Cottleville, Missouri

Exploring Cottleville, Missouri: A Hidden Gem in the Midwest

Welcome to Cottleville, Missouri, a charming town nestled in the heart of the Midwest! With its picturesque landscapes, friendly locals, and a rich history, Cottleville offers a perfect getaway for a three-day weekend trip with your friends. This itinerary will guide you through the must-see attractions, delightful dining experiences, and incredible sightseeing opportunities that make Cottleville a hidden gem worth exploring.

Day 1: Discovering the Town’s Heritage and Natural Beauty

Morning: Historic Downtown Cottleville

Start your day by immersing yourself in the history and small-town charm of Cottleville’s Historic Downtown. Stroll along the streets lined with beautifully preserved buildings, some dating back to the 19th century. Be sure to visit The Old Church Gallery, a converted church that now showcases local art and hosts various events. Grab a cup of freshly brewed coffee at a local café, such as Picasso’s Coffee, and enjoy the laid-back atmosphere.

Afternoon: Quaint Boutiques and Artisanal Delights

After exploring the downtown area, indulge in some retail therapy at the delightful boutiques and shops scattered across Cottleville. Pop into The White Hare, a boutique offering unique clothing, accessories, and home goods. For a taste of local craftsmanship, visit The Art Spot, a cooperative studio where artists display and sell their handmade creations.

Evening: Culinary Delights at Stone Soup Cottage

For an unforgettable dining experience, make a reservation at Stone Soup Cottage. This renowned restaurant offers a multi-course, farm-to-table menu that changes with the seasons. The intimate setting, combined with exquisite cuisine, will surely impress even the most discerning food enthusiasts. Be sure to book well in advance to secure your spot!

Day 2: Exploring Nature and Outdoor Adventures

Morning: Matson Hill Park

Escape into nature at Matson Hill Park, a stunning 200-acre park located just outside of Cottleville. Lace up your hiking boots and embark on the park’s scenic trails, surrounded by lush greenery and breathtaking views. As you wander through the diverse ecosystems, keep an eye out for native wildlife and wildflowers. Don’t forget to pack a picnic to enjoy in one of the peaceful meadows.

Afternoon: Wine Tasting in the Augusta AVA

Just a short drive from Cottleville lies the Augusta American Viticultural Area (AVA), Missouri’s first federally recognized wine region. Visit one of the local wineries, such as Augusta Winery or Montelle Winery, and take a leisurely stroll through the vineyards. Savor the taste of award-winning wines while enjoying panoramic views of the rolling hills. Some wineries also offer tours and tastings, providing a deeper insight into the winemaking process.

Evening: Dinner at Chandler Hill Vineyards

Conclude your day with a delightful dinner at Chandler Hill Vineyards. This winery and restaurant combines stunning architecture with delicious cuisine and breathtaking views. Indulge in a delectable meal paired with their own handcrafted wines, made from grapes grown right on the estate. As the sun sets over the vineyard, enjoy the serene ambiance and toast to an unforgettable day.

Day 3: Engaging Cultural Experiences and Outdoor Recreation

Morning: Missouri Bluffs Golf Club

For avid golfers or those looking to try their hand at the sport, Missouri Bluffs Golf Club offers a picturesque and challenging course. Designed by renowned architect Tom Fazio, this 18-hole championship golf course seamlessly blends with the natural surroundings, showcasing the region’s beauty. Tee off with your friends and enjoy a morning of golf in a serene and scenic setting.

Afternoon: Historic Daniel Boone Home and Heritage Center

Step back in time with a visit to the Historic Daniel Boone Home and Heritage Center. This living history museum offers a fascinating glimpse into the life of American pioneer Daniel Boone. Explore the meticulously restored buildings, take a tour of the Boone family home, and wander through the lush gardens. Engage with knowledgeable guides who bring history to life through their storytelling and demonstrations.

Evening: Dinner and Live Music at The Rack House Kitchen Wine Whiskey

End your weekend trip on a high note by dining at The Rack House Kitchen Wine Whiskey. This lively restaurant offers a diverse menu featuring dishes made with locally sourced ingredients. Pair your meal with a selection from their extensive wine and whiskey list. As you savor your dinner, enjoy live music performances by talented local musicians, creating a vibrant and entertaining atmosphere.

We hope this itinerary helps you make the most of your three-day weekend trip to Cottleville, Missouri. From exploring the town’s history and natural beauty to savoring culinary delights and engaging in cultural experiences, Cottleville offers a well-rounded adventure. Discover this hidden gem in the heart of the Midwest and create lasting memories with your friends.

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