38 days in Kentucky Itinerary

38 days in Kentucky Itinerary

Created using Inspirock Kentucky route builder

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Route & dates

38 days in Kentucky Itinerary

Start: New Orleans
Fly + Drive:  6​h 15​min
1
Paducah
— 4 nights
Drive:  1​h 15​min
2
Hopkinsville
— 4 nights
Drive:  1​h 15​min
3
Bowling Green
— 5 nights
Drive:  1​h 15​min
4
Owensboro
— 4 nights
Drive:  1​h 45​min
5
Louisville
— 6 nights
Drive:  1​h 45​min
6
Covington
— 4 nights
Drive:  3​h 15​min
7
Pikeville
— 4 nights
Drive:  2​h 45​min
8
Lexington
— 6 nights
Fly:  5​h 30​min
End: New Orleans

4
nights
Paducah

Paducah ©
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Get out of town with these interesting Paducah side-trips: The Arboretum at Murray State (in Murray), Kenlake State Park (in Hardin) and Ben E. Clement Mineral Museum (in Marion). There's still lots to do: admire the masterpieces at The National Quilt Museum, examine the collection at Paducah Distilled Spirits, walk around Mike Miller County Park, and make a trip to Floodwall Murals.

Plan my trip to Paducah with suggested itineraries provided by Inspirock.

New Orleans to Paducah is an approximately 6.5-hour combination of flight and car. You can also fly; or drive. Plan for much colder nights when traveling from New Orleans in April since evenings lows in Paducah dip to 47°F. Finish up your sightseeing early on the 16th (Thu) so you can go by car to Hopkinsville.

Things to do in Paducah

Parks Nature Historic Sites

Side Trips

Gilbertsville, Ben E. Clement Mineral Museum, Columbus-Belmont State Park, Kenlake State Park, Mike Miller County Park
Highlights from your plan
Columbus-Belmont State Park ©
Columbus-Belmont State Park
The National Quilt Museum ©
The National Quilt Museum
Purple Toad Winery ©
Purple Toad Winery

4
nights
Hopkinsville

Hopkinsville ©
Hopkinsville is a home rule-class city in and the county seat of Christian County, Kentucky, United States. You'll find plenty of places to visit near Hopkinsville: Adsmore House & Gardens (in Princeton), Golden Pond (The Elk and Bison Prairie & Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium) and Cadiz (Lake Barkley Marina & Woodlands Nature Station). There's much more to do: sample the fine beverages at Casey Jones Distillery, explore the activities along Lake Barkley, get engrossed in the history at Museums of Hopkinsville, and try for a hole-in-one at Christian Way Farm & Mini Golf.

For more things to do, reviews, and tourist information, refer to the Hopkinsville trip planner.

You can drive from Paducah to Hopkinsville in 1.5 hours. Expect a daytime high around 69°F in April, and nighttime lows around 49°F. Finish your sightseeing early on the 20th (Mon) so you can drive to Bowling Green.

Things to do in Hopkinsville

Parks Wildlife Breweries & Distilleries

Side Trips

Cadiz, Golden Pond, Adsmore House & Gardens, Trover Wellness Park, Lake Barkley
Highlights from your plan
Casey Jones Distillery ©
Casey Jones Distillery
Griffin's Studio ©
Griffin's Studio

5
nights
Bowling Green

Bowling Green ©
Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. You'll find plenty of places to visit near Bowling Green: Kentucky Down Under Adventure Zoo (in Horse Cave), Cub Run Cave (in Cub Run) and Mammoth Cave National Park (Nature & Wildlife Tours, Tall Man's Misery, & more). And it doesn't end there: see the interesting displays at National Corvette Museum, take in the dramatic natural features at Lost River Cave, bet on your favorite at NCM Motorsports Park, and Head underground at Diamond Caverns.

To find where to stay, traveler tips, reviews, and tourist information, refer to the Bowling Green planner .

Getting from Hopkinsville to Bowling Green by car takes about 1.5 hours. In April, plan for daily highs up to 71°F, and evening lows to 47°F. Wrap up your sightseeing on the 25th (Sat) to allow time to drive to Owensboro.

Things to do in Bowling Green

Parks Nature Outdoors

Side Trips

Mammoth Cave National Park, Kentucky Down Under Adventure Zoo, Wolf Creek National Fish Hatchery, Cub Run Cave, Diamond Caverns
Highlights from your plan
Mammoth Cave ©
Mammoth Cave
National Corvette Museum ©
National Corvette Museum
Lost River Cave ©
Lost River Cave

4
nights
Owensboro

Owensboro ©
Owensboro is a home rule-class city in and the county seat of Daviess County, Kentucky, United States. Get out of town with these interesting Owensboro side-trips: Bill Monroe's Home Place (in Rosine), Henderson (John James Audubon Museum & Audubon State Park) and Everly Brothers Monument (in Central City). There's much more to do: stroll around Smothers Park, admire the natural beauty at Western Kentucky Botanical Garden, relax in the rural setting at Reid's Orchard, and make a trip to World's Largest Sassafras Tree.

To see more things to do, ratings, and tourist information, read our Owensboro trip site .

You can drive from Bowling Green to Owensboro in 1.5 hours. In April, daytime highs in Owensboro are 68°F, while nighttime lows are 48°F. Cap off your sightseeing on the 29th (Wed) early enough to travel to Louisville.

Things to do in Owensboro

Parks Nature Historic Sites

Side Trips

Henderson, Bill Monroe's Home Place, Everly Brothers Monument
Highlights from your plan
Smothers Park ©
Smothers Park
Yellow Creek Park ©
Yellow Creek Park
Panther Creek Park ©
Panther Creek Park

6
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Get out of town with these interesting Louisville side-trips: Jim Beam American Stillhouse (in Clermont), Limestone Branch Distillery (in Lebanon) and Maker's Mark (in Loretto). There's lots more to do: tour the pleasant surroundings at Louisville Mega Cavern, test your team's savvy at popular escape rooms, examine the collection at Louisville Slugger Museum & Factory, and gain some tasty knowledge on a distillery tour.

Make your Louisville itinerary with Inspirock to find out what to see and where to go.

You can drive from Owensboro to Louisville in 2 hours. Traveling from Owensboro to Louisville, you'll lose 1 hour due to the time zone difference. In April, plan for daily highs up to 69°F, and evening lows to 48°F. Finish your sightseeing early on the 5th (Tue) so you can travel to Covington.

Things to do in Louisville

Breweries & Distilleries Museums Historic Sites

Side Trips

Swope's Cars of Yesteryear Museum, Limestone Branch Distillery, Jim Beam American Stillhouse, Maker's Mark
Highlights from your plan
Louisville Slugger Museum & Factory ©
Distillery Tours
Kentucky Derby Museum ©
Kentucky Derby Museum

4
nights
Covington

Covington
Covington is a city in Kenton County, Kentucky, located at the confluence of the Ohio and Licking Rivers. Get out of town with these interesting Covington side-trips: Maysville (EAT Gallery, The Old Pogue Distillery, & more), EarthJOY Tree Adventures (in Germantown) and Ark Encounter (in Williamstown). And it doesn't end there: examine the collection at Creation Museum, observe the fascinating underwater world at Newport Aquarium, walk around Devou Park, and make a trip to Roebling Murals on the Floodwalls of Covington, KY.

To see traveler tips, where to stay, more things to do, and more tourist information, read our Covington online trip itinerary planner .

You can drive from Louisville to Covington in 2 hours. Traveling from Louisville in May, plan for slightly colder nights in Covington, with lows around 53°F. Wrap up your sightseeing on the 9th (Sat) to allow time to travel to Pikeville.

Things to do in Covington

Museums Parks Breweries & Distilleries

Side Trips

Maysville, Ark Encounter, EarthJOY Tree Adventures, Boone County Distilling Company, XhilaRacing
Highlights from your plan
Ark Encounter
Ark Encounter
Creation Museum
Creation Museum
Newport Aquarium ©
Newport Aquarium

4
nights
Pikeville

Pikeville ©
Pikeville is a city in and the county seat of Pike County, Kentucky, United States. Venture out of the city with trips to Paintsville Lake State Park (in Staffordsville), Cumberland Gap National Historical Park (in Middlesboro) and Middle Creek National Battlefield (in Prestonsburg). The adventure continues: get engrossed in the history at Khribet el-Maqatir & a Journey through Biblical History, sample the fine beverages at Dueling Barrels Brewery & Distillery, stroll around Bob Amos Park, and take in the views from Walking Bridge.

To find other places to visit, photos, ratings, and other tourist information, use the Pikeville trip planner.

Getting from Covington to Pikeville by car takes about 4 hours. In May in Pikeville, expect temperatures between 74°F during the day and 55°F at night. Finish your sightseeing early on the 13th (Wed) to allow enough time to travel to Lexington.

Things to do in Pikeville

Parks Nature Breweries & Distilleries

Side Trips

Whitesburg, Walking Bridge, Paintsville Lake State Park, Middle Creek National Battlefield, Central Park
Highlights from your plan
Cumberland Gap National Historical Park ©
Dueling Barrels Brewery & Distillery ©
Dils Cemetery ©
Dils Cemetery

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.
Get out of town with these interesting Lexington side-trips: The Great American Dollhouse Museum (in Danville), Frankfort (Castle & Key Distillery, Salato Wildlife Education Center, & more) and Claiborne Farm (in Paris). There's lots more to do: try to win big at Keeneland, test your problem-solving skills at popular escape rooms, relax in the rural setting at Old Friends at Dream Chase Farm, and immerse yourself in nature at Kentucky Horse Park.

To see ratings, other places to visit, reviews, and tourist information, use the Lexington journey planning site .

Traveling by car from Pikeville to Lexington takes 3 hours. In May in Lexington, expect temperatures between 76°F during the day and 55°F at night. Finish your sightseeing early on the 19th (Tue) to allow enough time to travel back home.

Things to do in Lexington

Parks Nature Breweries & Distilleries

Side Trips

Frankfort, Versailles, Student Crafts on the Square Gallery, The Great American Dollhouse Museum, Taylor Made Farm
Highlights from your plan
Keeneland ©
Keeneland
Kentucky Horse Park ©
Kentucky Horse Park
Sun Valley Farm ©
Sun Valley Farm

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