5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

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Route & dates

5 days in Kentucky Itinerary

Start: Orlando, Florida
Fly:  5​h
1
Louisville
— 2 nights
Drive:  1​h 45​min
2
Williamstown
— 2 nights
Fly:  4​h 30​min
End: Orlando, Florida

2
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Louisville is known for nature, museums, breweries & distilleries, casinos, and fun & games. Your plan includes some of its best attractions: explore the fascinating underground world of Louisville Mega Cavern, snap pictures at The Big Four Bridge, learn insider's secrets on a distillery tour, and see the interesting displays at Louisville Slugger Museum & Factory.

For maps, reviews, and other tourist information, you can read our Louisville trip website .

Orlando to Louisville is an approximately 5-hour flight. You can also drive; or take a bus. Traveling from Orlando in January, things will get colder in Louisville: highs are around 43°F and lows about 25°F. Wrap up your sightseeing on the 29th (Wed) to allow time to drive to Williamstown.

Things to do in Louisville

Tours Historic Sites Museums
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Louisville Slugger Museum & Factory ©
Distillery Tours

2
nights
Williamstown

Williamstown
Williamstown is a home-rule-class city in Grant and Pendleton counties in the U.S. You've now added Ark Encounter to your itinerary. Kick off your visit on the 30th (Thu): brush up on your knowledge of spirits at Buffalo Trace Distillery, take an in-depth tour of William Arnold Log House, and then examine the collection at Ark Encounter. On the 31st (Fri), you'll have a packed day of sightseeing: relax in the rural setting at Sun Valley Farm, then brush up on your knowledge of spirits at Woodford Reserve Distillery, and then sample the fine beverages at Castle & Key Distillery.

To find photos, ratings, where to stay, and more tourist information, you can read our Williamstown trip maker website .

You can drive from Louisville to Williamstown in 2 hours. Other options are to do a combination of bus and car; or take a bus. Expect a daytime high around 39°F in January, and nighttime lows around 22°F. Cap off your sightseeing on the 31st (Fri) early enough to travel back home.

Things to do in Williamstown

Breweries & Distilleries Museums

Side Trips

Versailles, Frankfort
Highlights from your plan
Ark Encounter
Ark Encounter
Buffalo Trace Distillery ©
Buffalo Trace Distillery
Castle & Key Distillery ©
Castle & Key Distillery

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