8 days in Kentucky Itinerary

8 days in Kentucky Itinerary

Created using Inspirock Kentucky travel route builder

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Route & dates

8 days in Kentucky Itinerary

Start: Newark
Fly:  4​h 15​min
1
Lexington
— 2 nights
Drive:  1​h 30​min
2
Loretto
— 1 night
Drive:  1​h 15​min
3
Mammoth Cave National Park
— 1 night
Drive:  1​h 45​min
4
Louisville
— 3 nights
Fly:  8​h
End: Newark

2
nights
Lexington

Lexington ©
Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Visiting Kentucky Horse Park and Coolmore America - Ashford Stud will get you outdoors. Deepen your sense of the past at sights like Shaker Village of Pleasant Hill and Jack Jouett House Historic Site. Explore Lexington's surroundings by going to Buffalo Trace Distillery (in Frankfort) and Woodford Reserve Distillery (in Versailles). There's still lots to do: relax in the rural setting at Old Friends at Dream Chase Farm, test your problem-solving skills at popular escape rooms, and steep yourself in history at Mary Todd Lincoln House.

For reviews, more things to do, photos, and tourist information, you can read our Lexington route planner.

Newark to Lexington is an approximately 4.5-hour flight. You can also drive. In October in Lexington, expect temperatures between 70°F during the day and 49°F at night. Wrap up your sightseeing on the 28th (Mon) to allow time to travel to Loretto.

Things to do in Lexington

Parks Museums Historic Sites

Side Trips

Versailles, Shaker Village of Pleasant Hill, Buffalo Trace Distillery, Old Friends at Dream Chase Farm
Highlights from your plan
Buffalo Trace Distillery ©
Buffalo Trace Distillery
Kentucky Horse Park ©
Kentucky Horse Park
Woodford Reserve Distillery ©
Woodford Reserve Distillery

1
night
Loretto

Loretto ©
Loretto is a home rule-class city in Marion County, Kentucky, United States. On the 29th (Tue), do a tasting at McIntyre's Winery & Berries, immerse yourself in nature at Lincoln Homestead State Park, then do a tasting at Jesters Winery & Cafe, and finally brush up on your knowledge of spirits at Maker's Mark.

To see more things to do, traveler tips, and other tourist information, read our Loretto online trip itinerary planner .

Drive from Lexington to Loretto in 1.5 hours. Expect a daytime high around 68°F in October, and nighttime lows around 46°F. Finish your sightseeing early on the 29th (Tue) so you can travel to Mammoth Cave National Park.

Things to do in Loretto

Wineries Parks Historic Sites

Side Trips

Jesters Winery & Cafe, McIntyre's Winery & Berries, Lincoln Homestead State Park
Highlights from your plan
Maker's Mark ©
Maker's Mark
Lincoln Homestead State Park ©
Lincoln Homestead State Park

1
night
Mammoth Cave National Park

Mammoth Cave National Park ©
Mammoth Caves National Park is the longest cave system in the world so far discovered.
Start off your visit on the 30th (Wed): trek along Cedar Sink Trail, then stroll through Fat Man's Misery, and then explore the fascinating underground world of Mammoth Cave National Park.

To find more things to do, ratings, and tourist information, read our Mammoth Cave National Park trip planner.

Drive from Loretto to Mammoth Cave National Park in 1.5 hours. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In October, plan for daily highs up to 71°F, and evening lows to 48°F. Wrap up your sightseeing on the 30th (Wed) early enough to drive to Louisville.

Things to do in Mammoth Cave National Park

Parks Outdoors Trails
Highlights from your plan
Mammoth Cave ©
Mammoth Cave
Fat Man's Misery ©
Fat Man's Misery
Cedar Sink Trail ©
Cedar Sink Trail

3
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Visit Louisville Mega Cavern and Churchill Downs for their historical value. Get a sense of the local culture at Louisville Slugger Museum & Factory and Muhammad Ali Center. When in Louisville, make a side trip to see Jim Beam American Stillhouse in Clermont, approximately 32 minutes away. And it doesn't end there: take a stroll through Old Louisville, snap pictures at The Big Four Bridge, see the interesting displays at Kentucky Derby Museum, and contemplate the long history of Locust Grove.

To see ratings, where to stay, more things to do, and more tourist information, refer to the Louisville trip itinerary planning site .

You can drive from Mammoth Cave National Park to Louisville in 2 hours. Alternatively, you can do a combination of car and bus; or do a combination of taxi and bus. Traveling from Mammoth Cave National Park to Louisville, you'll lose 1 hour due to the time zone difference. In October in Louisville, expect temperatures between 71°F during the day and 50°F at night. Cap off your sightseeing on the 2nd (Sat) early enough to travel back home.

Things to do in Louisville

Historic Sites Museums Parks

Side Trip

Jim Beam American Stillhouse
Highlights from your plan
Churchill Downs ©
Churchill Downs
Kentucky Derby Museum ©
Kentucky Derby Museum
Louisville Slugger Museum & Factory ©

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