8 days in Kentucky Itinerary

8 days in Kentucky Itinerary

Created using Inspirock Kentucky tour planner

Plan created by another user. Make it yours
Fly to Owensboro, Drive to Bowling Green
1
Bowling Green
— 3 nights
Drive
2
Louisville
— 2 nights
Drive
3
Lexington
— 2 nights
Fly

S M T W T F S
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3
nights
Bowling Green

Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Explore hidden gems such as Abraham Lincoln Birthplace National Historical Park and Diamond Caverns. Museum-lovers will appreciate Aviation Heritage Park and Historic RailPark & Train Museum. Explore the numerous day-trip ideas around Bowling Green: Mammoth Cave (in Mammoth Cave National Park), Cave City (Onyx Cave & Dinosaur World) and Hidden River Cave and American Cave Museum (in Horse Cave). There's still lots to do: see the interesting displays at National Corvette Museum, make a trip to 1921 Standard Oil Station, and join the crowd at NCM Motorsports Park.

To see photos, maps, where to stay, and more tourist information, you can read our Bowling Green trip itinerary maker site.

Portland to Bowling Green is an approximately 9.5-hour combination of flight and car. You can also drive; or do a combination of train and bus. Due to the time zone difference, you'll lose 2 hours traveling from Portland to Bowling Green. While traveling from Portland, expect a bit warmer days and about the same nights in Bowling Green, ranging from highs of 73°F to lows of 49°F. Wrap up your sightseeing on the 20th (Tue) to allow time to drive to Louisville.

Things to do in Bowling Green

Parks · Museums · Nature · Historic Sites

Side Trips

2
nights
Louisville

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Start off your visit on the 21st (Wed): explore the different monuments and memorials at Cave Hill Cemetery, examine the collection at Kentucky Derby Museum, and then explore the fascinating underground world of Louisville Mega Cavern. Keep things going the next day: see the interesting displays at Louisville Slugger Museum & Factory, then examine the collection at Frazier History Museum, then contemplate the long history of Conrad-Caldwell House Museum (Conrad's Castle), and finally admire the masterpieces at 21c Museum Hotel.

To find other places to visit, maps, ratings, and more tourist information, you can read our Louisville day trip planner.

Traveling by car from Bowling Green to Louisville takes 2 hours. Alternatively, you can take a bus. The time zone difference when traveling from Bowling Green to Louisville is 1 hour. In October in Louisville, expect temperatures between 71°F during the day and 50°F at night. Finish your sightseeing early on the 22nd (Thu) so you can drive to Lexington.

Things to do in Louisville

Museums · Historic Sites · Parks · Nature

2
nights
Lexington

Horse Capital of the World

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
On the 23rd (Fri), contemplate the long history of Mary Todd Lincoln House, then indulge your thirst for a good beer at Lexington Brewing & Distilling Co., and then examine the collection at Ark Encounter. Get ready for a full day of sightseeing on the next day: take in nature's colorful creations at Ashland: The Henry Clay Estate, examine the collection at The Great American Dollhouse Museum, and then contemplate the long history of Shaker Village of Pleasant Hill.

To see where to stay, maps, more things to do, and other tourist information, go to the Lexington trip itinerary planner.

Getting from Louisville to Lexington by car takes about 1.5 hours. Other options: take a bus. In October, daytime highs in Lexington are 70°F, while nighttime lows are 49°F. Cap off your sightseeing on the 24th (Sat) early enough to travel back home.

Things to do in Lexington

Museums · Historic Sites · Parks · Breweries & Distilleries

Side Trips

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.