A whole week of ways to celebrate. Tastings, classes, and a chef’s dinner. No pretense, just good wine and good Company

Valentine’s Day at 20 Deep Winery

Tastings & Pizza

Classes & Events

Valentine’s Dinner

Freddies Wood Fired Pizza at 20 Deep Winery in Rochester NY

FREDDIE’S WOOD-FIRED PIZZA HAS ARRIVED

Now Serving Wood-Fired Pizza

Freddie’s Wood-Fired Pizza has set up residence at the winery for the season! Every Thursday through Sunday, enjoy perfectly charred, made-to-order pizzas alongside your favorite 20 Deep wines.

Pizza Hours: Thursday & Friday: 4-8pm | Saturday: 1-6pm | Sunday: 12pm-4pm

MUSIC, WINE, AND WOOD-FIRED PIZZA EVERY FRIDAY!

Friday Nights at 20 Deep

Ease into the weekend with live music, wood-fired pizza, and your favorite wines. Our tasting room features solo artists and duos creating the perfect atmosphere for catching up with friends or winding down after work. When weather permits, spill out onto the patio by the fire pit—either way, Friday nights here feel like that exhale you’ve been waiting for all week.

Music: 6-8pm | Pizza: 4-8pm

Live music, drink specials and food trucks on Fridays at 20 Deep Winery

Wine, Food, Music & Fun

Upcoming Events

Join us for an array of upcoming events that promise live music, exquisite sips, and family-friendly fun. Mark your calendars for extraordinary experiences that celebrate the perfect fusion of community, music, and exceptional wine at 20 Deep Winery.

Friday Nights at 20 Deep Winery

February 6 @ 4:00 pm - 9:00 pm

Friday Nights at 20 Deep Winery Live Music, Wood-Fired Pizza & Wine Ease into the weekend with us every Friday night. Live music fills our  tasting room while wood-fired pizza keeps everyone happy. Whether you

Galentine’s Day Cookie Decorating Class

February 12 @ 6:00 pm - 8:00 pm

Sugar Cookie Decorating with Spoonful of Sugar Sweets Thursday, February 12, 2026 | 6:00 – 8:00 PM Get a head start on Valentine's Day with an evening of cookie decorating, wine, and good company. Spoonful

Friday Nights at 20 Deep Winery

February 13 @ 4:00 pm - 9:00 pm

Friday Nights at 20 Deep Winery Live Music, Wood-Fired Pizza & Wine Ease into the weekend with us every Friday night. Live music fills our  tasting room while wood-fired pizza keeps everyone happy. Whether you

DINNER IN THE VINEYARD SERIES Winter Edition: The Winemaker's Den A Michelin-Trained Chef. Unreleased Wines. One Night Only. This is the kind of dinner you'd expect to find in New York City or Napa Valley,