Romantic Things To Do In Hermann MO

A Late Summer Weekend Escape

The Chicago Couple – Jacquie & Ryan

This post is sponsored by Visit Hermann but all opinions are our own.

We’ve got another great romantic weekend Midwest getaway for you! You have to visit Hermann, Missouri, especially if you are a wine lover! Hermann is a such a cute village and has deep German roots. This means they have lots of amazing wineries, distilleries, sausage, bakeries, and even some museums. We had a blast and we highly recommend it as a great couples destination for the Fall and holidays! We stayed at the Old Vine B&B, but there are lots of cute bed & breakfasts and inns here.

Yes, the majority of our trip was centered around wine tasting and cocktails, but I promise there were lots of other great things to do, too! Check out our recommendations for a romantic retreat in Hermann, Missouri and then be sure you book your trip now to see the colors changing for autumn or a cozy winter getaway.

Old Vine Bed and Breakfast

Where to stay in Hermann, Missouri

Old Vine Bed and Breakfast, run by the friendliest owners, Chad and Mike, was extra cozy! We stayed in the Zinfadel room which featured a King Master bedroom, large full bathroom with jetted tub, Roku television, and a mini-fridge. They also have super fun add-ons like charcuterie boards, flowers, chocolate-covered strawberries, and a picnic pack! Our first morning we had a delicious breakfast and mimosas – the perfect way to start our day exploring Hermann! They book up fast, especially for Oktoberfest and around the holidays.

Things to do in Hermann, Missouri

Stomp’N Grounds
Hermann Wurst Haus
Doxie Slush

Visit a winery, or two, or four…

Hermann is the heart and soul of Missouri wine country and has such a well-documented history. So naturally, we tried to visit as many great wineries and distilleries as possible! Here’s our roundup:

Outdoor Yoga

We started our Saturday morning by doing “Yoga on the Bluff” hosted by Hermann Hill, a boutique hotel and inn. It was a great way to warm up our bodies while overlooking beautiful views! The Hermann Hill resort is geared towards romantic getaways and has upscale accommodations. They have 20 premium suites and cottages and fun “choose your stay” options like adding on evening ice cream and cookies, maragaritas and snacks for two, and hot tub access.

Stroll the Town

We always love exploring the main streets and downtowns when we visit a new place. Hermann is a picture book village and the historical district is a short walk from Old Vine B&B. We stopped into The Fancy Pheasant which had so many cute gift items, cocktail accessories, wine, craft beer, and goodies! There’s lots of cute shops, cafes, and inns in this area.


Hermann Wine & Jazz Festival

We happened to be in town during the Hermann Wine & Jazz Festival, but they have events year round! They celebrate Oktoberfest all October long, the annual Hermann Wine Trail celebration is in November, a Kristkindl Markt in December, a Chocolate Wine Trail in February, and three times a year, they offer a “Wedding Trail” that showcases all Hermann has to offer for a beautiful Wine Country wedding!

More places to eat and drink in Hermann, MO

Hermannhof Winery
Stone Hill Winery
Fernweh Distilling Co.

Historic Sites and Museums

There are 12 historical sites and museums in Hermann! We visited the Deutschheim State Historic Site which preserves several structures dating from 1840-1890 that reflect the period when Germans first settled the Missouri River Valley that reminded them of home. It was also insightful to learn why so many German settlers volunteered to fight for the union during the civil war. There’s also the Hermann Farm, the Historic Hermann Museum, and a Caboose Museum!

Places we didn’t get to visit but would love to try:

Thanks for reading all about Hermann, Missouri! I hope we’ve inspired you to check out this historic, charming Wine Country town!

Happy Roadtripping!

Jacquie & Ryan

Spend the night in Hermann!