1

Sweet Home Alabama

Image: Uwe Conrad

First things first: when it comes to songs that mention states, "Sweet Home Alabama" by Lynyrd Skynyrd immediately comes to mind. While its catchy chorus will have you repeating the state's name all day, the song also features spectacular musical elements, such as its iconic guitar riffs.

2

Georgia on My Mind

Image: Ashley Knedler

Among the ballads, " Georgia on My Mind" stands out. Written in 1930 by Hoagy Carmichael and Stuart Gorrell, the song later became deeply associated with Ray Charles, whose iconic 1960 version transformed it into a hit everywhere and eventually became the official state song of Georgia.

3

New York State of Mind

Image: Redd Francisco

Georgia isn't the only state on people's minds; New York is too. While the iconic "New York State of Mind" focuses primarily on the electric energy of New York City , its spirit reflects a wider love for the Empire State. Written and performed by Billy Joel, the song became an anthem not just for New Yorkers but for anyone who connects with the place's energy.

4

Kentucky Rain

Image: Noah Silliman

Yes, the King is definitely on this list! Elvis Presley also sang the name of a state with his legendary "Kentucky Rain." Written by celebrated country singer and songwriter Eddie Rabbitt, along with Dick Heard, the song stands out as one of the most memorable tracks from the later years of Elvis’s career, thanks to its heartfelt storytelling and memorable delivery.

5

The Devil Went Down to Georgia

Image: Diane Picchiottino

When you head down to Georgia, remember: The devil went there, too! At least according to Charlie Daniels Band, although the devil didn't fare well in the Peach State . "The Devil Went Down to Georgia" was released in 1979, blending country, bluegrass, and Southern rock. It tells the story of a fiddle showdown between a young man named Johnny and the devil himself!

6

California Dreamin'

Image: Maarten van den Heuvel

Although countless songs name–drop California in their titles and choruses, "California Dreamin'" is a classic that we all know and love. It just had to make this list, no matter what. First released in 1965, this folk-rock gem by The Mamas & The Papas became an anthem that helped define the decade.

7

Mississippi Queen

Image: Mike Beaumont

As a Southern rock anthem, "Mississippi Queen" couldn't be left off this list. Released in 1970 by the band Mountain, it became their biggest hit and has since been covered by many artists. With its powerful guitar riffs and unmistakable cowbell intro, it’s hailed as a rock classic.

8

California Girls

Image: Drew Farwell

As expected, California makes another appearance on this list, this time thanks to The Beach Boys. Released in 1965, "California Girls" became one of the decade's defining tracks and one of the band's most beloved hits. Its orchestral intro and summer vibe earned it a spot on Rolling Stone 's list of the 500 Greatest Songs of All Time.

9

Mary Queen of Arkansas

Image: Jametlene Reskp

If there's ever been a singer-songwriter who embodies the true American spirit, it's Bruce Springsteen, not just for hits like Born in the USA, but also for deeper tracks like "Mary Queen of Arkansas." Released in 1973 on his debut album Greetings from Asbury Park, N.J. , this slow, soulful song is an early example of Springsteen's talent for songwriting and storytelling.

10

Texas Flood

Image: Pete Alexopoulos

The Lone Star State couldn't be left off this list, and neither could the blues! "Texas Flood" was originally recorded by Larry Davis in 1958, but it was Stevie Ray Vaughan's powerhouse 1983 cover that turned it into a hit and helped revive blues rock in the 1980s. Heartbreak hits differently with this powerful song!

1

Huckleberry Finn

Image: Pedro Forester Da Silva

Mark Twain has given us some of the most iconic characters in our country's literature, and Huckleberry Finn is one of them.

He stole our hearts as the main character of The Adventures of Huckleberry Finn (1884), where his experiences and charm made him unforgettable. Adventurous, independent, rebellious (rightly so), and very smart, "Huck," as he is called in the novel, surprises us with reflections and critiques on the society of his time.

Huck not only escapes an abusive home but also makes an incredible journey down the Mississippi River in search of freedom. Along the way, he forms deep connections with those he meets, making it impossible not to feel attached to him.

2

Atticus Finch

Image: Scott Graham

When discussing classics of American literature, it is impossible not to include in the list the Pulitzer Prize-winning novel To Kill a Mockingbird (1960) by Harper Lee.

And if there's one thing this novel has to offer, it's some unforgettable characters. At the center of it all is none other than Atticus Finch. Atticus is described as an honorable lawyer with a profound commitment to justice and equality, serving as a moral beacon in a society defined by its lack of both. He always stands up for his principles , even when they go against the dominant norms.

One of his most iconic lines in the novel is a phrase that defines him very well: "The one thing that doesn't abide by majority rule is a person's conscience."

3

Holden Caulfield

Image: Hiroyoshi Urushima

J.D. Salinger's novel The Catcher in the Rye (1951) is undoubtedly a landmark of American literature. And one name that has stayed with us forever is Holden Caulfield, the novel's unforgettable protagonist.

With his characteristic red hat , Holden Caulfield is the definitive teenager: rebellious, curious, somewhat cynical , selfish, and mischievous. As he roams New York City after being expelled from several prep schools, we are witnesses of his intense and often smartly critical thoughts and experiences. However, despite his disillusionment with the world, Holden demonstrates a deep sensitivity .

4

Jay Gatsby

Image: Hardini Lestari

Published almost 100 years ago, F. Scott Fitzgerald's The Great Gatsby (1925) has become one of our classics , portraying life during the Roaring Twenties and inspiring many film adaptations. Jay Gatsby, with his ambition, idealism, and charisma, gets all the attention in this novel as an enigmatic character who is proof of the majesty of its author.

Much like Dante's Beatrice, the character of Daisy Buchanan inspires in Jay Gatsby an almost obsessive love that drives him to make key decisions and take powerful actions throughout the novel. It is this passion that fuels his rise to wealth and eventually leads to his downfall.

5

Tom Sawyer

Image: Lawrence Chismorie

Endlessly reproduced in other art forms, Tom Sawyer by Mark Twain is one of the most representative characters of American literature.

The first and most famous book featuring the Missouri boy is, of course, The Adventures of Tom Sawyer (1876), but we also see him in the sequel named after his friend, a character we have already talked about: The Adventures of Huckleberry Finn (1884).

Despite his mischievous nature and penchant for getting into trouble with his tricks and pranks, Tom is a clever and independent boy who constantly seeks out new adventures.

6

Scarlett O'Hara

Image: Lizelle De Wit

Gone with the Wind (1936) by Margaret Mitchell is a title everyone has heard of, whether you've read the book or not. Its characters have also become famous beyond the pages of this iconic novel.

One of them is none other than Scarlett O'Hara, the central character of this story. The novel portrays the American South during and after the Civil War , where Scarlett O'Hara, shaped by her circumstances, appears as a self-centered and spoiled character. However, as the story progresses, Scarlett evolves, showcasing her tenacity , determination, and protective spirit when she sets her mind to something. You probably remember the iconic line, "Tomorrow is another day."

7

Dean Moriarty

Image: Rémi Jacquaint

A fundamental member of the so-called Beat Generation , Jack Kerouac gifted us with one of the most famous novels in American literature: On the Road , published in 1957.

One of his most remembered characters is Dean Moriarty, who was based on a real person , Neal Cassady, a close friend of the author. Moriarty embodies some of the most outstanding characteristics of the Beat Generation, portraying an enthusiastic, adventurous, free-spirited, energetic, and charismatic character. With such a personality, it's no surprise that Dean Moriarty creates unforgettable moments and becomes an important figure in the story.

8

Hester Prynne

Image: Chris LaBarge

Hester Prynne, from Nathaniel Hawthorne's acclaimed novel The Scarlet Letter (1850), is undeniably one of the earliest and most significant female characters in our country's literature.

Hester defies the norms of her time by having an illegitimate child, making her a target of dramatic criticism and punishment from her contemporaries. Set in 17th-century Puritan Massachusetts, the story unfolds in a society defined by strict rules and oppression. In this context, Hester Prynne appears as a strong woman who endures the severe judgment of her time with courage.

Despite her harsh circumstances, Hester Prynne is described as a powerful, dignified, and empathetic character with extraordinary sensitivity.

9

Santiago

Image: Anastasiya Chervinska

Another undisputed classic is Ernest Hemingway's The Old Man and the Sea , published in 1952.

Santiago is the central character in this novel, which explores various aspects of the human condition in depth. Santiago, the old man of the title, is a fisherman who has gone many days without catching a single fish. Faced with diverse challenges and, above all, his own physical limitations , Santiago is described as a strong character of great constancy , dignity, and resilience who has a strong bond with the sea and its mysteries.

The character's perseverance shines through in his battle with the giant marlin , which stands as one of the most important moments in this story.

10

Ishmael

Image: Richard Sagredo

Continuing our journey along the sea, let's talk about one of the most iconic narrators in American literature: Ishmael. His name is perpetuated in the very first line of Herman Melville's great novel, Moby-Dick (1851). Who could forget the iconic opening: "Call me Ishmael" ?

Ishmael serves as the first-person narrator of one of the most memorable tales in literature, a sailor distinguished by his profound, analytical, and reflective personality.

Though he shares few details about his background or appearance, Ishmael masterfully narrates the events aboard Captain Ahab's whaling ship , giving us a unique perspective on the events.

1

Start here, end there: Boston Common to Bunker Hill

Image: Roger Starnes Sr

There’s no official rule about where to begin, but most people kick things off at Boston Common. From there, the trail snakes through the heart of the city and ends at the Bunker Hill Monument in Charlestown. That final stretch leads to one of the most symbolic sites of the American Revolution. Of course, if you’d rather do it backwards, nobody’s stopping you—it’s your patriotic pilgrimage! Either way, the journey between these two iconic spots is packed with stories.

2

Where the trail begins: Boston Common’s surprising start

Image: Yassine Khalfalli

Boston Common might be a peaceful green escape today, but it began with a much more practical purpose. Established in 1634, it’s the oldest public park in the US, and it was originally used for grazing livestock, not lounging on park benches.

The land was purchased from Anglican minister William Blackstone and soon transformed into a communal area by the Puritans. Over time, it has witnessed protests, public speeches, and even British troops setting up camp.

3

Short and sweet: the 2.5-mile trail

Image: Naoki Suzuki

The Freedom Trail may only stretch 2.5 miles, but don’t let that fool you—it’s packed with history. The route winds through downtown Boston, passing 16 official landmarks. Most of the trail is flat and fully accessible, making it friendly for everyone. Just remember to bring comfy shoes!

4

Follow the red-brick road

Image: Yassine Khalfalli

No need for a map or GPS—just follow the red-brick line! That bright path under your feet is the Freedom Trail’s signature feature. It weaves its way from site to site, keeping you on track with zero guesswork.

The trail’s design was first suggested by a local journalist in the 1950s, who wanted to link all the key historical spots. It’s Boston’s version of a historical yellow brick road—minus the flying monkeys, of course!

5

Millions make the trip every year

Image: Aubrey Odom

More than 4 million people walk the Freedom Trail each year—and not just tourists. Locals, history lovers, and school groups all flock to this living museum. It’s one of the most popular attractions in Boston, and for good reason.

From Paul Revere’s House to the Boston Tea Party site, each stop tells a story. Even if you’ve walked it before, there’s always something new to notice. So go ahead—join the crowd.

6

No need to go in order

Image: Vika Chartier

Unlike history books, the Freedom Trail doesn’t follow a strict timeline. It’s organized by geography, not chronology, which means you can hop around without feeling lost. For instance, Boston’s North End has a cluster of must-see sites close together. It’s totally fine to explore them first and double back later. Just follow your curiosity—and your feet—along the red bricks.

7

Oldest this, oldest that, it’s a record-breaker

Image: Kelly Sikkema

The Freedom Trail is a goldmine of American "firsts." You’ll find the country’s oldest public park (Boston Common), its oldest public building (the Old State House), and even the site of the first major battle of the Revolutionary War (Bunker Hill Monument).

Paul Revere’s House is the oldest building still standing in Boston. And the Old North Church? That’s right—it’s the oldest church still standing in the country!

8

Rest in peace, revolutionaries

Image: Wenhao Ruan

Cemeteries might not sound exciting, but on the Freedom Trail, they can be. The Granary Burying Ground is the final resting place of Paul Revere and victims of the Boston Massacre.

Over at Copp’s Hill Burying Ground, you’ll find figures connected to the Salem Witch Trials and shipbuilders like Edmund Hartt. These aren’t just graves—they’re chapters in America’s story. And you’ll be walking right through them.

9

No replicas here

Image: Liubov Ilchuk

Every building and site along the Freedom Trail is the genuine article. Thanks to meticulous preservation, nothing is a recreation or reimagining—you’re standing where revolutionaries stood, seeing what they saw.

There’s something special about touching the same walls and walking the same halls. It’s as close to time travel as you’re going to get. How great is that?

10

Past meets present in every step

Image: Brett Wharton

Sure, you're here for the history, but Boston’s modern charm is hard to miss. Between historic stops, you'll find lively markets, cozy restaurants, and the buzz of city life all around. Grab a cannoli in the North End or sip coffee where patriots once plotted revolts. The Freedom Trail offers a perfect blend of old and new.