10 days in Kentucky Itinerary

Created using Inspirock Kentucky trip itinerary planner
Make it your trip
Fly
1
Louisville
— 3 nights
Drive
2
Lexington
— 4 nights
Drive
3
Loretto
— 1 night
+2
Drive to Louisville Muhammad Ali International Airport, Fly to Ben Gurion International Airport, Drive to Jerusalem

S M T W T F S
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Louisville — 3 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Venture out of the city with trips to Boundary Oak Distillery (in Radcliff) and Swope's Cars of Yesteryear Museum (in Elizabethtown). There's much more to do: Head underground at Louisville Mega Cavern, learn insider's secrets on a distillery tour, examine the collection at Kentucky Derby Museum, and sample the fine beverages at Jim Beam Urban Stillhouse.

To find more things to do, photos, traveler tips, and other tourist information, refer to the Louisville online driving holiday planner.

Jerusalem, Israel to Louisville is an approximately 17-hour flight. The time zone difference when traveling from Jerusalem to Louisville is minus 7 hours. Expect cooler temperatures when traveling from Jerusalem in January; daily highs in Louisville reach 7°C and lows reach -4°C. Cap off your sightseeing on the 22nd (Sun) early enough to go by car to Lexington.
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Breweries & Distilleries · Museums · Tours · Fun & Games
Side Trips

Lexington — 4 nights

Horse Capital of the World

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Get out of town with these interesting Lexington side-trips: Woodford Reserve Distillery (in Versailles), Ark Encounter (in Williamstown) and Frankfort (Buffalo Trace Distillery, Kentucky River Tours, &more). And it doesn't end there: sample the fine beverages at James E. Pepper Distillery, test your team's savvy at popular escape rooms, examine the collection at The Great American Dollhouse Museum, and shop like a local with Berea Arts Council.

To see other places to visit, maps, more things to do, and tourist information, you can read our Lexington day trip planning app.

You can drive from Louisville to Lexington in 1.5 hours. Another option is to take a bus. In January in Lexington, expect temperatures between 5°C during the day and -5°C at night. Finish your sightseeing early on the 26th (Thu) to allow enough time to drive to Loretto.
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Breweries & Distilleries · Museums · Tours · Outdoors
Side Trips

Loretto — 1 night

Loretto is a home rule-class city in Marion County, Kentucky, United States. Kick off your visit on the 27th (Fri): take in the spiritual surroundings of The Abbey of Gethsemani, brush up on your knowledge of spirits at Maker's Mark, then brush up on your knowledge of spirits at Limestone Branch Distillery, and finally do a tasting at Jesters Winery & Cafe.

For ratings, where to stay, and tourist information, you can read our Loretto trip builder site.

You can drive from Lexington to Loretto in 1.5 hours. Expect a daytime high around 5°C in January, and nighttime lows around -5°C. Finish your sightseeing early on the 27th (Fri) to allow enough time to travel back home.
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Breweries & Distilleries · Wineries · Historic Sites
Side Trips

Kentucky travel guide

4.6
Caves · Distilleries · Specialty Museums
The Bluegrass State
A diverse region of sprawling farmland and rich cultural heritage, Kentucky is the birthplace of American horse racing and home to the world-famous Kentucky Derby. While the cities of Lexington and Louisville experience the majority of the state's tourism, Kentucky is also a favorite among outdoor enthusiasts with its array of natural attractions, including the Cumberland Gap and the world's longest cave system at Mammoth Cave National Park. Take a tour through original Civil War battlefields to delve into the nation's history, or head to one of the many bourbon distilleries to learn more about Kentucky's most famous export.
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