Indulge in Missouri’s Chocolate Wine Trail: A Perfect Pairing Adventure near Hermann
Difficulty
easy
Duration
5–7 hours
Fitness Level
No special fitness level required; mostly casual walking within winery grounds.
Overview
Discover the Chocolate Wine Trail in Missouri—an unforgettable February weekend event where six scenic wineries along the Hermann Wine Trail offer exquisite chocolate and wine pairings. Experience rich flavors, stunning river valley views, and warm local hospitality.
Chocolate Wine Trail
Ages 21+ • Saturday 2/28/26 & Sunday 3/01/26 • A Valentine’s tradition for chocolate & wine lovers!
Select participants and date
About This Adventure
Experience the delightful Chocolate Wine Trail, where you can sip and savor exquisite chocolate and wine pairings at six scenic wineries along the Hermann Wine Trail. Enjoy breathtaking views and warm hospitality while indulging in this unique culinary adventure on the last weekend of February 2026. A memorable treat awaits!
Experience the delightful Chocolate Wine Trail, where you can sip and savor exquisite chocolate and wine pairings at six scenic wineries along the Hermann Wine Trail. Enjoy breathtaking views and warm hospitality while indulging in this unique culinary adventure on the last weekend of February 2026. A memorable treat awaits!
Adventure Tips
Start Early
Begin your trail adventure early to fully enjoy tastings at all six wineries within the event hours.
Bring Valid ID
You must bring a government-issued photo ID and your email ticket with QR code to participate.
Plan Your Transportation
Transportation between wineries is not provided, so arrange a designated driver, shuttle, or rideshare beforehand.
Dress for Comfort
Wear comfortable shoes for walking between tasting rooms and dress in layers to accommodate variable February weather.
Local Insights
Wildlife
- Great blue herons along the Missouri River.
- White-tailed deer in the river valley adjacent vineyards.
History
Hermann was founded by German immigrants in 1837 and remains a center of Missouri’s winemaking heritage.
Conservation
Wineries along the trail follow sustainable vineyard practices to preserve soil and local ecosystems.
Select participants and date
Adventure Hotspots in Hermann
Frequently Asked Questions
Recommended Gear
Commemorative Wine Glass
Included with your ticket; use it to enjoy tastings throughout the trail.
winter specific
Photo ID
Necessary for age verification at winery tastings.
Comfortable Walking Shoes
Ideal for strolling between winery tasting rooms over varied terrain.
winter specific
Layered Clothing
February weather can be changeable, so layers keep you comfortable indoors and out.
winter specific