7 days in Kentucky Itinerary

7 days in Kentucky Itinerary

Created using Inspirock Kentucky itinerary planner

©
Make it your trip
Fly to Louisville Muhammad Ali International Airport, Drive to Hodgenville
1
Hodgenville
— 1 night
Drive
2
Harrodsburg
— 2 nights
Drive
3
Crestwood
— 2 nights
Drive
4
Williamstown
— 1 night
Fly

S M T W T F S
14
15
16
17
18
19
20
21
22
23
24
25
26
27

Hodgenville

— 1 night
Hodgenville is a home rule-class city in LaRue County, Kentucky, United States. To find maps, other places to visit, and tourist information, you can read our Hodgenville driving holiday planner.

Orlando to Hodgenville is an approximately 8-hour combination of flight and car. You can also drive. Traveling from Orlando in October, expect nights in Hodgenville to be much colder, around 48°F, while days are little chillier, around 69°F. Finish your sightseeing early on the 16th (Tue) so you can drive to Harrodsburg.

Things to do in Hodgenville

Breweries & Distilleries · Museums · Historic Sites

Side Trips

Harrodsburg

— 2 nights
Harrodsburg is a home rule-class city in Mercer County, Kentucky, in the United States. Start off your visit on the 17th (Wed): brush up on your knowledge of spirits at Four Roses, then sample the fine beverages at Wild Turkey Distillery, then go for a walk through Kentucky Bourbon Trail, and finally sample the fine beverages at Buffalo Trace Distillery. Get ready for a full day of sightseeing on the next day: relax in the rural setting at Shaker Village of Pleasant Hill, then contemplate the long history of Mary Todd Lincoln House, then stroll the grounds of Lexington Cemetery, and finally indulge your thirst for a good beer at Lexington Brewing & Distilling Co..

You can plan Harrodsburg trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Hodgenville to Harrodsburg takes 1.5 hours. In October, daytime highs in Harrodsburg are 68°F, while nighttime lows are 46°F. Wrap up your sightseeing on the 18th (Thu) early enough to drive to Crestwood.

Things to do in Harrodsburg

Breweries & Distilleries · Historic Sites · Museums

Side Trips

Crestwood

— 2 nights
Crestwood is a home rule-class city in Oldham County, Kentucky, United States just outside Louisville's Northeast End. Start off your visit on the 19th (Fri): stroll the grounds of Cave Hill Cemetery, then sample the fine beverages at Kentucky Artisan Distillery, then contemplate the long history of Historic District, and finally steep yourself in history at Lanier Mansion State Historic Site. On the next day, examine the collection at Frazier History Museum, then see the top attractions with Old Louisville, then examine the collection at Conrad-Caldwell House Museum (Conrad's Castle), and finally take in the exciting artwork at 21c Museum Hotel.

For more things to do, other places to visit, reviews, and other tourist information, read our Crestwood attractions planning tool.

Drive from Harrodsburg to Crestwood in 1.5 hours. In October in Crestwood, expect temperatures between 71°F during the day and 50°F at night. Finish your sightseeing early on the 20th (Sat) to allow enough time to drive to Williamstown.

Things to do in Crestwood

Historic Sites · Museums · Tours · Shopping

Side Trips

Williamstown

— 1 night
Williamstown is a home-rule-class city in Grant and Pendleton counties in the U.S. On the 21st (Sun), examine the collection at Ark Encounter.

Ask Inspirock to suggest an itinerary and make planning a trip to Williamstown fast, fun, and easy.

Traveling by car from Crestwood to Williamstown takes 1.5 hours. In October, daily temperatures in Williamstown can reach 68°F, while at night they dip to 48°F. Finish up your sightseeing early on the 21st (Sun) so you can travel back home.

Things to do in Williamstown

Museums
Highlights from your trip

Kentucky travel guide

4.5
Caves · Specialty Museums · Distilleries
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.