Bocce ball at the winery is back for spring! Form a team of 2 to 6 players and join us Wednesday nights on the lawn. Games are at 5:30pm or 7:00pm. The season runs five weeks, then a week off for the 4th of July, with playoffs on July 8th. We’ll have a food truck on site, plus wine, local craft beer, and N/A drinks at the bar. Entry fee includes team shirts.

Start Date: Wednesday, May 27th

Schedule: 5:30pm and 7:00pm matches, 5 weeks + 1 week playoffs

Playoffs: Wednesday, July 8th, 5:30 – 9:00pm

Teams: 2 to 6 players per team

Entry Fee: $250 per team (includes shirts)

About the Courts

This is lawn bocce. We play on grass, not a regulation court surface. The ground is bumpy, the rolls are unpredictable, and that’s part of the fun. If you’re looking for a serious, competitive league, this isn’t it. If you want to hang out with friends, drink some wine, and throw some balls around on a Wednesday night, you’re in the right place.

How It Works

Each week your team will be randomly matched up with an opponent. You’ll play best of 3 games (games to 10 points, tiebreaker to 5). Three points are up for grabs each week:

• Win 2-0: You get 3 points, opponent gets 0

• Win 2-1: You get 2 points, opponent gets 1

• Lose 1-2: You get 1 point, opponent gets 2

• Lose 0-2: You get 0 points, opponent gets 3

At the end of week 5, total points determine your seed in the playoff bracket. Playoff games are single elimination (games to 10). The championship match is best of 3.

What to Know

• Check in at the bar 10 minutes before your match

• Bocce balls provided

• Courts are 60 ft by 12 ft lanes marked on the lawn

• Food truck on site each week

Come and join us for an evening of fabulous food and wine by the falls at the Glen Iris Inn in Letchworth State Park on May 30, 2026 at 6:00 pm!

This meal always promises to be a delicacy, and a wonderful beginning to the beautiful spring season. Try new dishes and wines, paired perfectly together, and partake in open wine discussion with our winemaker, Nathaniel Moore. This dinner always sells out quickly, so call (585) 493-2622 and make your reservation today at glenirisinn.com.

WE HOPE TO SEE YOU THERE!

The Menu

6pm Reception

• Assorted Cheeses and Crackers

• Inspire Moore Wines

6:30pm Dinner

• Wild mushroom tartlet + sparkling Cayuga White

• Salmon & corn chowder + Dry Riesling

• Greek salad with tzatziki + Sauvignon Blanc

• Beef tenderloin with port reduction + Zweigelt 2024

• Mascarpone crepes with rhubarb ginger compote + Ice Wine

We’re bringing the street fest vibes to Hazlitt Red Cat Cellars, Saturday, May 30, 2026. Food trucks are rolling in, local craft vendors will line the street, live music, and of course all of your favorite wines to enjoy. So, grab your friends and kick off your summer weekend with us!

Check Out All The Fun!

• Free admission

• Lawn games and relaxed outdoor fun

• Wine by the glass, tastings, wine slushies, and NA beverages

• The Wine Chalet will be open

• Live Music

  • Crazy Chester’s Porch Project (1:30-4:30 PM) – Funky, feel-good bluegrass tunes

• Hands-On Experience

  • Make & Take Pop-Up Art with Annie(2:00-4:00 PM) – Create your own cyanotype image; developed by the sun

• Food Trucks

  • Cousins Maine Lobster

  • Melt Food Truck & Catering – Bomb Grilled Cheese

• Craft Vendors

  • 1808 Tattoo – pop-up tattoos

  • Honey Badger Homestead

  • Edgemere Coffee

  • Bugs Mugs

  • Hunts-Hollow Hot Sauce

  • JBloom

  • Iris & Ink

Meyer & McGuire at Acquilano Wine Cellars. An intimate cocktail-room set in a small winery on Main Street in Canandaigua.

Spring Patio Season: Live Music, Great Food, and Your Favorite Wines

Music: 6 – 8 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday night this spring, 20 Deep Winery in Rochester, NY will be hosting free live music from local artists. Enjoy a glass of wine or cold beer, grab a bite from this week’s food truck, and settle in. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.

Bocce ball at the winery is back for spring! Form a team of 2 to 6 players and join us Wednesday nights on the lawn. Games are at 5:30pm or 7:00pm. The season runs five weeks, then a week off for the 4th of July, with playoffs on July 8th. We’ll have a food truck on site, plus wine, local craft beer, and N/A drinks at the bar. Entry fee includes team shirts.

Start Date: Wednesday, May 27th

Schedule: 5:30pm and 7:00pm matches, 5 weeks + 1 week playoffs

Playoffs: Wednesday, July 8th, 5:30 – 9:00pm

Teams: 2 to 6 players per team

Entry Fee: $250 per team (includes shirts)

About the Courts

This is lawn bocce. We play on grass, not a regulation court surface. The ground is bumpy, the rolls are unpredictable, and that’s part of the fun. If you’re looking for a serious, competitive league, this isn’t it. If you want to hang out with friends, drink some wine, and throw some balls around on a Wednesday night, you’re in the right place.

How It Works

Each week your team will be randomly matched up with an opponent. You’ll play best of 3 games (games to 10 points, tiebreaker to 5). Three points are up for grabs each week:

• Win 2-0: You get 3 points, opponent gets 0

• Win 2-1: You get 2 points, opponent gets 1

• Lose 1-2: You get 1 point, opponent gets 2

• Lose 0-2: You get 0 points, opponent gets 3

At the end of week 5, total points determine your seed in the playoff bracket. Playoff games are single elimination (games to 10). The championship match is best of 3.

What to Know

• Check in at the bar 10 minutes before your match

• Bocce balls provided

• Courts are 60 ft by 12 ft lanes marked on the lawn

• Food truck on site each week

Night Owls at Acquilano Wine Cellars. An intimate cocktail-room set in a small winery on Main Street in Canandaigua.

Spring Patio Season: Live Music, Great Food, and Your Favorite Wines

Music: 6 – 8 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday night this spring, 20 Deep Winery in Rochester, NY will be hosting free live music from local artists. Enjoy a glass of wine or cold beer, grab a bite from this week’s food truck, and settle in. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.

Kick off summer in the Finger Lakes with Sip into Summer, a signature event hosted by the Canandaigua Lake Wine Trail! Join us on May 16th from 12–4 PM at Inspire Moore Winery for an afternoon of wine tastings, live music, delicious food, and interactive wine experiences.

Your $40 Taster Ticket is a fantastic value. It includes tastings from all nine Canandaigua Lake Wine Trail wineries, a total value of over $90 if purchased individually, plus full access to live music by Big Blue House, local vendors like Clover & Fox, Steve’s Tye Dye, Studio 119 with flash tattoos and permanent jewelry, WaterGlass Collab, and even a petting zoo. Food will be available for purchase, including wood-fired pizza from Inspire Moore Winery.

Test your palate in a blind tasting for a chance to win two 2026 Passports, and attend meet-the-winemaker seminars to learn tips and insights from the winemakers themselves.

Taster Ticket - $40

For adults 21+ who want to enjoy wine tastings or beer.

Companion Ticket - $10

For anyone 13+ who wants to enjoy the event without wine tastings or alcohol.

Children 12 and under are FREE

Spring Patio Season: Live Music, Great Food, and Your Favorite Wines

Music: 6 – 8 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday night this spring, 20 Deep Winery in Rochester, NY will be hosting free live music from local artists. Enjoy a glass of wine or cold beer, grab a bite from this week’s food truck, and settle in. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.

Celebrate mom with a mimosa (or two!) at the winery. Their mimosas are made with their Bubbly Riesling (dry) with your choice of orange juice, apple juice, or grapefruit juice. Just $8 each. Cheers to Mom!

Enjoy at Hazlitt Red Cat Cellars in Naples, NY.

Joshua Ketchum at Acquilano Wine Cellars. An intimate cocktail-room set in a small winery on Main Street in Canandaigua.

Make this Mother’s Day one to remember—treat Mom to something special!

Join us on Saturday, May 9th, open from 10am–5pm, for a day of relaxation and celebration.

Enjoy LIVE music by Dr. Fish from 2pm–5pm. No reservations needed—just come as you are!

Whether you’re indulging in tastings or savoring a glass of your favorite, it’s the perfect way to unwind and celebrate Mom.

Spring Patio Season: Live Music, Great Food, and Your Favorite Wines

Music: 6 – 8 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday night this spring, 20 Deep Winery in Rochester, NY will be hosting free live music from local artists. Enjoy a glass of wine or cold beer, grab a bite from this week’s food truck, and settle in. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.

Grab your mom, sister, daughter, grandma, aunt, or best friend and join J & R Sister Designs at 20 Deep Winery to sip wine and make your own handmade gift for Mother’s Day. Use paint pens to create something beautiful with guided directions. No experience needed.

Date: Thursday, May 7th

Time: 6:00 – 8:00pm

Location: 20 Deep Winery

Cost: $35 for one project | $60 for both

Choose Your Project

• 2 pairs of wood cut dangly earrings

• One 11.5″ round wood flower welcome sign

What to Know

• All supplies included

• No experience necessary

• Classes are non-refundable, but if you can’t make it, you can pick up a to-go kit to make at home

Wine, beer, and non-alcoholic drinks available for purchase throughout the evening.

The Cool Club and The Lipker Sisters at Acquilano Wine Cellars, with Marilla on vocals. An intimate cocktail-room set in a small farm winery on Main Street in Canandaigua.

Spring Patio Season: Live Music, Great Food, and Your Favorite Wines

Music: 6 – 8 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday night this spring, 20 Deep Winery in Rochester, NY will be hosting free live music from local artists. Enjoy a glass of wine or cold beer, grab a bite from this week’s food truck, and settle in. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.

Gaia’s Greens brings Plant Bingo to The Wine Chalet for a fun, plant-filled afternoon. Play for a chance to win a variety of unique plants — with new prizes each event.

April 26 • 12 PM

10 rounds for $30 • All ages welcome

Approx. 1.5 hours

Tickets are limited and sold exclusively through Gaia’s Greens.

Sundays Just Got a Little More Fun

Sundays Just Got a Little More Fun at 20 Deep Winery

Free, family-friendly Bingo returns for one final date this year. Grab pizza, pour a glass of wine, and play for prizes for both kids and adults.

Two sessions available — pick the time that works best:
April 26 • 11 AM – 1 PM
April 26 • 3 PM – 5 PM

Five rounds of bingo with prizes including treats for kids, wine, glasses, pizza, and more. Freddie’s Wood Fired Pizza will be on site from 12–4 PM, with wine, beer, and non-alcoholic options available.

RSVP Bingo is free, but let them know you’re coming so they can set up enough tables.
Questions? Call or text 585-204-7953 or email info@20deep.com.

Join Deb Jones, Certified Garden Master, for a hands-on workshop covering how to grow, harvest, and preserve fresh herbs at home. Learn what grows best in the region, when to plant, and simple methods for drying, freezing, and storing herbs to enjoy year-round.

Saturday, April 25 • 2–3 PM
Reservations required • Free to attend
Donations encouraged to support Hospeace House in Naples, NY.

Spring Patio Season: Live Music, Great Food, and Your Favorite Wines

Music: 6 – 8 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday night this spring, 20 Deep Winery in Rochester, NY will be hosting free live music from local artists. Enjoy a glass of wine or cold beer, grab a bite from this week’s food truck, and settle in. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.

An afternoon pop-up tasting featuring Ball Vineyards, Little Clover Wine Company, and Sylvan Farm & Cidery. Meet the makers and discover wines from some of the Finger Lakes’ smallest producers.

2–5 PM • 143 S Main St, Canandaigua

Walk-around tasting with bottles available for purchase.

Spring Patio Season: Live Music, Great Food, and Your Favorite Wines

Music: 6 – 8 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday night this spring, 20 Deep Winery in Rochester, NY will be hosting free live music from local artists. Enjoy a glass of wine or cold beer, grab a bite from this week’s food truck, and settle in. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.

Slow down, get your hands dirty, and leave with something living.

Join us for a beginner-friendly Bonsai workshop led by the team at Gallea’s Tropical Greenhouse and Florist in Pittsford. This relaxing hands-on evening is a chance to unplug, learn something new, and enjoy a glass of wine while you work.

You’ll learn how to:

• Plant, shape, and care for your own Bonsai tree

• Understand the basics of the Japanese art of Bonsai

• Take your tree home with you at the end of the night

No experience needed. Just show up, grab a glass, and give it a try.

Details:

• Date: Thursday, April 16, 2026

• Time: 6:00 PM – 7:30 PM

• Location: 20 Deep Winery, Mendon, NY

• Price: $65 per person

• Instructor: Gallea’s Tropical Greenhouse and Florist, Pittsford, NY

Spring Patio Season: Live Music, Great Food, and Your Favorite Wines

Music: 6 – 8 PM | Free: No Cover | No Reservations: Just Show Up

Every Friday night this spring, 20 Deep Winery in Rochester, NY will be hosting free live music from local artists. Enjoy a glass of wine or cold beer, grab a bite from this week’s food truck, and settle in. Music will be inside the tasting room or out on the patio, depending on the weather. Either way, Friday nights at the winery are all about enjoying that exhale you’ve been waiting for all week.

Get ready for a treat! Cousins Maine Lobster is rolling into 20 Deep Winery on Sunday, September 28th, from 11 AM. to 6 PM. As seen on ABC’s Shark Tank, The Cousins Maine Lobster Food Truck is bringing their amazing lobster rolls along with a wide array of lobster delicacies. Pair these delicious bites with a glass of our wine for a truly delightful afternoon!

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.

• 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!

Get into the fall spirit with a creative afternoon at 20 Deep. Join Petal & Timber for a hands-on workshop where you’ll craft beautiful, everlasting wood flowers perfect for autumn decorating.

No experience needed – our instructors will guide you step-by-step through creating your own sustainable wood flower arrangement. Whether you’re decorating for fall, making a unique gift, or just love a good DIY project, you’ll leave with gorgeous blooms that last forever (no watering required!).

Date: Sunday, September 21st
Time: 2:00 – 4:00 PM
Location: 20 Deep Winery, 187 Mendon Ionia Rd, Honeoye Falls, NY 14472
Cost: $44.52 per person
What’s included: All materials and instruction

Wine and beverages available for purchase. Limited spots available – register today!

Refund Policy: Full refunds available up to 7 days before the event.

Join us for a relaxed, flavorful night featuring handcrafted pizza and live acoustic sets from local favorites. It’s the perfect pairing of great food, good music, and Finger Lakes summer vibes.