Experience Aspen’s haunted history like never before on the DarkSide Ghost Tour. Enjoy a thrilling 60-minute evening walk filled with ghost stories, eerie tales, and local legends that bring the town’s dark past to life.
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Difficulty
easy
Duration
1 hour
Fitness Level
Suitable for most fitness levels as the tour involves gentle walking on flat to slightly uneven streets.
Wildlife
History
Aspen, originally a mining town, has a dark past filled with violent tales and ghost stories dating back to its founding in the late 19th century.
Conservation
The tour company promotes respectful visitation of historic sites and encourages eco-friendly practices to preserve Aspen’s unique urban heritage.
Dean's Aspen Tours
Experience Aspen’s haunted history like never before on the DarkSide Ghost Tour. Enjoy a thrilling 60-minute evening walk filled with ghost stories, eerie tales, and local legends that bring the town’s dark past to life.
Dean's Aspen Tours operates a diverse lineup of guided walking tours and hikes across Aspen, Colorado. The company leads short 60–90 minute downtown introductions, moderate 2-hour nature walks along the Roaring Fork and Rio Grande Trail, themed history tours that weave mining folklore and Native American legends, seasonal cemetery and ghost tours, and more strenuous hikes like the 3-hour Smuggler Mountain ascent.
Tours consistently highlight Aspen landmarks including the Victorian West End, Roaring Fork River corridors, Hunter Creek paths, Shadow Mountain meadows, and the Aspen Institute campus. Each experience is narrated with local history, natural context, and entertaining storytelling that connects visitors to the landscape and community. Small-group formats make the tours approachable for newcomers wanting to acclimate to elevation as well as for repeat visitors seeking deeper insight.
Safety and enjoyment are emphasized through clear route notes and suggested gear—appropriate footwear, water, and snacks for longer hikes. Seasonal offerings include Halloween cemetery features and an evening DarkSide Ghost Tour for those seeking spooky local lore. Dean's Aspen Tours provides factual context, memorable viewpoints, and guided pacing tailored to varied fitness levels, helping guests explore Aspen’s past and present confidently and comfortably.
Tours Offered
11
A variety of walks, hikes, and seasonal tours
Trip Lengths
60–180 min
Short walks to 3‑hour hikes available
Areas Covered
Downtown & Trails
West End, Roaring Fork, Hunter Creek
Seasonal Tours
Halloween & Night
Cemetery and DarkSide ghost tours
Secure a spot on a small-group walk or hike — limited capacity for the best local experience.
Bring a flashlight
While the tour covers well-lit streets, a flashlight can help navigate darker alleys safely.
Wear comfortable shoes
The tour involves walking for an hour on varied surfaces; comfortable footwear is crucial.
Dress warmly
Evenings in Aspen can get chilly, especially outside of summer, so layered clothing is recommended.
Avoid bringing large bags
The tour route is narrow and crowded, making large backpacks or bulky items inconvenient.
Comfortable walking shoes
Supports an hour of walking on cobblestone and pavement surfaces.
Warm layers
Keeps you comfortable against chilly autumn evening temperatures.
fall
Flashlight or headlamp
Helpful for extra visibility when walking through less illuminated areas.
Light rain jacket
Protects against occasional spring showers during the evening walk.
spring