Start from 23 curated places around Hermann, MO, then choose the recommendations that fit your guests.
Restaurants & cafés
Stomp'n Grounds Espresso Bar
A bright, locally owned espresso bar and all-day breakfast spot on First Street sourcing ingredients from Missouri producers, serving breakfast burritos, pastries, grain bowls, smoothies, and craft coffee drinks in a warm room that doubles as the social hub of downtown Hermann. Locals and cyclists cycling the Katy Trail both make it a first stop. Best for a strong coffee and a proper breakfast before hitting the wineries.
Downtown Deli & Custard Shoppe
A no-frills deli on First Street doing quality housemade sandwiches and wraps for lunch alongside real custard-style ice cream that locals treat as a near-daily institution. It is the local lunch counter, not a tourist-facing restaurant, which is exactly what makes it worth the stop. Best for a quick, filling lunch between winery visits when you want something genuinely good without a reservation.
Trails & outdoors
Katy Trail: Hermann to Augusta
The 34-mile section of the nation's longest rail-trail running east from Hermann along the Missouri River bluffs through the wine country toward Augusta, on a flat, well-maintained crushed-limestone surface. The segment east of Hermann offers the most dramatic bluff scenery and passes through the heart of Missouri's first American Viticultural Area. Best for a half-day or full-day ride that connects winery country with river scenery.
Hermann Riverfront Walking Trail
A gentle paved path along the Missouri River through Riverfront Park, connecting the Bond Bridge pedestrian crossing to the downtown core with benches overlooking the river and the limestone bluffs on the north bank. It is the most accessible walk in Hermann and the best spot for watching the Missouri. Best for a short, easy morning or evening stroll with river views that require no effort to earn.
Things to do
Stone Hill Winery
Founded by German immigrants and once the third-largest winery in the world, Stone Hill offers free self-guided cellar tours of the most intact 19th-century wine cellars in Missouri, a tasting room with six selections and a glass to keep, and the hilltop setting that makes it the visual anchor of Hermann. It is simultaneously the town's top historical attraction and a working winery. Best for the full immersion into Hermann's wine-culture founding story.
Hermannhof Winery
A National Register winery in ten magnificent stone cellars built in 1852, steps from the Amtrak depot in the center of downtown, producing award-winning wines including the only American two-time winner of the Brown Forman Trophy. The tasting room is the most visited in Hermann and the easiest stop off the train. Best for an afternoon tasting in the most convenient downtown winery setting.
Landmarks & sights
Deutschheim State Historic Site
Two 1840s homes on the National Register of Historic Places that preserve the material culture of Hermann's founding German immigrants — furniture, tools, textiles, and household objects from the first decade of settlement, interpreted by guides who specialize in the period. The 1840 Pommer-Gentner house is one of the oldest surviving structures in the city. Best for a guided look at German immigrant life that goes well beyond the typical wine-country surface.
Stone Hill Winery
A 19th-century winery on a steep hill above town, with underground cellars that once held the largest wine inventory in the nation, still intact and open for free self-guided tours year-round. The view from the hilltop overlooking the Missouri River valley is among the best in the region. Best for the cave tour, the panoramic hill overlook, and a tasting of wines made in cellars that survived Prohibition by becoming a mushroom farm.