Winston-Salem True Crime Tour: A Dark Walk Through North Carolina’s Hidden Past

If you’re looking for a unique way to spend an evening in Winston-Salem, the True Crime Tour offers a fascinating glimpse into the city’s shadowy moments. Priced at just $19 per person and lasting about an hour, this tour takes you through downtown Winston-Salem, highlighting some of its most chilling stories — from a serial prison escape artist to the rise of a notorious cult leader, and even the inexplicable murder of an entire family.
What we love about this experience is how focused and engaging the stories are, especially thanks to the knowledgeable guides who bring these dark tales to life. The walk-style format makes it easy to follow, and the stories are carefully picked to give a real sense of Winston-Salem’s less-glamorous history.
One possible consideration is that the stories vary in intensity; some might find the content a bit grisly or unsettling. Also, reviews indicate that the flow can be uneven, with some guides checking notes repeatedly, which can slow down the storytelling. That said, if you’re intrigued by true crime and local history, this tour offers a compelling and affordable snapshot of Winston-Salem’s darker stories — perfect for those who enjoy storytelling and urban exploration.
This tour is well-suited for history buffs, crime enthusiasts, or anyone curious about the unexpected side of Winston-Salem’s past. If you appreciate guided experiences that combine storytelling with walking, you’ll likely find this a memorable, if slightly spooky, adventure.
Key Points

- Affordable and Short: At $19 for about an hour, this tour offers good value for a quick but interesting experience.
 - Local Guides: Expect knowledgeable guides who bring authentic storytelling, though reviews suggest some vary in delivery.
 - Dark Stories: The tales include murders, cults, and prison escapes, appealing to those interested in crime and history.
 - Downtown Focus: The walk takes you through Winston-Salem’s historic downtown, with stops at sites linked to the stories.
 - Family-Friendly?: Most travelers can participate, but the dark subject matter might not be suitable for young children.
 - Booking Tip: The tour is usually booked about 15 days in advance, so plan ahead if you’re eager to join.
 
Planning more time in Winston Salem? We've covered other experiences worth considering.
Exploring the Winston-Salem True Crime Tour in Depth
What to Expect and How It Works
Starting at Fair Witness Fancy Drinks on 4th St E, the tour kicks off at 4:00 pm and concludes back at the same location. With a mobile ticket, you simply meet your guide and set off on a walk through the city. The duration is roughly one hour, making it an easy add-on to an evening downtown stroll or dinner.
The fact that it’s a small group, with a maximum of 25 travelers, helps keep the experience intimate. This means your guide has the chance to engage with everyone and adapt the storytelling to the group’s interests.
The Itinerary and Stories
While the tour doesn’t specify exact stops beyond the starting point, it involves moving between sites related to some of Winston-Salem’s most infamous crimes. Based on reviews, you’ll likely visit locations tied to these dark stories, which could include former crime scenes, historic buildings, or public spaces linked to the tales.
Stories highlighted include a serial prison escape artist, whose daring acts left the city shaken; the rise of one of America’s most infamous cult leaders, whose influence still sparks curiosity; and the tragic murder of an entire family, a case that confounded locals and law enforcement alike.
The Guides and Their Role
The reviews praise guides who are knowledgeable and passionate. One reviewer specifically mentioned their guide as being very well-informed, enjoying working with her. Conversely, another review pointed out occasional pauses where the guide checked notes, which might disrupt the flow. Nevertheless, the guides’ storytelling prowess is often noted as a highlight, making the stories more vivid and engaging.
Authenticity and Atmosphere
Walking through downtown Winston-Salem adds a layer of authenticity to the experience. You’re not just hearing stories from a brochure but seeing the places where these events unfolded — or at least close to them. The ambiance of dusk or evening lighting enhances the mysterious vibe, creating a fitting atmosphere for true crime tales.
Cost, Value, and Practicality
For $19, this tour offers decent value, especially considering it’s guided, walk-based, and focused on local stories. Given the short duration, it’s perfect for travelers with limited time or those looking to add some intrigue without a hefty price tag.
While the stories may not be for everyone — especially if you prefer more light-hearted sightseeing — they do offer a glimpse into Winston-Salem’s less-rosy history, which adds depth to your visit.
Who Will Enjoy This Tour?
This experience is best suited for travelers who have a curiosity about true crime or local legends. It’s also a good fit for those who enjoy guided walking tours, especially if they’re interested in a small-group, intimate setting. Keep in mind that some reviews mention uneven storytelling quality, so if you’re very particular about presentations, you might want to manage your expectations accordingly.
Final Thoughts

The Winston-Salem True Crime Tour offers a compelling, cost-effective way to explore the city’s darker side. It’s a short, engaging experience that combines local history with storytelling, making it ideal for those with an interest in crime, mystery, or simply seeking a different perspective on Winston-Salem. The guides’ knowledge can make or break the experience, but when they’re on their game, you’ll leave with a richer understanding of the city’s shadowy past.
Overall, if you’re traveling in Winston-Salem and want a fun, slightly spooky activity that’s different from the usual museum or historic tour, this one’s worth considering. Just remember to book ahead, dress comfortably for walking, and prepare for stories that might stick with you longer than most.
FAQ
Is this tour suitable for children?
Most travelers can participate, but the dark subject matter, including murders and cults, might not be suitable for young children or sensitive travelers.
How long is the tour?
Approximately one hour — perfect for fitting into an evening without feeling rushed.
Where does the tour start?
It begins at Fair Witness Fancy Drinks on 4th St E in Winston-Salem.
Is the tour walking or driving?
The tour is a walking experience through downtown Winston-Salem, allowing you to see the sites up close.
How far in advance should I book?
Most bookings are made about 15 days in advance, so planning ahead ensures you secure a spot.
What’s included in the price?
You get the True Crime Tour with an in-person English-speaking guide and a mobile ticket. Bottled water is not included.
Can I cancel if I change my mind?
Yes, there’s free cancellation up to 24 hours before the tour, allowing flexibility if your plans change.
Whether you’re a local or a visitor, the Winston-Salem True Crime Tour offers a fun, intriguing way to see the city from a different angle. It’s a reminder that behind every quaint storefront or historic building, there might be a story darker and more mysterious than you’d expect.
