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    1. Local experiences
    2. /Things to do in Aspen…
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    4. /Neighborhood Tours
    5. /Explore Aspen Hidden Gems Walking Tour
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    Explore Aspen Hidden Gems Walking Tour

    Walk Aspen’s West End and river trails in about 90 minutes

    Duration

    60-90 Minutes

    Ideal For

    Up to 10 people

    Highlights

    Explore lesser-visited corners of Aspen on a healthy walking tour that blends Victorian streets with time along the Roaring Fork River. Cover the West End neighborhood and the Rio Grande Trail in about 60–90 minutes.

    • Discover quieter areas around Aspen that highlight Victorian charm and natural beauty
    • Stroll the West End neighborhood and learn about Aspen’s history
    • Walk along the Roaring Fork River and connect with nature
    • Follow the Rio Grande Trail for scenic views and a relaxed pace
    • Acclimatize to Aspen’s altitude during your first few days in town

    Things to know

    This is a walking tour lasting approximately 60–90 minutes. Meet in Downtown Aspen.

    Cancellation Policy

    Public tours: 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. 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.

    Product ID: U5RCM9

    FAQs

    Dress for changing weather and wear suitable footwear for walking. In spring, summer, and fall, bring rain gear, a jacket, or an umbrella if rain is possible, and dress warmer in the evenings. In winter, wear footwear for snowy or icy surfaces; warm coats, hats, and gloves are recommended.

    Yes. The tour is conducted entirely outdoors.

    Expect a healthy walk that lasts about 60–90 minutes (approximately 90 minutes).

    Meeting details

    Downtown Aspen

    Experience provided by Dean's Aspen Tours

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Adult

    $45

    Age 18+

    0

    Youth

    $35

    Age 7-17

    0

    Private Tour

    $500

    Up to 10 guests • $50 per additional guest

    0

    Why book through Greetwell?

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      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    Dean has built something special here, delivering walking tours that consistently wow visitors with his storytelling abilities and deep knowledge of Aspen's past and present. Guests rave about how engaging and personable he is, making history come alive through fascinating anecdotes rather than dry facts. His tours cover everything from prehistoric geology and Ute culture to the silver mining era, ski town development, and modern-day Aspen. The Off the Beaten Path and Past to Present tours are particularly popular, and his ghost tour offers a spooky twist that guests find entertaining (though maybe skip that one with very young kids). What really stands out is Dean's gift for making tours feel conversational and captivating. Families with children appreciate that he keeps even younger visitors engaged, while couples and solo travelers love the depth of insight they gain about the town. One guest mentioned he speaks quickly, but that seems to be a minor observation rather than a real issue. If you're looking to understand Aspen's heart and soul beyond the surface, Dean provides exactly that kind of meaningful introduction to the area.

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