
Aspen Walking Tours

Aspen’s DarkSide Ghost Tour
Uncover Aspen’s tarnished past of Ghosts, Murder & Mayhem with true stories of Aspen’s darker history from 1879 to the present. 60 minute evening tour. Ghosts abound. Screams fill the air. Blood flows across bar room floors. Amazingly, those images come to life at night right here in Aspen on Aspen’s DarkSide.
“A truly unique tour through the streets of Aspen. This is a great tour for the whole family or just the adults.” – The Aspen Times
Duration: Begins at 6pm | 60 minutes
Group Size: Up to 20 people | All ages are welcome.
Price: $ 45 per adult | $35 per youth | Children under 6 are free | Private Group Tour available for $500 up to 10 people
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Aspen’s Past to Present Tour
Embark on a classic historical walking tour of Aspen, tracing its transformation from a modest mining camp to a globally renowned resort. This leisurely 12-block stroll through historic downtown Aspen introduces you to the city’s vibrant energy and potential, making it a perfect introduction for both first-time visitors and frequent guests. Discover Aspen’s rich past with an entertaining guided walk that blends Indian legends, mining folklore, and local tales to bring history to life.
Learn about notable Aspen landmarks including the Wheeler Opera House, the Red Onion, the Pitkin County Courthouse, and the Hotel Jerome, among others.
Meeting Location: Wheeler Opera House 320 E. Hyman Avenue
Duration: 60 – 90 minutes
Group Size: Up to 20 people | All ages are welcome.
Price: $ 45 per adult | $35 per youth | Children under 6 are free | Private Group Tour available for $500 up to 10 people
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Highlights of Aspen Tour
The Highlights of Aspen tour is a fun orientation and provides the perfect snapshot of this great mountain town. This hour long walk highlights Aspen’s culture found around the downtown core district. This is a great activity for the first time visitor to get their bearings and help acclimate to Aspen’s altitude and spirit.
A bit of history, storytelling and fun facts stitched together along a light scenic walk through town brings a sense of place and provides a great stepping stone to fully enjoying all Aspen has to offer.
Meeting Location: Wheeler Opera House 320 E. Hyman Avenue
Duration: 60 – 90 minutes
Group Size: Up to 20 people | All ages are welcome.
Price: $ 45 per adult | $35 per youth | Children under 6 are free | Private Group Tour available for $500 up to 10 people
Check Availability & Book This Tour
Off The Beaten Path Tour
The Off the Beaten Path Scenic Tour brings guests through lesser visited areas around Aspen that capture it’s Victorian charm and natural beauty. Stroll through the streets of the Victorian neighborhood of the West End highlighting Aspen’s history and walk along the Roaring Fork River & the Rio Grande Trail connecting with nature. This tour is a healthy walk lasting approximately 90 minutes and approximately 1.5 miles on mostly flat terrain of sidewalks, paved trails and park spaces with a slight elevation loss & gain of 30 feet. It’s a great way to acclimatize to Aspen’s altitude during a visitors first few days in Aspen.
*Offered May thru November
Meeting Location: Wheeler Opera House 320 E. Hyman Avenue
Duration: 90 minutes
Group Size: Up to 20 people | All ages are welcome.
Price: $ 45 per adult | $35 per youth | Children under 6 are free | Private Group Tour available for $500 up to 10 people
Check Availability & Book This Tour
Additional Information
- Standard tour lengths range from 60 to 90 minutes depending on the tour.
- Tours operate in all weather conditions. Please dress accordingly to the weather. Bring along rain jackets and umbrellas when there is a threat of rain. Dress warm for winter and evening tours.
- Tour size is often small groups averaging under 10 guests depending on the season. There is a 20 person maximum for public walking tours & a 10 person maximum for public hiking tours.
- The walking tours in town are all casual strolls on sidewalks and pedestrian walkways. The light hikes & bikes vary from easy to more difficult.
- All of the downtown walking tours are wheelchair accessible.
- Paid parking is available on the street in downtown Aspen as well as at the public parking garage. On street parking is free after 6pm & on Sundays & Holidays. Parking prices are higher in the downtown core than in the residential area that surrounds it and the parking garage. For more info on parking visit Aspen Parking Department.
What’s Not Included
- Gratuity
Cancellation Policy
Full refund for cancellations made more than 48 hours before the tour start date. No refunds for late arrivals, no‑shows or cancellations within 48 hours of the tour start date.
Private Tours:
Full refund for cancellations made more than 72 hours before the tour start date. No refunds for late arrivals, no‑shows or cancellations within 72 hours of the tour start date.
About Dean’s Walking Tours
Dean Weiler, a Buffalo, NY native, has been guiding tours of Aspen that are fun and entertaining to visitors and locals alike from classic historical walking tours, ghost tours, cemetery tours, hiking tours & biking tours since 2007.
Rocky Mountain Travel