A whole week of ways to celebrate | February 11 – 15, 2026

Valentine’s Day at 20 Deep

However you want to spend Valentine’s Day, we’ve got something for you. Drop in for a wine and chocolate tasting. Grab a pizza and a carafe with someone you like. Get creative at a paint night or cookie decorating class with your friends. Or go all out with a multi-course dinner in the Winemaker’s Den. No pressure, no pretense. Just good wine, good company, and a week’s worth of reasons to celebrate.

For a casual night out

Keep It Simple

Not everyone wants a big night out. Sometimes the best date is a shared flight of wine, some really good chocolate, and nowhere to be. Or maybe it’s just pizza and a carafe. Either way, we’ve got you.

Reserve a Tasting

Wine & Chocolate Tasting

$49 - Available all week

A wine and chocolate tasting built for sharing. Take your time, work through the pairings together, and take a commemorative wine glass home.

  • Four wines to share (3oz pours each)
  • Two boxes of Watson’s Truffles ( 4 chocolates each)
  • Two keepsake wine glasses to take home
Reserve a Tasting
Reserve a Spot

Pizza & Wine Carafe

Available all week

Freddie’s Wood Fired Pizza is on site all week. Grab a pie, order a carafe of wine, and call it dinner.

We get it, not everyone loves a walk-in. If you want to reserve a spot, we’ve got you covered (but it’s not required).

Reserve a Spot

Live Music Friday

February 13, 2026

Jeremy Button (of Growl Bear) plays live from 6-8pm. Alt-country, Americana, folk rock. Grab a pizza, pour some wine, and settle in.

For a fun night with friends

Get Creative

Gather your people and make something together. Whether it’s Galentine’s with your crew or a creative date night, these classes are a great excuse to hang out, laugh a little, and drink some wine while you’re at it.

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Galentine's Day Cookie Decorating

Thursday, February 12
6 – 8pm | $48

Decorate cookies with Spoonful of Sugar Sweets. Wine available by the glass. Bring your friends.

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Get Tickets

Date n' Paint

Friday, February 13

7 – 9pm | $55

A creative night out with Lesley from Color Carries Hope. Wine available by the glass. No experience needed.

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FOR THE FULL EXPERIENCE

Dinner in the Vineyard, Winter Edition

If you want to go all out, this is it. A multi-course chef collaboration dinner in the Winemaker’s Den on Valentine’s Day. The kind of evening where you dress up a little, take your time, and make it a night to remember.

Saturday, February 14 | 6 – 9pm | $165 per person

Add a wine pairing for $60 and let us handle the rest.