10 days in Kentucky Itinerary

10 days in Kentucky Itinerary

Created using Inspirock Kentucky trip planner

This plan was created by another user. Make it your plan

Route & dates

10 days in Kentucky Itinerary

Start: New York City
+2
Drive + Fly + Drive:  6​h 15​min
1
Cadiz
— Few hours
Drive:  2​h 15​min
2
Mammoth Cave National Park
— 3 nights
Drive:  1​h 45​min
3
Louisville
— 3 nights
Drive:  3​h 30​min
4
Middlesboro
— 1 night
Drive:  2​h 30​min
5
Georgetown
— 2 nights
+2
Drive + Fly + Drive:  4​h 45​min
End: New York City

few
hours
Cadiz

Cadiz ©
Cadiz is a home rule-class city in and the county seat of Trigg County, Kentucky, United States. To see other places to visit, ratings, traveler tips, and tourist information, use the Cadiz driving holiday tool .

New York City to Cadiz is an approximately 6.5-hour flight. You can also drive. You'll gain 1 hour traveling from New York City to Cadiz due to the time zone difference. Traveling from New York City in September, plan for slightly colder nights in Cadiz, with lows around 61°F. Cap off your sightseeing on the 24th (Mon) early enough to travel to Mammoth Cave National Park.

Things to do in Cadiz

Wildlife Parks

Side Trip

Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium
Highlights from your plan

3
nights
Mammoth Cave National Park

Mammoth Cave National Park ©
Mammoth Caves National Park is the longest cave system in the world so far discovered.
Visiting Mammoth Cave National Park and Cub Run Cave will get you outdoors. You'll explore and learn at Hidden River Cave and American Cave Museum and National Corvette Museum. Venture out of the city with trips to Bowling Green (Historic RailPark and Train Museum & Chaney's Dairy Barn). There's lots more to do: examine the collection at Dinosaur World, Head underground at Diamond Caverns, and hike along Fat Man's Misery.

To see more things to do, maps, photos, and tourist information, you can read our Mammoth Cave National Park road trip tool .

Traveling by car from Cadiz to Mammoth Cave National Park takes 2.5 hours. Expect a daytime high around 81°F in September, and nighttime lows around 59°F. Cap off your sightseeing on the 27th (Thu) early enough to go by car to Louisville.

Things to do in Mammoth Cave National Park

Parks Nature Museums

Side Trips

Bowling Green, Cave City, Cub Run Cave, Hidden River Cave and American Cave Museum, Diamond Caverns
Highlights from your plan
Mammoth Cave ©
Mammoth Cave
Fat Man's Misery ©
Fat Man's Misery
Diamond Caverns ©
Diamond Caverns

3
nights
Louisville

Louisville ©
Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Discover out-of-the-way places like The Abbey of Gethsemani and Conrad-Caldwell House Museum (Conrad's Castle). Louisville Mega Cavern and My Old Kentucky Home will appeal to history buffs. Step out of Louisville with an excursion to Swope's Cars of Yesteryear Museum in Elizabethtown--about 56 minutes away. The adventure continues: steep yourself in history at Locust Grove, take a stroll through Old Louisville, explore the world behind art at 21c Museum Hotel, and try your luck at Churchill Downs.

To find reviews, maps, more things to do, and tourist information, you can read our Louisville trip planning app .

Traveling by car from Mammoth Cave National Park to Louisville takes 2 hours. Alternatively, you can do a combination of taxi and bus. Due to the time zone difference, you'll lose 1 hour traveling from Mammoth Cave National Park to Louisville. In September in Louisville, expect temperatures between 82°F during the day and 61°F at night. Finish your sightseeing early on the 30th (Sun) to allow enough time to travel to Middlesboro.

Things to do in Louisville

Historic Sites Museums Outdoors

Side Trips

Swope's Cars of Yesteryear Museum, My Old Kentucky Home, The Abbey of Gethsemani
Highlights from your plan
Historic Locust Grove ©
Historic Locust Grove
Swope's Cars of Yesteryear Museum ©
Swope's Cars of Yesteryear Museum

1
night
Middlesboro

Middlesboro ©
Middlesboro is a home rule-class city in Bell County, Kentucky, United States. On the 1st (Mon), explore the wealth of natural beauty at Cumberland Gap National Historical Park.

To find traveler tips, reviews, more things to do, and tourist information, you can read our Middlesboro trip itinerary maker site .

Getting from Louisville to Middlesboro by car takes about 3.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Louisville to Middlesboro. In September, plan for daily highs up to 80°F, and evening lows to 58°F. Finish up your sightseeing early on the 1st (Mon) so you can travel to Georgetown.

Things to do in Middlesboro

Nature Parks
Highlights from your plan

2
nights
Georgetown

Georgetown ©
Georgetown is a home rule-class city in Scott County, Kentucky, in the United States. On the 2nd (Tue), experience rural life at Claiborne Farm, then steep yourself in history at Ashland: The Henry Clay Estate, then stroll the grounds of Lexington Cemetery, and finally experience rural life at Old Friends at Dream Chase Farm. Keep things going the next day: explore the galleries of Kentucky Horse Park and then contemplate the long history of Old Fort Harrod State Park.

To find where to stay, ratings, other places to visit, and other tourist information, read our Georgetown online trip planner .

Traveling by car from Middlesboro to Georgetown takes 2.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Middlesboro to Georgetown. In October, plan for daily highs up to 70°F, and evening lows to 49°F. Finish your sightseeing early on the 3rd (Wed) so you can travel back home.

Things to do in Georgetown

Parks Museums Historic Sites

Side Trips

Lexington, Old Fort Harrod State Park, Claiborne Farm
Highlights from your plan
Ashland: The Henry Clay Estate ©
Ashland: The Henry Clay Estate
Old Fort Harrod State Park ©
Old Fort Harrod State Park
Lexington Cemetery ©
Lexington Cemetery

Similar Plans

21 days in Kentucky BY A USER FROM EGYPT December, culture, relaxing, beaches, museums, shopping, wildlife, popular sights PREFERENCES: December, culture, relaxing, beaches, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 30 days in Kentucky BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 11 days in Kentucky BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Kentucky BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, romantic, historic sites, wildlife, popular sights PREFERENCES: November, culture, outdoors, relaxing, romantic, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Kentucky BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, historic sites, shopping, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, romantic, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 4 days in Kentucky BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 32 days in United States BY A USER FROM UNITED STATES February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, hidden gems PREFERENCES: February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 30 days in United States BY A USER FROM UNITED STATES February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, hidden gems PREFERENCES: February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 8 days in Kentucky BY A USER FROM UNITED STATES December, culture, historic sites, museums, popular sights PREFERENCES: December, culture, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 2 days in Kentucky BY A USER FROM UNITED STATES August, relaxing, historic sites, shopping, wildlife, slow & easy, popular sights PREFERENCES: August, relaxing, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 3 days in Kentucky BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 3 days in Kentucky BY A USER FROM UNITED STATES September, relaxing, romantic, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: September, relaxing, romantic, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced
View more plans