9 days in Kentucky Itinerary

9 days in Kentucky Itinerary

Created using Inspirock Kentucky trip maker

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Route & dates

9 days in Kentucky Itinerary

Start: New York City
Fly:  4​h 45​min
1
Frankfort
— Few hours
bus:  45​min
2
Lexington
— 2 nights
Drive:  2​h 30​min
3
Mammoth Cave National Park
— 2 nights
Drive:  1​h 45​min
4
Louisville
— 4 nights
Fly:  5​h 30​min
End: New York City

few
hours
Frankfort

Frankfort ©
Frankfort is the capital city of the Commonwealth of Kentucky and the seat of Franklin County. Kick off your visit on the 15th (Sun): brush up on your knowledge of spirits at Buffalo Trace Distillery and then take in the pleasant sights at Kentucky Bourbon Trail.

For reviews, photos, other places to visit, and more tourist information, read our Frankfort trip itinerary planning app .

New York City to Frankfort is an approximately 5-hour combination of bus, flight, and taxi. You can also do a combination of flight and taxi; or drive. Traveling from New York City in September, Frankfort is little chillier at night with lows of 58°F. Wrap up your sightseeing on the 15th (Sun) to allow time to drive to Lexington.

Things to do in Frankfort

Breweries & Distilleries

Side Trip

Kentucky Bourbon Trail
Highlights from your plan
Buffalo Trace Distillery ©
Buffalo Trace Distillery

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.
Kick off your visit on the 16th (Mon): steep yourself in history at Jack Jouett House Historic Site, then experience rural life at Shaker Village of Pleasant Hill, and then try your luck at Keeneland. Keep things going the next day: immerse yourself in nature at Kentucky Horse Park and then indulge your thirst for a good beer at Woodford Reserve Distillery.

To see where to stay, maps, other places to visit, and tourist information, you can read our Lexington holiday planning site .

Drive from Frankfort to Lexington in an hour. Alternatively, you can take a bus. Expect a daytime high around 81°F in September, and nighttime lows around 59°F. Finish your sightseeing early on the 17th (Tue) so you can drive to Mammoth Cave National Park.

Things to do in Lexington

Parks Fun & Games Nature

Side Trips

Versailles, Shaker Village of Pleasant Hill
Highlights from your plan
Keeneland ©
Keeneland
Woodford Reserve Distillery ©
Woodford Reserve Distillery
Kentucky Horse Park ©
Kentucky Horse Park

2
nights
Mammoth Cave National Park

Mammoth Cave National Park ©
Mammoth Caves National Park is the longest cave system in the world so far discovered.
On the 18th (Wed), hike along Cedar Sink Trail, then get a dose of the wild on a nature and wildlife tour, and then explore the fascinating underground world of Mammoth Cave National Park. Get ready for a full day of sightseeing on the next day: stroll through Fat Man's Misery, browse for treasures at The Glendale Antique Mall, and then steep yourself in history at Abraham Lincoln Birthplace National Historical Park.

To see more things to do, where to stay, reviews, and more tourist information, use the Mammoth Cave National Park driving holiday planning tool .

Getting from Lexington to Mammoth Cave National Park by car takes about 2.5 hours. Other options: do a combination of bus and taxi. Traveling from Lexington to Mammoth Cave National Park, you'll gain 1 hour due to the time zone difference. Expect a daytime high around 81°F in September, and nighttime lows around 59°F. Wrap up your sightseeing on the 19th (Thu) to allow time to drive to Louisville.

Things to do in Mammoth Cave National Park

Outdoors Parks Trails

Side Trips

The Glendale Antique Mall, Abraham Lincoln Birthplace National Historical Park
Highlights from your plan
Mammoth Cave National Park ©
Mammoth Cave National Park
Cedar Sink Trail ©
Cedar Sink Trail

4
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Get outdoors at Jefferson Memorial Forest and Saunders Springs Nature Preserve. Louisville Mega Cavern and Churchill Downs will appeal to history buffs. You'll find plenty of places to visit near Louisville: McIntyre's Winery & Berries (in Bardstown), Jim Beam American Stillhouse (in Clermont) and Maker's Mark (in Loretto). There's lots more to do: take a peaceful walk through The Parklands of Floyds Fork, see the interesting displays at Louisville Slugger Museum & Factory, look for gifts at The Outlet Shoppes of the Bluegrass, and take a stroll through Old Louisville.

To find ratings, other places to visit, and tourist information, refer to the Louisville driving holiday app .

Traveling by car from Mammoth Cave National Park to Louisville takes 2 hours. Alternatively, you can do a combination of car and bus; or do a combination of taxi and bus. The time zone difference when traveling from Mammoth Cave National Park to Louisville is 1 hour. September in Louisville sees daily highs of 82°F and lows of 61°F at night. Finish your sightseeing early on the 23rd (Mon) to allow enough time to travel back home.

Things to do in Louisville

Parks Wildlife Nature

Side Trips

Saunders Springs Nature Preserve, Jefferson Memorial Forest, McIntyre's Winery & Berries, The Outlet Shoppes of the Bluegrass, Maker's Mark
Highlights from your plan
Louisville Mega Cavern ©
Louisville Mega Cavern
Churchill Downs ©
Churchill Downs
Jim Beam American Stillhouse ©
Jim Beam American Stillhouse

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