Harvest Crush Tour & Tasting

Grand River Cellars 5750 S. Madison Rd, Madison

A great way to experience Harvest in the Grand River Valley! $40 per person. Start at 1pm at Grand River Cellars Winery & Restaurant for a food and wine experience in the Wine Cave featuring 4 small bites expertly paired with 4 wines plus 2 fresh pressed juices from that week’s harvest. Bring your group […]

Encore!! Annie get your Gun & Oklahoma

Cask 307 7259 Warner Rd, Madison

Join Cask 307 for a fun-filled night with Julie Anna Gulenko & Co, starring in Annie Get Your Gun and Oklahoma! dinner show! Saddle up for a toe-tapping night as the beloved songs and spirited stories of "Annie Get Your Gun" and "Oklahoma!" ride over to Cask 307 for one unforgettable musical revue. Singers Julie […]

Jesse Briggs

Grand River Cellars 5750 S. Madison Rd, Madison

Jesse Briggs is a contemporary singer-songwriter whose music blends melodic pop and indie influences. His sound is defined by smooth, expressive vocals and an emphasis on emotional storytelling, hallmarks of the singer-songwriter genre. Songs such as Serendipitous Dreams, Midnight Melodies, and Car Love highlight his mix of soft pop, indie, and acoustic elements, pairing heartfelt […]

Uncorked Comedy In The Cellar

Vincent William Wine 1300 Belleaire Ave, Madison

Uncorked Comedy is back in The Cellar at Vincent William Wine for another intimate night of stand-up, wine, and a great lineup of Northeast Ohio comics. The Cellar is small, low-lit, and tucked beneath the winery — exactly the kind of room where live comedy works best. Come early for dinner upstairs, grab a drink, […]

Ruby Hornsby

Cask 307 7259 Warner Rd, Madison

Ruby Hornsby is a multi-instrumentalist and singer-songwriter known for her unique “Mountain Soul” sound, blending Appalachian roots, folk, rock, and blues. A seasoned touring artist, she brings high-energy performances and a wide range of musical influences to stages across the region and beyond.

Rob Covert

Rosabella Winery 3951 St Rt. 307, Austinburg

Rob Covert Music brings an energetic mix of live music and entertainment to venues and events throughout Ohio. With a versatile repertoire spanning classic rock, country, blues, and today’s favorites, Rob Covert delivers a fun, engaging performance that keeps audiences entertained.

Dinner & A Thrill

Dinner & A Thrill

Grand River Cellars 5750 S. Madison Rd, Madison

Plan the Ultimate Fright Night Out!Your immersive Halloween adventure begins at Grand River Cellars Winery & Restaurant. Kick off the evening with a hauntingly delicious sip of our signature Fright White Wine and Blood Red Wine, paired perfectly with a bite from our extensive menu.Your ticket includes a $15 Grand River Cellars gift card to […]

John Gall

Stonegait Winery 4275 Bates Rd, Madison

Charming solo performer, a "One Man Band."

Lyle James Heath

Old Firehouse Winery 5499 Lake Rd. E., Geneva on the Lake

Experience Lyle's live music, featuring his vocals and guitar playing

Free

Solo SixString

Grand River Cellars 5750 S. Madison Rd, Madison

SOLO SIXSTRING is an acoustic entertainer that promises to deliver an enjoyable listening experience backed by a driving guitar and strong vocals. Good mix of southern rock, classic rock, country, rhythm & blues, rock & roll, oldies, etc. Fam friendly!

Pumkins, Petals, & Pierogies

The Petal Post 2152 Dodgeville Rd., Jefferson

Guests can enjoy a day on the farm with U-Pick flowers, delicious pierogis, and refreshing lemonade. Food will be served from 11 a.m. to 7 p.m., with Bossy Goats Lemonade offering a variety of favorites. Both the sunflower field and cut-flower patch will be open for picking, with bouquets available for $15 or two for […]

Distillery Tours

Seven Brothers Distillery 6527 N. River Rd. W., Harpersfield

Get an in-depth look into the production process behind your favorite Seven Brothers Distilled Spirits!