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Discover Windsor's dark history on a private 1.5-hour walking tour, exploring haunted sites, eerie legends, and royal mysteries with a local expert guide.
The Windsor: Private Dark Side Walking Tour offers a captivating journey beneath the town’s grand facade, revealing its most haunted buildings, ghostly legends, and royal mysteries. Priced at $168.37 for a group up to 6, this 1.5-hour experience is perfect for those interested in Windsor’s darker history. Led by a local expert guide, it promises an engaging exploration of eerie stories, supernatural sightings, and fascinating historical tragedies.
This tour departs from outside the Windsor Guildhall and ends at The Carpenters Arms, offering a private group experience that ensures personalized storytelling. The walk involves uneven surfaces and is suitable for visitors who can wear comfortable shoes. With a focus on Windsor’s haunted spots and mysterious past, it’s ideal for fans of ghost stories, history buffs, or anyone curious about Windsor’s lesser-known tales.
You can check availability for your dates here:
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The tour begins outside Windsor Guildhall, where your guide, easily recognizable in a bright orange jacket, greets the group. This meeting point makes it simple to locate, especially as the guide is immediately visible. The private nature of the tour means it’s tailored to your group’s pace and interests, providing a comfortable environment for storytelling and questions.
The 1.5-hour duration means a brisk but thorough exploration of Windsor’s darker secrets, making it a manageable activity even for those with limited time. The tour is designed to maximize storytelling and site visits, ensuring you get a full experience without feeling rushed.

While the tour is centered on its dark side themes, the route includes sightseeing at Windsor Castle itself. This iconic fortress, known worldwide, also holds stories of royal tragedies and ghostly legends. As you walk through the castle grounds, the guide shares tales of Royal disasters, spectral sightings, and the Ghost of Queen Victoria.
Though the focus remains on unusual and spooky stories, the close proximity to Windsor Castle adds a layer of historic grandeur that complements the eerie legends. The tour blends royal history with supernatural intrigue, offering a balanced look at Windsor’s prestige and mysterious past.
One of the tour’s highlights is the chance to see England’s most haunted building, known for its paranormal reputation. The guide explains its history and ghostly sightings, including tales of Herne the Hunter, a legendary figure associated with Windsor. This site’s reputation for supernatural activity makes it a key stop for those interested in ghost stories and hauntings.
The guide’s storytelling shines here, blending historical facts with spooky legends. This site leaves a lingering sense of mystery and curiosity, perfect for fans of paranormal tales.
More Great Tours NearbyWindsor’s streets themselves are part of the tour’s spooky charm. As the group walks through streets haunted by phantoms, the guide shares stories of spectral sightings and eerie legends. Among these are tales of phantoms roaming historic alleys and unexplained phenomena reported over the centuries.
This aspect of the tour emphasizes Windsor’s long-standing supernatural reputation, linking its medieval past with present-day ghostly reports. Walking at night, with dim lighting and historic architecture, enhances the eerie atmosphere.
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The tour dives into Windsor Witches’ legends, exploring stories of witchcraft accusations and trials that once took place in the town. The guide recounts historical persecutions and the mysteries surrounding those believed to possess supernatural powers.
Plus, the Ghost of Queen Victoria is featured, with tales of her apparitions and sightings in Windsor’s historic sites. These stories add a royal twist to the haunted narrative, blending royalty and superstition in a compelling way.
The tour concludes at The Carpenters Arms, a historic pub where you can reflect on the stories shared and relax. This ending spot offers a chance to discuss the supernatural tales and plan further exploration of Windsor. Since the tour is private, the group can choose to extend their visit or continue sightseeing independently.
The end location makes it convenient to access other Windsor attractions or enjoy a casual drink in an atmospheric setting.
The Windsor Dark Side tour is designed for comfort and accessibility. It is wheelchair accessible and suitable for groups of up to 6 people. The guide is an expert local storyteller, ensuring engaging narration throughout.
Participants are advised to wear comfortable shoes and dress appropriately for the weather, as the tour involves walking on uneven surfaces. The activity does not include hotel pickup, food, drinks, or additional admissions, focusing solely on the guided walk.
This tour offers a unique perspective on Windsor, balancing historical facts with supernatural tales. Its private group setting guarantees a personalized experience, making it ideal for small groups or couples. The expert guidance and carefully curated sites create an immersive atmosphere, especially at night or in dim lighting.
While the tour doesn’t cover all Windsor attractions, it excels in revealing a hidden layer of ghostly stories and royal ghosts that are often overlooked. The 1.5-hour length makes it a flexible option for most visitors.
Fans of ghost stories, paranormal history, and royal legends will find this tour particularly appealing. The engaging storytelling style is praised by past participants, with one review highlighting the guide’s quality narration. It suits visitors who enjoy walking tours with a mix of history and haunting tales.
Because it’s a private experience, it offers an intimate setting for those seeking a more personalized and flexible exploration of Windsor’s dark side.
“The whole group loved this tour. With a wonderful storyteller and guide. We saw parts of Windsor we would never have seen if it wasnt for this tour…”
Is this tour suitable for children?
The tour is not suitable for children under 12 years, due to the spooky nature of the stories and walking on uneven surfaces.
How long does the tour last?
The guided walk lasts approximately 1.5 hours, providing a focused and manageable experience.
Does the tour include entrance fees?
No, entrance fees are not included. The tour focuses on the walking route and storytelling.
Where does the tour start and end?
It starts outside Windsor Guildhall and finishes at The Carpenters Arms.
Is the tour wheelchair accessible?
Yes, it is wheelchair accessible, accommodating guests with mobility needs.
Can I cancel the tour if plans change?
Yes, full refunds are available if you cancel up to 24 hours in advance.
This Windsor: Private Dark Side Walking Tour provides a thrilling glimpse into Windsor’s ghostly stories and haunted sites, guided by an expert storyteller in a private setting. It’s a captivating choice for those interested in mystery, history, and the supernatural, offering a balanced mix of legends and landmarks in a compact, engaging format.
You can check availability for your dates here: