Philadelphia Alley

Philadelphia Alley, sometimes called "Dueler’s Alley," is one of Charleston’s most historic (and haunted) passageways between Queen and Cumberland Streets.

Philadelphia Alley in Charleston is a charming, narrow passageway steeped in history and local legend. Nestled between Cumberland and Queen Streets, this intriguing pathway dates back to the 18th century and has a fascinating past intertwined with fire, duels, and ghost stories. Originally known as Cow Alley, it was later renamed as a tribute to the city of Philadelphia, whose citizens provided aid after a devastating fire in Charleston in 1810.

The alley is best known for its role as a duelling ground in the 19th century, where gentlemen would settle disputes with pistols at dawn. One of the most famous tales involves Dr. Joseph Brown Ladd, a young physician from Rhode Island, who met his end here in a duel over a trivial argument. Locals say his ghost still lingers, with eerie footsteps sometimes heard echoing along the brick pathway.

Today, Philadelphia Alley is a peaceful, picturesque spot lined with moss-draped trees and historic buildings, offering a quiet escape from the bustle of Charleston’s main streets. It’s a popular stop on ghost tours and a must-visit for those seeking an atmospheric stroll through the city’s storied past.

Nearby Attractions

See all attractions in Charleston
Charleston City Market
Established in 1804, Charleston City Market is one of the city's most iconic attractions and one of the oldest public markets in the United States.
Joe Riley Waterfront Park
The waterfront park boasts spectacular views of the sea and is the perfect place to plop yourself down on an antiquated bench to enjoy the scenery.
French Huguenot Church
The only one of its kind remaining in the US, the church traces its roots to French Huguenot refugees in the late 1600's.
St Philip's Church
St. Philip's is an iconic church in the historic district of Charleston established in 1680, making it the oldest religious congregation in South Carolina.
Charleston's French Quarter
Sitting within the original walled city of Charleston, the French Quarter is a Nationally Registered Historical District with a rich cultural heritage.
Old Slave Mart Museum
The first museum opened to tell the story of slaves in America, the museum is operated by people who can trace their family roots to the Charleston slave trade.

Related Tours

The Ghosts of Charleston: Private 2-hour Spooky Evening Tour

Charleston is the oldest city in South Carolina, with hundreds of years of bloody battles, rebellions, pirates, plots and political intrigue woven into its history. As such, it’s no surprise that there are plenty of ghosts believed to haunt the Holy City. There is no better way to discover some of Charleston’s most spine-chilling tales than on a private walking tour with a local expert guide. On our eerie evening experience, you’ll wander the streets after sundown to uncover the city’s most notorious hauntings and learn about the lives and deaths of those whose restless spirits are said to remain to this day.

On your 2-hour ghost tour, you will:

  • Embark on an exhilarating journey through Charleston after dark;
  • Enjoy the personalized attention of your private guide, well-versed in the Holy City’s most intriguing legends and mysteries;
  • See some of the most iconic sights under the moonlight and find out about paranormal occurrences that have taken place there;
  • Get acquainted with the key characters who gained infamy from beyond the grave;
  • Delve into the grim past of The Old Exchange & Provost Dungeon;
  • Pop by Poogan’s Porch and hear about the spirits who have been spotted there;
  • See Powder Magazine, Charleston’s oldest public building, and hear how many visitors have felt a ghostly presence from its days as a military outpost;
  • Pass by St. Philip’s Church and Graveyard, the final resting place of several historical figures, where unexplained apparitions and flickering lights have been reported for generations;
  • Find out about the deadly duels that took place down Philadelphia Alley
  • Learn the tragic tale of Annabel Lee, the subject of Edgar Allan Poe’s final poem, thought to be based on a young woman from Charleston;
  • End at the Charleston City Market, a historic marketplace thought to be haunted by ghostly merchants.

As night falls over Charleston, step into the shadows and uncover the spectral side of the Holy City on this private ghost tour. Designed for those who seek a more intimate and immersive experience beyond the crowded large group tours, this two-hour adventure reveals some of the city’s most haunted sites in the company of an expert storyteller well-versed in Charleston’s most chilling legends

You’ll begin your adventure after dark when the spirits of the past are said to stir. Whilst the exact route may vary according to your guide's expertise, you’ll hear about infamous figures whose ghosts are believed to remain, unable to find peace. At the Old Exchange & Provost Dungeon, you'll be transported back to a time of revolution, pirates, and prisoners, where the whispers of the past still echo through its stone walls. Outside Poogan’s Porch, one of Charleston’s most famous restaurants, your guide can share unsettling accounts of ghostly apparitions that have startled visitors and staff alike. At Powder Magazine, the city’s oldest public building, originally constructed to store gunpowder, you'll see if you can sense the lingering presence of those tasked with defending the city during the American Revolution.

Your path leads to St. Philip’s Church and Graveyard, the final resting place of many illustrious Charlestonians, where strange lights and shadowy figures have been reported for centuries. In Philadelphia Alley, hear the dramatic stories of deadly duels and lingering spirits, forever bound to the site of their untimely demise. You will also learn the tragic tale of Annabel Lee, immortalized in Edgar Allan Poe’s haunting poem, as you wander the streets of the city that may have inspired his final work. The tour concludes at the historic Charleston City Market, a centuries-old trading hub believed to be haunted by the spirits of merchants whose presence is still felt long after the market closes for the night.

This carefully curated private experience offers a deeper, more nuanced exploration of Charleston’s haunted history, taking you beyond the expected into the realm of the truly extraordinary. Whether you’re a sceptic or a believer, the Holy City’s ghosts will be sure to pique your interest.

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