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September 25–28, 2025

Boubon Country Weekend

Laughter, Nature, Connection, and Fun
Host: Sally Drake
September 25–28, 2025
Bardstown, Kentucky

Boubon Country Weekend at the trail hotel

A one-of-a-kind adventure in Bardstown, Kentucky from September 25–28, 2025 featuring custom curated, private, VIP, and immersive experiences—all while staying at the stunning all new Trail Hotel.

Itinerary Highlights

  • September 25: Limestone Branch Distillery VIP Tour followed by a tasting in their private lounge

  • September 26: Private VIP Experience at Maker's Mark on Star Hill Farm including a tour of Star Hill Farm, a behind the scenes distillery experience, a farm to table lunch, then a private elevated tasting followed by bottle dipping

  • September 26: Exclusive bourbon dinner pairing with Heaven Hill at the hotel followed by an evening with the infamous Yellowstone brand ambassador

  • September 27: Starts with a visit to Double Dan Farm, a world-renowned equine training facility that trains horses for movies and television, showcasing a one-of-a-kind Liberty horsemanship demonstration. After, there will be a catered BBQ lunch and private bourbon tasting at the farm.

  • September 27: We will wrap the afternoon up with a VIP tour at Castle & Key distillery

Astounding amenities at The Trail Hotel include Kentucky’s largest outdoor whirlpool, poolside service at the Swim Club Bar, a hidden speakeasy, 4* onsite restaurant, a state-of-the-art golf simulator, and spa services including IV drips.

Yes, I'm Interested In Booking This Trip

I'm Interested In Booking This Trip

TRIP PRICING

February 7-9, 2025
Contact Us
  • What's Included: all meals, snacks, lodging, and classes.
  • Additional fee for private bedroom.
  • Pickleball equipment available for purchase.