Top Aspen Historical Tours

Aspen is a town where the mountains are steep, the parties are legendary, and the truth is often stranger than fiction. On this self-guided walking tour, you’ll discover the rebellious spirit and untold stories behind Aspen’s glittering facade, from counterculture movements to celebrity hideaways. This 60-minute tour starts at the historic Old Armory, once Aspen’s City Hall. You’ll explore the former headquarters of Hunter S. Thompson’s outrageous campaign for sheriff, where the father of gonzo journalism hoped to disarm police and rename Aspen “Fat City” to deter investors. You’ll weave downtown, past designer boutiques housed in Victorian-era buildings, and along peaceful trails with natural beauty that’s drawn both celebrities and free spirits for decades. The tour ends at the peaceful John Denver Sanctuary, across the Ron Krajian Bridge and tucked along the banks of the Roaring Fork River, where the beloved singer-songwriter found inspiration for his most iconic songs.

Discover Aspen’s charm on this engaging one-hour walking tour, perfect for first-time visitors or those short on time. Explore iconic landmarks like the Wheeler Opera House, Aspen Art Museum, and Wagner Park while learning about the town’s rich history, culture, and vibrant community. With a relaxed pace and insightful commentary, this tour offers a delightful snapshot of Aspen’s unique character.

Get spooky in Aspen with this guided ghost tour. Timed for nightfall according to season, experience a creepier side of Aspen's historic downtown as you slip through shadowed streets and into the dark haunts of the past. Experience a thrill as you hear about the gruesome history that created these ghosts, and glance around, wondering where the wraiths will emerge from.

Aspen is a city nestled in nature and soaked in history. Get a sense of how the city is situated in time and place with this walking tour. Stroll through the Victorian West End neighborhood and into the John Denver Sanctuary. Learn more about Aspen’s history through its distinct architecture and the natural world.

Guests on this tour will explore the rutty hilly trails that lead through this abandoned cemetery and hear intriguing stories of the pioneers laid to rest in Aspen's first burial ground. The Ute Cemetery is a great example of early Colorado pioneer graveyard and captures a time and place removed from the present day resort.

Enjoy a private, exclusive tour in Aspen with your own local guide. Step beyond Aspen's glamorous image to discover a town shaped by silver fortunes, frontier hardships and enduring ghost stories. Walk through Aspen's historic downtown as your guide shares tales inspired by local folklore. Hear of the unexplained encounters that have become part of Aspen's identity. Visit grand hotels and quiet streets where miners, entrepreneurs and early residents once built one of Colorado's most remarkable mountain communities. Along the way, learn how ambition, tragedy and mystery left a lasting mark on the town. A blend of authentic history with a supernatural twist, this tour explores the hidden side of a world-famous destination. Please note: The availability and accessibility of attractions may vary based on time of day and crowd conditions, ensuring each visit is a unique experience.

Create memorable experiences, learn new city facts, and have tons of fun, without the need for a tour guide, on this Aspen scavenger hunt. This experience takes you to all the best landmarks and hidden gems, while answering trivia questions and solving challenges. This is a great activity for families, birthday or bachelorette parties, or team building events.