1

122 S. Michigan Ave.

Image: Allen Boguslavsky

Why not start the trip at the place where it all began? For Route 66, the beginning is right in the heart of Chicago , at 122 S. Michigan Ave. Look for the iconic pylon near the intersection of South Michigan Avenue and East Adams Street.

Fun fact: the Mother Road didn’t always start there. Back in 1926, Jackson Boulevard at Michigan Avenue was the official launch point for travelers!

2

Gateway Arch

Image: Intricate Explorer

Follow your adventure in St. Louis with the Gateway Arch, a towering 630-foot tribute to westward expansion. This stainless-steel beauty isn’t just a landmark, it’s an experience in itself.

Ride the tram to the top for jaw-dropping views of the Mississippi River and the city skyline. It’s the perfect way to set the tone for the rest of your journey.

3

Route 66 Drive-In Theater

Image: Tim Mossholder

Ready for some vintage vibes? Swing by the Route 66 Drive-In Theater in Carthage, Missouri. This blast from the past offers double features under the stars , just like in the good old days.

Opened in 1949, closed in 1985, and re-opened in 1998, this drive-in theatre has functioned ever since and plays two movies from Friday to Sunday every single week. Bring your lawn chairs and a cooler, or cozy up in your car for the full retro experience.

4

The Golden Driller

Image: Jametlene Reskp

Now it’s time to meet the Golden Driller, a 76-foot-tall oil worker who’s been standing proud in Tulsa, Oklahoma, since the 1960s.

It’s one of the largest freestanding statues in the country and a nod to Oklahoma’s rich oil history. At the base, there’s a sign that reads: "The Golden Driller, a symbol of the International Petroleum Exposition. Dedicated to the men of the petroleum industry who, by their vision and daring, have created from God’s abundance a better life for mankind." Strike a pose with this gentle giant, and you’ll feel downright tiny.

5

Route 66 Museum

Image: Carol Highsmith's America

For the following stop, you can take a break to explore the Oklahoma Route 66 Museum in Clinton. In it, you’ll be able to see artifacts, photos, and exhibits celebrating the history of the Mother Road.

Wander through rooms themed by decade, and you’ll feel like you’re traveling through time. From the Dust Bowl to the heyday of diners, this museum paints quite a vivid picture of Route 66’s golden era. And, of course, you can go by the gift shop to get a road trip memento.

6

Cadillac Ranch

Image: Heidi Kaden

If you’ve ever wanted to graffiti a Cadillac, this is your chance. Cadillac Ranch in Amarillo, Texas, features 10 half-buried cars sticking nose-first out of the ground. It’s an open-air art installation that’s as weird as it is wonderful.

Grab a can of spray paint (provided by friendly locals or your fellow travelers) and leave your mark. Just be warned, it might only last a day before someone else paints over it!

7

Route 66 Halfway Point

Image: Vicky McLain

Welcome to Adrian, Texas, the official halfway point of Route 66! You’re 1,139 miles from both Chicago and Los Angeles, so take a breath and celebrate!

The MidPoint Café is famous for its "ugly crust" pies. Don’t trust the name; they are actually delicious! It’s a perfect pit stop to recharge and think about the fact that you’ve conquered half of the Mother Road. Only halfway to go!

8

Meteor Crater

Image: John Ballem - a collection of personal photos

Arizona is home to some magical attractions, and Meteor Crater is no exception. This massive impact site, located near Meteor City, was created by a meteorite over 50,000 years ago . Standing on the rim and peering into the 560-foot-deep crater, you’ll feel like a tiny speck in the universe. The visitor center has some cool exhibits on space and meteors, which is perfect for science lovers or anyone who likes their roadside stops with a side of awe.

9

Old Trails Bridge

Image: Jimmy Whitson

Crossing the Colorado River into Arizona, the Old Trails Bridge in Topock is a picturesque reminder of Route 66’s early days. Though it’s no longer open to traffic , it’s a popular photo spot for travelers.

The rusted steel beams and sweeping desert views will give you a beautiful moment. Pause here, take in the history, and imagine the countless cars that once went across its span.

10

Burger Hut

Image: Haseeb Jamil

Needless, California, may be small, but it’s big on charm, especially at Burger Hut. This unassuming little eatery is beloved for its old-school burgers, fries, and milkshakes. It’s the kind of place where the food is made with love , and the portions are hearty. Don’t take our word for it; just go try it!

After hours on the road, there’s nothing better than a juicy burger and a chance to stretch your legs. This spot is a gem along Route 66!

11

Hollywood sign

Image: Scott Greer

As you approach the end of Route 66, why not take a detour to see the world-famous Hollywood Sign? Perched on the hills overlooking Los Angeles, it’s a symbol of dreams and stardom .

Take a hike to the best viewpoints for some exercise (and epic photos, of course). Sure, it’s a bit off the beaten path, but what’s a road trip without a side quest?

12

Santa Monica Pier

Image: Joel Mott

You’ve made it! The Santa Monica Pier marks the official end of Route 66 . With its iconic Ferris wheel, arcade games, and ocean views, it’s the perfect spot to celebrate completing your journey.

Now you’re done, dip your toes in the Pacific, grab a cone of soft-serve, and reflect on all the memories you’ve made along the way. The Mother Road may end here, but the stories you’ve collected will last a lifetime.

1

From trail to theater capital

Image: Christian Lendl

Before Broadway was packed with theaters, it was a Native American trail cutting across Manhattan. The Dutch later called it "the Gentlemen’s Street," and eventually the name "Broadway" stuck because of its unusual width. Did you know that?

2

Theater superstitions

Image: Gwen King

Broadway has its own share of taboos. For example, whistling backstage was once a no-no, since stagehands used whistles as signals. Saying the word "Macbeth" inside a theater is also believed to bring bad luck , so actors usually call it "the Scottish Play." Even in modern times, performers still keep these superstitions alive—just in case.

3

Why it’s called the Great White Way

Image: Martin Sanchez

All those glowing signs around Times Square gave Broadway its sparkling nickname. Starting in the early 1900s, electric lights lit up the blocks between 41st and 53rd Streets, dazzling visitors and creating the famous "Great White Way." Today, it’s still one of the brightest spots in New York City.

4

The first Broadway musical

Image: Kyle Head

In 1866, a play called The Black Crook made history. After a fire destroyed another theater, producers combined a ballet and a melodrama , creating a six-hour spectacle of music, dancing, and over-the-top staging. It became a runaway success and is often called the very first Broadway musical.

5

What counts as "on Broadway"

Image: Andreas M

People often think "on Broadway" just means any theater on that street, but it’s actually trickier than that . A show is considered Broadway if the theater has 500 or more seats and meets certain contract rules. Only a handful of actual Broadway theaters are physically on Broadway itself, which can be confusing for first-time visitors.

6

Phantom holds the record

Image: Rodrigo dos Santos

Andrew Lloyd Webber’s The Phantom of the Opera holds the crown as Broadway’s longest-running show. With more than 13,000 performances , it kept audiences hooked for decades. Some orchestra members even played the same music eight times a week for years, perfecting their own unique coping routines. Can you imagine doing that?

7

Cats and its mountain of yak hair

Image: Roman Suslov

During its long run, Cats became famous for something other than the catchy songs. The costume crew went through over 3,200 pounds of yak hair for wigs alone . It certainly paid off, as the play also became one of the biggest shows in Broadway’s history. Talk about commitment to authenticity.

8

The Lion King roars the loudest at the box office

Image: Iván Díaz

Since its 1997 debut, The Lion King has been Broadway’s biggest earner , pulling in over a billion dollars in ticket sales. With its breathtaking puppetry and Elton John’s music, it managed to win over both theatergoers and families who grew up with the movie.

9

Carrie, the musical failure

Image: Samuel Regan-Asante

Even if we’ve mentioned the greatest on Broadway, we must say not every show becomes a hit . In 1988, Broadway tried to turn Stephen King’s horror novel Carrie into a musical. Let’s just say it didn’t land, and if you’ve read the book, you can imagine why. Critics compared it to disasters of epic scale, and it closed after only five performances. One thing is for sure: Even the flops are big on Broadway.

10

Chicago’s real inspirations

Image: Sawyer Bengtson

The hit musical Chicago may feel like pure entertainment, but its leading ladies were inspired by real 1920s women accused of murder. Beulah Annan and Belva Gaertner were both acquitted after trials that captured the public’s imagination. Their stories of crime, fame, and scandal became the backbone of the show.

11

Why theaters skip row I

Image: Vlah Dumitru

Maybe you’ve never noticed, but many theaters go from row H to J, and that’s not because of superstition. The reason is that the letter I looks too much like the number 1 , which can make ticketing confusing in dimly lit theaters. Some places also skip O or Q for similar reasons. It’s all about keeping the seating simple for audiences. Do you agree with this policy?

1

"The Very Hungry Caterpillar" by Eric Carle

Image: rbu1249

A must to start off this list: The visuals of The Very Hungry Caterpillar are ingrained in the upbringing of millions of kids throughout the country —and the world!

Eric Carle wrote and illustrated the story of a bug eating through several foods before transforming into a butterfly. Who could forget the tactile experience of finding different holes in the pages?

2

"Corduroy" by Don Freeman

Image: Susanne Jutzeler, suju-foto

In the world of children’s literature, Corduroy is a tear-jerker. A teddy bear sits on a store shelf hoping a kid will pick him. Little Lisa spots him but can’t afford him, and leaves. So the bear embarks on a quest to fix his missing button, hoping this will make him more likable.

In the end, Lisa comes back and buys him as he is —because, of course, he was always enough . Is there a sweeter story to teach kids about self-acceptance and love?

3

"Make Way for Ducklings" by Robert McCloskey

Image: David Trinks

A row of bronze statues in Boston’s Public Garden celebrates Make Way for Ducklings, the sweet book by illustrator and author Robert McCloskey.

He got the idea for this story when he observed ducks causing traffic issues on Beacon Street. The book follows Mr. and Mrs. Mallard as they search for the perfect place to raise their family —ducklings Jack, Kack, Lack, Mack, Nack, Ouack, Pack, and Quack. They finally settle, of course, in the lagoon of the Boston Public Garden.

4

"Charlotte's Web" by E.B. White

Image: Annie Spratt

Author E.B. White had a farm in Maine, and his daily observations of barnyard animals gave him an idea: What if a pig and a spider became best friends?

In the book, the spider weaves messages to convince humans that Wilbur is an extraordinary pig and should not be slaughtered. Charlotte’s Web brushes on themes like mortality and loss —certainly bold for a children’s book. Nonetheless, it became a timeless classic.

5

"The Cat in the Hat" by Dr. Seuss

Image: Franco Monsalvo

"Thing One" and "Thing Two" have to be among the longest-standing Halloween costumes in use. They were born thanks to Dr. Seuss’ famous The Cat in the Hat in the 50s, and every kid still seems to know its iconic characters.

The story shows a day in the life of two kids left home alone when a whimsical magical cat shows up to unleash some fun chaos. The author said that he wrote the book as a response to an article in Life Magazine that lamented the dullness of children’s primers.

6

"Frog and Toad Are Friends" by Arnold Lobel

Image: Jared Evans

Images of Frog and Toad still abound on the internet, which proves how beloved and timeless the pair became. Frog and Toad Are Friends was published in 1970 as the first in Arnold Lobel's famous series.

The wholesome dialogue, tender narratives, and classic illustrations left a lasting mark on generations of readers. Who could forget the simplicity of these two loyal friends riding a bike, flying a kite, or fishing from a boat?

7

"Goodnight Moon" by Margaret Wise Brown

Image: David_Miram

We couldn’t leave Goodnight Moon out of this list! Margaret Wise Brown wrote over 100 children’s books, but this one won the hearts of little readers and their parents.

It’s a bedtime story about a young bunny saying goodnight to everything around him , from "the great green room" to "the quiet old lady whispering ‘hush’." It shows an appeasing and sweet ritual that taught kids about routines through soothing rhymes.

8

"Where the Wild Things Are" by Maurice Sendak

Image: Adnan Uddin

In Where the Wild Things Are, mischievous young Max escapes into a vivid fantasy world after being sent to his room without dinner. There, he crosses a land of endearing monsters whom he leads as their king.

Maurice Sendak’s story and iconic illustrations captivated many generations of readers. The text was adapted into short films, a live-action film, and even an opera!

9

"Brown Bear, Brown Bear, What Do You See?" by Bill Martin Jr. and Eric Carle

Image: Daniel Diesenreither

Remember Eric Carle, author of The Very Hungry Caterpillar ? Before that big hit, he had been the illustrator for another unforgettable kid’s book: Brown Bear, Brown Bear, What Do You See?

This one was written by Bill Martin Jr. The rhyming question-response structure introduces readers to a series of animals described by their vibrant colors : a brown bear, a red bird, a yellow duck, and so on.

10

"The Phantom Tollbooth" by Norton Juster

Image: Jon Tyson

Maurice Sendak, the author of Where the Wild Things Are​ , said that The Phantom Tollbooth was a masterpiece.

This 1960s book by Norton Juster follows Milo, a bored young boy who unexpectedly receives a mysterious tollbooth that allows him to travel through fantastical lands. Juster said that the idea for this book was sparked from a random encounter with a curious child asking about infinity.