20 days in Continental USA Itinerary

20 days in Continental USA Itinerary

Created using Inspirock United States holiday maker
Make it your trip
— 3 nights
— 2 nights
— 2 nights
Kansas City
— 1 night
Colorado Springs
— 2 nights
Oklahoma City
— 2 nights
Saint Louis
— 2 nights
— 2 nights
— 3 nights


Philadelphia — 3 nights

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.
Get out of town with these interesting Philadelphia side-trips: Brandywine River Museum of Art (in Chadds Ford) and Longwood Gardens (in Kennett Square). There's still lots to do: stroll around Franklin Square, get a sense of history and politics at Independence Hall, take an in-depth tour of Eastern State Penitentiary, and make a trip to Liberty Bell Center.

For more things to do, other places to visit, maps, and tourist information, use the Philadelphia tour itinerary planner.

Miami to Philadelphia is an approximately 4.5-hour flight. You can also drive; or take a bus. In May, Philadelphia is slightly colder than Miami - with highs of 74°F and lows of 56°F. Finish your sightseeing early on the 19th (Thu) to allow enough time to drive to Gettysburg.
Museums · Parks · Historic Sites · Shopping
Side Trips

Gettysburg — 2 nights

Located near the memorial park marking the site of one of the largest Civil War battles, the town of Gettysburg sits in a landscape of rolling green hills with views of the Blue Ridge Mountains in the distance.
Kick off your visit on the 20th (Fri): steep yourself in history at Little Round Top and then witness the site of a historic battle at Gettysburg National Military Park. Here are some ideas for day two: awaken your taste buds at Savor Gettysburg Food Tours and then take a pleasant ride with a tour on horseback.

To find more things to do, other places to visit, where to stay, and more tourist information, go to the Gettysburg road trip planning site.

Drive from Philadelphia to Gettysburg in 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 71°F in May, and nighttime lows around 53°F. Wrap up your sightseeing on the 21st (Sat) to allow time to fly to Branson.
Historic Sites · Tours · Parks · Wineries

Branson — 2 nights

Nestled in Missouri's beautiful Ozark Mountains lies one of the country's most attractive vacation towns for year-round family entertainment.
Start off your visit on the 22nd (Sun): find something for the whole family at Arcade City, then cool off at Silver Dollar City, and then take an in-depth tour of Titanic Museum. On the 23rd (Mon), you'll have a packed day of sightseeing: take some stellar pictures from College of the Ozarks, explore the activities along Table Rock Lake, and then kick your exploration up a notch at some of the top local zipline courses and adventure parks.

To find maps, traveler tips, photos, and tourist information, you can read our Branson trip maker site.

Traveling by flight from Gettysburg to Branson takes 7 hours. Alternatively, you can drive; or do a combination of bus, train, and taxi. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. In May, plan for daily highs up to 75°F, and evening lows to 55°F. Cap off your sightseeing on the 23rd (Mon) early enough to go by car to Kansas City.
Parks · Theme Parks · Museums · Nature
Side Trip

Kansas City — 1 night

The largest municipality in Missouri, Kansas City has an impressive array of world-class museums, shopping areas, and great places to eat, all of which attract tourism to the area.
Start off your visit on the 24th (Tue): brush up on your military savvy at National WWI Museum and Memorial and then test your team's savvy at popular escape rooms.

To find maps, photos, reviews, and tourist information, refer to the Kansas City trip planner.

Getting from Branson to Kansas City by car takes about 4 hours. Other options: take a bus; or fly. In May, daytime highs in Kansas City are 76°F, while nighttime lows are 57°F. Finish up your sightseeing early on the 24th (Tue) so you can catch the flight to Colorado Springs.
Museums · Fun & Games

Colorado Springs — 2 nights

Stunning Garden of the Gods Park scenery, blue skies and the glory of Pikes Peak-America’s Mountain have attracted visitors to Colorado Springs for more than a century.
Kick off your visit on the 25th (Wed): learn the secrets of beer at Rocky Mountain Food Tours and then stroll around Garden of the Gods. On the next day, shake up your sightseeing with a climbing tour and then examine the collection at Penrose Heritage Museum.

To find where to stay, other places to visit, maps, and more tourist information, go to the Colorado Springs trip itinerary planning website.

Getting from Kansas City to Colorado Springs by flight takes about 3 hours. Other options: drive; or do a combination of bus and train. The time zone difference when traveling from Kansas City to Colorado Springs is minus 1 hour. Traveling from Kansas City in May, expect Colorado Springs to be slightly colder, temps between 68°F and 42°F. Finish your sightseeing early on the 26th (Thu) to allow enough time to fly to Oklahoma City.
Tours · Parks · Museums · Wineries

Oklahoma City — 2 nights

Oklahoma City, known to many as the "Big Friendly," represents the political, cultural, and economic engine of the state of Oklahoma.
Start off your visit on the 27th (Fri): pause for some photo ops at Oklahoma City National Memorial & Museum, then pause for some serene contemplation at St. Joseph Old Cathedral, and then appreciate the history behind Centennial Land Run Monument. Here are some ideas for day two: admire the masterpieces at National Cowboy & Western Heritage Museum and then learn more about the world around you at SKELETONS: Museum of Osteology.

To see where to stay, ratings, and other tourist information, go to the Oklahoma City day trip planner.

Getting from Colorado Springs to Oklahoma City by flight takes about 3 hours. Other options: drive; or take a bus. The time zone changes from Mountain Standard Time (MST) to Central Standard Time (CST), which is usually a 1 hour difference. Traveling from Colorado Springs in May, expect Oklahoma City to be a bit warmer, temps between 79°F and 57°F. Finish your sightseeing early on the 28th (Sat) to allow enough time to fly to Saint Louis.
Museums · Historic Sites · Childrens Museums

Saint Louis — 2 nights

Test the local claim that Saint Louis is second only to Washington, D.C. in the number of free activities available by spending your holiday exploring the city's central neighborhoods, famous for their restored century-old red-brick buildings.
Start off your visit on the 29th (Sun): take in nature's colorful creations at Missouri Botanical Garden, then contemplate the long history of Campbell House Museum, and then take in the architecture and atmosphere at Cathedral Basilica of Saint Louis. Here are some ideas for day two: get to know the resident critters at Saint Louis Zoo, don't miss a visit to Old Courthouse, and then make a trip to The Gateway Arch.

To find out how to plan a trip to Saint Louis, use our trip itinerary maker.

Getting from Oklahoma City to Saint Louis by flight takes about 3 hours. Other options: fly; or drive; or do a combination of bus and train. In May in Saint Louis, expect temperatures between 77°F during the day and 57°F at night. Wrap up your sightseeing on the 30th (Mon) to allow time to drive to Louisville.
Parks · Historic Sites · Zoos & Aquariums · Museums

Louisville — 2 nights

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Kick off your visit on the 31st (Tue): indulge your taste buds at Food & Drink and then explore the fascinating underground world of Louisville Mega Cavern. On the 1st (Wed), you'll have a packed day of sightseeing: see the interesting displays at Louisville Slugger Museum & Factory, sample the fine beverages at Copper & Kings American Brandy Distillery, and then try to win big at Churchill Downs.

For traveler tips, ratings, other places to visit, and other tourist information, use the Louisville trip maker.

Traveling by car from Saint Louis to Louisville takes 4.5 hours. Alternatively, you can drive; or fly; or take a bus. Traveling from Saint Louis to Louisville, you'll lose 1 hour due to the time zone difference. In May in Louisville, expect temperatures between 77°F during the day and 58°F at night. Finish your sightseeing early on the 1st (Wed) so you can drive to Lexington.
Breweries & Distilleries · Tours · Parks · Casinos

Lexington — 3 nights

Known internationally as the "Horse Capital of the World," Lexington boasts a thriving economy resting largely on its thoroughbred racehorse industry.
Explore Lexington's surroundings by going to Sun Valley Farm (in Versailles), Claiborne Farm (in Paris) and Castle & Key Distillery (in Frankfort). There's much more to do: surround yourself with nature on Unique Horse Farm Tours, examine the collection at Aviation Museum of Kentucky, brush up on your knowledge of spirits at James E. Pepper Distillery, and relax in the rural setting at Mill Ridge Farm.

To find where to stay, photos, maps, and other tourist information, read Lexington day trip planner.

Drive from Louisville to Lexington in 1.5 hours. Alternatively, you can take a bus. In June, daytime highs in Lexington are 84°F, while nighttime lows are 64°F. Wrap up your sightseeing on the 4th (Sat) early enough to fly back home.
Breweries & Distilleries · Tours · Wildlife · Outdoors
Side Trips

Pennsylvania travel guide

History Museums · Specialty Museums · Casinos
The Keystone State
One of the country's 13 original founding states, Pennsylvania contains a balance of modern cities and fertile fields. A rich and varied state with a colorful history dating back to colonial times, it remains a worthy holiday destination with its well-preserved 19th-century battle sites and memorial parks. This diverse land is home to pristine forests and rugged mountain regions. For an urban experience, visit the state's university cities, offering numerous tourist attractions as well as thriving music, performance, art, and culinary scenes. The region's Amish country provides a weekend getaway in a picturesque setting of quaint towns surrounded by rolling hills and fertile farmland.

Missouri travel guide

Theaters · Performances · Specialty Museums
The Show-Me State
Acquired from France as part of the famous Louisiana Purchase, Missouri offers visitors equal amounts of urban and rural tourist attractions, with a good sprinkling of lush valleys and meandering back roads ideal for leisurely road trips. The state has a highly varied geography, ranging from the till plains in the north to the rolling Ozark Mountains in the south. The state sits at the intersection of North America's three greatest rivers, creating fertile plains known for supporting extensive farms and ranches. Now generally considered part of the country's Midwest, most people used to count Missouri among the southern states, primarily due to its status as a slave state before the Civil War.

Colorado travel guide

River Rafting & Tubing · Parks · Scenic Drive
The Centennial State
Home to diverse natural ecosystems, Colorado boasts numerous ski resorts, vineyards, canyons, fossil-rich national parks, rugged natural trails, and picturesque scenic drives. Arguably the greatest of Colorado's many natural wonders is Mt. Elbert, the highest peak in the North American Rockies. The state's natural beauty inspired the opening lyrics of the song "America the Beautiful." Aside from its abundant unspoiled wilderness, Colorado also offers many urban attractions, including award-winning restaurants and nationally praised microbreweries. With an extensive system of highways and railroads, the state provides visitors on vacation with a chance to explore this largely untamed part of the country by car or train.

Oklahoma travel guide

Casinos · Monuments · Art Museums
The Sooner State
Boasting a rich Native American heritage and named after the Choctaw word for "Red People," Oklahoma remains home to about 40 native tribes who speak 25 distinct languages. Though the state remains one of the country's top producers of agricultural products, most of its inhabitants live within two metropolitan areas, Oklahoma City and Tulsa. The state is home to the 500-million-year-old Wichita Mountains, noted for being the site of the oldest national wildlife refuge in the United States. Explore the state's pristine natural areas while on vacation here, but be sure to leave plenty of time to tour its characteristic small towns, known for their food, music, and cultural festivals.

Kentucky travel guide

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.