60 days in Kentucky Itinerary

60 days in Kentucky Itinerary

Created using Inspirock Kentucky route planner

Make it your trip
Fly to Cincinnati Northern Kentucky International Airport, Drive to Covington
1
Covington
— 6 nights
Drive
2
Lexington
— 13 nights
Drive
3
Mammoth Cave National Park
— 5 nights
Drive
4
Hopkinsville
— 6 nights
Drive
5
Paducah
— 7 nights
Drive
6
Owensboro
— 6 nights
Drive
7
Louisville
— 16 nights
Fly

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Covington

— 6 nights
Covington is a city in Kenton County, Kentucky, located at the confluence of the Ohio and Licking Rivers. Change things up with these side-trips from Covington: Big Bone Lick State Historic Site (in Union) and Maysville (Kentucky Gateway Museum Center & EAT Gallery). And it doesn't end there: examine the collection at Creation Museum, walk around Devou Park, observe the fascinating underwater world at Newport Aquarium, and sample the fine beverages at Boone County Distilling Co..

For where to stay, traveler tips, photos, and tourist information, you can read our Covington trip itinerary planning tool.

Sao Paulo, Brazil to Covington is an approximately 17.5-hour combination of flight and car. Traveling from Sao Paulo to Covington, you'll gain 2 hours due to the time zone difference. Plan for somewhat warmer temperatures traveling from Sao Paulo in August, with highs in Covington at 34°C and lows at 20°C. Finish your sightseeing early on the 21st (Sun) to allow enough time to travel to Lexington.

Things to do in Covington

Parks · Museums · Breweries & Distilleries · Nature

Side Trips

Lexington

— 13 nights

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.
Get out of town with these interesting Lexington side-trips: Frankfort (Castle & Key Distillery, Buffalo Trace Distillery, &more), Versailles (Woodford Reserve Distillery & Sun Valley Farm) and Ark Encounter (in Williamstown). There's lots more to do: admire the majestic nature at Kentucky Horse Park, make a trip to Mary Todd Lincoln House, examine the collection at The Great American Dollhouse Museum, and walk around Natural Bridge State Resort Park.

To find more things to do, reviews, other places to visit, and tourist information, use the Lexington trip itinerary planner.

Drive from Covington to Lexington in 1.5 hours. In August in Lexington, expect temperatures between 34°C during the day and 21°C at night. Finish your sightseeing early on the 3rd (Sat) to allow enough time to drive to Mammoth Cave National Park.

Things to do in Lexington

Breweries & Distilleries · Parks · Museums · Historic Sites

Side Trips

Mammoth Cave National Park

— 5 nights
Mammoth Caves National Park is the longest cave system in the world so far discovered.
Your day by day itinerary now includes Grand Avenue Tour as well as Wild Cave Tour. The adventure continues: Head underground at Mammoth Cave, explore the activities along Dog Creek Recreation Area, trek along Tall Man's Misery, and stroll through Fat Man's Misery.

To find more things to do, other places to visit, traveler tips, and more tourist information, refer to the Mammoth Cave National Park day trip planning site.

Drive from Lexington to Mammoth Cave National Park in 2.5 hours. Alternatively, you can 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 32°C in September, and nighttime lows around 17°C. Finish up your sightseeing early on the 8th (Thu) so you can travel to Hopkinsville.

Things to do in Mammoth Cave National Park

Parks · Nature · Outdoors · Trails

Side Trips

Hopkinsville

— 6 nights
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), Lake Barkley Marina (in Cadiz) and Golden Pond (The Elk and Bison Prairie & Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium). The adventure continues: sample the fine beverages at Casey Jones Distillery, contemplate the long history of Trail of Tears Commemorative Park and Heritage Center, look for gifts at Griffin's Studio, and let little ones run wild at Christian Way Farm & Mini Golf.

To find more things to do, photos, and more tourist information, read Hopkinsville tour itinerary builder site.

You can drive from Mammoth Cave National Park to Hopkinsville in 2 hours. In September, daily temperatures in Hopkinsville can reach 32°C, while at night they dip to 19°C. Finish your sightseeing early on the 14th (Wed) to allow enough time to drive to Paducah.

Things to do in Hopkinsville

Parks · Wildlife · Breweries & Distilleries · Fun & Games

Side Trips

Paducah

— 7 nights
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: Kentucky Lake (in Gilbertsville), Venture River Water Park (in Eddyville) and Ben E. Clement Mineral Museum (in Marion). There's lots more to do: make a trip to Floodwall Murals, take in the architecture and atmosphere at St. Francis de Sales Catholic Church, walk around Mike Miller County Park, and take in the waterfront at Paducah Riverwalk.

To see where to stay, photos, reviews, and more tourist information, read our Paducah trip planner.

Getting from Hopkinsville to Paducah by car takes about 1.5 hours. September in Paducah sees daily highs of 34°C and lows of 18°C at night. Cap off your sightseeing on the 21st (Wed) early enough to travel to Owensboro.

Things to do in Paducah

Museums · Parks · Historic Sites · Theme Parks

Side Trips

Owensboro

— 6 nights
Owensboro is a home rule-class city in and the county seat of Daviess County, Kentucky, United States. Explore Owensboro's surroundings by going to Bowling Green (NCM Motorsports Park, National Corvette Museum, &more) and Everly Brothers Monument (in Central City). The adventure continues: walk around Smothers Park and brush up on your knowledge of spirits at O.Z. Tyler Distillery.

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

Drive from Paducah to Owensboro in 2.5 hours. In September, plan for daily highs up to 32°C, and evening lows to 19°C. Cap off your sightseeing on the 27th (Tue) early enough to travel to Louisville.

Things to do in Owensboro

Parks · Nature · Breweries & Distilleries · Museums

Side Trips

Louisville

— 16 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Explore Louisville's surroundings by going to American Saddlebred Horse Farm Tours (in Shelbyville), Limestone Branch Distillery (in Lebanon) and Maker's Mark (in Loretto). Next up on the itinerary: examine the collection at Louisville Slugger Museum & Factory, snap pictures at The Big Four Bridge, brush up on your knowledge of spirits at Kentucky Peerless Distilling Co, and Head underground at Louisville Mega Cavern.

To find where to stay, more things to do, traveler tips, and more tourist information, you can read our Louisville trip itinerary planner.

Getting from Owensboro to Louisville by car takes about 2 hours. Traveling from Owensboro to Louisville, you'll lose 1 hour due to the time zone difference. September in Louisville sees daily highs of 32°C and lows of 19°C at night. Finish your sightseeing early on the 13th (Thu) to allow enough time to fly back home.

Things to do in Louisville

Breweries & Distilleries · Parks · Museums · Tours

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.