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16 Mar 2025Updated last time
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Kentucky Bourbon Trail 3 Days Ititnerary

Kentucky Bourbon Trail 3 Days Itinerary Overview

Embark on a journey through the heart of Kentucky's bourbon country with this comprehensive 3-day itinerary. Start your adventure at the historic Buffalo Trace Distillery, the oldest continuously operating distillery in the United States, where you can delve into centuries of bourbon history and savor award-winning varieties. Next, visit the elegant Woodford Reserve Distillery, set amidst beautiful landscapes and historic architecture, providing a detailed look at the art and science behind bourbon crafting.

Your journey continues at the Wild Turkey Distillery, offering expert-led tours and stunning views of the Kentucky River, paired with tastings of their renowned bourbons. On the following day, explore the Four Roses Distillery, distinguished by its unique Spanish Mission-style architecture and smooth, fruity bourbons. Move on to the picturesque Maker's Mark Distillery, where you can witness the iconic red wax dipping process and taste their handmade bourbon at its source.

Conclude your bourbon trail experience at the Jim Beam American Stillhouse, one of the most recognized names in the bourbon world. Here, interactive exhibits, tastings, and a deep dive into Jim Beam's storied legacy await. This itinerary promises an engaging and enlightening journey for both bourbon aficionados and novices alike.


Recommended Activities

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    Buffalo Trace Distillery

    Buffalo Trace is the oldest continuously operating distillery in the United States, offering a fascinating history and a wide variety of award-winning bourbons.
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    Woodford Reserve Distillery

    Woodford Reserve offers an exceptional visitor experience with its beautiful setting, historic architecture, and a detailed look at the craft of bourbon making.
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    Wild Turkey Distillery

    Wild Turkey provides a unique insight into the distillery process with expert-led tours, stunning views of the Kentucky River, and tastings of their highly regarded bourbons.
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    Four Roses Distillery

    Four Roses Distillery is known for its unique Spanish Mission-style architecture and its smooth and distinctively fruity bourbons, making it a must-visit for bourbon enthusiasts.
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    Maker's Mark Distillery

    Maker's Mark offers a picturesque setting and a hands-on experience where visitors can see the iconic red wax dipping process and sample their famous handmade bourbons.
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    Jim Beam American Stillhouse

    Jim Beam American Stillhouse provides an immersive experience into one of the world's most recognized bourbon brands, with interactive exhibits, tastings, and a deep dive into their storied history.
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Restaurants

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    The Brown Hotel - English Grill

    4.6
    $$$$

    The Brown Hotel - English Grill

    Home of the iconic Hot Brown, this historic hotel offers a unique dining experience and a taste of Louisville's culinary history.
    4.6
    $$$$
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    The Old Talbott Tavern in Bardstown, KY

    4.3

    The Old Talbott Tavern in Bardstown, KY

    Dating back to 1779, this tavern offers a historic dining experience with classic Southern dishes, set in a location rich with stories.
    4.3
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    Proof on Main

    4.3
    $$$$

    Proof on Main

    Located in the 21c Museum Hotel, this restaurant blends contemporary art with delicious farm-to-table cuisine, making it a feast for both the eyes and the palate.
    4.3
    $$$$
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    The Glitz at Irish Acres

    4.9
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    The Glitz at Irish Acres

    A unique restaurant set within an antique gallery, offering seasonal gourmet dishes in a visually stunning environment.
    4.9
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    Science Hill Inn

    4.6
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    Science Hill Inn

    Located in a former 19th-century girls' boarding school, this restaurant serves traditional Southern cuisine in a charming, historic setting.
    4.6
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Stay Recommendations

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    The 21c Museum Hotel Louisville

    The 21c Museum Hotel Louisville

    A unique blend of boutique hotel and contemporary art museum, offering an immersive cultural experience with rotating art exhibitions.
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    The Brown Hotel, Louisville, Kentucky

    4.6

    The Brown Hotel, Louisville, Kentucky

    This historic hotel is renowned for its elegant architecture and the creation of the iconic Hot Brown sandwich, offering a luxurious stay with a taste of Kentucky history.
    4.6
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    Shaker Village of Pleasant Hill

    4.7

    Shaker Village of Pleasant Hill

    Stay in beautifully restored Shaker buildings and experience life in a historic communal village set amongst scenic countryside.
    4.7
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    Jailer's Inn Bed & Breakfast - Bardstown, KY

    Jailer's Inn Bed & Breakfast - Bardstown, KY

    This unique hotel is set in a historic 1819 jail, offering guests a distinctive experience complete with themed rooms and rich local history.
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    The Historic Boone Tavern Hotel & Restaurant

    The Historic Boone Tavern Hotel & Restaurant

    Located in Berea, this charming hotel is known for its Southern hospitality and historic ambiance, offering a special insight into the region's arts and crafts heritage.
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Local Events & Happenings

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    Football vs. Toledo

    Football vs. Toledo

    The event will take place at Kroger Field in Lexington.
    Map IconKroger Field in Lexington (30.75 mi)
    Calendar Icon31 Aug 2025
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    Suite Tickets: Toledo

    Suite Tickets: Toledo

    The event will take place at Kroger Field in Lexington.
    Map IconKroger Field in Lexington (30.75 mi)
    Calendar Icon31 Aug 2025
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  • Event Icon

    Football vs. Ole Miss

    Football vs. Ole Miss

    The event will take place at Kroger Field in Lexington.
    Map IconKroger Field in Lexington (30.75 mi)
    Calendar Icon7 Sep 2025
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  • Event Icon

    Suite Tickets: Ole Miss

    Suite Tickets: Ole Miss

    The event will take place at Kroger Field in Lexington.
    Map IconKroger Field in Lexington (30.75 mi)
    Calendar Icon7 Sep 2025
    Picture for Suite Tickets: Ole Miss
  • Event Icon

    Suite Tickets: Eastern Michigan

    Suite Tickets: Eastern Michigan

    The event will take place at Kroger Field in Lexington.
    Map IconKroger Field in Lexington (30.75 mi)
    Calendar Icon14 Sep 2025
    Picture for Suite Tickets: Eastern Michigan
  • Event Icon

    Football vs. Eastern Michigan

    Football vs. Eastern Michigan

    The event will take place at Kroger Field in Lexington.
    Map IconKroger Field in Lexington (30.75 mi)
    Calendar Icon14 Sep 2025
    Picture for Football vs. Eastern Michigan
  • Event Icon

    Football vs. Texas

    Football vs. Texas

    The event will take place at Kroger Field in Lexington.
    Map IconKroger Field in Lexington (30.75 mi)
    Calendar Icon19 Oct 2025
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