60 days in Kentucky, Virginia & North Carolina Itinerary

Created using Inspirock United States itinerary planner
Make it your trip
Fly
1
Louisville
— 5 nights
Drive
2
Lexington
— 6 nights
Fly
3
Arlington
— 5 nights
Fly
4
Charlottesville
— 5 nights
Drive
5
Williamsburg
— 5 nights
Drive
6
Virginia Beach
— 5 nights
Drive
7
Chincoteague Island
— 3 nights
Drive
8
Corolla
— 3 nights
Drive
9
Wilmington
— 5 nights
Drive
10
Raleigh
— 6 nights
Drive
11
Abingdon
— 5 nights
Drive
12
Asheville
— 6 nights
Fly

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Louisville — 5 nights

Derby City

Explore the numerous day-trip ideas around Louisville: Mammoth Cave National Park (Mammoth Cave, Cedar Sink Trail, &more), National Corvette Museum (in Bowling Green) and Elizabethtown (Brown-Pusey House & Swope's Cars of Yesteryear Museum). There's lots more to do: Head underground at Louisville Mega Cavern, gain some tasty knowledge on a distillery tour, sample the fine beverages at Maker's Mark, and see the interesting displays at Kentucky Derby Museum.

For traveler tips, more things to do, ratings, and other tourist information, read our Louisville trip itinerary planner.

Atlanta to Louisville is an approximately 3-hour flight. You can also drive; or take a bus. In May, daily temperatures in Louisville can reach 77°F, while at night they dip to 58°F. Finish your sightseeing early on the 5th (Mon) to allow enough time to drive to Lexington.
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Parks · Breweries & Distilleries · Museums · Tours
Side Trips
Find places to stay May 31 — Jun 5:

Lexington — 6 nights

Horse Capital of the World

Get out of town with these interesting Lexington side-trips: The Great American Dollhouse Museum (in Danville), Frankfort (Castle & Key Distillery, Salato Wildlife Education Center, &more) and Claiborne Farm (in Paris). Next up on the itinerary: experience rural life at Mill Ridge Farm, brush up on your knowledge of spirits at James E. Pepper Distillery, surround yourself with nature on a nature and wildlife tour, and indulge your thirst for a good beer at West Sixth Brewing.

To find where to stay, reviews, photos, and other tourist information, read Lexington journey planner.

Drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. In June, daily temperatures in Lexington can reach 84°F, while at night they dip to 64°F. Finish your sightseeing early on the 11th (Sun) so you can fly to Arlington.
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Breweries & Distilleries · Parks · Wildlife · Museums
Side Trips
Find places to stay Jun 5 — 11:

Arlington — 5 nights

National History, Local Flavor

You'll find plenty of places to visit near Arlington: Gari Melchers Home and Studio (in Falmouth), National Museum of the Marine Corps (in Triangle) and George Washington's Mount Vernon (in Mount Vernon). The adventure continues: get to know the fascinating history of The Tomb of the Unknown Soldier, appreciate the history behind U.S. Marine Corps War Memorial, wander the wide-open spaces of Rocking S Ranch, and explore the different monuments and memorials at Arlington National Cemetery.

To find ratings, reviews, maps, and other tourist information, you can read our Arlington online tour planner.

You can fly from Lexington to Arlington in 3.5 hours. Other options are to drive; or take a bus. In June in Arlington, expect temperatures between 86°F during the day and 69°F at night. Wrap up your sightseeing on the 16th (Fri) early enough to fly to Charlottesville.
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Historic Sites · Museums · Parks · Trails
Side Trips
Find places to stay Jun 11 — 16:

Charlottesville — 5 nights

Hoo-Ville

Change things up with these side-trips from Charlottesville: James Madison's Montpelier (in Montpelier Station), Shenandoah National Park (Old Rag Mountain Hike, Hawksbill Mountain, &more) and Luray (River Hill Wine & Spirits, Luray Caverns, &more). There's lots more to do: admire the natural beauty at Monticello, don't miss a visit to The Cheese Shop, appreciate the history behind National D-Day Memorial, and learn about all things military at Bedford Boys Tribute Center.

Take the guesswork out of planning a Charlottesville vacation by using our trip itinerary maker.

Getting from Arlington to Charlottesville by flight takes about 2.5 hours. Other options: drive; or do a combination of subway and train. Plan for a bit cooler nights when traveling from Arlington in June since evenings lows in Charlottesville dip to 64°F. Cap off your sightseeing on the 21st (Wed) early enough to go by car to Williamsburg.
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Parks · Historic Sites · Nature · Outdoors
Side Trips
Find places to stay Jun 16 — 21:

Williamsburg — 5 nights

Colonial Capital

Explore Williamsburg's surroundings by going to The Mariners' Museum and Park (in Newport News) and Smithfield (Windsor Castle Park & St. Luke's Historic Church & Museum). There's still lots to do: steep yourself in history at Colonial Williamsburg, get engrossed in the history at Historic Jamestowne, step aboard Jamestown Settlement, and pause for some serene contemplation at Saint Bede Catholic Church.

For reviews, maps, more things to do, and more tourist information, you can read our Williamsburg trip planner.

Drive from Charlottesville to Williamsburg in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In June, daytime highs in Williamsburg are 87°F, while nighttime lows are 68°F. Finish your sightseeing early on the 26th (Mon) to allow enough time to drive to Virginia Beach.
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Historic Sites · Museums · Parks · Outdoors
Side Trips
Find places to stay Jun 21 — 26:

Virginia Beach — 5 nights

The Resort City

Explore Virginia Beach's surroundings by going to Nags Head (Jockey's Ridge State Park & Bodie Island Lighthouse), Riddick's Folly House Museum (in Suffolk) and Wright Brothers National Memorial (in Kill Devil Hills). The adventure continues: take a leisurely stroll along Virginia Beach Boardwalk, visit a coastal fixture at Cape Henry Lighthouse, kick back and relax at Virginia Beach, and step aboard Battleship Wisconsin at Nauticus.

For other places to visit, reviews, and tourist information, read Virginia Beach vacation maker site.

Traveling by car from Williamsburg to Virginia Beach takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In June, plan for daily highs up to 85°F, and evening lows to 69°F. Cap off your sightseeing on the 1st (Sat) early enough to go by car to Chincoteague Island.
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Historic Sites · Museums · Parks · Beaches
Side Trips
Find places to stay Jun 26 — Jul 1:

Chincoteague Island — 3 nights

Spend the 3rd (Mon) exploring nature at Chincoteague National Wildlife Refuge. The adventure continues: surround yourself with nature on a nature and wildlife tour, have fun at Chincoteague Veteran's Memorial Park, don't miss a visit to Chincoteague Cultural Alliance, and appreciate the history behind Chincoteague Island Waterman's Memorial.

To find traveler tips, ratings, where to stay, and tourist information, go to the Chincoteague Island road trip site.

You can drive from Virginia Beach to Chincoteague Island in 2.5 hours. Alternatively, you can take a bus; or take a bus. In July, daytime highs in Chincoteague Island are 86°F, while nighttime lows are 72°F. Wrap up your sightseeing on the 4th (Tue) to allow time to drive to Corolla.
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Parks · Wildlife · Nature · Outdoors
Side Trip
Find places to stay Jul 1 — 4:

Corolla — 3 nights

Corolla is known for wildlife, historic sites, and adventure. Your trip includes some of its best attractions: see Off-Road Tours, glide through the air with a parasailing or paragliding tour, contemplate the long history of Whalehead Club, and identify plant and animal life at Wildlife Areas.

To find reviews, photos, traveler tips, and other tourist information, use the Corolla trip planning app.

Traveling by car from Chincoteague Island to Corolla takes 4.5 hours. Alternatively, you can do a combination of bus and car; or do a combination of taxi, bus, flight, and car. In July, daily temperatures in Corolla can reach 88°F, while at night they dip to 72°F. Finish up your sightseeing early on the 7th (Fri) so you can go by car to Wilmington.
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Outdoors · Tours · Parks · Wildlife
Side Trip
Find places to stay Jul 4 — 7:

Wilmington — 5 nights

Explore the numerous day-trip ideas around Wilmington: Southport (Stand-Up Paddleboarding, Trinity United Methodist Church, &more), Sacred Willow Spa (in Calabash) and Sunset Beach Waterfront Park (in Sunset Beach). There's lots more to do: test your team's savvy at popular escape rooms, brush up on your knowledge of spirits at Walton's Distillery, steep yourself in history at Airlie Gardens, and step aboard Battleship North Carolina.

For maps, where to stay, reviews, and more tourist information, you can read our Wilmington trip website.

You can drive from Corolla to Wilmington in 5.5 hours. Alternatively, you can do a combination of car and flight; or do a combination of car and bus. In July, plan for daily highs up to 89°F, and evening lows to 73°F. Wrap up your sightseeing on the 12th (Wed) to allow time to drive to Raleigh.
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Historic Sites · Museums · Tours · Neighborhoods
Side Trips
Find places to stay Jul 7 — 12:

Raleigh — 6 nights

City of Oaks

Explore Raleigh's surroundings by going to Ava Gardner Museum (in Smithfield), Durham (Duke University Chapel, Sarah P. Duke Gardens, &more) and Sylvan Heights Bird Park (in Scotland Neck). There's lots more to do: hike along Neuse River Trail, take in nature's colorful creations at WRAL Azalea Garden, get curious at North Carolina Museum of Natural Sciences, and examine the collection at North Carolina Museum of History.

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

You can drive from Wilmington to Raleigh in 2 hours. Other options are to drive; or take a bus. In July in Raleigh, expect temperatures between 90°F during the day and 71°F at night. Wrap up your sightseeing on the 18th (Tue) to allow time to drive to Abingdon.
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Parks · Museums · Childrens Museums · Wildlife
Side Trips
Find places to stay Jul 12 — 18:

Abingdon — 5 nights

Explore Abingdon's surroundings by going to Grayson Highlands State Park (in Mouth of Wilson), Bobby McLean Memorial Park (in Newland) and Grandfather Mountain State Park (in Banner Elk).

To see where to stay, other places to visit, photos, and tourist information, use the Abingdon online route planner.

You can drive from Raleigh to Abingdon in 4 hours. Other options are to drive; or fly; or do a combination of train, bus, and taxi. Expect a bit cooler temperatures when traveling from Raleigh in July; daily highs in Abingdon reach 84°F and lows reach 66°F. Cap off your sightseeing on the 23rd (Sun) early enough to go by car to Asheville.
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Outdoors · Parks · Trails · Tours
Side Trips
Find places to stay Jul 18 — 23:

Asheville — 6 nights

Land of the Sky

You'll find plenty of places to visit near Asheville: Dry Falls (in Highlands), River Rafting & Tubing (in Bryson City) and Pisgah National Forest (in Pisgah Forest). And it doesn't end there: let your taste buds guide you at a local gastronomic tour, take your sightseeing to a higher altitude at Waterrock Knob, go deep underground at Elijah Mountain Gem Mine and Goat Farm, and see the interesting displays at Wheels Through Time Transportation Museum.

To see where to stay and more tourist information, go to the Asheville trip planner.

Traveling by car from Abingdon to Asheville takes 2 hours. Alternatively, you can do a combination of taxi and bus. In July in Asheville, expect temperatures between 84°F during the day and 65°F at night. Wrap up your sightseeing on the 29th (Sat) early enough to fly back home.
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Nature · Parks · Tours · Outdoors
Side Trips
Find places to stay Jul 23 — 29:

Kentucky travel guide

4.6
Caves · Distilleries · Specialty Museums
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.
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Virginia travel guide

4.5
Historic Sites · Wineries & Vineyards · Gardens
Old Dominion
The home of the first permanent English colony in the New World, Virginia is a prime holiday destination for those looking to immerse themselves in American heritage. Proud of its colorful history, distinct culture, and southern drawl, Virginians see their state as the place where the imaginary line between the north and the south is drawn. With scenic beauties as diverse as its people, Virginia is a land of rolling hills, rugged mountains, lush valleys, dense forests, and secluded beaches along picturesque bays. Bordered on the east by the Atlantic and the west by the Appalachian Mountains, with rolling farmland in the middle, the state offers countless places to visit for history buffs, nature lovers, and passionate foodies.
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North Carolina travel guide

4.5
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.
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