Experience Aspen’s Dark Side with Dean’s Ghost Tour
If you’re visiting Aspen and want an evening that mixes history, mystery, and a dash of the supernatural, Aspen’s DarkSide Ghost Tour offers a compelling choice. For just $45 per person, you’ll spend about an hour walking through Aspen’s historic downtown, hearing true ghost stories and uncovering the city’s darker past. Led by Dean, a guide praised for his storytelling and friendly demeanor, this tour is a lively way to see Aspen from a different perspective—one that’s a bit spooky but deeply rooted in real history.
What we love most about this tour is how it combines engaging storytelling with scenic views. You’ll walk along pedestrian-friendly paths, passing notable landmarks and enjoying stunning vistas of Smuggler Mountain and Aspen Mountain—all while learning about the grisly mining history and the indigenous removal that shaped this mountain town. Another highlight is the short, accessible format—lasting just about an hour—making it perfect for a quick evening activity after a day of sightseeing.
One thing to consider is that the tour operates in all weather conditions, so you’ll want to dress appropriately, especially if the temperature drops after sunset. Also, since the tour is limited to 20 travelers, it maintains an intimate, engaging atmosphere, but it’s best to book well in advance—average bookings are 11 days ahead.
This experience suits those interested in local history, ghost stories, or simply looking for a fun, atmospheric walk in Aspen. It’s ideal for history buffs, families with kids who love legends, and anyone craving a slightly spooky twist to their vacation.
Key Points
- Rich storytelling: Led by a knowledgeable, engaging guide, Dean, who shares authentic stories based on true history.
- Beautiful views: Scenic vistas of Smuggler Mountain and Aspen Mountain add a natural backdrop to the spooky tales.
- Concise and convenient: A one-hour walking tour that fits easily into an evening itinerary.
- Small group experience: Limited to 20 travelers, ensuring a personal and interactive atmosphere.
- Weather-ready: Operates in all conditions, so dress appropriately for evening temperatures.
- Highly rated: With a 5.0/5 rating from 68 reviews, most visitors find it worth their time.
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In-Depth Review of Aspen’s DarkSide Ghost Tour

The Itinerary and Stops: What Makes Each Part Special?
Starting point is conveniently located across from the Wheeler Opera House, a historic building itself worth a quick glance. From here, the tour takes you along pedestrian paths and sidewalks that wind through the charming streets of Aspen’s historic downtown. Dean’s narrative begins with local legends and true stories of ghosts, immediately setting a tone that’s equal parts educational and eerie.
The first notable stop offers scenic views of Smuggler Mountain, where Dean shares tales about the dangerous and dirty history of mining—a period that left behind more than just gold and silver. These stories often involve gruesome accidents and lawless characters, which help explain why the mountain is considered haunted by some.
Next, the group heads toward Aspen Mountain, where Dean discusses the violent removal of indigenous people following the silver rush. The view from here is striking, and the stories evoke the tension and tragedy of Aspen’s early days. Reviewers mention that Dean’s storytelling adds genuine atmosphere, making the history feel alive and relevant.
Throughout the walk, Dean peppers in local anecdotes, ghost tales, and historical context, making sure the experience feels authentic. The tour concludes back at the starting point, leaving you with a deeper understanding of Aspen’s darker past—all in a manageable, hour-long experience.
Authentic Ghost Stories and Historical Insights
Visitors consistently praise Dean for his storytelling ability, describing him as friendly, knowledgeable, and humorous. As one reviewer states, “Dean gave a great tour with a peppering of Aspen history as well as some spooky ghost stories.” His approach balances respect for the history with entertainment, which keeps the atmosphere both intriguing and approachable.
Many reviews emphasize that the stories are based on true accounts, which adds a layer of credibility and fascination. A common theme is that the stories are spooky but not overly frightening, making the tour suitable for families, including kids who enjoy ghost tales.
The Walking Experience
The short duration means you’ll be walking through Aspen’s charming streets, enjoying stunning mountain views and historic architecture. The tour is described as easy walking, making it accessible for people of most ages and fitness levels. Since it meets near public transportation and operates rain or shine, it’s a flexible option no matter the weather.
Group Size, Price, and Value
With a maximum of 20 travelers, the tour maintains an intimate setting, where questions and stories flow naturally. At $45, it’s priced competitively for a guided experience that combines local history, scenic views, and spooky stories—all in just an hour.
Given the high praise from reviews and a perfect 5-star rating, most visitors find this tour excellent value. It’s especially recommended for those interested in learning a little about Aspen’s past while enjoying a fun, atmospheric walk. Whether you’re a solo traveler, a couple, or a family, you’ll likely find this short tour a memorable addition to your Aspen trip.
Practical Tips for Visitors
- Book in advance: Tours are popular, with bookings often 11 days ahead, so plan accordingly.
- Dress for the weather: It’s an outdoor walking tour that runs in the evening; layers and comfortable shoes are a must.
- Arrive early: The meeting point is easy to find, across from the Wheeler Opera House.
- Bring your curiosity: The stories are based on real events, and Dean encourages questions, making the experience engaging.
Who Should Take This Tour?

This ghost tour is perfect for history enthusiasts who enjoy a storytelling approach, as well as families with children who love legends and spooky tales. It’s suited for those seeking a short, atmospheric experience that offers a different perspective on Aspen’s colorful past. If you appreciate scenic views paired with captivating stories, this tour delivers both.
Travelers looking for a light but memorable evening activity will find this tour hits the mark. It provides a good balance of entertainment, education, and scenery—a true taste of Aspen’s intriguing, darker history.
FAQ
Is this tour suitable for children?
Yes, many reviews mention taking children, including a 7-year-old, and finding it appropriate. The ghost stories are spooky but not overly frightening.
How long does the tour last?
The tour is approximately one hour—perfect for fitting into an evening after other activities.
Where does the tour start and end?
It begins across from the Wheeler Opera House at 320 E Hyman Ave and ends back at the same location.
Does the tour operate in bad weather?
Yes, it runs in all weather conditions. Dress accordingly for evening temperatures and possible rain.
Is the group size small?
Yes, capped at 20 travelers, which helps create a friendly, interactive atmosphere.
What’s included in the price?
All taxes, fees, handling charges, and a professional guide are included.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the tour. Cancellations within 24 hours are non-refundable.
Is the tour accessible for most visitors?
Most travelers can participate, and service animals are allowed.
Do I need to bring anything special?
Comfortable shoes, weather-appropriate clothing, and curiosity are all you need.
How far in advance should I book?
It’s recommended to book about 11 days ahead, as tours are popular.
Final Thoughts
Aspen’s DarkSide Ghost Tour offers a lively, authentic glimpse into the town’s lesser-known history, with engaging storytelling and breathtaking mountain views. It’s a delightful mix of history and mystery that appeals to a broad range of travelers—from families to history buffs—looking for a memorable, fun experience in Aspen. The guided approach, combined with scenic stops and spooky tales, ensures you’ll leave with a deeper appreciation of Aspen’s colorful past and a few spine-tingling stories to tell back home.
If you want a short, well-reviewed adventure that’s both educational and entertaining, this tour is a smart choice. It’s a fun way to get a different perspective on Aspen, blending its natural beauty with stories that have been told and retold through generations. For those seeking a unique evening activity that’s both accessible and atmospheric, Dean’s DarkSide Ghost Tour is worth every dollar.
