34 Underrated Small Towns Perfect for a Quiet Weekend Escape

6. Hermann, Missouri: Wine Country Escape

Hermann transports visitors to another time and place, with its Bavarian-inspired architecture, rolling vineyards, and old-world charm. Located along the Missouri River, this small town is at the heart of Missouri’s wine country. Spend your days touring family-owned wineries that produce award-winning wines, or explore the Hermann Wine Trail, which connects several vineyards and offers tastings paired with stunning views. Beyond its wineries, Hermann has a rich history that is celebrated through its preserved buildings, museums, and annual festivals. Visit during Oktoberfest to experience German traditions, live music, and hearty food. Outdoor enthusiasts can bike along the Katy Trail, one of the longest rail-to-trail conversions in the country, or take a leisurely stroll along the riverfront. Whether you’re savoring a glass of wine, exploring the town’s history, or enjoying its natural beauty, Hermann is an ideal destination for a weekend escape.