- Our list of the best things to do in Chesterfield, Missouri, features the top 227 nearby activities — including 82 great attractions with user approval ratings of 90% or more!
- Chesterfield, MO has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Amusement, Entertainment & Shows, and Sports & Fitness.
- The results below include the top 18 things to do within the city of Chesterfield, MO , followed by 209 popular activities in nearby cities, including St. Louis, St. Charles, Florissant, Ballwin, St. Peters, Maryland Heights, Fenton, Grafton, Eureka, Augusta, Arnold, O'fallon, Wentzville, Granite City, Defiance, Hazelwood, Boonville, Jefferson City, Kirkwood, Maplewood, Wildwood and Wright City
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46.5 Miles
88%
80 votes
109 West 2nd Street, Hermann, MO 65041
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At the Deutschheim State Historic Site, visitors can wander through a restored German-American restored village that is credited with the creation of the wine industry in Missouri. Visitors can take guided tours of two historic homes.
46.5 Miles
Featuring work exclusively designed by artist Alice Calhoun, the Ace of Spades Garden Gallery is an art gallery filled with small, hand-crafted garden sculptures. Faeries, mermaids, and dancers are among the types of sculptures available.
47.0 Miles
A large selection of wines is waiting to be tasted at the Stone Hill Winery: reds, whites, sparkling and desserts. It organizes special events, such as the Wurstfest, the Cajun Concert, and Oktoberfest. It can host private events, such as weddings.
48.8 Miles
The same family has owned the Adam Puchta Winery since 1855, making it the oldest family farm winery in Missouri. The winery has the ability to produce 62,000 gallons of wine each year, and visitors can try many of them.
49.8 Miles
A family owned and operated winery, the Endless Summer Winery specializes in fruit wines. In addition, it has specialty wines, including Jalapeno Wine and Pecan Wine with Raisins for added body.