5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky route planner

Make it your trip
Drive
1
Williamstown
— 1 night
Drive
2
Louisville
— 2 nights
Drive

S M T W T F S
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Williamstown

— 1 night
Williamstown is a home-rule-class city in Grant and Pendleton counties in the U.S. To see ratings, more things to do, traveler tips, and other tourist information, go to the Williamstown journey planner.

Pittsburgh to Williamstown is an approximately 6-hour car ride. You can also drive; or fly; or do a combination of bus and taxi. In October, plan for daily highs up to 68°F, and evening lows to 48°F. Finish your sightseeing early on the 20th (Sat) to allow enough time to drive to Louisville.

Things to do in Williamstown

Museums
Highlights from your trip

Louisville

— 2 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
On the 21st (Sun), browse the different shops at The Outlet Shoppes of the Bluegrass, then examine the collection at Kentucky Derby Museum, and then try to win big at Churchill Downs. Get ready for a full day of sightseeing on the next day: explore the fascinating underground world of Louisville Mega Cavern, go on a hair-raising tour with Old Louisville, and then examine the collection at Louisville Slugger Museum & Factory.

To find ratings, more things to do, other places to visit, and tourist information, read our Louisville online driving holiday planner.

Traveling by car from Williamstown to Louisville takes 2 hours. Alternatively, you can drive; or do a combination of car and bus; or do a combination of taxi and bus. In October in Louisville, expect temperatures between 71°F during the day and 50°F at night. Cap off your sightseeing on the 22nd (Mon) early enough to go by car back home.

Things to do in Louisville

Museums · Shopping · Nature · Parks

Side 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.