Valentine’s Sweet Treat & Wine Pairing

You and your sweetie go together like chocolate and wine.

Saturday, February 12th, fall in love all over again as you experience a self-guided pairing of Virginian wine and decadent mini sweets by the warm glow of the fireplace!

Savor the romance of indulgence with your honey and discover life’s greatest pleasures. These sinfully delicious pairings will start your Valentine’s Day weekend off right!

Reservations are required in advance. Tickets are $20 per person ($16 for Legacy Club members) and include a pairing of four sweet treats and four wines, complete with a pairing guide. Ticketholders may enjoy their pairing anytime between 1:00 – 5:00 PM.

Admission fee
$20 per person

Chocolate Escape

Sample chocolate desserts at participating downtown restaurants, enjoy special discounts and treats at participating shops, listen to live music, and pamper yourself during the annual Chocolate Escape!

Diners and shoppers will have the chance to make Valentine’s Day reservations and purchase gifts for loved ones or just browse. Old Town Winchester offers fine dining, artisan shops and specialty boutiques, florists, jewelry stores as well as a day spa and a salon. Escape to Old Town Winchester for Valentine shopping specials and indulgent chocolate morsels.

Stay tuned for more details and a list of participating businesses.

Couples Therapy: A Comedy Show

Couples Therapy: A Comedy Show is your scheduled appointment to laugh about relationships and single strife. The show is a hilarious round-table discussion featuring comics and willing audience members, led by coupling failure Rahmein Mostafavi and a host of guest comic “therapists” that will assist all you lovers out there with your relationship issues.

Whether you’re dating, married, divorced, or just single and hopeful, this show has got you covered. Is he leaving dirty socks around the house? Is she spending too much time on her phone and ignoring you? Did one of you vote for the other candidate? Let’s figure it out together. For better or worse, this cast of comic therapists will have you in tears…one way or another!

General Admission: $15 + admission tax & processing fee
*VIP Early Entry: $20 + admission tax & processing fee
Door: $18 + admission tax


Valentine’s Dessert Tour

What better way to show your love for someone than a complete afternoon sampling food? We’ll be stopping at 5 top secret locations to sample decadent desserts and more. We’ll play a fun version of The Newlywed Game, ending with a a complimentary Champagne toast and a rose for the ladies! Only one tour so space is very limited, book early!

$55 a ticket

Tickets available at: 

Valentine’s Day Sweet Treats and Wine Pairing

This February 15th, fall in love all over again as you experience a self-guided pairing of Virginian wine and decadent sweet treats by the warm glow of the fireplace!

Savor the romance of indulgence with your loved one and discover one of life’s greatest pleasures, wine and chocolate! These sinfully delicious pairings will start your Valentine’s Day weekend off right!

Reservations are required in advance. Tickets include a pairing of four various shaped mini chocolate cups filled with white chocolate, dark chocolate, raspberry and coffee mousses, each mousse is presented with a decorative design on top paired with four healthy wine tastings to complement each of the sweet treats, complete with a pairing guide. (All Desserts are Gluten Free)

Valentine’s Night Out

Join us for a Valentine’s Night out at the Farm Market. You and your significant other can enjoy an evening of rustic romance in our upstairs banquet room.

Skip the trouble of finding a babysitter. You can leave the kiddos with our qualified and friendly staff while you enjoy your evening upstairs.

Treat your honey to a candle-lit three course dinner at sweetheart tables while enjoying the performance from singer/songwriter/keyboardist Caleb Nei by the fireplace.

There will also be a cash/card bar available as well as a dance floor to dance the night away with your sweetheart.

Kid’s care available downstairs in the playroom. They can enjoy our large tractor bounce house, cornhole, corn bin, other fun games, and PIZZA! (Ages 2-12 only please)

Couples: $60/couple
Children: $5/child
*All tickets are Non-Refundable (Unless event canceled due to inclement weather)

Ticket Sales:
Please select “Adult Ticket 1” for Chicken or “Adult Ticket 2” for Beef as your meal entree when purchasing your ticket.
Please purchase 1 Child Ticket per child.

Couples without children are always welcomed as well.

Roasted Chicken 1/4 or Pulled Beef Roast
Baby Roasted Potatoes
Southern Style Green Beans
House Salad
Dessert TBD

Ticket Sales:

Only 50 couples spots available! Tickets must be purchased by 2/12/2020

GHOST (the Movie) Valentine’s Dinner Party

Includes a delicious three-course dinner.

Take Patrick Swayze, Demi Moore, murder, sexy pottery, and a psychic Whoopi Goldberg, and you know what you’ve got? Romance. That’s why we’re putting together a very special GHOST Valentine’s Dinner.

Your ticket includes a full three-course meal, featuring a decadent cheese plate, chicken saltimbocca served with potato “pottery,” and a warm, flaky apple-pear galette. Whether you want to plan a special Valentine’s date with your significant other or you just want to spoil yourself with a little self-love, our GHOST Valentine’s Dinner will fill your belly, warm your heart, and revive your spirit.

More information and tickets

Valentine’s Dessert and Beer Pairing

Come out with a friend, your partner, or by yourself to enjoy Valentine’s Day a different way!
Beer flight pairing with 4 delectable treats from local bakers Crumbs & Crumbles. Flight is pre-selected to perfectly match their inventive macarons and cakes with our tasty craft brews.

Make a whole night of it with Baked Ziti Dinner with Farmer’s Daughter starting at 6pm!

Purchase tickets online since quantities will be limited! Choose a time slot so that we can be best prepared for you.

Event is open seating, no table reservations. Curated music on vinyl from DJ One Man Brooklyn and nitro cold brew on tap from Hopscotch Coffee & Records. And all of our usual pints, flights, growlers, and crowlers will be available, too!

Shenandoah Conservatory Symphony Orchestra

1876: Grieg & Brahms

The Symphony Orchestra presents an evening of orchestral works from 1876. This program features Brahms’ monumental Symphony No. 1 in C Minor, op. 68 and Grieg’s Peer Gynt Suite, originally composed as incidental music for Henrik Ibsen’s 1876 play of the same name.

Accommodations for disabilities may be arranged by contacting the Box Office at least three days prior to the performance.

Tickets: $12

More Information and Tickets:

Phone: (540) 665-4569

Photos by C. King Photography

Valentine’s Dessert Tour

Explore Old Town Winchester through our unique restaurants on this specialty food tour where we’ll be sampling desserts. We’ll be visiting 5-6 restaurants, end with a champagne toast and have roses for the ladies! The perfect Valentine’s Day for your significant other. Each tour is limited to 8 couples so book early!

$50 a ticket

Tickets available at: