28 days in Kentucky Itinerary

28 days in Kentucky Itinerary

Created using Inspirock Kentucky trip planner

Make it your trip
Fly
1
Newport
— 2 nights
Drive
2
Lexington
— 5 nights
Drive
3
Corbin
— 2 nights
Drive
4
Loretto
— 2 nights
Drive
5
Mammoth Cave National Park
— 4 nights
Drive
6
Paducah
— 5 nights
Drive
7
Louisville
— 7 nights
Fly

S M T W T F S
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23

Newport

— 2 nights
Newport is a home rule-class city at the confluence of the Ohio and Licking rivers in Campbell County, Kentucky, in the United States. Step out of Newport to go to Williamstown and see Ark Encounter, which is approximately 48 minutes away. There's much more to do: get engrossed in the history at Creation Museum, get your game on at Newport on the Levee, head outdoors with England idlewild park, and admire nature's wide array of creatures at Newport Aquarium.

To find where to stay, photos, other places to visit, and tourist information, you can read our Newport road trip planning website.

Charlotte to Newport is an approximately 3-hour flight. You can also drive; or take a bus. Traveling from Charlotte in May, expect Newport to be little chillier, temps between 75°F and 53°F. Wrap up your sightseeing on the 26th (Sat) to allow time to drive to Lexington.

Things to do in Newport

Museums · Parks · Outdoors · Zoos & Aquariums

Side Trips

Lexington

— 5 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: Woodford Reserve Distillery (in Versailles), Frankfort (Buffalo Trace Distillery & Switzer Covered Bridge) and Winchester (Red River Gorge Geological Area & Winchester Peddlers Mall). There's lots more to do: try your luck at Keeneland, sample the fine beverages at Bluegrass Distillers, see where the action happens at Rupp Arena, and immerse yourself in nature at Natural Bridge State Resort Park.

To see where to stay, maps, ratings, and other tourist information, read Lexington tour itinerary app.

Drive from Newport to Lexington in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 76°F in May, and nighttime lows around 55°F. Wrap up your sightseeing on the 31st (Thu) to allow time to drive to Corbin.

Things to do in Lexington

Parks · Nature · Museums · Fun & Games

Side Trips

Corbin

— 2 nights
Corbin is a home rule-class city in Whitley and Knox counties in the southeastern portion of the U.S. state of Kentucky. Start off your visit on the 1st (Fri): do a tasting at Cedar Creek Vineyards, don't miss a visit to 27 Twin Drive-In Theatre, and then take in the dramatic scenery at Cumberland Falls State Resort Park. On the next day, explore the wealth of natural beauty at Cumberland Gap National Historical Park and then stroll around Sanders Park.

Start your trip to Corbin by creating a personalized itinerary on Inspirock.

Traveling by car from Lexington to Corbin takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In May, plan for daily highs up to 76°F, and evening lows to 54°F. Finish your sightseeing early on the 2nd (Sat) so you can travel to Loretto.

Things to do in Corbin

Parks · Nature · Wineries

Side Trips

Loretto

— 2 nights
Loretto is a home rule-class city in Marion County, Kentucky, United States. Start off your visit on the 3rd (Sun): view the masterpieces at Bardstown Art Gallery, pause for some serene contemplation at Basilica of St Joseph Proto-Cathedral, then steep yourself in history at Spalding Hall, and finally learn about winemaking at McIntyre's Winery & Berries. Here are some ideas for day two: steep yourself in history at Abraham Lincoln Birthplace National Historical Park, examine the collection at Swope's Cars of Yesteryear Museum, then appreciate the history behind Shaq & Coco, and finally brush up on your knowledge of spirits at Maker's Mark.

To see traveler tips, more things to do, photos, and tourist information, read Loretto vacation tool.

You can drive from Corbin to Loretto in 2.5 hours. In June, plan for daily highs up to 83°F, and evening lows to 61°F. Wrap up your sightseeing on the 4th (Mon) to allow time to drive to Mammoth Cave National Park.

Things to do in Loretto

Historic Sites · Museums · Breweries & Distilleries · Wineries

Side Trips

Mammoth Cave National Park

— 4 nights
Mammoth Caves National Park is the longest cave system in the world so far discovered.
Explore Mammoth Cave National Park's surroundings by going to Smothers Park (in Owensboro) and Bowling Green (Lost River Cave & National Corvette Museum). There's much more to do: Head underground at Mammoth Cave, get a dose of the wild on a nature and wildlife tour, hike along Tall Man's Misery, and tour the pleasant surroundings at Cedar Sink Trail.

To see traveler tips, photos, other places to visit, and tourist information, read Mammoth Cave National Park online vacation maker.

Getting from Loretto to Mammoth Cave National Park by car takes about 1.5 hours. Traveling from Loretto to Mammoth Cave National Park, you'll gain 1 hour due to the time zone difference. In June, plan for daily highs up to 84°F, and evening lows to 64°F. Cap off your sightseeing on the 8th (Fri) early enough to go by car to Paducah.

Things to do in Mammoth Cave National Park

Parks · Outdoors · Nature · Trails

Side Trips

Paducah

— 5 nights
Paducah is a home rule-class city in and the county seat of McCracken County, Kentucky, United States. Venture out of the city with trips to Columbus-Belmont State Park (in Columbus), Land Between the Lakes NRA, Golden Pond Visitor Center & Planetarium (in Golden Pond) and Hopkinsville (Tie Breaker Family Aquatic Center & Griffin's Studio). There's lots more to do: admire the masterpieces at The National Quilt Museum, make a trip to Floodwall Murals, sample the fine beverages at The Moonshine Company, and pause for some serene contemplation at St. Francis de Sales Catholic Church.

For ratings, reviews, maps, and tourist information, you can read our Paducah trip planner.

You can drive from Mammoth Cave National Park to Paducah in 3 hours. Another option is to do a combination of taxi and bus. In June in Paducah, expect temperatures between 87°F during the day and 67°F at night. Finish your sightseeing early on the 13th (Wed) so you can drive to Louisville.

Things to do in Paducah

Parks · Nature · Museums · Theme Parks

Side Trips

Louisville

— 7 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Take a break from Louisville with a short trip to Civil War Fort Duffield in West Point, about 36 minutes away. There's lots more to do: try to win big at Churchill Downs, examine the collection at Kentucky Derby Museum, take in the views from The Big Four Bridge, and brush up on your knowledge of spirits at Angel's Envy Distillery.

For other places to visit, where to stay, reviews, and other tourist information, read our Louisville trip itinerary maker tool.

Drive from Paducah to Louisville in 4 hours. Alternatively, you can fly; or take a bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. Expect a daytime high around 86°F in June, and nighttime lows around 67°F. Wrap up your sightseeing on the 20th (Wed) to allow time to fly back home.

Things to do in Louisville

Parks · Museums · Historic Sites · Breweries & Distilleries

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.