Fall Fridays at 20 Deep Winery – Wine, Live Music & Food Trucks

Looking for fun things to do in Rochester, NY this fall? Unwind from the week and kick off your weekend at 20 Deep Winery with great wine, live local music, and your favorite food trucks. Fall Fridays are all about crisp evenings, cozy vibes, and good company.

What to Expect on Friday Nights at 20 Deep Winery

If you haven’t joined us for a Friday night yet, here’s what you can look forward to:

• Rotating Food Trucks  – A different flavor each week. Check out our fall lineup below.
• Live Music – Local artists play from 6 PM – 8 PM every Friday night.
• Outdoor Seating & Games – Corn hole, bocce ball, giant Connect Four, and more on the lawn.
• Cozy Fire Pit Seating – Grab a blanket and settle in by the fire on those cooler fall nights.
• Small-Batch Wines & Local Brews  – Explore our lineup of wines on tap and a rotating selection of local craft beers.
• Kid-Friendly Activities – Bring the kids! We’ve got plenty of space for them to play while you relax.

We Serve Wine, Beer & Non-Alcoholic Drinks

Sip a glass of red, white, sparkling, or one of our slightly sweeter small-batch favorites. Prefer beer? We’ve got a variety of local brews on tap, plus non-alcoholic options for all ages.
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📋 View Our Full Drink Menu: 20 Deep Menu

How to Plan Your Visit

Choose from cozy tables on the covered patio, picnic tables on the lawn, or Adirondack chairs by the fireplace. Seating is first-come, first-served, so bringing a bag chair is always a good idea for busy nights.

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.

Fall Food Truck Lineup for Friday Nights

• September 5 – Freddie’s Wood Fired Pizza – view menu
• September 12 – Eat Greek Food Truck – view menu
• September 19 – Pat’s Pigs – view menu
• September 26 – Freddie’s Wood Fired Pizza – view menu
• October 3 – Pat’s Pigs – view menu
• October 10 – Freddie’s Wood Fired Pizza – view menu
• October 17 – Reservoir Dog’z – view menu
• October 24 – Eat Greek Food Truck – view menu
• October 31 – Reservoir Dog’z – view menu
• November 7 – Freddie’s Wood Fired Pizza – view menu
• November 14 – Reservoir Dog’z – view menu
• November 21 – Pat’s Pigs – view menu
• November 28 – Eat Greek Food Truck – 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

• September 5 – Phatkats: www.thephatkats.com
• September 12 – Anthony Blood: facebook music page
• September 19 – John Ackers: facebook music page
• September 26 – Big Eyed Phish LITE: bigeyedphish.net
• October 3 – Stephen Morrell: instagram.com/stephen_morrell_music 
• October 10 – Garth Clark
• October 11 – Blue 22: blue22band.com
• October 17 – Elaina Alston: https://www.facebook.com/profile.php?id=100076833766873
• October 24 – Amy Montrois: amylivemusic.com
• October 31 – Bread and Butter Duo: https://www.instagram.com/breadbutterband?igsh=cng2ZHZyZTJqa3Bl
• November 7 – Los Pajaritos
• November 14 – Ed Iseley
• November 21 – Raedwald Howland-Bolton: https://www.facebook.com/raedwald.howlandbolton/videos/674806408736754
• November 28 – Cooper Scotti

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