5 days in Kentucky Itinerary

5 days in Kentucky Itinerary

Created using Inspirock Kentucky trip itinerary builder

This plan was created by another user.  Make it your plan

Route & dates

5 days in Kentucky Itinerary

Start: New York City
Fly:  5​h 30​min
1
Louisville
— 2 nights
Drive:  1​h 45​min
2
Williamstown
— 2 nights
Fly + foot:  4​h 45​min
End: New York City

2
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
On the 17th (Tue), brush up on your knowledge of spirits at Jim Beam Urban Stillhouse and then admire the masterpieces at 21c Museum Hotel. Keep things going the next day: examine the collection at Louisville Slugger Museum & Factory, snap pictures at The Big Four Bridge, and then explore the fascinating underground world of Louisville Mega Cavern.

For photos, maps, reviews, and more tourist information, go to the Louisville holiday website .

New York City to Louisville is an approximately 5.5-hour flight. You can also do a combination of bus and flight; or drive. Traveling from New York City in September, Louisville is little chillier at night with lows of 61°F. Wrap up your sightseeing on the 19th (Thu) early enough to drive to Williamstown.

Things to do in Louisville

Historic Sites Museums Parks
Highlights from your plan
Churchill Downs ©
Churchill Downs
Kentucky Derby Museum ©
Kentucky Derby Museum
Louisville Slugger Museum & Factory ©

2
nights
Williamstown

Williamstown
Williamstown is a home-rule-class city in Grant and Pendleton counties in the U.S. Ark Encounter has been added to your itinerary. On the 20th (Fri), stop by Rabbit Hash General Store and then examine the collection at Ark Encounter. Get ready for a full day of sightseeing on the 21st (Sat): take in the exciting artwork at Josephine Sculpture Park, indulge your thirst for a good beer at Woodford Reserve Distillery, and then brush up on your knowledge of spirits at Buffalo Trace Distillery.

To see where to stay and tourist information, you can read our Williamstown trip planner .

Traveling by car from Louisville to Williamstown takes 2 hours. Alternatively, you can do a combination of bus and car; or take a bus. In September, daytime highs in Williamstown are 80°F, while nighttime lows are 59°F. Finish your sightseeing early on the 21st (Sat) so you can travel back home.

Things to do in Williamstown

Museums Breweries & Distilleries Shopping

Side Trips

Frankfort, Rabbit Hash General Store, Woodford Reserve Distillery
Highlights from your plan
Ark Encounter
Ark Encounter
Buffalo Trace Distillery ©
Buffalo Trace Distillery
Woodford Reserve Distillery ©
Woodford Reserve Distillery

Similar Plans

7 days in Williamstown BY A USER FROM MEXICO August, teens, kids, outdoors, beaches, wildlife, popular & hidden gems PREFERENCES: August, teens, kids, outdoors, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Nashville, Kentucky & Hendersonville BY A USER FROM UNITED STATES July, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 6 days in Indianapolis, Kentucky & Cave in Rock BY A USER FROM UNITED STATES August, outdoors, relaxing, romantic, historic sites, wildlife, popular & hidden gems PREFERENCES: August, outdoors, relaxing, romantic, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Williamstown, Springfield & Branson BY A USER FROM UNITED STATES September, outdoors, museums, wildlife, popular & hidden gems PREFERENCES: September, outdoors, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Kentucky BY A USER FROM CANADA August, kids, outdoors, historic sites, museums, popular sights PREFERENCES: August, kids, outdoors, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Kentucky BY A USER FROM UNITED STATES July, teens, kids, popular sights PREFERENCES: July, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Kentucky BY A USER FROM UNITED STATES July, outdoors, relaxing, romantic, shopping, wildlife, popular sights PREFERENCES: July, outdoors, relaxing, romantic, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Williamstown BY A USER FROM UNITED STATES August, teens, popular sights PREFERENCES: August, teens ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Kentucky BY A USER FROM CANADA August, kids, relaxing, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: August, kids, relaxing, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 6 days in Williamstown BY A USER FROM UNITED STATES August, kids, popular sights PREFERENCES: August, kids ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Williamstown & Bowling Green BY A USER FROM UNITED STATES August, teens, popular sights PREFERENCES: August, teens ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Kentucky BY A USER FROM UNITED STATES July, teens, popular sights PREFERENCES: July, teens ATTRACTION STYLE: Popular sights PACE: Medium
View more plans