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Things to Do in Kentucky for Every Kind of Getaway

Maple Hill Manor sits in the heart of Kentucky’s Bourbon, Horse, and History region, on four tourism trails with year-round attractions nearby. From distillery tours to horse farms, historic towns, and live theater, there’s no shortage of things to do in Kentucky for couples.

Here's Your Ultimate Guide to Things to Do in Kentucky

Our Kentucky Bed and Breakfast is centrally located within the Bourbon, History, and Horses Region, with an abundance of year-round attractions and festivals to enjoy. We are on 4 Tourism Trails: Bourbon, Wine, Lincoln, and Civil War, which means there’s an endless variety of things to do in Kentucky for couples. In addition, some of the high-profile Kentucky attractions are close to our Inn, including the following: My Old Kentucky Home State Park, My Old Kentucky Dinner Train, Bernheim Arboretum, Shaker Village at Pleasant Hill, The Birthplace of Abraham Lincoln National Park, and Kentucky Horse Farm Tours. During the warmer months, there is a wide range of outdoor dramas and local theaters, too, including the Stephen Foster Musical, Pioneer Playhouse, and Central Kentucky Theater.

Memorable Kentucky Getaways for Every Traveler

This region of Kentucky offers a rich mix of culture, countryside, and experiences that make it easy to plan memorable getaways of all kinds. From historic towns and scenic back roads to iconic attractions tied to bourbon and horses, the area surrounding our Bed and Breakfast showcases some of the most rewarding things to do in Kentucky, and is an exceptional destination for weekend getaways in Kentucky.

For couples, the area naturally lends itself to romantic getaways in Kentucky. Quiet drives through rolling farmland, intimate dinners in nearby towns, and guided tastings along the Kentucky Bourbon Trail create memories that last long after you’ve gone home. Visiting bourbon distilleries in Kentucky during the day and returning to a comfortable, welcoming place to stay in the evening turns a simple weekend into something intentional. 

Families and solo travelers will also find no shortage of fun things to do in Kentucky. The Kentucky Horse Park, hands-on museums, horse races at iconic places like Churchill Downs and Keeneland, beautiful outdoor spaces, and approachable horse farms provide engaging activities for kids and adults alike. Solo travelers often enjoy the flexibility to build a custom itinerary that includes learning-based experiences, scenic exploration, and downtime to recharge. 

Whether you are planning things to do in Kentucky with kids, a couple’s escape, or a solo weekend getaway in Kentucky, the area near Maple Hill Manor offers a thoughtful mix of education, relaxation, and discovery that feels welcoming to every type of visitor.

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Explore More of Kentucky's Hidden Gems

Kentucky's charm runs far deeper than horses and bourbon

There are far more things to do in Kentucky than what we’ve listed here. It’s a region that goes well beyond horses and bourbon, with unique attractions that offer insight into Kentucky’s cultural, political, and social history through preserved landscapes and thoughtfully curated experiences. We’ve listed a few more of our favorite things to do in Kentucky below, but look forward to sharing even more ideas and itineraries with you when you visit. 

  • Shaker Village at Pleasant Hill
  • My Old Kentucky Home
  • Abby Of Gethsemani
  • Old Fort Harrod State Park
  • Constitution Square
  • Great American Doll Museum
  • Bernheim Arboretum
  • Ashland – The Henry Clay Estate
  • Churchill Downs
  • Kentucky Derby Museum
  • Keeneland
  • Claiborne Farm
  • Louisville Megacavern
  • Natural Bridge
  • Mammoth Cave
  • Corvette Museum
  • Birthplace of Abraham Lincoln
  • Ark Encounter
  • River Tours
  • Belle of Louisville

Walk in the Footsteps of Lincoln

The Lincoln Heritage Trail is one of the most meaningful things to do in Kentucky, whether you’re a history buff or not. This cultural trail offers insight into the early life of one of the nation’s most influential figures. Following this trail connects several historic sites across central Kentucky, including places tied to Abraham Lincoln’s childhood, family, and formative years. 

Step Back Into Kentucky's Civil War History

Exploring Civil War sites in the area adds historical depth and perspective to all Kentucky getaways, and represents one of the most meaningful things to do in the region. This area played a strategic role during the war, and visiting preserved battlefields, memorials, and interpretive sites helps bring that complex history into focus. These experiences appeal to history-minded travelers, couples seeking unique things to do in Kentucky, and families looking for meaningful, educational outings. Pairing Civil War sites with visits to nearby historic towns, horse farms in Kentucky, or bourbon distilleries in Kentucky creates a balanced itinerary.

All Aboard for a Scenic Kentucky Journey

Historic trains in the area offer a nostalgic and engaging addition to your Kentucky getaways. They are also one of the most scenic things to do in Kentucky, giving you a chance to slow down and enjoy the countryside while learning about the region’s transportation and industrial history. These outings are great for families with kids, but they’re just as good for romantic afternoons and unique experiences. 
 

Explore Kentucky's Charming Historic Towns

Discover walkable downtowns, local shops, and small-town charm

Adding visits to the historic towns surrounding our Bed and Breakfast is one of the most engaging things to do in Kentucky, giving visitors a chance to balance bourbon distilleries and horse farms with walkable downtowns, local shops, historic landmarks, and casual dining that reflects everyday life. These small Kentucky towns are easy to reach, never feel overwhelming, and offer natural breaks between larger attractions during your romantic getaways.

Experience Kentucky's Vibrant Live Theater Scene

Live theater adds a creative and engaging dimension to the list of things to do in Kentucky for couples. Attending local performances brings visitors into the cultural fabric of the region, blending storytelling, music, and community talent in intimate settings. From long-running productions like Stephen Foster, The Musical, to respected venues such as Pioneer Playhouse, Ragged Edge Community Theater, and Central Kentucky Theatre, these performances appeal to couples planning romantic getaways in Kentucky as well as families looking for something engaging to do.
 

Sip Your Way Along Kentucky's Wine Trail

The Kentucky Wine Trail offers a relaxed and flavorful complement to the many things to do in Kentucky near our Bed and Breakfast. Kentucky is home to a growing wine scene shaped by regional grapes, creative winemakers, and welcoming tasting rooms set in scenic countryside. 

Tee Off Amid Kentucky's Rolling Countryside

Central Kentucky offers a variety of well-maintained golf courses set against rolling countryside, making golf an easy way to enjoy the landscape while spending quality time outdoors. Paired with an afternoon visit to local horse farms of Bourbon distilleries, and you have one of the best weekend trips in Kentucky at your fingertips. 

There’s no better way to discover everything Kentucky Bourbon Country has to offer than from the comfort of Maple Hill Manor. Imagine spending your days exploring historic towns, touring world-renowned distilleries along the Kentucky Bourbon Trail, and taking in the beauty of rolling farmland and iconic horse country, then returning each evening to a warm, welcoming retreat designed for rest and relaxation.

Whether you’re planning a romantic escape, a family adventure, or a peaceful solo weekend, the perfect Kentucky getaway begins with choosing where you’ll stay. Browse our available rooms today and book the Kentucky getaway you deserve!