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Celebrate Valentines Day at City Winery in the Hudson Valley

5 Days & 5 Ways to Celebrate Your Love at City Winery in the Hudson Valley

February 5, 2023

Inside+Out is all about showering LOVE on each other for Valentine’s Day. Check out the many ways to celebrate Valentine’s Day with our curated Local Gift Guides for Her, Gift Guides for Him, Rockin’ Jewelry from Barbara Klar, and a few more unique ways of spending February 14th with each other to follow..

Here’s another Hudson Valley option with 5 Days and 5 Ways to celebrate your love. Have you been to City Winery in Montgomery NY? They have curated five delicious days of food and fun, unique experiences worth knowing about!


#1  SHARE A DECADENT VALENTINE’S MENU | February 9 – 12th | Reservations HERE

For the foodie in your life, you’ll both enjoy Valentine’s Menu specials February 9th – 12th. Expect decadent and swoon worthy dishes like Beef Carpaccio with lemon caper aioli, Oysters Rockefeller, House Made Lobster Ravioli, Faroe Island Salmon Oscar, Wild Mushroom Wellington and, of course, fabulous desserts.

Valentine's Dinner at City Winery HV

French Onion Soup Gratinee
Braised Duck Quesadillas
Beef Carpaccio
Oysters Rockfeller
Sashimi Tuna Nachos


House Made Lobster Ravioli
Trio of Beef Filet Medallions
Faroe Island Salmon Oscar
Double Cut Pork Chop
Wild Mushroom Wellington (V)


Valrhona Chocolate Tart
Amarena Cherry/Llime Panna Cotta
CW Profiteroles
Warm Zeppoles



Enjoy Rosé Sangria or an array of wines made on premise at City Winery. If you’re more the cocktail type go for their luscious libation: The Love Language Martini!

Five Days of Love Valentines Beverage Menu
Rose Sangria: Grainger’s Vodka, Kalani Coconut Rum, Rose, Topped with Sprite
Love Language Martini: Grey Goose Vodka, Vanilla Liqueur, Passion Fruit and Citrus Flavors, Topped with City Bubbles Cava


Valentine’s Day celebrations at City Winery wouldn’t be complete without mentioning entertainment: There are love themed concerts on Friday & Saturday February 10th & 11th, featuring local bands

THE CLASSICS | February 10th  | RSVP HERE  No Cover Charge
This month’s Dine and Dance at City Winery Hudson Valley is a local favorite…THE CLASSICS!    Imagine a trio with all the power, finesse and virtuosity of a band like “The Police,” but they perform all your favorite funk, soul and reggae jams from the 70’s until present.  “This is the Classics.”

ANNALYSE + RYAN AND FRIENDS | February 11th | Get Tickets HERE
Hudson Valley Americana duo Annalyse & Ryan are joined by Drew Angus and Jeremy Schonfeld to bring an incredible, intimate evening of amazing music. This Valentine’s themed songwriters round will be focused around love and all the things that come with it.




Line Dancing Valentine’s Brunch  | February 12th | Get Tickets HERE
Join the King and Queen of Line Dancing and enjoy a Sunday Brunch while stomping your boots to Kathy and Billy’s calls. Whether you’re an expert stomper, steps-curious, or filling a spot on your dance-card bucket list, all are welcome.

Line Dancing at city Winery Hudson Valley

Valentine’s Bubbles & Brushes | February 14th | Get Tickets HERE
Love is in the Air and on the Canvas! Vicki Andrade from ArtVicki will draw out your inner Picasso! Enjoy 6 special tastings matched with 6 light bites throughout the evening, with introductions by our wine experts. All Art supplies and aprons will be provided. Additional Wine and food can be ordered during event.

Bubbles & Brushes Valentine's Day dinner at City Winery HV

Pairings: Marcona Almonds & Brie Cranberry Relish Crostini Riesling Pet-Nat & Harmony Drops Chardonnay
Tuna Tataki Pea Sprouts & Mushroom Risotto Ball Spring Street Pinot Noir & Knit Syrah
Cherry Lime Panna Cotta & Strawberry Cheesecake Vin Glaciere Ice Riesling & Encore Port Wine
A La Carte ordering is available all evening for cocktails, wine or food.


#5. PUPPIES & PINOT | February 9th, 2023 | Get tickets HERE

Pet owners consider their furry friends part of their family, so why not bring them along to this special dinner, and at the same time, help support the wonderful work of Pets Alive! Montgomery. Starting at 4 PM, dine with fellow animal lovers in City Winery’s Falls Room or (weather permitting) the outdoor patio. Full dining, wine and cocktail menus will be served, including a Yappy Hour Menu just for your four legged friends.

City Winery Puppies & Pinot Noir a Valentine's Day Celebration
15% of City Winery Hudson Valley’s net revenue during this event will go to help the wonderful folks at Pets Alive! Middletown continue their great work in our communities.

These unforgettable experiences are the perfect way to celebrate your love in the Hudson Valley and make this Valentine’s Day one to remember.
Happy Valentine’s Day


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