Right in the heart of the Midwest is America's oldest and original "wine country." This beautiful region of Missouri is an idyllic and romantic escape for couples. Missouri’s Wine Country offers the perfect blend of scenic landscapes, historic towns, award-winning wineries, and cozy accommodations. Whether you’re celebrating an anniversary, planning a honeymoon, or just seeking a weekend retreat, Missouri’s picturesque wine country—featuring Hermann, Augusta, Washington, Rocheport, and Ste. Genevieve—is the ultimate destination. You can easily visit all of these towns over a long weekend.
Guide to Missouri's Wine Country:
Nestled in the heart of Missouri Wine Country, Hermann is known for its German heritage, rolling vineyards, and boutique wineries. Hermann now features 10 local wineries, 4 distilleries, and 2 breweries within a 15-mile radius. Stone Hill Winery is one of the oldest and most prestigious wineries in the state, offering breathtaking views of Hermann's rolling hills and a variety of award-winning wines. Stone Hill also offers free tours of its historic cellars and winery, affordable tastings, and a German restaurant. Hermannhof Winery, a National Historic District site, offers a free self-guided tour and a paid wine tasting in its charming cellars. For a truly romantic stay, book a night at the Inn at Hermannhof, a luxurious bed and breakfast with cozy fireplaces and scenic river views. Don’t forget to take a romantic stroll along the Katy Trail or indulge in a gourmet meal at the Vintage Restaurant.
The Katy Trail, the longest recreational rail trail in the United States, stretches over 240 miles across Missouri, following the former corridor of the Missouri-Kansas-Texas Railroad (MKT or "Katy"). Originally developed in the late 19th century as a vital transportation route for goods and passengers, the railway connected small towns and agricultural communities throughout the state. However, as rail travel declined in the 20th century, sections of the track were abandoned, leading to the creation of the Katy Trail State Park in the 1990s. Today, the scenic trail winds along the Missouri River, offering breathtaking views, rich history, and a haven for cyclists, hikers, and nature lovers. Hermann, Missouri, is one of the most popular stops along the Katy Trail.
Annual Events in Hermann, Missouri:
Hermann's Wurstfest on the third weekend of March: This event features a sausage-making competition for both professionals and amateurs, a kraut-making class, and traditional German dancing and music. The popular Wiener Dog Derby might just make Hermann the Wiener Dog Capital of the World!
Hermann's Maifest on the third weekend of May: Maifest is a traditional celebration of spring and Hermann’s German roots, featuring German music, dancing, food, and parades. With Maypole dancers, children's games, heritage tours, beer gardens, and an outdoor market, visitors can experience a delightful small-town festival.
Hermann's Oktoberfest every weekend in October: Throughout October, amidst the stunning fall colors of Missouri, Hermann celebrates Oktoberfest, honoring the town’s German heritage, and is the autumn season, and offering great food, wine, beer, and music.
Hermann's Christmastime in Hermann from weekends after Thanksgiving to Dec. 31: Starting with a traditional Lantern Parade right after Thanksgiving and concluding with the annual bell ringing in the Clock Tower to welcome the New Year, Hermann offers plenty for visitors of all ages.
For more, see Hermann's Event Calendar.
The Most Romantic Places to Stay in Hermann:
Situated near Hermannhof Vineyards and Deutschheim State Historic Site, the Inn at Hermannhof features designer shops, a garden, and a lobby fireplace on its premises, along with a vineyard, a tasting room, and wine release events for guests to enjoy. The on-site Tin Mill Restaurant serves lunch and dinner, while complimentary in-room WiFi keeps guests connected, and a bar is also available. Additional benefits include free self-parking, an elevator, luggage storage, a banquet hall, a smoke-free environment, a reception hall, and wedding services, with guest reviews praising the breakfast, friendly staff, and location. All rooms are uniquely furnished, equipped with air conditioning, free WiFi, and complimentary bottled water, along with heating, ceiling fans, three bathrooms with tubs or showers and free toiletries, 40-inch TVs with cable channels and DVD players, wardrobes/closets, coffee/tea makers, and housekeeping services.
This charming Victorian-era hotel, built in 1899, offers a perfect blend of historic elegance and modern convenience. Guests can enjoy a variety of popular amenities, including free WiFi, air conditioning, and a well-stocked bar. The hotel caters to both business and leisure travelers with 1,500 square feet of conference space and a meeting room, while a roundtrip airport shuttle and an area shuttle service provide convenient transportation options. For those driving, free onsite and offsite parking, including an electric car charging station, is available.
Families and wine enthusiasts alike will appreciate the thoughtful touches that make this hotel a welcoming retreat. A daily buffet breakfast is offered in a cozy dining space, while complimentary coffee and tea are available in common areas throughout the day. Guests can relax in beautifully landscaped gardens, enjoy the outdoor entertainment area, or unwind in the on-site wine-tasting room, which hosts exclusive winery release events. Inside, a comfortable lounge with a TV provides a space for socializing, and in-room amenities such as microwaves, refrigerators, and DVD players add extra convenience for families and long-term guests.
Accessibility and comfort are top priorities, with wheelchair-friendly parking, an accessible train station shuttle, and an elevator ensuring ease of movement for all visitors. Guests looking for adventure can take advantage of the nearby hiking and biking trails, while those seeking relaxation can simply enjoy the Victorian architecture and inviting ambiance of this historic property. Whether staying for business, leisure, or a romantic wine country getaway, this hotel offers a unique and accommodating experience in an unforgettable setting.
Different from a typical B&B, the Grapevine Guest Suite is exclusively yours to enjoy. Situated at 4th and Schiller in Hermann's historic district, this 1897 cottage for two offers complete privacy—just a short walk from restaurants, shops, museums, and more.
This three-room property, adorned in a cozy traditional style, features a king bed, gas fireplace, Jacuzzi tub, modern kitchen, and private patio. You'll find everything necessary to make your stay complete.
The romantic cabin on a hundred-acre farm provides a secluded getaway 30 minutes from Hermann. It features a ramped walkway for accessibility. Inside, natural light fills the open kitchen, living, and bedroom areas. Guests can enjoy games, puzzles, and books by the stone gas fireplace, and the kitchen includes appliances with complimentary coffee and tea. A laundry room with Tide pods is in the bathroom.
Outside, enjoy serene lake views and nature from the hot tub or fire pit, with complimentary firewood and s’more kits. Explore private hiking trails, relax on benches, or play outdoor games. Located between Hermann and Jonesburg, near wineries and attractions, Whispering Pines offers limited cellphone service and no Wi-Fi or TV, encouraging a natural connection. Ideal for proposals, honeymoons, or birthdays. Follow us on social media for updates.
Hermann boasts numerous stunning hotels and bed and breakfasts, providing a range of choices for a couples retreat.
Just an hour from St. Louis, Augusta is a must-visit for wine-loving couples. This quaint town holds the title of America’s First AVA (American Viticultural Area), making it a historic wine destination. Visit Montelle Winery, perched on a hilltop with stunning valley views, or relax at Noboleis Vineyards, known for its peaceful ambiance and live music on weekends. Take a romantic drive along Highway 94, stopping at the scenic overlooks and small-town boutiques. Mount Pleasant Winery offers intimate tastings, perfect for couples looking to sip and savor together.
Take a cruise on the Miss Augusta the most elegant luxury yacht in all of Missouri. The newly renovated Miss Augusta invites guests to experience daily public cruises, private charters, weddings, and more, all set against the picturesque backdrop of Augusta, Missouri.
The Most Romantic Places to Stay in Augusta:
Guests can unwind with scenic views of the Katy Trail and enjoy nearby attractions like Good News Brewery, Mount Pleasant Winery, and Augusta Winery, all within walking distance. Shuttle services simplify exploring the area.
This spacious home in wine country is perfect for up to 12 guests, offering a warm atmosphere for gatherings or romantic getaways. It's an ideal escape to relax and leave worries behind.
The property features stunning views, king-sized beds in each bedroom, a cozy living room with a fireplace, and a dining room with a custom table. The lower level includes a kitchenette and leads to a deck with a hot tub. Complimentary bikes are available, with the Augusta Trail Head just a minute away by bike.
Guests are invited to experience the charm of the Cottage Cabin, where comfort meets nature. Explore pictures and videos showcasing this serene getaway. Glowing reviews highlight enjoyable stays and lasting memories. A perfect escape awaits, and the hosts are eager to welcome guests. The expansive 14x14 cedar deck connects visitors with the outdoors, featuring a dining area, Adirondack chairs, and a wood-burning chimera for starlit evenings. Whether grilling or relaxing with a book, the deck offers tranquility and a peaceful backdrop for gatherings or reflection.
The hosts encourage inquiries for even a one-night stay. The Cottage Cabin is renovated with modern amenities for a warm atmosphere. Guests can wake up to nature's sounds, enjoy coffee on the porch swing, and explore hiking trails. Their adventure begins here, and the hosts are excited to welcome them to this cozy retreat.
Augusta provides a variety of hotels and bed and breakfasts, offering numerous options for a couples' getaway.
Located along the Missouri River, Washington combines small-town charm with excellent wineries and romantic experiences. Couples can visit Lake Creek Winery, which offers wine flights and breathtaking vineyard views. Stroll through the historic downtown, lined with boutique shops, or enjoy a sunset dinner at The Tilted Skillet. Visit Fort Charrett Historic Village or Iron Spike Model Train Museum.
The Most Romantic Places to Stay in Washington, MO:
My husband and I have enjoyed celebrating our anniversaries with getaways at The Inn at Elijah McLeans. This charming inn, located in the heart of Washington, is a lovely retreat that offers a bar and more. Guests can stay connected with complimentary in-room WiFi. Additional benefits include free self-parking and a smoke-free environment with outdoor furniture.
All rooms at The Inn at Elijah McLeans provide conveniences such as laptop-friendly workspaces and air conditioning, along with amenities like free WiFi and complimentary bottled water. Additional comforts in all rooms include heating and ceiling fans, bathtubs or showers with hair dryers, as well as 32-inch Smart TVs with cable channels.
The Beekeeper's Cottage, nestled in the historic Locust Street District of Downtown Washington, Missouri, offers a charming escape steeped in history. With whispers of Auggie Bush as a frequent visitor when the Cottage first opened in the 1900s, guests can immerse themselves in a setting that blends the allure of the past with modern comforts. This delightful vacation rental is part of the exclusive Missouri Haus collection, perfect for family getaways or celebrations, all while being conveniently located less than an hour from St. Louis.
With its stunning renovations, the Beekeeper's Cottage boasts three beautifully appointed bedrooms and two-and-a-half bathrooms, accommodating up to eight guests in comfort. The home features original hardwood floors, refurbished fireplaces, and modern amenities that enhance its historic charm. Guests will appreciate the open floor plan of the main level, where gatherings can be enjoyed around the leather sofa or the elegant dining table, all while the fully equipped kitchen invites culinary creativity. For those traveling with furry companions, this dog-friendly retreat welcomes pre-approved dogs, ensuring that every member of the family can join in the fun.
The outdoor space at the Beekeeper's Cottage is equally enticing, featuring a shared hot tub and heated swimming pool, perfect for relaxation and enjoyment during warmer months. The location is ideal for exploring the vibrant downtown area, with local cafes, shops, and the scenic Missouri River just a stone's throw away. Whether planning a wedding, a family reunion, or a peaceful retreat, the Beekeeper's Cottage promises a memorable experience filled with warmth, charm, and the beauty of Missouri wine country.
Nestled in the Locust Street District of Downtown Washington, Missouri, the Mill Haus combines history and comfort in a beautifully renovated 1920s home. It offers a warm atmosphere for families and friends, making it ideal for relaxing getaways or festive celebrations.
Part of the exclusive Missouri Haus collection, the Mill Haus is perfect for exploring Missouri wine country. Guests can enjoy wine tastings, bike rides along the Katy Trail, or celebrate special occasions nearby. With space for up to ten people, it’s great for family reunions, girls' weekends, or peaceful retreats.
Inside, original hardwood floors and refurbished fireplaces create a cozy haven. The shared backyard features a hot tub and heated swimming pool for relaxation. With the option to bring pre-approved dogs, the Mill Haus embraces togetherness, ensuring every family member enjoys this delightful escape.
In Washington, you'll discover even more accommodations, including hotels and bed and breakfasts, providing numerous choices for a romantic escape.
Ste. Genevieve is one of the oldest towns in Missouri, and it has a distinct French influence that sets it apart from other small towns in the state. Just a 1 hour and 15-minute drive from St. Louis, this charming small town offers a perfect getaway destination. The town’s historic district is home to several 18th-century buildings and is listed on the National Register of Historic Places.
For history buffs, some of our favorite sites include Ste. Genevieve Museum where you can discover the history of this French Colony. The Felix Valle State Historic Site tells the story of Ste. Genevieve's earliest settlers and how the original colonists lived. The Center for French Colonial Life and the Bolduc House is an interactive museum telling the history of Ste. Genevieve.
The square features many cute shops and restaurants including antique stores, boutiques, candy shops, and more. One of the most unique places to shop is ASL Pewter where you may purchase pewter products created by a Missouri artisan.
For nature lovers, the nearby Hawn State Park offers beautiful trails for hiking and birdwatching. Animal lovers won't want to miss Crown Ridge Tiger Sanctuary a rescue facility where you can come face to face with big cats.
Also, visit Chaumette Vineyards & Winery a local winery and favorite for a couple's getaway.
Annual Events in Ste. Genevieve, Missouri:
Jour de Fete held the second full weekend in August: This festival features arts and crafts booths, hands-on exhibits, and a 5K and 1-mile run.
Oktoberfest held the second weekend of October: Oktoberfest celebrates German culture
and heritage with food and fun.
Ste. Genevieve Christmas Festival held the first full weekend in December: Considered one of the top two Christmas celebrations in the entire Midwest according to AAA magazine, this festival features more than a dozen free performances, an art show, tours at historic sites, a tree-trimming, and a live nativity. Le Reveillon, a French Christmas celebrating food, customs, and decorations of an early 1800s Christmas Eve, is a favorite feature of the event. FREE photos with Santa are another highlight of this event.
For more, see Ste. Genevieve's calendar of events.
Audubon's Hotel & Restaurant serves delightful food and beverages in a family-friendly setting. Enjoy dining, relaxation, rekindling old friendships, and making new memories in our historic restaurant…where the past meets the present.
Situated in Sainte Genevieve, The Audubon Hotel provides a restaurant, bar, and complimentary WiFi throughout the premises. The hotel offers family rooms. Each room at the hotel comes with a desk, a flat-screen TV, a private bathroom, bed linens, and towels. All accommodations at The Audubon Hotel are equipped with air conditioning and a closet. Cape Girardeau Regional Airport is located 66 miles away.
Ste. Genevieve offers a range of hotels and bed and breakfasts, providing many choices for a couples' retreat.
More Wineries in the Region:
The renowned Les Bourgeois Vineyards is a beautiful vineyard offering stunning sunset views over the Missouri River in Rocheport.
Plan Your Romantic Getaway to Missouri’s Wine Country
Missouri’s Wine Country, with its quaint towns, beautiful views, captivating wineries and vineyards, and scenic bike trails is an ideal destination for couples.
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I am fascinated with Australia but I'm afraid of the spiders! Maybe if I went with someone I would go. I would love to visit.
Ste. Genevieve looks especially enticing for the historic architecture and French influence. Missouri wine country looks lovely, and your pics of places to stay very romantic indeed!
Had no idea Missouri had wineries! Great post, thanks.
I have visited Missouri many times, but haven't gotten to the wine country yet! Will be saving this for a future trip. Love how romantic this can be!
I had never considered Missouri for a wine trip-we'll have to explore this area next time we're in the midwest.