🌿 RelaxedDay trip · from Louisville, KY
Bourbon Barrels & Historic Trails
Sip centuries-old bourbon in charming Bardstown while walking through America's whiskey heritage and historic Southern charm.
Day 1 — Bardstown
Day 1 — Bardstown
Day 1 — Bardstown
🚗 2 hr 51 min driving📍 4 stops
🌅
Morning
🚗
Drive
Louisville, KY → Bardstown
1 hr 2 min
Bardstown
★ Reviews →Bourbon country anchor with distillery tours, barrel tastings, and historic Main Street lined with farm-to-table restaurants and a spa-resort feel in a walkable 18th-century town.
~1 hr📍 See location
🍽️
Lunch
🍽️ Lunch~1 hr
Mammy's Kitchen & Bar
Savor authentic, down-home Southern comfort food in a laid-back atmosphere that captures the true flavors and hospitality of Kentucky's culinary tradition.
4 options · tap to switch
☀️
Afternoon
🚗
Drive
Bardstown → Forest Edge Winery
24 min
Forest Edge Winery
★ Reviews →Sip handcrafted wines in a rustic tasting room overlooking rolling vineyards, sampling signature blends while savoring woodland views and locally-sourced charcuterie.
~1.5 hrs📍 See location
🌙
Evening
🚗
Drive
Forest Edge Winery → My Old Kentucky Dinner Train
24 min
🍽️ Dinner~1 hr
My Old Kentucky Dinner Train
Experience Kentucky's storied past in elegant comfort as you dine on gourmet cuisine while traveling through scenic landscapes aboard a nostalgic train journey.
4 options · tap to switch
🚗
Drive
My Old Kentucky Dinner Train → Louisville, KY
1 hr 1 min
← All Louisville trips
More getaways from Louisville
Falls of the Ohio — 390-Million-Year-Old Fossil Beds & Charlestown's Gorge — Day trip🥾Green River Lake — Paddling, Tailwater & the Tebbs Bend Battlefield — Weekend🥾Land Between the Lakes — Bison, Kentucky Lake & the 1850s Homeplace — Long weekend🥾Madison, Indiana — A National Historic Landmark on the Ohio River — Day trip🏛️Bowling Green — America's Corvette Capital, Rails, and Caves — Weekend🏛️Paducah — UNESCO Creative City of Crafts at the Confluence of Rivers — Long weekend🏛️La Grange & Oldham County — Trains Down Main Street, Country Wineries & the Ohio at Westport — Day trip🌿Cave Country — Roadside Americana, Dinosaur World & the Cave Beneath Horse Cave — Weekend🌿
© 2026 theweekendgetaways.com · All itineraries are original content. Terms
Plan your own escapeExplore more trips →