Explore the Hermann Wine Trail in Missouri—7 charming wineries, 6 seasonal wine and food festivals, and a journey through scenic vineyards steeped in German heritage.
A Trail of Taste Along the Missouri River
Tucked into the heart of Missouri’s wine country, the Hermann Wine Trail offers more than just a tasting trip—it’s a sip-by-sip journey through history, hospitality, and heritage. Stretching across 20–30 miles of rolling hills and riverside charm, this trail winds through seven distinct wineries, each offering a unique blend of flavor, setting, and personality.
It’s worth noting that while Stone Hill Winery is one of the area’s most iconic stops, it doesn’t participate in the official ticketed wine trail events. Still, no visit to Hermann would be complete without stepping into its historic cellars.
Also helpful to know: the wine trail events are separate from Hermann’s well-known town-wide festivals like Maifest and Wurstfest. One focuses on curated winery experiences, the other transforms the whole town into a celebration of culture and community.
Hermann Wine Trail Festival Schedule
The wine trail hosts six food-and-wine pairing events throughout the year—each with its own theme and seasonal flair. Most include small bites paired with featured wines across the participating wineries.
- Chocolate Wine Trail (February): Truffles, dark chocolate, and rich reds
- Farmers’ Table (April): Farm-to-glass pairings and spring-inspired plates
- Wild Bacon Wine Trail (May): Smoky, savory, and wildly popular
- Berries & BarBQ (July): Summer grilling meets fruit-forward wines
- Holiday Fare (November): Cozy, spiced, and comforting
- Say Cheese Wine Trail (December): A cheese lover’s dream come true
Tickets sell out quickly—especially for May and November events. For dates and booking, visit hermannwinetrail.com.
7 Wineries Along the Trail (Driving Order from Hermann)
Whether you’re planning a one-day tasting tour or a weekend getaway, this route makes for smooth sipping and scenic views:
1. Stone Hill Winery
(Not part of wine trail events)
Missouri’s most awarded winery. Tour historic stone cellars, dine at the German restaurant, and enjoy stunning bluff views. While not part of the ticketed trail events, it’s a must-stop for first-time visitors.
2. Hermannhof Winery
Historic stone cellars near downtown, known for crisp whites and sparkling wines. A great place to begin your official trail tasting.
3. Dierberg Star Lane Tasting Room
Boutique, upscale, and ideal for lovers of bold California reds and finely balanced whites—all served in a quiet Hermann setting.
4. Reserve Cellars of Hermann
An intimate tasting space inside a restored 1840s press house. Quiet, cozy, and elegant—a great pause point between busier stops.
5. Adam Puchta Winery
The oldest continuously owned family winery in Missouri, with a creekside vibe and a rustic tasting barn. Unpretentious and welcoming.
6. OakGlenn Winery
Perched on a bluff with live music and vibrant weekend energy. Stay for the sunset if you can—it’s one of the best in wine country.
7. Röbller Vineyard
Just east of New Haven, this family-friendly winery offers space to relax, picnic, and sip slowly. It’s a peaceful finale to the trail.
A Trail That Pours History and Hospitality
This isn’t just wine—it’s Missouri heritage in a glass. Many of these wineries are family-run, rooted in 1800s history, and proudly producing award-winning wines from Missouri-grown grapes. The combination of Old World charm, German traditions, and Midwestern hospitality makes the Hermann Wine Trail one of the most flavorful and memorable road trips in the state.
And whether you go during an official wine trail event or just plan a sunny afternoon of stops, you’ll find plenty of reasons to raise a glass and stay awhile.
So, What’s Your Favorite Stop?
Have you sipped your way through the Hermann Wine Trail—or planning your first trip soon? Let us know which winery had the best view, the most surprising pour, or the friendliest vibe. Every traveler has a different “favorite,” and that’s half the fun.
Dive Deeper Into Hermann
Want more than just wine tasting?
Check out our full-day itinerary for exploring Hermann’s vineyards, historic downtown, German heritage, and scenic river views:
Where Wine & History Collide: Your Ultimate Hermann Travel Guide
Uncover the Old-World charm, vineyards, and German heritage of Hermann in a full-day itinerary that blends scenic beauty with historic richness.
Plan Your Next Missouri Adventure!
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