The Most Beautiful Wineries Near St. Louis

Updated: May 14, 2019


Surrounding St. Louis are some of the most beautiful and unique wineries in the Midwest, featuring rolling hills and picturesque views. We’re big fans of the award-winning wines and welcoming atmospheres to be found in both Missouri and Illinois wine country. The team at BEST Transportation is proud to provide friendly and reliable transportation to some of the most scenic wineries near St. Louis.

Here we’re sharing some of our favorites, including a few hidden gems. Plus, all of the wineries featured are group and party bus-friendly!

Beautiful Wineries Near St. Louis, Missouri

Mount Pleasant Estates

Best Wine County Views in Augusta, MO


Mount Pleasant Estates isn't exactly a hidden gem, but it's totally worth a visit. They have been making wine for over 150 years, and boast some of the best wine county views in Augusta. Visit to enjoy award-winning wine or dive into the history of wine making in our region with a guided tour. Mount Pleasant is popular, so reservations are recommended during peak weekends in throughout late spring until late fall. Best of all, they have an expansive patio for large groups!


Cedar Lake Cellars

Award-winning winery and restaurant in Wright City, MO.

Cedar Lake Cellars features a beautiful wine tasting room, restaurant and several event spaces surrounded by over 370 acres of beautiful countryside and two serene lakes. We recommend enjoying a relaxing ride to the winery so you can enjoy a complete wine tasting experience, catch live music or one of the fun events Cedar Lake Cellars regularly organizes, like Wine & Yoga! You also have the option to reserve a private fire pit that comes with a s’mores kit and a bottle of wine to share with up to six people. Just be sure to keep in mind that while big groups and party buses are allowed, all winery visitors must be at least 21 years of age. See what’s coming up soon on the Cedar Lake Cellars Instagram page here!

The Terrace at French Village

Beautiful new winery in French Village, MO.

The Terrace at French Village is a beautifully-maintained winery with an expansive outdoor patio. They also have a second-level terrace that makes this friendly winery the perfect spot for a group getaway to Missouri wine country. The Terrace serves wine as well as craft beer and a light lunch menu. We love that picnic baskets are welcome here! Bringing your snacks, lunch or dessert to enjoy as you sip on Missouri wine favorites like the Terrace Norton. Plan ahead to catch live music on the Events page here, or consider The Terrace at French Village as a stop along the way to or from the beautiful wineries near Ste. Genevieve from St. Louis!

Cave Vineyard

Enjoy Missouri wines in a cave! Located in Ste. Genevieve, MO.

Cave Vineyard is a family owned and operated winery where you can taste classic Missouri wine varietals, including Chardonel, Traminette, Chambourcin, Vignoles and Norton. Planning a group trip like a bachelorette or birthday party? Cave Vineyard offers groups of 15 or more guests a discounted group wine tasting rate! Simply give them a call at (573) 543-5299 with your party details to save money on wine tasting fees. You are also welcome to bring your own picnic, however no other alcohol is allowed.

Scenic Wineries In Illinois

Walker’s Bluff

Upscale winery and fine-dining destination in Caterville, IL.

Walker’s Bluff is not only a winery in Southern Illinois, but an expansive destination less than two hours from St. Louis, MO. Walker’s Bluff is unique and has something for everyone, including family friendly activities and a number of events scheduled throughout the year. Indoor venues include the Tasting Room, General Store and Legends. Outside you’ll find the beautiful Enchanted Forest, Gazebo and The Depot.

With a full service far, expansive dining menu and family-friendly atmosphere to explore, Walker’s Bluff is a unique choice for a group to enjoy a day of upscale, countryside fun and wine within easy driving distance of St. Louis. Learn more about upcoming events by visiting their website.

Blue Sky Vineyard

Award-winning Southern Illinois winery along the Shawnee Hills Wine Trail in Makanda, IL.

Blue Sky Vineyard was designed with Tuscan-inspired décor and offers breathtaking views of the Shawnee National Forest in Illinois. Taste award-winning wines like the Renaissance Norton Port, Seyval, Chambourcin Reserve or Cabernet Franc paired with Blue Sky’s house blend of gourmet olive oil. Enjoy a scenic daytrip from the St. Louis area with a drive that’s just over 2 hours or stay the night in one of the bed & breakfast suites that are available for rental year-round.

If you're planning a fun wine experience in Ste. Genevieve, Augusta, Hermann, or Southern Illinois consider including a chauffeured ride by BEST Transportation as a safe, reliable and FUN way to experience the beautiful wine regions surrounding St. Louis. Our experienced chauffeurs know the way around the countryside of the Midwest and look forward to enhancing your visit to one of these fabulous wine destinations.


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