• Our Blog

Plan Ahead for the Best Fall in Kentucky

Couple walks hand-in-hand down country road during fall in Kentucky during their stay at our Bed and Breakfast in KY.

Before we know it, Autumn will be in full swing! Fall in Kentucky is truly something special, especially in the rolling hills around Springfield and Bardstown, where vibrant foliage, winding backroads, and small-town charm create the perfect setting for a romantic getaway. Planning is essential to make the most of this unforgettable season. From mid-October to early November, the countryside comes alive with rich autumn colors, ideal for scenic drives, bourbon tasting tours, and cozy fireside evenings.

Fall in Kentucky is the perfect time to explore Bardstown, the “Bourbon Capital of the World,” and a highlight of the iconic Kentucky Bourbon Trail. As autumn colors blanket the forests and crisp air settles in, Bardstown comes alive with cozy charm and rich heritage. Couples can enjoy guided tastings at world-renowned distilleries like Willett, Heaven Hill, and Bardstown Bourbon Company, then stroll the historic downtown filled with boutiques, taverns, and fall festivals. With golden foliage lining scenic roads and bourbon-infused warmth around every corner, Bardstown offers one of the most romantic and flavorful ways to experience fall in Kentucky.

If you’re searching for the ideal bed and breakfast in Kentucky for a romantic fall escape, you’ve found it! Our historic inn offers one of the most memorable romantic getaways in KY, especially during peak fall foliage season. Located just 30 minutes from Bardstown along the famed Bourbon Trail, our beautifully preserved Antebellum-style home sits on over 14 acres in the heart of Kentucky’s Bourbon, Horses, and History Region. Each of our seven guest rooms features scenic views of gently rolling Bluegrass hills, offering a peaceful retreat surrounded by vibrant autumn color for a perfect fall in Kentucky getaway. Book your stay today!

Country Road during fall in Kentucky Bluegrass Region, Beautiful fall foliage.

Don’t Miss Fall in Kentucky: Your Guide to a Perfect Autumn Trip

Planning a fall getaway in Kentucky can be magical, especially with the fiery foliage, bourbon tastings, quiet evenings in by the fire, and the crisp morning air. To make the most of your romantic getaway to our Bed and Breakfast in KY, here’s what you need to know in advance:

  1. To fully experience the magic of fall in Kentucky, it’s essential to time your getaway just right, especially if you’re planning to visit the Bardstown and Bourbon Trail area, where the scenic backroads come alive with vibrant autumn color. Peak Kentucky fall foliage in this region typically occurs between mid to late October, when the sugar maples, oaks, and hickories burst into brilliant shades of red, orange, and gold. Planning your trip around peak foliage in KY ensures you’ll catch the full splendor.
  2. Be sure to book your lodging well in advance, as fall in Kentucky is a peak travel season, especially in popular areas like Bardstown and along the Bourbon Trail. Crisp weather, stunning foliage, and seasonal festivals draw visitors from all over, and charming inns, B&Bs, and boutique hotels tend to fill up quickly. Reserving early ensures you get your ideal accommodations and helps you make the most of your fall getaway.
  3. Reserve your distillery tours well in advance, especially if you plan to explore the Bourbon Trail during fall in Kentucky. This is one of the most popular times of year to visit, and top distilleries like Maker’s Mark, Willett, and Bardstown Bourbon Company often sell out quickly. Booking early guarantees your spot and allows you to take advantage of seasonal experiences, such as limited-release tastings, cocktail classes, and scenic fall tours through barrel warehouses and beautifully landscaped grounds.
  4. Fall in Kentucky is full of festive energy, with events happening every weekend across the region. The season kicks off with the Bardstown Bourbon Festival in September, a celebration of bourbon heritage featuring tastings, live music, and local food. In October, Bourbon and Belonging Week is the only inclusive LGBTQ+ Bourbon Festival in the country.
  5. Throughout the Bluegrass State, you’ll also find pumpkin patches, apple orchards, corn mazes, and hayrides offering all the classic fall activities, perfect for couples and families alike.
  6. If you love scenic drives, fall is the perfect time to experience the vibrant fall foliage in KY from the comfort of your car. One of the best routes is the Bluegrass Parkway, stretching from Lexington to Bardstown, where you’ll pass rolling hills, horse farms, and woodlands bursting with autumn color. It’s a stunning drive for leaf peepers, especially in mid to late October when the trees are at their peak. Whether heading to a distillery or just out for a leisurely day trip, this drive showcases some of Kentucky’s most beautiful fall landscape.
Federal Hill, said to be the inspiration for the Stephen Foster Song My Ol Kentucky Home, stands in a state park outside of Bardstown, Kentucky. Plan ahead for the best fall in Kentucky.

Best Things to Do in Kentucky for Couples this Fall

Fall in Kentucky is the perfect season for a romantic couple’s getaway, especially when you stay at a charming bed and breakfast in KY. As the Bluegrass region bursts into shades of amber and crimson, couples can unwind in the peaceful countryside, explore the Bourbon Trail, and enjoy cozy moments together surrounded by the beauty of fall foliage in KY. Whether strolling through historic towns or sharing a bourbon toast, this region offers one of the most memorable romantic getaways in KY.

Things to Do on Your Fall Getaway in Kentucky:

  1. Tour My Old Kentucky Home in Bardstown and wander through the historic estate. Explore the beautifully preserved historic mansion and grounds, enjoy guided tours that share stories of Kentucky’s past, and experience the surrounding gardens and parklands bursting with vibrant fall foliage, creating a perfect blend of history and seasonal beauty.
  2. Visit world-class distilleries like Maker’s Mark or Willett for guided tastings and tours on the Bourbon Trail.
  3. Savor a romantic dinner at The Rickhouse or the historic Old Talbott Tavern, both favorites for couples. 
  4. For something spookier, go on a haunted history tour in Bardstown. A little mystery and candlelight make for a surprisingly romantic evening.
  5. Take a scenic drive along the Bluegrass Parkway to enjoy peak fall colors across horse farms and wooded hills.
  6. Hike through Bernheim Arboretum, where the crisp autumn air and brilliant fall colors create an ideal outdoor date. This 16,000-acre forest offers over 40 miles of trails winding through vibrant oak, maple, and beech trees at peak foliage.
  7. Browse local shops and antiques in Bardstown and Springfield for unique treasures and handmade goods.
  8. Relax with a glass of wine or a craft cocktail while watching the sunset over the Kentucky countryside.

After a day of exploring, unwind at Maple Hill Manor. Our Bed and Breakfast in KY is set in a peaceful country environment, the property offers plenty of quiet spots to relax, such as hammocks for napping, benches overlooking horses and mini donkeys, a cornhole game area, a garden gazebo with seating, and an outdoor living space complete with a fire pit, tables, and chairs. It’s the perfect place to slow down, reconnect, and enjoy everything that makes fall in Kentucky unforgettable. Reserve your room now!

Scroll to Top