Road Trip Guide
Kentucky Bourbon Trail: The Spirit of the Bluegrass
Louisville to Lexington
Start Your Engine
Louisville
The Finish Line
Lexington
Approximately 150 miles (loop)
Miles
3-5 days
Days
Start Stops End
Trip Essentials for Louisville
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Insider Driving Tips
Book your distillery tours and tastings at least 2-4 months in advance, especially for popular spots like Buffalo Trace or Maker's Mark.
Hire a driver or use a tour service; the 'tastings' can add up quickly, and Kentucky's backroads are narrow and winding.
Don't try to visit more than 2-3 distilleries per day; the tours are detailed and you'll want time to savor the experience.
Pick up a 'Bourbon Trail Passport' at your first stop and get stamps at each distillery to earn a commemorative t-shirt.
The best time to visit is in the spring or fall when the weather is mild and the bluegrass is at its most beautiful.
The Journey: Stop-by-Stop
Louisville's Whiskey Row
Proof on Main
βLocated in the 21c Museum Hotel, this restaurant serves innovative Kentucky-inspired cuisine surrounded by contemporary art.β
Main Street Iron Fronts
The row of historic facades at sunset provides a classic Louisville architectural shot.
Angel's Envy Copper Stills
The towering, polished stills visible through the large windows are a masterclass in industrial design.
The Evan Williams Speakeasy
Hidden within the Evan Williams Bourbon Experience, this secret 1920s-style bar requires a password and offers a uniquely immersive tasting.
Maker's Mark Distillery
Star Hill Provisions
βA farm-to-table cafe on-site serving locally sourced sandwiches and, of course, bourbon-infused desserts.β
The Red Wax Dipping Station
Capture the iconic moment of a bottle being plunged into the bright red wax.
Star Hill Farm Bridge
The picturesque stone bridge over the creek with the black and red rickhouses in the background.
The Chihuly Glass Ceiling
Located in the walk-through rickhouse, 'Spirit of the Maker' is a massive, vibrant glass installation by Dale Chihuly that is simply breathtaking.
Bardstown
Harrison-Smith House
βSophisticated Southern dining that showcases the best of Kentucky's seasonal ingredients and an incredible bourbon list.β
Bardstown Court Square
The classic small-town America shot, with the historic courthouse and flags flying.
Willett Distillery Rickhouses
The white-washed, traditional rickhouses at Willett are some of the most photogenic in the state.
The Old Talbott Tavern
Built in 1779, this is the oldest stagecoach stop in the West; look for the bullet holes in the wall allegedly left by Jesse James.
Woodford Reserve Distillery
The Woodford Reserve Cafe
βEnjoy a sophisticated lunch on the patio overlooking the rolling hills of Glenn's Creek.β
Copper Pot Stills
The three massive, polished stills at Woodford are some of the most iconic images of the Bourbon Trail.
Horse Farm Fences
The drive leading to the distillery offers classic views of Kentucky's black-fenced pastures and thoroughbred horses.
The Stone Rickhouse
One of the oldest stone aging warehouses in the US, where the thick limestone walls naturally regulate the temperature of the aging barrels.
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Frequently Asked Questions
Yes, absolutely. Most distilleries book up weeks or even months in advance. Walk-ins are rarely accommodated for tours.
We recommend 2, maybe 3 at the absolute most. The tours are usually 60-90 minutes long and require travel time between sites.
While children are allowed on most tours (often for free or a reduced price), they obviously cannot participate in tastings. Some distilleries have more 'park-like' grounds that are better for families.
It is the 2-3% of bourbon that evaporates from the barrel each year during the aging process. Kentucky's climate makes this happen uniquely!
Sometimes! Many distilleries have daily limited releases or distillery-only bottles, but you usually need to arrive when they open to get them.