14 days in Kentucky & North Carolina Itinerary

14 days in Kentucky & North Carolina Itinerary

Created using Inspirock United States tour itinerary planner

Make it your trip
Drive
1
Lexington
— 3 nights
Drive
2
Highlands
— 2 nights
Drive
3
Kure Beach
— 1 night
Drive
4
Asheville
— 3 nights
Drive
5
Louisville
— 3 nights
Drive

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Lexington

— 3 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.
Take a break from the city and head to Unique Horse Farm Tours and Raven Run Nature Sanctuary. Eschew the tourist crowds and head to Lexington Cemetery and St. Paul Catholic Church. Explore the numerous day-trip ideas around Lexington: Frankfort (Daniel Boone's Grave & Kentucky Vietnam Veterans Memorial). There's much more to do: get to know the fascinating history of Waveland State Historic Site, do a tasting at Equus Run Vineyard & Winery, and indulge your thirst for a good beer at Lexington Brewing & Distilling Co..

For where to stay, more things to do, photos, and other tourist information, you can read our Lexington road trip planner.

Saint Louis to Lexington is an approximately 5.5-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Saint Louis to Lexington is 1 hour. In November in Lexington, expect temperatures between 56°F during the day and 36°F at night. Wrap up your sightseeing on the 18th (Wed) early enough to drive to Highlands.

Things to do in Lexington

Historic Sites · Wildlife · Parks · Tours

Side Trips

Highlands

— 2 nights
Highlands is an incorporated town in Macon County in the U.S. Kick off your visit on the 19th (Thu): contemplate the long history of Sky Valley Overlook, then tour the pleasant surroundings at Angel Falls Trail, and then learn about winemaking at Noble Wine Cellar. Keep things going the next day: take in the dramatic scenery at Glen Falls, admire the sheer force of Bust Your Butt Falls, and then take in the dramatic scenery at Bridal Veil Falls.

To see ratings, reviews, maps, and other tourist information, read our Highlands road trip site.

Drive from Lexington to Highlands in 6 hours. Alternatively, you can drive; or fly; or do a combination of bus, subway, and taxi. In November in Highlands, expect temperatures between 60°F during the day and 32°F at night. Finish your sightseeing early on the 20th (Fri) to allow enough time to travel to Kure Beach.

Things to do in Highlands

Nature · Parks · Trails · Outdoors

Side Trips

Kure Beach

— 1 night
Kure Beach is a town in New Hanover County, North Carolina about 15 miles south of Wilmington. On the 21st (Sat), enjoy the sand and surf at Carolina Beach, brush up on your military savvy at Fort Fisher State Historic Site, and then steep yourself in history at Fort Fisher State Recreation Area. Get ready for a full day of sightseeing on the next day: head outdoors with Coquina Outcrop and then get engrossed in the history at Brunswick Town and Fort Anderson State Historic Site.

Ask Inspirock to suggest an itinerary and make planning a trip to Kure Beach fast, fun, and easy.

You can fly from Highlands to Kure Beach in 6.5 hours. Other options are to drive; or do a combination of car, bus, and taxi. Traveling from Highlands in November, plan for somewhat warmer nights in Kure Beach, with lows around 45°F. Wrap up your sightseeing on the 22nd (Sun) early enough to travel to Asheville.

Things to do in Kure Beach

Historic Sites · Outdoors · Museums · Parks

Side Trips

Asheville

— 3 nights

Land of the Sky

Asheville nestles between two major mountain ranges in the scenic western section of North Carolina.
Kick off your visit on the 23rd (Mon): surround yourself with nature on Tumblestone Tours and Transportation, then stroll the grounds of Riverside Cemetery, and then stop by Asheville Bee Charmer. On the 24th (Tue), you'll have a packed day of sightseeing: get a new perspective on things with Boat Tours & Water Sports and then take in the exciting artwork at Grovewood Village.

To find reviews, traveler tips, maps, and tourist information, refer to the Asheville online trip itinerary builder.

Fly from Kure Beach to Asheville in 5.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Traveling from Kure Beach in November, expect Asheville to be little chillier, temps between 59°F and 36°F. On the 25th (Wed), wrap the sightseeing up by early afternoon so you can drive to Louisville.

Things to do in Asheville

Wildlife · Tours · Outdoors · Historic Sites

Side Trip

Louisville

— 3 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Take a break from the city and head to Louisville Mega Cavern and Bernheim Arboretum & Forest. Your inner history buff will appreciate Conrad-Caldwell House Museum (Conrad's Castle) and Churchill Downs. There's much more to do: steep yourself in history at Louisville Water Tower Park (Call for Appointment), sample the fine beverages at Kentucky Peerless Distilling Co, explore the world behind art at 21c Museum Hotel, and browse the exhibits of Historic Locust Grove.

For reviews, photos, ratings, and other tourist information, refer to the Louisville trip itinerary builder site.

Traveling by car from Asheville to Louisville takes 6.5 hours. Alternatively, you can drive; or fly; or do a combination of bus, taxi, and subway. November in Louisville sees daily highs of 57°F and lows of 37°F at night. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive back home.

Things to do in Louisville

Historic Sites · Parks · Museums · Nature

Side Trip

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.

North Carolina travel guide

4.4
Historic Sites · Specialty Museums · Zipline
The Tar Heel State
A top destination for a holiday in nature, North Carolina provides a seemingly endless variety of outdoor activities, including hiking, mountain climbing, and skiing. While the state's rural regions offer a taste of traditional Appalachian music and culture, its increasingly diverse big cities feature modern skyscrapers, renowned museums, and historical neighborhoods perfect for sightseeing tours. The coastal region, famous for its year-round temperate climate, attracts millions of annual visitors, making North Carolina the sixth most-visited state in the country. Though it's hard to find a quiet time of year in coastal North Carolina, the state's inland areas retain many secluded corners where you can experience the laid-back Old South atmosphere.