A Perfect Weekend in Hermann, Missouri: Wine, Food, and Small-Town Charm

Hermann, Missouri is one of those places that seems to surprise everyone who visits. Nestled in the heart of Missouri Wine Country along the Missouri River and Katy Trail, it offers a mix of historic charm, vineyard views, and a lively social scene. Whether you arrive by Amtrak, car, or bicycle, you’ll quickly discover why so many travelers call it one of their favorite trips.

Here’s how to make the most of a weekend in Hermann, based on tried-and-true visitor favorites.

Getting Around: Why the Trolley Is Worth It

For just $20 a day, the Hermann trolley is hands-down the easiest way to get around. It runs every 20 minutes, stopping at many of the main wineries and distilleries — plus it picks up and drops off directly at The Mercantile on the Katy Trail. That means you can relax, enjoy your tastings, and never worry about driving.

💡 Pro Tip: While the trolley doesn’t hit every single winery in the area, the convenience and flexibility make it more than worth it.

Wineries You Won’t Want to Miss

• Oak Glenn Winery: A favorite for both wine and atmosphere, with sweeping views over the Missouri River. A perfect afternoon stop.

• Adam Puchta Winery: The oldest continuously family-run winery in the U.S., known for its wine and dessert pairings. Guests rave about Jazzberry, a sweet and fun option.

• Stone Hill Winery: Famous for its cellar tours and wine garden overlooking the valley. History and views in one stop.

• Hermannhof Winery: A local favorite with a spacious outdoor area. Many visitors love it so much they take home a T-shirt as a souvenir.

• Martin Brothers Meadery: If you like mead, this is worth the short detour (not on the trolley).

Beyond the Wine: Distilleries, Breweries & Bars

• Fernweh Distilling Co.: A whiskey distillery with excellent food and cocktails — the old fashioned with egg whites comes highly recommended.

• Tin Mill Brewery: A great spot for local craft beer.

• Underground Speakeasy: Found beneath one of Hermann’s historic hotels, offering live music and plenty of atmosphere.

• Doxie Slush: Frozen cocktails that are perfect for hot summer days.

Where to Eat

• 4th Street Pizza – Solid, reliable pizza after a long day of tastings.

• Wings-A-Blazin’ – A lively spot with hearty food and a fun atmosphere.

• Hermann Wurst Haus – Famous brats, sausages, and deli meats. Bring a cooler to take some home.

• Coffee Shops – Don’t miss the coffee house on the west side of town for your morning fix.

Things to Do Beyond Eating & Drinking

• White House Hotel Museum – A self-guided walk through an old hotel, filled with antique furniture and fascinating plaques. Downstairs you’ll even find a historic speakeasy.

• Hermann 1837 Cellar Bar – A great spot for live music in a rustic setting.

• The Katy Trail – Bring your bike or rent an e-bike from Pedego Hermann at The Mercantile to explore one of America’s most scenic rail-trails.

Getting There: Train vs. Car

Many visitors recommend taking the Amtrak instead of driving. It’s more scenic than I-70, and you can stretch your legs, grab snacks, or even play cards in the food car. The train drops you off right downtown, steps from the riverfront.

💡 Pro Tip: Be prepared to walk once you’re here — Hermann is hilly, and that only adds to its charm.

Local Tips from Repeat Visitors

• Buy wine at local gas stations — often a few dollars cheaper than the wineries.

• Favorite wines may only be available at the winery, so stock up before you leave.

• Thunderstorms can knock out WiFi or cable, but locals will tell you that’s part of the adventure. Lean into it, pour a glass, and enjoy the moment.

• Befriend locals if you can — sometimes you’ll discover the difference between “tourist prices” and “local prices.”

Stay at The Mercantile on the Katy Trail

Located just steps from the Katy Trail and the trolley route, The Mercantile offers spacious historic suites with full kitchens and in-room laundry — perfect for couples, groups, and even cyclists looking for comfort with charm. From here, you can step straight into Hermann’s wine-country lifestyle, whether that’s a scenic bike ride, a day of tastings, or a night of live music.

✨ Hermann is more than a wine town — it’s an experience. With great food, unforgettable views, and small-town hospitality, it’s the kind of trip you’ll want to take again and again.

Prices and information subject to change.