingston, with the musical support of Hugh Christopher Brown, Jason Mercer, Liam Cole and Craig “Rocky” Roberts, the album sonically crosses genres from indie-folk through alt-country soulfulness and beyond.

"Forest City Town Country" is an evolution of Chris’ songwriting, and storytelling. He writes about experience, either personal or from witnessing other people's lives. From overheard tales through the thin walls in apartment buildings, to a reflection on a last family vacation as a kid, to the concept of enduring grief and the seasons that we seem to feel it the most, these songs start as catharsis and become a shared experience when played for others.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Much loved Belleville artist Victor Cooper, songwriter, singer, guitarist and film maker, joins \Karlo Estates in the Speakeasy. Victor always wows us with his incredible voice. One of the best around. A show not to miss.

Indulge yourself in our portfolio of delicious by the glass and wine bar eats as you enjoy an entertaining evening.

Walk-ins are welcome as space allows. Seating is first come, first served so come early to get a good one.

6:00 PM - Doors open

6:30 PM - Music begins

7:45 PM - Intermission

8:00 PM - Second set begins

9:00 PM - Show closes

$10 cover

Join us in our Speakeasy (think English Pub meets French Bordello) for a performance-packed Bingo session hosted by a drag performance artist on the 3rd Friday of every month.

Win a round of Bingo for bragging rights at the bar and a prize.

By the glass and wine bar good eats available for purchase. Walk-ins are welcome as space allows. Come early to get a good seat and your order in and prepare to be amazed with a mind blowing good time.

$10 cover.