5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky visit planner
Make it your trip
Drive
1
Versailles
— 2 nights
Drive
2
Louisville
— 1 night
Drive
3
Mammoth Cave National Park
— 1 night
Drive

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Versailles — 2 nights

Versailles is a home rule-class city in Woodford County, Kentucky, United States and is located near Lexington. Escape the urban bustle at Salato Wildlife Education Center and Coolmore America - Ashford Stud. Change things up with these side-trips from Versailles: Kentucky Soaps and Such (in Stanford), Maker's Mark (in Loretto) and Limestone Branch Distillery (in Lebanon). There's lots more to do: brush up on your knowledge of spirits at Woodford Reserve Distillery, don't miss a visit to Floral Clock, relax in the rural setting at Sun Valley Farm, and do a tasting at Wildside Winery.

To find maps, traveler tips, ratings, and more tourist information, read our Versailles trip planner.

Milwaukee to Versailles is an approximately 8-hour car ride. You can also fly; or drive; or do a combination of train, bus, and taxi. You'll lose 1 hour traveling from Milwaukee to Versailles due to the time zone difference. When traveling from Milwaukee in October, plan for a bit warmer days and about the same nights in Versailles: temperatures range from 70°F by day to 49°F at night. Cap off your sightseeing on the 14th (Fri) early enough to go by car to Louisville.
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Breweries & Distilleries · Wildlife · Parks · Wineries
Side Trips

Louisville — 1 night

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Start off your visit on the 15th (Sat): examine the collection at Louisville Slugger Museum & Factory, Head underground at Louisville Mega Cavern, then try to win big at Churchill Downs, and finally stop by Art Eatables.

To see traveler tips, photos, other places to visit, and tourist information, read Louisville road trip app.

You can drive from Versailles to Louisville in 1.5 hours. Another option is to do a combination of taxi and bus. October in Louisville sees daily highs of 71°F and lows of 50°F at night. Finish up your sightseeing early on the 15th (Sat) so you can go by car to Mammoth Cave National Park.
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Nature · Parks · Historic Sites · Casinos

Mammoth Cave National Park — 1 night

Mammoth Caves National Park is the longest cave system in the world so far discovered.
Start off your visit on the 16th (Sun): explore the fascinating underground world of Mammoth Cave and then take a memorable tour with Tours.

To find ratings, where to stay, maps, and tourist information, read Mammoth Cave National Park holiday site.

Traveling by car from Louisville to Mammoth Cave National Park takes 2 hours. Alternatively, you can do a combination of bus and taxi. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. In October, plan for daily highs up to 71°F, and evening lows to 48°F. Wrap up your sightseeing by early afternoon on the 16th (Sun) to allow time for the flight back home.
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Wildlife · Tours · Outdoors · Nature
Highlights from your trip

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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