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Winery Events

May 2026:
- May 1st: Live Music with AfroJazz, 7-9pm.
- May 1st: Puzzle & Sip from 7-9pm - DM your RSVP to @sheflytho_ on Instagram for ticket information.
- May 2nd: Live Music with John Lucic, 7-9pm. 
- May 4th: Poetry Slam with @216hundo! Doors at 6pm - show starts at 7pm. A ticket is required but can be purchased at the door.
May 5th (Tuesday) and May 20th (Thursday): MAHJONG IN THE HEIGHTS from 6-10pm! Come out and play American Mahjong - beginners, teams, and experienced players welcome! RSVP to @mahjong_in_the_heights on Instagram to register and play!
- May 6th, 13th, 20th, and 27th: Every Wednesday we host Beginner's Argentine Tango 6-9:30pm - it's free to participate and everyone is welcome to join in! 
- May 7th and May 9th: Charcuterie Board Classes from 6-9pm with Sharcuterie by Shanell! Click here to get your tickets!
- May 8th: Cleveland Cocktail Choir Community Sign-a-long 7-9pm - free & so fun! This is a little change with this fun event usually being on the 1st Friday... this month ONLY it is on the 2nd Friday! Come early to get a good seat!!
- May 12th, 13th and 14th: Community Wine Club Wine Pickup, wine tastings & food pairings from 4-10pm (free for members, $10 for non-members).
- May 12th: Live Music - Songwriter's Block with Rick, 7-9pm
- May 13th: Urban Wine School - Wine Etiquette for Young Professionals class, 7-9pm. Learn tips and tricks every young professional needs to know to look cool when discussing, ordering, and enjoying wine! In this class, our Wine Educator TJ will teach you all the tips and tricks you need to impress your boss and coworkers with your knowledge of wine... learn how to taste and order wines so you’ll never be caught off-guard! This class includes a 3-wine tasting flight - seats are limited! Click here for tickets!!
- May 14th: Winery Trivia with our own Nick Datilio, 7-9pm - free to participate! 
- May 16th: Live Music from Nick Wyen, 7-9pm.
- May 16th: Charcuterie Board Class from 6-9pm with Sharcuterie by Shanell! Info on tickets coming soon!
- May 19th: Closed at 6pm for a private event.
- May 20th: Urban Wine School - Sparkling Wine Class, 7-9pm. 
Come learn all about - and taste! - champagnes and sparkling wines in this Urban Wine School class! Join our Wine Educator TJ Bertsch in this fascinating Urban Winne School class all about sparkling wines! This class includes in-depth discussions of these wines, how their made, and what makes them special from historic and regional perspectives. Your class fee includes multiple tastings of these amazing wines, plus some light snacks. Seating is limited! Click here to get your tickets!
- May 21st: Closed for a private event Foraged Feast Dinner with Tinker's Creek Watershed Partners! 
- May 23rd: We will be packing up care packages for two forward-deployed military units starting at 1pm - come help us and write a note of support encouragement for our troops to include in the boxes!
- May 24th: PlayCr8Z returns to winery with Speed Dating! 6-10pm. Get tickets from her Instagram page bio link!
- May 25th: R&B Wine and Networking Night with Gabrielle Evans! Better known as Gbaby, she'll lead a fun game night for singles ready to network and mingle! Doors at 6pm (click here to buy a ticket)!
- May 26th: Live Music - SWING JAM! - 7-9pm. Swing music enthusiasts and dancers are welcome!!
May 29th: Seance in the Cellar - A Wine & Spirits Event with Physic Medium Michelle Falcone, 7-9:30pm. Tickets are available online or at the door.
- May 29th: Live Music with John Lucic, 7-9pm. 
- May 30th: Live Music - The Tebrento Family Band - the biggest, baddest dad band in the Land from 7-9pm!
- May 24 and May 31st: LAST TWO DAYS of our Sunday morning Donut Brunch pop-up with Bigmouth Donuts for the season... 9am-12pm.
May 31st: Live Music with Avio & Kimio - $10 cover - from 5-9pm

June 2026: 
- June 1st: Mindful Monday with Andie Ferman: Medication, music, gentle movement - 5:30-6:30pm. Click here to get your ticket!
- June 1st: Poetry Slam with @216hundo! Doors at 6pm - show starts at 7pm. A ticket is required but can be purchased at the door. Amateur poets are welcome to share their art!
- June 2nd AND June 23rd: MAHJONG IN THE HEIGHTS from 6-10pm! Come out and play American Mahjong - beginners, teams, and experienced players welcome! RSVP to @mahjong_in_the_heights on Instagram to register and play! 
June 3rd: WINE AND CHEESE PAIRING CLASS - Urban Wine School 7-9pm - Click here to get your tickets! Learn the secrets of wine and cheese pairings with a real cheesemaker, our Wine Educator TJ! Delve into the ancient world of fermentation and see what makes wine and cheese such great pairing partners. The class is only $25 and includes a wine flight and cheese pairings (Allergens: nuts, gluten, dairy). Seating is limited!
- June 3rd, 10th, 17th, and 24th: Every Wednesday, we host Beginner's Argentine Tango 6-9:30pm - the lessons are free and everyone is welcome to join in!
June 9th, 10th, and 11th: Community Wine Club Wine Pickup, wine tastings & food pairings (free for members, $10 for non-members). Learn more about our Community Wine Club by clicking here!
June 9th: Live Music - Songwriter's Block with Rick and friends - 7-9pm
- June 10th: RED WINE CLASS - Urban Wine School 7-9pm. Are you a red wine lover??? This class is for you! In this Urban Wine School class, our Wine Educator TJ will take you on a tour of red wines, with wine tasting, discussions on varietal origins & viticulture, winemaking differences, regional influences, and food pairing with red wines. You'll receive a 3-wine tasting flight as part of the class - seating is limited! Tickets are $20 - click here to snag yours!
- June 12th: Cleveland Cocktail Choir Community Sign-a-long 7-9pm - free & so fun! Come early for a good seat, bring your besties, and be ready to sing your heart out! The theme is MADONNA!!!! We'll be having a Madonna dress-up contest too - with a bottle of wine prize on the line!! 
- June 17th: ALL ABOUT FRENCH WINES CLASS - Urban Wine School 7-9pm. earn all about French wine - regions, varietals, history, and more! Class fee includes a flight of French wines too! In this Urban Wine School class, our Wine Educator TJ will take you on a tour of French wines, with wine tasting, discussions on French wine history, varietal origins & viticulture, winemaking differences, regional influences, and food pairing with French wines. You'll receive a 3-wine tasting flight as part of the class - Tickets are $25 and seating is limited - click here to get your ticket!
- June 18th: Live Music - Rick Szekelyi, 7-9pm
- June 20th: Live Music - Synergy! 7-9pm
- June 22nd: R&B Sketch & SIp Night with Gabrielle Evans! Better known as Gbaby, she'll lead a fun night of art and artists for singles ready to network and mingle! 6-10pm. Click here to buy a ticket!
June 24th: Sip Happens: Wine Basics for Beginners Class, 7-8pm. Check out our "Sip Happens" class that will help take the mystery and pretention out of wine and make it more fun! New to wine and not sure where to start? Join our Urban Wine School wine educator TJ in a relaxed, no‑pressure class that teaches you what wine is, how to taste it, how to read a wine list, and how to store and enjoy bottles at home. No pretension — only the wines get judged. The next time sip happens you'll know exactly what to do. Click here to get your ticket!!
- June 24th: Live Music - Cleveland Blues Society 7-9pm. We are welcoming amazing musicians from this local organization to bring great blues music to the winery! Come join us - no cover!
- June 24th: Seance in the Cellar - A Wine & Spirits Event with Physic Medium Michelle Falcone, 7-9:30pm. Tickets are available online or at the door.
June 27th: Live Music with local Cleveland Heights band Breaking Point - 7-9pm.
- June 28th: PlayCr8Z returns to winery with Speed Dating! 6-10pm. Get tickets from her Instagram page bio link!
- June 30th: Live Music - SWING JAM! - 7-9pm. Come jive and dance with us!!

Community Wine Club Parties - Join us for fun, fellowship and food and wine pairings!

June 9th, 10th, and 11th 4-10pm: Live Music 'Songwriter's Block' 7-9pm on Jun 9th, Beginner's Tango Lessons 6-9pm on Jun 10th, no Trivia this month!

July 14th, 15th, and 16th, 4-10pm: Live Music 'Songwriter's Block' 7-9pm on July 14th, Beginner's Tango Lessons 6-9pm on July 15th, Trivia at the Winery 7-9pm on July 16th. ALSO - WE'LL BE CELEBRATING OUR 10TH ANNIVERSARY (7/15/26)!!!

August 11th, 12th, and 13th, 4-10pm: Live Music 'Songwriter's Block' 7-9pm on August 11th, Beginner's Tango Lessons 6-9pm on August 12th, Trivia at the Winery 7-9pm on August 13th 

Join our Community Wine Club and you and a guest are invited to attend our monthly VIP Party! Wine Tasting, Food Pairing and other special and exclusive treats with our Owner, Destiny, awaits you! Come and check it out!! There is no fee to join our Wine Club... it's just a two bottle a month commitment ($65 monthly fixed fee (plus tax)). Wine Club members are treated to exclusive wines, discounts and free wine tastings, food pairings and wine education... you can buy a trial one-month membership in our online store or stop in anytime to join our VIP customer family today! Non-members can participate in the wine tasting & food pairing fun for only $10.

2026 Wine Festivals & Events where you'll find CLE Urban Winery:
  • February 7th: Science After Dark: Wine & Chocolate Event, Toldeo, OH
  • March 7th: Glass City Wine Festival, Toldeo, OH
  • April 26th: Cleveland Food Bank Market at the Food Bank Fundraiser
  • June 5th and 6th: Heart of Grove City Wine Festival, Grove City, OH
  • June 6th: Main Street Kent Art & Wine Festival, Kent, OH
  • July 11th: Art on the Hill, Mantua, OH
  • July 24th, 25th, & 26th: Wine & Walleye Festival, Ashtabula, OH
  • August 1st: Henn Fest, Henn Mansion, Euclid, OH
  • August 22nd & 23rd: Cleveland Garlic Festival, Shaker Square
  • September 11th & 12th: Crocker Park Wine Festival, Westlake, OH
  • September 14th: Taste of the Browns, Cleveland Browns Stadium

Cleveland Rocks Christmas Red 2026 First Pour

Friday, October 16th, 2026 from 4-10pm
This special treat is the wine companion to all of Cleveland's holiday beers - Cabernet Sauvignon spiced with cinnamon, clove, sweet orange peel. It is only available for a limited time! 

Beaujolais Nouveau Day

Thursday, November 19th, 2026 from 4-10pm
Come celebrate this international “alcoholiday” with us and enjoy a glass of our own version of Beaujolais Nouveau! This light, fruity red wine is made from Gamay grapes and is released each year on the 3rd Thursday of November in the Beaujolais region of France (and in Cleveland Heights!) to celebrate the harvest. We will start pouring this wine at 4pm by the glass or as an option in your Wine Fight and it will only be available while it lasts! Cheers!!

7th Annual New Year's Eve Library Tasting

Thursday, December 31st, 2026 from 4-8pm
Pre-game for your NYE with us and taste special wines from our library collection and enjoy delicious cheese, charcuterie and other goodies! Save the date!