Friday Nights at 20 Deep Winery – Wine, Live Music & Food Trucks

Looking for things to do in Rochester, NY on a Friday night? Unwind from the week and kick off the weekend with Friday Nights at 20 Deep Winery—where local wine, live music, and food trucks come together for a laid-back evening with friends and family. Whether you’re here for the wine, craft beer, live entertainment, or great food, we’ve got a spot waiting for you at our Rochester, NY winery.

What to Expect on Friday Nights at 20 Deep Winery

If this is your first time at 20 Deep Winery, or if you haven’t yet experienced a summer Friday night with us, here’s a glimpse of what awaits you during your visit.

• Rotating Food Trucks  – A new taste every week (see schedule below).
• Live Music – A lineup of local talent from 6 PM – 8 PM (lineup below).
• Outdoor Seating & Games – Corn hole, Bocce Ball, Giant Connect Four & more.
• Cozy Fire Pit Seating – Blankets available for guests to use on cooler nights.
• Small-Batch Wines & Local Brews  – Exclusive wines available on tap and local beers to enjoy.
• Kid-Friendly Activities – A sandbox with toys (bring your own if you’d like!)

We Serve Wine, Beer & Non-Alcoholic Drinks

Enjoy a selection of red, white, and sparkling wines. We specialize in dry-style wines but also offer small-batch wines with a hint of sweetness for those who prefer something sweeter. In addition, we offer a rotating selection of local beers for non-wine drinkers and a variety of N/A drinks for guests of all ages.

📋 View Our Full Drink Menu: 20 Deep Menu

How to Plan Your Visit

We’ve got plenty of seating options—bistro tables on our covered patio, picnic tables and Adirondack chairs out on the lawn, and a cozy gas fireplace to gather around. While we have lots of spots to sit, busy nights can fill up fast, so feel free to bring a bag chair just in case.

Coming with a group? Reservations for 6+ are encouraged. Give us a call or text at 585-204-7953 to let us know you’re coming!

Photo Gallery – See the Fun from Last Year!

Check out highlights from past Friday Nights at 20 Deep Winery—live music, delicious food, and unforgettable moments.

Food Truck Lineup for Friday Nights

• May 23 – Freddie’s Wood Fired Pizza – view menu
• May 30 – El Kapitan Mexican Food Truck – view menu
• June 6 –  TBD
• June 13 – Eat Greek Food Truck – view menu
• June 20 – TBD
• June 27 – Freddie’s Wood Fired Pizza – view menu
• July 4 – TBD
• July 11 – Eat Greek Food Truck – view menu / Cheese & Charcuterie Cart – view menu
• July 18 – Freddie’s Wood Fired Pizza – view menu
• July 25 – El Kapitan Mexican Food Truck – view menu
• August 1 – Freddie’s Wood Fired Pizza – view menu
• August 8 – TBD / Cheese & Charcuterie Cart – view menu
• August 15 – Eat Greek Food Truck – view menu
• August 22 – TBD
• August 29 – TBD
• September 5 – Freddie’s Wood Fired Pizza – view menu
• September 12 – Eat Greek Food Truck – view menu
• September 19 – TBD
• September 26 – Freddie’s Wood Fired Pizza – view menu

Food Trucks – If you have a food truck and are interested in bringing it to the winery, call or text 585-204-7953 or email us at info@20deep.com.

Live Music Schedule – Local Bands from Rochester, NY

• May 23 – TBD
• May 30 – Amy Montoris: amylivemusic.com
• June 6 – TBD
• June 13 – TBD
• June 20 – Miller’s Garage: millersgaragemusic.com
• June 27 – TBD
• July 4 – TBD
• July 11 – TBD
• July 18 – TBD
• July 25 – John Ackers
• August 1 – TBD
• August 8 – The Phatkats: www.thephatkats.com
• August 15 – TBD
• August 22 – TBD
• August 29 – David Miller Trio: www.davemillermusic.com
• September 5 – TBD
• September 12 – TBD
• September 19 – John Ackers
• September 26 – TBD

Live Music – Music is booked through Bluebird Day Productions. If you’re interested in playing, sign up on their website and mention 20 Deep Winery. We’re always looking for talented local artists with a great following