29 days in United States Itinerary

29 days in United States Itinerary

Created using Inspirock United States visit planner
Make it your trip
Fly
1
Chicago
— 4 nights
Fly
2
Indianapolis
— 3 nights
Drive
3
Louisville
— 4 nights
Drive
4
Cincinnati
— 3 nights
Drive
5
Columbus
— 2 nights
Drive
6
Pittsburgh
— 3 nights
Drive
7
Cleveland
— 5 nights
Fly
8
Detroit
— 3 nights
Fly

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Chicago — 4 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Take a break from the city and head to Big River Fly Fishing and Busse Woods Trail System. Your cultural itinerary includes sights like The Art Institute of Chicago and Frank Lloyd Wright's Unity Temple. Go for a jaunt from Chicago to Willow Springs to see Little Red Schoolhouse about 32 minutes away. The adventure continues: take a stroll through The Magnificent Mile, try to win big at Horseshoe Hammond, stroll through Millennium Park, and contemplate the long history of Ernest Hemingway Birthplace.

To see traveler tips, photos, other places to visit, and tourist information, you can read our Chicago trip planner.

Dubai, United Arab Emirates to Chicago is an approximately 16.5-hour flight. The time zone changes from Gulf Standard Time (GST) to Central Standard Time (CST), which is usually a -10 hour difference. In September, Chicago is cooler than Dubai - with highs of 30°C and lows of 19°C. Cap off your sightseeing on the 16th (Fri) early enough to catch the flight to Indianapolis.
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Historic Sites · Outdoors · Wildlife · Parks
Side Trips

Indianapolis — 3 nights

Circle City

Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Popular historic sites such as The Miller House and Garden and Indianapolis Museum of Art are in your itinerary. Give yourself a bit of retail therapy at Tuttle Orchards and Indiana Premium Outlets. Venture out of the city with trips to Rawhide Ranch Activities (in Nashville) and Indiana Grand Racing & Casino (in Shelbyville). The adventure continues: test your problem-solving skills at popular escape rooms, examine the collection at Indianapolis Motor Speedway Museum, have fun and explore at Children's Museum of Indianapolis, and make a trip to USS Indianapolis Memorial.

To see where to stay, ratings, and other tourist information, go to the Indianapolis trip itinerary maker app.

Fly from Chicago to Indianapolis in 2.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Chicago to Indianapolis due to the time zone difference. Expect a daytime high around 31°C in September, and nighttime lows around 17°C. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Louisville.
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Museums · Shopping · Historic Sites · Fun & Games
Side Trips

Louisville — 4 nights

Derby City

Kentucky’s largest city, Louisville, is best known as the home of the Kentucky Derby.
Get in touch with nature at Louisville Mega Cavern and Nature & Wildlife Tours. Satisfy your inner culture vulture at Churchill Downs and Kentucky Derby Museum. Venture out of the city with trips to Mammoth Cave (in Mammoth Cave National Park) and Ghirardelli Chocolate Outlet and Ice Cream Shop (in Simpsonville). Next up on the itinerary: gain some tasty knowledge on a distillery tour, sample the fine beverages at Evan Williams Bourbon Experience, examine the collection at Louisville Slugger Museum & Factory, and stop by Art Eatables.

For ratings, more things to do, where to stay, and other tourist information, read our Louisville trip app.

Traveling by car from Indianapolis to Louisville takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 23rd (Fri) to allow enough time to drive to Cincinnati.
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Museums · Tours · Breweries & Distilleries · Nature
Side Trips

Cincinnati — 3 nights

The Queen of the West

Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S. city that left a favorable impression on one of its most famous 19th-century visitors, English author Charles Dickens.
Your inner history buff will appreciate Spring Grove Cemetery & Arboretum and Cathedral Basilica of the Assumption. Get a sense of the local culture at Carillon Historical Park and National Museum of the US Air Force. You'll find plenty of places to visit near Cincinnati: Ark Encounter (in Williamstown) and Dayton International Peace Museum (in Dayton). There's lots more to do: savor the flavors at Food & Drink, take a peaceful walk through Redbird Hollow Preserve, and try your luck at JACK Cincinnati Casino.

For maps, traveler tips, photos, and other tourist information, go to the Cincinnati trip itinerary builder app.

You can drive from Louisville to Cincinnati in 2 hours. Another option is to take a bus. Traveling from Louisville in September, you can expect nighttime temperatures to be little chillier in Cincinnati, with lows of 15°C. Finish up your sightseeing early on the 26th (Mon) so you can go by car to Columbus.
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Historic Sites · Museums · Parks · Wildlife
Side Trips

Columbus — 2 nights

The Discovery City

More than just one of the nation's top business centers, Columbus is a mixture of many different parts of America, situated at the spot where the so-called "Bible Belt" meets the varied cultures of the Great Plains and Appalachia.
Start off your visit on the 27th (Tue): admire the natural beauty at Franklin Park Conservatory and Botanical Gardens, wander the streets of Easton Town Center, then examine the collection at Wagner-Hagans Auto Museum, and finally get to know the fascinating history of German Village. On the 28th (Wed), you'll have a packed day of sightseeing: take a memorable tour with Tours, then take a stroll through Short North Arts District, and then sample some tasty brews at Pedal Wagon Columbus.

To see more things to do, traveler tips, ratings, and tourist information, read Columbus attractions planning tool.

Traveling by car from Cincinnati to Columbus takes 2 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Cap off your sightseeing on the 28th (Wed) early enough to go by car to Pittsburgh.
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Neighborhoods · Shopping · Historic Sites · Outdoors
Side Trip

Pittsburgh — 3 nights

City of Bridges

Known primarily for its steel-related heritage and 446 bridges, Pittsburgh sits at the confluence of the Monongahela and Allegheny Rivers, which meet to form the Ohio River.
Do some cultural sightseeing at Fallingwater and Point State Park. Escape the urban bustle at Beechwood Farms Nature Reserve and Bear Run Nature Reserve. There's still lots to do: take in nature's colorful creations at Phipps Conservatory and Botanical Gardens, learn more about the world around you at Carnegie Museum of Natural History, take a stroll through Strip District, and take your sightseeing to a higher altitude at Mount Washington.

You can plan Pittsburgh trip in no time by asking Inspirock to help create your itinerary.

Traveling by car from Columbus to Pittsburgh takes 3 hours. Alternatively, you can take a bus; or fly. In September, plan for daily highs up to 28°C, and evening lows to 16°C. Cap off your sightseeing on the 1st (Sat) early enough to go by car to Cleveland.
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Parks · Historic Sites · Neighborhoods · Nature
Side Trips

Cleveland — 5 nights

Forest City

A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Get some historical perspective at West Side Market and Wade Memorial Chapel. Your cultural itinerary includes sights like Rock & Roll Hall of Fame and Historic Little Italy in Cleveland. Venture out of the city with trips to Girdled Road Reservation (in Concord), The Holden Arboretum (in Kirtland) and Maple Highlands Trail (in Chardon). There's much more to do: look for all kinds of wild species at F.A. Seiberling Nature Realm, take a stroll through University Circle, stop by Penzey's Spices, and explore the different monuments and memorials at Lake View Cemetery.

For where to stay, more things to do, traveler tips, and tourist information, read our Cleveland online day trip planner.

Traveling by car from Pittsburgh to Cleveland takes 2.5 hours. Alternatively, you can take a bus; or take a train. In October, plan for daily highs up to 21°C, and evening lows to 12°C. Cap off your sightseeing on the 6th (Thu) early enough to catch the flight to Detroit.
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Parks · Historic Sites · Museums · Outdoors
Side Trips

Detroit — 3 nights

The Motor City

Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
Head to Greektown and Birch Run Premium Outletsfor some retail therapy. The Ford Piquette Avenue Plant and The Henry Ford are good opportunities to explore the local culture. Get out of town with these interesting Detroit side-trips: Main Street (in Ann Arbor) and Frankenmuth (Boat Tours & Water Sports & Zak And Macs Chocolate Haus). The adventure continues: browse the exhibits of Motown Museum, explore the world behind art at Detroit Institute of Arts, and examine the collection at Greenfield Village.

For other places to visit, reviews, maps, and tourist information, read Detroit tour planner.

Traveling by flight from Cleveland to Detroit takes 2.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 20°C in October, and nighttime lows around 10°C. Wrap up your sightseeing on the 9th (Sun) to allow time to fly back home.
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Museums · Shopping · Neighborhoods · Historic Sites
Side Trips

United States travel guide

4.5
Specialty Museums · Historic Sites · Nightlife
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.
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