16 days in Kentucky Itinerary

16 days in Kentucky Itinerary

Created using Inspirock Kentucky planner

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Route & dates

16 days in Kentucky Itinerary

Start: Washington DC
Fly + Drive:  3​h 45​min
1
Petersburg
— Few hours
Drive:  1​h 45​min
2
Louisville
— 6 nights
Drive:  2​h
3
Bowling Green
— 2 nights
Drive:  2​h 15​min
4
Somerset
— 1 night
Drive:  1​h 30​min
5
Lexington
— 6 nights
Fly:  3​h
End: Washington DC

few
hours
Petersburg

Petersburg
Kick off your visit on the 4th (Sat): get to know the fascinating history of Dinsmore Homestead and then examine the collection at Creation Museum.

For where to stay, more things to do, ratings, and more tourist information, read Petersburg trip planning site .

Washington DC to Petersburg is an approximately 4-hour flight. You can also drive. In May, plan for daily highs up to 75°F, and evening lows to 54°F. Finish your sightseeing early on the 4th (Sat) so you can travel to Louisville.

Things to do in Petersburg

Museums Historic Sites

Side Trip

Dinsmore Homestead
Highlights from your plan
Creation Museum
Creation Museum
Dinsmore Homestead ©
Dinsmore Homestead

6
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Get some historical perspective at Louisville Mega Cavern and Conrad-Caldwell House Museum (Conrad's Castle). Do your shopping at The Glendale Antique Mall and The Outlet Shoppes of the Bluegrass. Explore the numerous day-trip ideas around Louisville: Maker's Mark (in Loretto), Jim Beam American Stillhouse (in Clermont) and Elizabethtown (Swope's Cars of Yesteryear Museum & The One Room School House). And it doesn't end there: contemplate the long history of Churchill Downs, admire the landmark architecture of The Filson Historical Society, explore the different monuments and memorials at Cave Hill Cemetery, and take in the views from The Big Four Bridge.

To find traveler tips, ratings, photos, and tourist information, go to the Louisville road trip site .

You can drive from Petersburg to Louisville in 2 hours. In May, daytime highs in Louisville are 77°F, while nighttime lows are 58°F. Finish your sightseeing early on the 10th (Fri) so you can drive to Bowling Green.

Things to do in Louisville

Museums Historic Sites Breweries & Distilleries

Side Trips

Elizabethtown, The Outlet Shoppes of the Bluegrass, The Glendale Antique Mall, Jim Beam American Stillhouse, Maker's Mark
Highlights from your plan
Churchill Downs ©
Churchill Downs
Kentucky Derby Museum ©
Kentucky Derby Museum
Louisville Slugger Museum & Factory ©

2
nights
Bowling Green

Bowling Green ©
Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. On the 11th (Sat), admire all the interesting features of NCM Motorsports Park, see the interesting displays at National Corvette Museum, then explore the fascinating underground world of Onyx Cave, and finally explore the fascinating underground world of Mammoth Cave National Park. Get ready for a full day of sightseeing on the next day: make a trip to 1921 Standard Oil Station, trek along Cedar Sink Trail, and then hike along Fat Man's Misery.

For photos, where to stay, other places to visit, and more tourist information, you can read our Bowling Green route planner.

Drive from Louisville to Bowling Green in 2 hours. Alternatively, you can take a bus; or take a bus. You'll gain 1 hour traveling from Louisville to Bowling Green due to the time zone difference. In May, plan for daily highs up to 78°F, and evening lows to 57°F. Finish your sightseeing early on the 12th (Sun) to allow enough time to drive to Lexington.

Things to do in Bowling Green

Parks Trails Outdoors

Side Trips

Mammoth Cave National Park, Onyx Cave
Highlights from your plan
Mammoth Cave ©
Mammoth Cave
National Corvette Museum ©
National Corvette Museum
Fat Man's Misery ©
Fat Man's Misery

1
night
Somerset

Somerset ©
Somerset is a home rule-class city in Pulaski County, Kentucky, United States. Start off your visit on the 13th (Mon): head outdoors with Mill Springs Mill and then take in the history at Millsprings Battlefield Museum.

To see maps, other places to visit, where to stay, and tourist information, read Somerset trip itinerary builder .

Drive from Bowling Green to Somerset in 2 hours. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In May, plan for daily highs up to 74°F, and evening lows to 53°F. Cap off your sightseeing on the 13th (Mon) early enough to travel to Lexington.

Things to do in Somerset

Outdoors Museums Historic Sites

Side Trips

Mill Springs Mill, Millsprings Battlefield Museum
Highlights from your plan
Mill Springs Mill ©
Mill Springs Mill

6
nights
Lexington

Lexington ©
Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Shaker Village of Pleasant Hill and Waveland State Historic Site will appeal to history buffs. Shop till you drop at Log House Craft Gallery and Fayette Mall. You'll find plenty of places to visit near Lexington: Old Fort Harrod State Park (in Harrodsburg), Kentucky Artisan Center at Berea (in Berea) and High Bridge Park (in Wilmore). There's much more to do: try to win big at Keeneland, admire the majestic nature at Kentucky Horse Park, contemplate the long history of John Parker House, and relax in the rural setting at Old Friends at Dream Chase Farm.

To see reviews and other tourist information, read our Lexington driving holiday planner .

Getting from Somerset to Lexington by car takes about 1.5 hours. May in Lexington sees daily highs of 76°F and lows of 55°F at night. Finish up your sightseeing early on the 19th (Sun) so you can travel back home.

Things to do in Lexington

Historic Sites Museums Parks

Side Trips

Berea, Harrodsburg, Versailles, Old Friends at Dream Chase Farm, Buffalo Trace Distillery
Highlights from your plan
Keeneland ©
Keeneland
Kentucky Horse Park ©
Kentucky Horse Park
Buffalo Trace Distillery ©
Buffalo Trace Distillery

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