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Guide to Charleston’s Historic Streets

October 6, 2025

Charleston in fall

Charleston, South Carolina, is more than just picturesque streets and delectable cuisine; it’s a living history book waiting to be explored. While strolling through the Holy City offers a glimpse into its past, there's no better way to truly appreciate its charm and centuries of stories than from the comfort of a horse-drawn carriage tour.

At Old South Carriage Company, we've been sharing the magic of Charleston's historic district for decades. Our expert, certified guides bring the city to life, revealing fascinating facts and hidden histories you might otherwise miss. Ready to discover the historic streets in Charleston? Let's take a tour!

Rainbow Row: The City's Most Photographed Street

You can't come to Charleston and not snap a picture of Rainbow Row. This is arguably the most photographed spot in the entire city, and when you see it, you'll immediately understand why. This iconic stretch of thirteen pastel-colored Georgian row houses just radiates charm.

But the colors weren't part of the original design. In the early 20th century, this area was actually a bit rundown. But Dorothy Porcher Legge  and her husband bought a few of the houses in the 1930s and, with the help of the Preservation Society, began renovating them. To make them stand out and bring new life to the area, she decided to paint them in those cheerful, eye-catching pastel colors. The trend caught on, and the rest is history!

Originally, these buildings were used by merchants who would live upstairs and have their shops on the ground floor. Today, they're private residences, and their vibrant colors are a symbol of Charleston's dedication to preserving its history in a unique way. 

The Battery & White Point Garden: Grandeur on the Harbor

At the southern tip of the peninsula, where the Ashley and Cooper Rivers meet, you'll find The Battery. This is a seawall and promenade that offers some of the best views in the city. As you gaze out over the water, you'll see Fort Sumter, the very spot where the first shots of the Civil War were fired. It's a truly powerful place, and the cannons and military monuments you'll find here are a testament to its dramatic past. 

Tucked behind The Battery is White Point Garden, a beautiful and shady park perfect for a leisurely stroll. While it's serene now, it has a pretty wild history. Before it became a peaceful garden, it was a public execution site where notorious pirates like Stede Bonnet met their end in the 1700s. 

And of course, you can't miss the grand antebellum mansions that line the street. These homes showcase Charleston's architectural heritage. It's the perfect spot to feel the history and grandeur of the Holy City all at once. Exploring this grand avenue by carriage allows you to take in the architecture and panoramic views in a way that feels both luxurious and timeless.

White Point Garden

King Street: Where History Meets Modern Charm

King Street is where Charleston's past and present collide in the most charming way. This is not just a street; it's the city's main artery, and it has been for over 300 years. Named after King Charles II, it was once a simple road for traders, but it quickly grew into the bustling commercial heart of Charleston.

Today, King Street is famously known as one of the best shopping streets in the entire country, and you'll immediately see why. As you wander down its wide sidewalks, you'll find boutiques, art galleries, and restaurants all housed in beautifully preserved historic buildings.

The street is divided into three sections, each with its own unique vibe. You've got Lower King, which is the Antiques District, perfect for finding a piece of Charleston history to take home. Then there's Middle King, the Fashion District, where you can browse everything from big brands to local designer shops. Finally, Upper King is the Design and Dining District—your go-to for trendy restaurants, cool bars, and stylish design shops. It's the perfect mix of old-world charm and modern-day fun while boasting the best shopping in Charleston.

Rainbow Row on Kind street during spring break in charleston sc

Church Street: A Glimpse into the French Quarter

Church Street is one of Charleston’s oldest and most picturesque streets, and it’s the heart of the city’s historic French Quarter. Its name is a nod to the two beautiful churches that have stood here for centuries: the iconic St. Philip’s Church and the elegant French Huguenot Church.

Exploring this street feels like stepping into a European village, with its narrow cobblestone alleys and gas lamps. You'll find yourself surrounded by historic architecture, including the famous Dock Street Theatre. Opened in 1736, it was the first building in America designed for theatrical performances, and it's still a beloved cultural landmark today. Church Street offers a glimpse into Charleston's colonial past and its rich spiritual heritage. Here you can slow down, take a deep breath, and soak in the timeless beauty of the Holy City.

Other Historic Streets in Charleston to See

Charleston is filled with beautiful streets, and a carriage tour can take you down many of them.

  • Broad Street: Known as the historical center of Charleston’s government and finance, Broad Street is lined with buildings that once housed the city’s legal, financial, and political powerhouses.
  • Meeting Street: Meeting Street truly lives up to its name, serving as a historic hub where commerce and faith have "met" for centuries. As one of the city's oldest thoroughfares, you can enter bustling Charleston City Market at the intersection of North or South Market Street and also see a collection of historic churches.
  • Legare Street: The street (pronounced "luh-GREE") is famous for its quiet beauty and historic homes. It's best known for its intricate wrought-iron gates—like the famous "Sword Gates"—that lead to secret gardens.

Ready to Explore Charleston?

Charleston’s historic streets are the heart and soul of the city. The best way to experience the city's timeless beauty and unforgettable stories is from the comfort of a carriage tour. You'll effortlessly glide past landmarks, uncover secrets with a local guide, and see Charleston's history come to life right before your eyes. Book your historic Charleston carriage tour or popular haunted carriage ride with Old South Carriage Company today and let us show you the magic of the Holy City!

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