February in Hermann: The Chocolate Wine Trail

Olga Marquez
Jan 12
3 min read

A Cozy, Romantic Winter Tradition Worth Planning Around

Why the Chocolate Wine Trail Is a February Favorite

Winter in Missouri wine country has its own kind of magic—and the Chocolate Wine Trail is one of the reasons locals and visitors alike look forward to February every year.

Held the fourth weekend of February, the Chocolate Wine Trail has become a beloved Valentine-season tradition for wine and chocolate lovers. Couples, friends, and groups spend the weekend sampling decadent chocolate creations perfectly paired with wines at charming stops along the Hermann Wine Trail.

It’s cozy. It’s indulgent. And for many, it’s one of the best Hermann events of the year.

Event Dates & Hours

The Chocolate Wine Trail typically takes place on the fourth weekend of February, running across both Saturday and Sunday.

Saturday: 10:00 AM – 5:00 PM

Sunday: 11:00 AM – 4:00 PM

Dates vary slightly by year, so always confirm before booking travel.

Tickets: What You Need to Know

Tickets are limited and sell out early—often a month or more in advance.

Ticket price: $35 per person

Each ticket includes:

A souvenir wine glass
Featured wine and chocolate pairings at participating wineries
Entry into a drawing for:
- One night’s stay at a Hermann B&B
- A $30 gift certificate from each participating winery

Transportation is NOT included in the ticket price.

Advance purchase is required.Tickets can be purchased online or by calling the Hermann Wine Trail directly.

A word to the wise: Don’t wait. Nobody wants to be the person still looking for a ticket the week of the event.

Participating Wineries

The Chocolate Wine Trail features six stops along the Hermann Wine Trail. Participating wineries may vary slightly by year but often include:

Adam Puchta Winery
Dierberg Star Lane Tasting Room
G. Husmann Wine Company
Hermannhof Winery
Reserve Cellars
Röbller Vineyard

Always verify the current winery list before planning your route.

Make It a Weekend, Not a Day Trip

The Chocolate Wine Trail is best enjoyed as a full weekend experience, not something you rush through.

Ideas for Your Weekend:

Arrive Friday and settle in
Enjoy tastings on Saturday at a relaxed pace
Make Sunday a lighter tasting day or brunch-and-go
Turn it into a Valentine’s weekend, friends’ getaway, or just-for-fun winter escape

Winter in Hermann is quieter, cozier, and less crowded—perfect for lingering conversations and unhurried tastings.

Transportation Tips

Because transportation isn’t included, planning ahead is essential.

Options may include:

Designating a driver
Booking a local shuttle or trolley
Using private transportation services

Many guests love using local shuttles or the Hermann trolley to enjoy the event safely and stress-free.

Where to Stay for the Chocolate Wine Trail

Lodging fills quickly for Chocolate Wine Trail weekends.

Many guests choose to stay either in Hermann or just outside town in nearby river communities like McKittrick, where they can enjoy a quieter setting while still being close to all the action.

Staying at The Mercantile on the Katy Trail allows guests to:

Make a full weekend of the event
Avoid driving late at night
Enjoy a historic, relaxed atmosphere
Pair wine tasting with trail walks, small-town dining, and winter scenery

It’s a popular choice for couples, friends, and repeat Chocolate Wine Trail visitors.

Why Winter Is the Best Time to Visit Hermann

Winter wine weekends offer something other seasons can’t:

Fewer crowds
Cozy tasting rooms
Easier reservations
A slower, more intimate pace

Many guests say the Chocolate Wine Trail is one of the best wine trail events of the year—and once you’ve done it, you’ll understand why. IYKYK.

Final Thoughts: Don’t Just Save the Date—Book It

The Chocolate Wine Trail isn’t just an event—it’s a tradition.

If you love wine, chocolate, winter charm, and small-town weekends done right, this is one February experience worth planning early.

Buy your tickets. Reserve your lodging. And make it a weekend you’ll want to repeat.

Planning Reminder

Event details, winery participation, and dates may change year to year. Always confirm information through the official Hermann Wine Trail before traveling. Drink responsibly and plan safe transportation.