aspen biking trip

Aspen Biking Adventure

While travelers flock to Aspen for its snow-white powder and buzzy après-ski scene, insiders know that this Western town is just as lovely—if not more so—in the late summer, when cool forests on the brink of autumnal foliage offer crystal-clear mountain views, and rolling fields bloom in blankets of wildflowers. It’s the ideal spot for a cycling adventure—and with this curated itinerary, crafted in partnership with DuVine Cycling + Adventure Co., you can discover hidden trails suited for scenic rides, reflection in nature and athletic challenge, in equal measure. In the evenings, return to the Indagare-adored property The Little Nell for relaxation and a taste of Aspen’s acclaimed food scene.

Plus—check out our new cycling itinerary with DuVine in the Hudson Valley!

What to Expect

On this special cycling journey, travelers will be able to go off the beaten track to explore Aspen’s lush terrain, just as the season changes from summer to autumn. In the evenings, return to The Little Nell and have the option to enjoy spa treatments, farm-to-table meals and even wine tastings, as well as exploration in town and more. Highlights of this itinerary include the opportunity to:

  • Join expert DuVine guides for daily, intermediate-level bike rides through the peaceful landscapes of beautiful Aspen, where the terrain shifts from wild forests and rocky alpine slopes to wildflower-covered fields, glacial valleys and sunny riverbanks. Thanks to your guides and 24/7 van support, you will be able to make your cycling adventure as challenging or relaxed as you’d like it to be, while you make use of top-of-the-line cycling equipment, with daily bike maintenance servicing (e-bikes are also available).
  • Supplement your cross-country biking activities with mountain biking, hiking or stand-up paddle-boarding, as well as fun touring activities like riding into a ghost town to learn about Aspen’s silver mining history with a retired miner.
  • Sample the best of Western American cuisine with hand-picked meals at local favorite restaurants, as well as farm-to-table establishments led by top chefs—all accompanied by beverages sourced from nearby microbreweries and vineyards.
  • Relax at one of Aspen’s finest luxury hotels, The Little Nell.
  • Spend time enjoying Aspen’s robust dining and shopping scenes on your own.
  • Add on a post-trip extension planned by the travel experts at Indagare to Wyoming, Montana, Utah or beyond.

Level of Difficulty: This trip is classified at a Level Three (out of four) riding level, which would be a perfect challenge for intermediate riders who enjoy rolling terrain.

Pricing: From $4,195, per person, based on double occupancy, with a minimum party size of six people. Final pricing will be determined by the final party size, room category and travel dates. Contact our team for custom party sizes and rates.

Cancellation Policy: We are happy to offer free cancellation up to 37 days prior to departure. Our team also strongly recommends that you consider purchasing travel insurance (our team can provide a quote).


Indagare can also arrange this trip for custom dates, with pre- or post-trip extensions if desired, that accommodate your schedule. We can also curate private biking trips to points east (such as Vermont and Maine) or further west to Zion National Park, Sonoma, Santa Barbara and beyond. Contact our team at to inquire.


The health and safety of our guests is our number-one priority. We are committed to upholding the highest safety standards, while providing world-class hospitality and a seamless travel experience. We are in close contact with all of our partners to ensure that they are committed to the health and comfort of our travelers by practicing enhanced sanitization and disinfecting procedures, respecting social distancing guidelines, and remaining as contactless as possible. For more information and questions about specific protocols that have been put into place to make your trip as safe as possible, please reach out to our team at

  • When
    Custom dates available upon request
  • Length
    4 days / 3 nights
  • Type of Traveler
    Adventurers , Trailblazers , Ultimate Indulgers

This Journey's Host

We are thrilled to partner with DuVine Cycling + Adventure Co.—a 2018 and 2017 Travel + Leisure World’s Best Tour Operator that designs and leads luxury bike tours in the world’s most amazing destinations—to bring you this biking adventure, complete with the best local guides and cycling experts who will help you test your physical limits while paving the road to unforgettable experiences. Click here to learn more about DuVine.

Curious to receive the full itinerary and join the trip? Contact us and find out more.

Trip Details

In preparation for the journey, members will also receive a comprehensive departure package that includes an itinerary, packing list, accommodations overview and other important information.

  • When
    Custom dates available upon request
  • Length
    4 days / 3 nights
  • Group Size
    Up to 8 travelers
  • Host
    DuVine Cycling + Adventure Co.
  • From


  • Accommodations at the Little Nell (3 nights)
  • Daily breakfast, lunch, nutritional snacks, après-velo cocktails and two (2) gourmet dinners at the local restaurant including local wine, beer or spirits with every meal
  • All guided biking, transfers and activities, as indicated in the itinerary
  • The use of top-of-the-line biking equipment for the duration of the trip. E-bikes are also available to rent for an additional supplement
  • The services of our Aspen and DuVine partners, including expert local guides and dedicated van support so that you can cycle at your own pace
  • Daily bike maintenance and support, as well as luggage transfers as needed
  • Gratuities for hotel service and baggage porters


  • Air transportation to and from Aspen, as well as travel insurance (strongly recommended)
  • Meals not specified and premium alcoholic beverages other than those included in meals
  • Personal items and expenses, including additional activities
  • Liability for change in itinerary due to reasons beyond our control (change in flights, cancellations, political disturbances, natural phenomena)
  • Gratuities for guides
Curious to receive the full itinerary and join the trip? Contact us and find out more.

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