October 2025:
- October 1st, 8th, 15th, 22nd, and 29th: Every Wednesday we host Beginner's Argentine Tango 6-9pm - the lessons are free and everyone is welcome to join in!
- October 3rd: Cleveland Cocktail Choir Community Sign-a-long 7-9pm - free & so much fun! The theme will be BALLADS... come early for a good seat, bring your besties, and be ready to sing your heart out!
- October 4th: Open 4-10pm; closed for a private event from 12-4pm.
- October 5th: Happy 5K/10K Race and After Party in Cedar-Lee! We will be open from 11am-1pm.
- October 6th (COMMUNITY MONDAY): Comedy Open Mic with Miss Jen! Local comic Jennifer Nelson will be curating a lineup of aspiring comics each month, providing them and herself a platform to hone their skills and share their gift of laughter! There is no cover, but tips for performers would be appreciated. Doors at 6pm, show at 7:30pm. Come laugh with us and support local talent!
- October 8th: Gathering Well Cleveland Heights returns with their "Eat Well" Bread and Soup community meal (suggested donation $20) - come join us for food and fellowship from 6:30-9pm with proceeds donated to a good community cause.
- October 10th: Live Music with Mike & Molly, 7-9pm
- October 10th: Cedar Lee BEER CRAWL! We will be participating with other Lee Road beverage purveyors - we will be pouring Bella Raspberry Sour.
- October 13th (COMMUNITY MONDAY): Single Sip Bingo - Wine Tasting and Bingo 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, games start at 7pm. No fee to enter, but you'll need a ticket to play bingo and taste wine (click here to buy a ticket to play)!
- October 14th, 15th, and 16th: Community Wine Club Wine Pickup, wine tastings & food pairings (free for members, $10 for non-members).
- October 14th: Songwriter's Block with Rick - 7-9pm
- October 14th: Fall Painter’s Choice Class with Inner Springs Studio, 6-8pm. Sip, paint, and celebrate the cozy fall vibes - choose your favorite autumn design to paint on a 12"x16" canvas: Blue Pumpkin, Fall Church, Fall Forest, Three Witches. No experience needed — just bring your love for creativity and your favorite glass of wine! What's included: All supplies + step-by-step instruction with Lynnie Marie of Inner Springs Studio for a relaxing evening filled with color, laughter, and fall cheer! Spots fill fast — reserve yours today! Tickets available by clicking here!
- October 16th: Winery Trivia with our own Nick Datilio, 7-9pm - free to participate!
- October 17th: Live Music with John Lucic - 7-9pm
- October 17th: SAVE THE DATE FOR OUR CLEVELAND ROCKS CHRISTMAS RED 2025 FIRST POUR - 4-10PM!
- October 18th: Cedar-Lee Halloween Festival and Candy Crawl starting at 3pm - stay tuned for details!
- October 23rd: Open 4-6pm; closing at 6pm for a private event.
- October 24th: Sip 'n Strum Ukulele!! This new event will be happening on the 4th Friday of each month, with featured Ukulele performer Bethany Westphal - you can join in the show... purchase a ticket (click here!) and you'll get a ukulele of your own to strum and a lesson from Bethany as part of the show!
- October 25rd: Our 3rd Annual Clam Bake PLUS a fabulous Cajun Music Jam with Acadian Driftwood! The music is free to come and enjoy, but you will need a ticket if you want to partake in the delicious clam bake from Brennan's! Tickets for the clam bake are on sale NOW (click here!). Dinner will start at 6pm and music will play from 7-9pm. You'll feel like you're on the bayou!
- October 26th: Our popular Popup partnership with Bigmouth Donuts returns to the winery from 9am-12pm!!! The bar will also be open and we'll be serving our famous egg & cheese croissants as well. This popup will continue on Sundays through the end of December, and then on Saturdays and Sundays in the new year.
- October 27th (COMMUNITY MONDAY): This is another inaugural offering of our new community events with PlayCr8z - join us for SPEED DATING! Doors at 6pm and speed dating activities begin at 7pm (tickets available by clicking here!).
- October 28th: Live Music - SWING JAM! - 7-9pm. Come jive and dance with us!!
- October 28th: Art Class with Inner Springs Studio, 6-8pm - more details and ticket link coming soon!
- October 31st (HALLOWEEN): This Halloween, step into the atmospheric cellar of CLE Urban Winery in Cleveland Heights for an unforgettable evening where the veil between worlds grows thin. Guided by Michelle of Come Home to Your Heart, you’ll be part of an intimate gathering designed to open the doorway to spirit communication. In the cellar’s candlelit ambiance, Michelle will lead a séance where messages of love, wisdom, and mystery may come through from beyond. Guests are invited to wear costumes—while not required, they add to the festive spirit and give you a chance to participate in our costume contest with prizes for the most creative look. Come and set the mood as we honor the magic of Halloween, connect with spirit, and share this one-of-a-kind experience.
As a SPECIAL BONUS, everyone who attends the seance will be entered into a drawing for a free personal reading (30 minutes) and a deck of tarot cards! Seating is limited to keep the gathering personal and powerful. We encourage you to purchase tickets early to reserve your place. Join us in the cellar, where spirits linger and messages await…
THIS IS A TICKETED EVENT (click here to get your ticket!) - doors at 7pm to get a good seat and the seance begins at 7:30pm.
October's POPUP RESIDENCY HOURS (planned) for Squash the Beef at the winery:
- 10/7 to 10/10: Lunch (11am-3pm)
- No service 10/11 and 10/12
- 10/14 to 10/18: Lunch (11am-3pm) AND Dinner (5-9pm)
- 10/19: Soul Food Sunday (12-5pm)
- 10/21 to 10/24: Lunch (11am-3pm) AND Dinner (5-9pm)
- 10/25: Lunch only (11am-3pm)
- No service 10/28
- 10/29 to 10/31: Lunch (11am-3pm) AND Dinner (5-9pm)
