Ste. Genevieve Trolley
Since 2016, the Ste. Genevieve Trolley has been helping visitors enjoy the rolling hills, vineyards, and wineries of Ste. Genevieve County without having to worry about who’s driving. Gather your friends, climb aboard, and let someone else navigate the country roads while you settle in for an afternoon of good wine and even better company.
The trolley is a charming way to explore the countryside, and its local drivers know the area well. Whether you’re celebrating something special or simply looking for an excuse to spend the day together, it’s an easy way to turn a winery outing into a proper adventure.
The Gathering: Groups Matter in Wine Country
Wine tasting is more fun with friends, particularly when nobody gets stuck being the designated driver.
For groups of ten or more, the trolley offers a chance to spend the day together exploring the county’s wineries without the usual transportation headaches. At a reported $25 per person, everyone can enjoy the scenery, sample the wines, and participate in the fun.
It’s a great excuse to round up the people you haven’t seen enough lately, organize that long-overdue reunion, or convince your friends that a trip to wine country is overdue.
The Classic Route: Charleville, Oak Meadow, Weingarten, Midway
A popular outing takes visitors through some of Ste. Genevieve County’s favorite stops: Charleville Brewery and Winery, Oak Meadow Winery, Weingarten Vineyards, and Midway Bar & Grill.
Each brings something different to the afternoon.
Charleville combines sweeping countryside views with craft beer, wine, and a full restaurant. Oak Meadow offers a more intimate winery experience, with a family-run atmosphere and an appreciation for the craft. Weingarten Vineyards adds another taste of the region’s wine culture, while Midway Bar & Grill is a welcome stop for food, drinks, and a little local flavor.
It’s a good mix of scenery, wine, food, and the sort of conversation that gets more entertaining as the afternoon progresses.
Ask about available stops and itinerary options when making your reservation.
What Makes This Work: Community Transportation
Ste. Genevieve’s wineries are scattered across some beautiful countryside, which is part of their appeal. It’s also what makes visiting several in one afternoon a little tricky.
The trolley takes care of the transportation so your group can concentrate on enjoying the experience. No caravans of cars, no complicated directions, and no negotiating over who has to sit out the tastings.
The drivers bring the added benefit of local knowledge and a friendly introduction to the area. For visitors who don’t know Ste. Genevieve County, that can be nearly as valuable as the ride itself.
Practical Information
- Name: Ste. Genevieve Trolley
- Established: 2016
- Reservations: 573-535-1911
- Group Size: Minimum 10 people (confirm when booking)
- Cost: Reported $25 per person (confirm current rate)
- Popular Route: Charleville Brewery and Winery, Oak Meadow Winery, Weingarten Vineyards, and Midway Bar & Grill
- Transportation: Vintage-style trolley
- Pickup: Downtown Ste. Genevieve locations; confirm arrangements when booking
- Experience: Group transportation through Ste. Genevieve County wine country
- Website: stegentrolleyllc.com
What to Bring
- Valid photo ID for wine tastings
- Cash or cards for tastings, food, and bottles to take home
- Sunscreen and a hat if you plan to enjoy outdoor seating
- Camera or phone for those countryside views
- A reusable bag for wine purchases
- Water to keep hydrated throughout the day
- Snacks, although several stops offer food
Perfect For
- A weekend getaway with friends
- Couples traveling together
- Birthdays and anniversary celebrations
- Bachelorette parties and girls’ weekends
- Guys’ trips
- Family reunions and gatherings
- Workplace outings and team celebrations
- Anyone who enjoys good wine and good company
A day in wine country should be relaxing. The trolley makes that possible by taking one of the day’s biggest responsibilities off your plate.
Instead of coordinating multiple vehicles and worrying about the trip between wineries, your group can enjoy the ride together. The countryside is beautiful, the destinations are inviting, and there’s something especially enjoyable about having nowhere else you need to be.
Better yet, you can finish the afternoon back in historic downtown Ste. Genevieve, where restaurants, shops, and evening entertainment offer plenty of reasons to keep the outing going.
Planning Your Trolley Adventure
Call 573-535-1911 to arrange your outing. Booking ahead is recommended, especially for weekends, holidays, and popular wine-touring seasons.
Have your preferred date, group size, and destinations in mind when calling. Ask about current rates, departure times, available winery stops, and whether your group can customize its route.
If you’re staying downtown, be sure to ask about the most convenient pickup location.
Tips for the Best Experience
Start with a good breakfast. Wine tasting is considerably more pleasant when you’re not running on an empty stomach.
Take your time at each winery and remember that there’s no prize for sampling everything on the menu. Drink water, enjoy some food along the way, and ask the tasting room staff about their favorites.
Missouri’s wineries produce some wonderful surprises, so don’t be afraid to try something unfamiliar. If you discover a bottle you love, consider bringing it home. Smaller wineries often produce wines you won’t find at your neighborhood grocery store.
And don’t forget to tip your driver. They’re helping make the day possible, after all.
The Deeper Appeal
There’s something distinctly Ste. Genevieve about the trolley. It’s a local business created by someone who loves the area and wanted to share it with others.
Owner Sam, a Ste. Genevieve native, established the service in 2016 with the goal of providing friendly, safe transportation while helping people discover the region’s wineries and historic downtown.
It’s a practical idea with a generous spirit: make it easier for people to visit, give them a comfortable way to explore, and let the community’s hospitality take care of the rest.
Gather Your Group, Make Your Reservation
The best way to enjoy the Ste. Genevieve Trolley is to make a day of it. Round up your friends, choose your date, and get ready for an afternoon that trades traffic and schedules for vineyards and good company.
Whether you’re visiting Charleville for its beer and wine, settling in at Oak Meadow, exploring Weingarten, or grabbing a bite at Midway, there’s plenty to enjoy along the way.
Call 573-535-1911 to plan your trip and confirm current pricing, group requirements, and available stops.
Sometimes the best part of a day in wine country is simply being able to enjoy the ride.
Sorry, no records were found. Please adjust your search criteria and try again.
Sorry, unable to load the Maps API.




