If you're looking for unique things to do in Hermann, MO, you're in the right place. This town charms effortlessly. Historic streets, scenic hills, and friendly locals always show up big. Add wine tastings, outdoor escapes, and food worth bragging about, and you'll have a memorable trip. Guests leave relaxed, well-fed, and with camera rolls begging for more storage.
We've rounded up seven unexpected experiences. Each one adds something memorable to your stay. Hermann knows how to surprise you, whether it's your first or fifth visit. If you're planning your next summer getaway, this guide will help you make the most of it. Let's begin where the wine flows freely.
Hermanhof Winery Reserve Cellars Tasting
Hermanhoff's Reserve Cellars isn't your average wine tasting. Head below ground to the Reserve Cellars at Hermanhoff Winery. The stone barrel room sets the mood with candlelight and chilled bottles ready to pour.
You'll taste limited-production wines you won't find upstairs. The staff guides you through each pour. It's laid-back, intimate, and full of unexpected favorites. The setting feels more like a secret club than a tourist stop. It's one of the most unique things to do in Hermann and worth carving out time for. Hop on the Hermann Trolley to make this stop easy and stress-free.
Bike the Katy Trail
Cruise through wine country on the Katy Trail and earn that glass of Norton. This scenic path hugs the Missouri River and rolls right through Hermann. Expect vineyards, bluffs, and the occasional squirrel photo-bomb.
The ride is flat, friendly, and full of charm. Rent a bike in town, or bring your trusty steed. Some places even shuttle you back. Don't forget sunscreen, water, and your sense of adventure. It's a refreshing way to explore and take in the landscape.
Historic Hermann Fire Company Museum
Step inside Hermann's original firehouse. It's now a small museum packed with vintage gear. See hand-pulled fire carts, brass helmets, and tools from the early days. Knowledgeable volunteers bring the stories to life. Ask anything — they've got answers and fantastic tales.
The fire museum is a quick stop but full of character and charm. It’s great for history lovers, curious minds, or anyone who loves hometown grit. Among the most unique things to do in Hermann, this one brings the heat. And if one isn't enough, Hermann has other museums to check out, too.
Hermann Farm Tour | Rare Shire Horses
Think farm tour, then crank it up. Hermann Farm brings history, heritage, and huge horses. We're talking Shires — massive, majestic, and surprisingly camera-friendly. The tour shows off restored buildings, vintage wagons, and stories that stick.
Guides keep it lively. So, you won't find any boring lectures here. Instead, you'll laugh, learn, and snap a horse selfie. It's quirky, charming, and way more fun than your average petting zoo. Add it to your list of unique things to do in Missouri. You won't regret it.
Fernweh Distilling Craft Cocktails
Skip the usual bar scene. Fernweh serves cocktails made with house-distilled spirits and genuine care. Try the gin — even gin haters usually change their minds. Bartenders mix with skill and zero pretense.
Sip inside or stretch out on the patio. Every drink feels thoughtful, local, and seasonally inspired. You'll leave smiling, satisfied, and already planning your next round. It's one of the best fun activities for couples in Hermann. Hungry after drinks? Here’s where to eat in Hermann without the guesswork.
Stonehill Winery
Stonehill Winery is one of Missouri's oldest wineries. It delivers history, views, and serious pours. Tour the underground cellars and see how they've aged wine since 1847. Tastings offer bold reds, crisp whites, and a few surprises.
The patio overlooks vineyards and pairs perfectly with a glass in hand. It's perfect for anyone, whether you're new to wine or a connoisseur. Stonehill Winery is relaxed, scenic, and full of flavor. So, remember to add this stop to your list of things to do in Missouri. Your wine-loving side will thank you.
Hermann Hill 3-mile Trail
Skip the treadmill and walk Hermann Hill's 3-mile trail instead. It winds through our private vineyards, wooded paths, and overlooks, making you pause. You'll find benches, scenic photo spots, and space to breathe. Need a bird's-eye view of the property or the surrounding area? Use our map to guide you on your walk.
Midway through, stop at the forest of gongs and read the inscriptions. Some are sweet, and others are weirdly spot-on. The trail feels like a workout disguised as a wine-country stroll. The trail even connects you to boutiques and shops downtown.
Bonus: It burns calories, which counts as a workout. It’s free and straightforward. It's one of the most unique things to do in Hermann — and it's oddly therapeutic. Oh, and if you’ve brought the kids along, it counts as summer P.E. But we won’t tell if you don’t.
Ready to Experience Hermann's Hidden Gems?
Planning a Missouri vacation? Make it count. These picks go beyond the usual wine tour. They're quirky, scenic, and full of flavor. These spots suit couples, weekend wanderers, and anyone craving something less ordinary.
Want vineyard views, horse selfies, and cocktails made with care? Easy. Book your stay at Hermann Hill. Turn seven unique things to do into one unforgettable escape.
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