Kennett, Missouri

Exploring the Best of Kennett, Missouri: A Three-Day Weekend Itinerary

Welcome to the charming town of Kennett, Missouri! Located in the heart of the state’s Bootheel region, this hidden gem boasts a rich history, friendly locals, and a plethora of attractions just waiting to be discovered. Whether you’re a history buff, a nature enthusiast, or a foodie looking for some mouthwatering Southern cuisine, Kennett has something for everyone. Join me on this three-day adventure as we explore the top-rated attractions, dine at the best restaurants, and soak in the beauty of this delightful town.

Day 1: Discovering Kennett’s Rich History and Culture

Morning: Historic Downtown Kennett

Start your journey by immersing yourself in the vibrant atmosphere of Historic Downtown Kennett. Take a leisurely stroll along the tree-lined streets and admire the well-preserved historical buildings that date back to the early 1900s. Don’t miss the iconic Kennett Courthouse Square, featuring a beautiful gazebo and a charming fountain. Visit local boutiques, antique shops, and art galleries to find unique souvenirs and immerse yourself in the local culture.

Lunch: Mary Jane Burgers & Brew

Satisfy your appetite at Mary Jane Burgers & Brew, a local favorite known for its mouthwatering burgers and extensive craft beer selection. Indulge in their signature “Mary Jane Burger,” piled high with flavorful toppings, or try their vegetarian-friendly options. With a cozy atmosphere and friendly staff, this restaurant offers a perfect spot to recharge before continuing your adventure.

Afternoon: Sheryl Crow’s Childhood Home

Make your way to 406 Cowgill St, the childhood home of the Grammy Award-winning singer, Sheryl Crow. This unassuming house is a must-visit for music enthusiasts and fans of the talented artist. Take a stroll down memory lane as you explore the area where Sheryl Crow’s musical journey began.

Evening: Kennett Country Club

For a relaxing evening, head to the Kennett Country Club. Whether you’re an avid golfer or simply looking to unwind, this lush green oasis offers a beautifully maintained golf course and a serene atmosphere. Enjoy a round of golf or indulge in a delightful dinner at the club’s restaurant, which overlooks the scenic landscape.

Day 2: Natural Wonders and Outdoor Adventures

Morning: Big Oak Tree State Park

Start your day surrounded by nature’s beauty at Big Oak Tree State Park, just a short drive from Kennett. This enchanting park boasts the largest virgin bottomland hardwood forest in Missouri, home to towering oak trees that have stood for centuries. Explore the park’s well-marked trails and keep an eye out for diverse wildlife species, including white-tailed deer, migratory birds, and even American alligators! Pack a picnic and relax in one of the designated areas while soaking up the tranquility of this natural wonder.

Lunch: The Frosty Mug

After a morning of outdoor exploration, visit The Frosty Mug, a local eatery that has been serving delicious comfort food for decades. Indulge in their famous homemade chili or try their juicy burgers, hand-spun milkshakes, and crispy onion rings. Friendly service and generous portions make this beloved diner a favorite among locals and visitors alike.

Afternoon: Crowley’s Ridge State Park

Continue your adventure at Crowley’s Ridge State Park, known for its unique geological formations and stunning scenery. Hike along the park’s picturesque trails, which wind through the forested ridge and offer breathtaking views of the surrounding area. Don’t miss the observation tower, where you can admire the panoramic vista and catch a glimpse of the Mississippi River in the distance.

Evening: Bootheel Youth Museum

Wrap up the day with a visit to the Bootheel Youth Museum, a fantastic place for both kids and adults to learn and have fun. This interactive museum features hands-on exhibits that cover a variety of topics, including science, history, and art. From simulated caves to a life-sized replica of a tornado, the museum offers an immersive experience that guarantees entertainment for all ages.

Day 3: Culinary Delights and Local Treasures

Morning: Delta Fair and Music Festival

If you happen to visit during late summer or early fall, be sure to check out the Delta Fair and Music Festival. This annual event showcases the best of Kennett’s agricultural heritage, featuring livestock competitions, thrilling rides, live music performances, and mouthwatering fair food. Experience the joy and excitement of a traditional Southern fair, where locals gather to celebrate and create lasting memories.

Lunch: Dexter Bar-B-Que

Indulge in the smoky flavors of authentic Missouri barbecue at Dexter Bar-B-Que. This local institution has been serving up tender ribs, pulled pork, and flavorful sauces for over 50 years. Don’t forget to try their famous “Dexter Burger,” a juicy patty topped with melted cheese and smothered in their signature barbecue sauce. With generous portions and friendly service, this barbecue joint is a true hidden gem.

Afternoon: Kennett Historical Museum

Immerse yourself in Kennett’s history at the Kennett Historical Museum, located in the former Missouri Pacific Railroad depot. Browse through fascinating exhibits showcasing the town’s evolution, including artifacts, photographs, and personal stories of residents. Gain a deeper understanding of Kennett’s past and its impact on the present-day community.

Evening: Bootheel Regional Art Guild

End your weekend getaway by exploring the vibrant local art scene at the Bootheel Regional Art Guild. This cooperative gallery features a diverse collection of artwork created by talented regional artists. Browse through paintings, sculptures, pottery, and more, and support local artists by purchasing a unique piece to take home as a special memento of your trip.

As your three-day adventure in Kennett, Missouri comes to a close, take a moment to reflect on the memories you’ve made, the delicious food you’ve savored, and the warm hospitality of the locals you’ve encountered. Kennett may be a small town, but it’s brimming with history, natural beauty, and hidden treasures that will leave a lasting impression on every traveler. Until next time, happy travels!

Please note that attractions and opening hours may vary. It’s always recommended to check the official websites or contact the establishments directly for the most up-to-date information.

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