10 days in Kentucky Itinerary

10 days in Kentucky Itinerary

Created using Inspirock Kentucky planner

Make it your trip
Fly
1
Lexington
— 1 night
Drive
2
Slade
— 1 night
Drive
3
Pikeville
— 1 night
Drive
4
Bowling Green
— 2 nights
Drive
5
Grand Rivers
— 1 night
Drive
6
Louisville
— 2 nights
Drive
7
Frankfort
— 1 night
Fly

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Lexington

— 1 night

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.
Start off your visit on the 22nd (Sat): steep yourself in history at Mary Todd Lincoln House and then sample the fine beverages at James E. Pepper Distillery. Get ready for a full day of sightseeing on the next day: hike along Legacy Trail, then explore the galleries of Ashland: The Henry Clay Estate, and then see the interesting displays at Aviation Museum of Kentucky.

For more things to do, other places to visit, reviews, and more tourist information, read Lexington trip planning app.

Philadelphia to Lexington is an approximately 4-hour flight. You can also drive; or take a bus. In May, plan for daily highs up to 76°F, and evening lows to 55°F. Cap off your sightseeing on the 23rd (Sun) early enough to go by car to Slade.

Things to do in Lexington

Museums · Parks · Historic Sites · Trails

Slade

— 1 night
Start off your visit on the 24th (Mon): appreciate the history behind Fitchburg Furnace, head outdoors with Kentucky Rock & Adventure Guides, then tour the pleasant surroundings at Nada Tunnel, and finally immerse yourself in nature at Natural Bridge State Resort Park.

To find where to stay, photos, ratings, and tourist information, read Slade day trip website.

Drive from Lexington to Slade in an hour. Expect a daytime high around 74°F in May, and nighttime lows around 54°F. Wrap up your sightseeing on the 24th (Mon) to allow time to drive to Pikeville.

Things to do in Slade

Parks · Historic Sites · Outdoors · Nature

Side Trips

Pikeville

— 1 night
Pikeville is a city in and the county seat of Pike County, Kentucky, United States. On the 25th (Tue), examine the collection at Khribet el-Maqatir & a Journey through Biblical History, then brush up on your knowledge of spirits at Dueling Barrels Brewery & Distillery, then make a trip to Hatfield and McCoy Historic Sites, and finally explore the different monuments and memorials at Dils Cemetery.

For traveler tips, photos, more things to do, and tourist information, you can read our Pikeville trip itinerary website.

Traveling by car from Slade to Pikeville takes 2 hours. In May, plan for daily highs up to 74°F, and evening lows to 55°F. Finish your sightseeing early on the 25th (Tue) to allow enough time to travel to Bowling Green.

Things to do in Pikeville

Breweries & Distilleries · Museums · Historic Sites

Bowling Green

— 2 nights
Bowling Green is a home rule-class city in and the county seat of Warren County, Kentucky, United States. Kick off your visit on the 26th (Wed): get engrossed in the history at Aviation Heritage Park, examine the collection at Dinosaur World, then Head underground at Onyx Cave, and finally get a dose of the wild on a nature and wildlife tour. Get ready for a full day of sightseeing on the next day: trek along Cedar Sink Trail, then Head underground at Mammoth Cave, and then hike along Fat Man's Misery.

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

Drive from Pikeville to Bowling Green in 5 hours. Alternatively, you can do a combination of car and flight. You'll gain 1 hour traveling from Pikeville 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. Wrap up your sightseeing on the 27th (Thu) early enough to travel to Grand Rivers.

Things to do in Bowling Green

Parks · Outdoors · Trails · Museums

Side Trips

Grand Rivers

— 1 night
Grand Rivers is a home rule-class city in Livingston County, Kentucky, in the United States. On the 28th (Fri), stroll through Woodlands Nature Station, then admire the natural beauty at Apple Valley Hillbilly Garden and Toyland, and then explore the activities along Kentucky Lake.

To see traveler tips, more things to do, ratings, and tourist information, refer to the Grand Rivers trip planner.

You can drive from Bowling Green to Grand Rivers in 2 hours. In May, daytime highs in Grand Rivers are 75°F, while nighttime lows are 56°F. Cap off your sightseeing on the 28th (Fri) early enough to travel to Louisville.

Things to do in Grand Rivers

Parks · Historic Sites · Nature · Wildlife

Side Trips

Louisville

— 2 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
On the 29th (Sat), explore the galleries of Historic Locust Grove, then examine the collection at Frazier History Museum, then see the interesting displays at Conrad-Caldwell House Museum (Conrad's Castle), and finally sample the fine beverages at Jim Beam Urban Stillhouse. Get ready for a full day of sightseeing on the next day: stop by Frankfort Ave, then brush up on your knowledge of spirits at Kentucky Artisan Distillery, then explore the different monuments and memorials at Cave Hill Cemetery, and finally sample the fine beverages at Copper & Kings American Brandy Distillery.

To see more things to do, where to stay, traveler tips, and tourist information, read our Louisville trip planning tool.

Traveling by car from Grand Rivers to Louisville takes 3 hours. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Expect a daytime high around 77°F in May, and nighttime lows around 58°F. Finish your sightseeing early on the 30th (Sun) to allow enough time to drive to Frankfort.

Things to do in Louisville

Historic Sites · Museums · Breweries & Distilleries · Neighborhoods

Side Trip

Frankfort

— 1 night
Frankfort is the capital city of the Commonwealth of Kentucky and the seat of Franklin County. Start off your visit on the 31st (Mon): experience rural life at Coolmore America - Ashford Stud, learn about winemaking at Equus Run Vineyard & Winery, brush up on your knowledge of spirits at Three Boys Farm Distillery, then tour the pleasant surroundings at Salato Wildlife Education Center, and finally don't miss a visit to Floral Clock.

To find more things to do, maps, traveler tips, and more tourist information, you can read our Frankfort holiday planning website.

Traveling by car from Louisville to Frankfort takes an hour. Alternatively, you can take a bus. May in Frankfort sees daily highs of 76°F and lows of 54°F at night. Cap off your sightseeing on the 31st (Mon) early enough to catch the flight back home.

Things to do in Frankfort

Wildlife · Parks · Breweries & Distilleries · Wineries

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.