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The ultimate road trip to Lexington, KY

Hit the road and head to Lexington, KY — we’re sharing all the details about what to do and eat, plus where to stay.

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The Kentucky Castle is a must-see while visiting Lexington. | Photo by @thekentuckycastle

Table of Contents

Itching to get out of town, Columbusites? Skip those pesky airport security lines and jump in your car for a road trip to Lexington, KY instead. From sampling bourbon on the Kentucky Bourbon Trail to touring The Kentucky Castle — we’re spilling all the details on how to have an unforgettable time in the 859.

📍 Essential info

Drive time: ~3 hours
Year city was established: 1775
Est. population: 321,793

🎟️ Experience

Kentucky Bourbon Trail
Stop at Lexington spots along the Kentucky Bourbon Trail, including Town Branch, Barrel House Distilling Co., James E. Pepper, and Bluegrass Distillers.

Kentucky Horse Park
Watch a live show, saddle up for a horseback ride, or explore The International Museum of the Horse.

The Kentucky Castle
The picturesque medieval-style castle sits on 100+ acres. Tour the castle, book a guided farm experience, or just stop by for pictures.

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Try the Kentucky Colonel Boy at Windy Corner Market. | Photo by @windycornermarket

🍔 Eat

Windy Corner Market
Dine in the heart of horse farms at this spot owned by Ouita Michel, a six-time James Beard Foundation Award nominee.

Dudley’s on Short
Find brunch, lunch, and dinner options with a rooftop patio that is excellent in warmer months.

Lockbox
Enjoy Southern dishes like smoked grits and carp in downtown Lexington. The restaurant is located inside of the 21c Museum Hotel.

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Bring the whole family for a private farmland stay at the Private Country Estate. | Photo by Vrbo

🏨 Stay

O’Neal Cabin
Listed on the National Register of Historic Places, this historic and cozy cabin sleeps six.

Lexington’s Carriage House
This 1855 home has been recently renovated and is within walking distance to Rupp Arena.

Private Country Estate
This 5,000-sqft gated home sleeps 10 and overlooks Bluegrass farmland.

Wait a minute, Columbusites. Before you head out the door, find the cheapest places to fill up your gas tank and grab a coffee from North Market Downtown. Also, bookmark this map so you have no trouble finding all of our recommendations while visiting Lexington.

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