Skip to main content
Hermann Hill Logo

7 Best Things to Do on a Winter Getaway in Missouri

When you arrive, a winter getaway in Missouri should sweep you into cozy comfort. That's exactly what we create at Hermann Hill. Picture fireplaces glowing, vineyards resting under frosty skies, and time finally slowing down for you.

Our hillside retreat mixes charm, warmth, and quiet luxury so you can truly exhale. Sip wine by the fire, wander along a crisp riverside trail, or do nothing. However you spend your stay, it will feel personal, easy, and stress-free. We'll share the best ways to enjoy a winter retreat in Hermann and make your trip unforgettable.

Savor local wines and cocktails

No winter getaway in Missouri feels complete without sipping something special. Hermann wineries know how to pour, and you'll love every glass. Bold reds and warm crisp nights; sparkling whites brighten frosty days.

Tasting rooms glow with lights and seasonal cheer. The Hermann Wine Trail hosts events year-round, each stop offering unique hospitality.

Stroll from vineyard to vineyard, and you may find a new favorite. Bring a bottle back to your suite and toast the season together.

Explore local trails

Fresh air makes every winter getaway in Missouri feel more alive. The Katy Trail, Missouri's famous rail-trail, runs right through Hermann and offers miles of river views.

Our three-mile walk at Hermann Hill allows you to slow down, enjoy nature, and see wildlife. Nearby conservation areas offer local hiking trails, each offering peaceful paths and scenic overlooks.

Here are a few highlights:

Even a short stroll clears your mind and invites calm. Pack your boots and grab a scarf. If you're wondering about fun things to do, start here. Get ready to enjoy the beauty waiting outside our door.

red caboose museum in hermann, mo at night with holiday lights strung along the frame of the caboose

Learn Hermann's History

History is everywhere in Hermann, and it adds depth to your stay. The German settlers who founded the town in the 1830s left a rich cultural legacy. Museums, historic homes, and walking tours share their story. They also demonstrate how Hermann grew into a celebrated Midwestern wine region. Don't miss the Deutschheim State Historic Site! This spot is where the original stone buildings still stand today.

This should be on your list when planning things to do in Hermann, MO. Spend three days immersed in culture here, and you'll feel connected to the town in new ways. We embrace our town's history while offering a modern, stress-free stay. This balance of heritage and comfort makes your visit more meaningful.

Enjoy a Riverside Sunset

Nothing ends a winter getaway in Missouri like watching the sky shift over the river. Sunsets in Hermann glow with pinks and golds that reflect across the water.

Riverfront Park is a favorite spot with river views and open green space. Couples often bring a blanket and savor the moment. If you're looking for romantic things to do, this simple ritual always delivers.

At Hermann Hill, our hillside views give you a private front-row seat. End your day with calm, color, and connection.

Relax together with a massage

Pampering makes any getaway sweeter, especially when it's shared. Why not treat yourselves to a couple's massage right here at Hermann Hill?

Every massage feels special. Guests often tell us the calm and connection linger long after their stay. At our Hermann, MO retreat, we encourage slowing down and practicing calm habits that follow you home. It's one more reason time here always feels fresh and restorative.

traditional german food plated on a table including sausage, beer, mashed potatoes, and a large bretzel

Sample authentic German food

No trip to Hermann feels complete without tasting its German roots. Local restaurants serve hearty dishes like schnitzel, bratwurst, and sauerbraten. Each dish warms you from the inside out.

Here are a few local favorites:

These spots are among the best places to eat in Hermann, MO. They showcase authentic flavors and warm hospitality.

Shop boutiques and antiques

Boutique shopping is one of the most fun things to do in Hermann. Specialty shops, art galleries, and antique stores line our Downtown area. Each one holds unique treasures. You can browse handmade gifts, local art, and vintage finds you won't see anywhere else.

Downtown Hermann shops feature boutiques and antiques that highlight the town's charm. You'll find various handcrafted goods, unique art, and vintage pieces that reflect local creativity. Take your time, wander in and out, and find something memorable to bring home.

Plan your winter getaway in Hermann, Missouri

A winter getaway in Missouri should feel simple to plan and unforgettable to enjoy. At Hermann Hill, we've created a place where charm, comfort, and calm come together.

Every season has something special to enjoy. Picture fireside nights, frosty vineyard views. Mornings start with a hot cup of coffee or cocoa and a Missouri River.

It's time to make it yours. Book your stay today, and let us handle the details. Your winter cheer — and lasting memories — begin here.

Photo Credit: © nadianb via canva.com