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Tip: Tours run free with reservations. Walk the National Historic Landmark grounds before tasting.

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Lexington ★ 4.4

Lexington sits 75 minutes east of Louisville, the horse-country town anchored by Keeneland Race Track, the Kentucky Horse Park and a chef-driven restaurant.

Tip: Pair a morning Keeneland workout with lunch at one of Lexington's downtown rooms.

Lawrenceburg (Four Roses) ★ 4.5

Lawrenceburg sits 55 minutes east of Louisville, the small Kentucky town home to Four Roses Distillery and Wild Turkey Distillery just outside the town.

Tip: Combine both distilleries in one day; book Four Roses morning, Wild Turkey afternoon.

New Albany, Indiana ★ 4.1

New Albany sits across the Ohio River from Louisville, the southern Indiana town with Hi-Five Doughnuts on East Market and a renovated downtown.

Tip: Cross the Sherman Minton Bridge for the donut counter, then walk the New Albany riverfront.

Bardstown ★ 4.6

Bardstown sits 45 minutes south of Louisville, the self-styled Bourbon Capital of the World with Heaven Hill, the historic Talbott Tavern bourbon bar.

Tip: Book Heaven Hill tours ahead. Talbott Tavern is the lunch stop for fried chicken.

Loretto (Maker's Mark) ★ 4.7

Loretto sits an hour south of Louisville, home to the Maker's Mark Distillery on Burks Spring Road where visitors can tour the historic site and dip.

Tip: Book the dip-your-own tour ahead. The distillery grounds are a registered National Historic Landmark.

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