Telluride and the surrounding San Juan Mountains are full of history, culture and spectacular scenery.  Officially Colorado’s largest mountain range, the San Juans are home to some of the most picturesque peaks in the country and are full of opportunities for active and cultural exploration.

Here, your local trip leader will guide you by bright turquoise lakes and cascading waterfalls as you gaze at the dramatic and snow-capped high peaks – many of which are over 13,000 feet. As you share days hiking along paths that zig-zag through soft, expansive meadows full of unique flora and fauna, you’ll wander in and out of aspen groves, trees bursting with vibrant oranges and yellows, leaving you completely awe-inspired.

Every day, you’ll eat local, delicious food savoring the fresh farm-to-table cuisine for which Colorado is so famous. From soaking in natural hot springs, to hiking some of the most historic & beautiful trails in the world, to engaging with the friendly communities, to sleeping in locally run hotels, you’ll find this week to be both exhilarating and relaxing at the same time. We'll experience the best of Southwest Colorado and we'll never want to leave.

If you are interested in intimate group travel with a passionate nascent adventure travel company, look no further! Pathways has a promising future and I would not hesitate to recommend these hiking trips to anyone who enjoys this type of active travel experience.
— jeanne w. | chicago, IL | telluride 2017

Trip Highlights

  • Explore Telluride, its unique box canyon, and the surrounding mountains

  • Experience stunning views during peak foliage season

  • Take a 4x4 jeep tour up to Imogene Pass at Tomboy Ghost Town

  • Discover the eclectic Telluride art scene through a private tour of a local gallery

  • Tour the historic and family-operated Schmid Ranch, followed by a farm-to-table lunch on the property

  • Optional half-day of climbing the infamous via ferrata in Telluride

Trip Details

What's IncludeD

  • Excellent leadership from your local guide

  • All included activities listed in itinerary

  • 6 nights in a boutique hotel in downtown Telluride

  • All meals except 2 lunches and 3 dinners (alcohol not included)

  • Welcome reception & wine on first night

  • Goodbye reception & wine on last night

  • On-trip transportation

  • Pathways swag (t-shirt, water bottle & other fun surprises)

The Fine Print

  • Start/End: Telluride, Colorado

  • Price: $3,195 (+$800 for single occupancy)

  • 2019 group departure date:

    • Monday, September 23 - Sunday, September 29

  • Trip length: 7 days/6 nights

  • Private departures & self-guided itineraries available


What to Expect

san juans in the fall

Pathways trips are all about the active, enthusiastic and flexible traveler. This trip is rated moderate meaning we’ll be walking or hiking nearly every day, ranging from 3-7 miles, including some longer, more gradual climbs.

There are options nearly every day for those who are excited about longer, more challenging terrain. Please keep in mind that we'll be at higher elevations on this trip, ranging from 8,000 feet to 10,000 feet.

It’s not just about hiking. This trip offers a multitude of pathways to enrich your everyday life & travel experience through cultural, culinary, artistic and historical perspectives.
— cynthia r. | englewood, co | telluride 2017


This trip is designed to appeal to a variety of interests and fitness levels, and you'll be able to choose what is best for you each day. That said, we recommend that you realistically and appropriately assess your physical condition with regard to the demands of this trip. The more well-prepared you are, the more fun you’ll have!

Our recommended guideline is to exercise for at least 45-60 minutes a few times per week at least 1-2 months in advance of the trip by hiking, walking, jogging or cycling.  If you live in an area that’s flat, be sure to add in some climbs. Don't hesitate to reach out with any questions regarding your physical suitability for this trip.

aspens in the fall

where we stay

Where you stay on your Pathways trips will only enhance your experience. We've selected beautiful, authentic, boutique accommodations that will allow you to even more deeply connect with the local culture and cuisine of the place you're visiting. 

The lodgings we choose are locally or family owned, making your stay welcoming, unique and personal - the best spots to end an active day with relaxation, delicious food & wine, gracious hospitality and fun. 

There was not one detail that was lacking - Pathways has organized this trip with utmost care and every detail is carefully orchestrated. I enjoyed an incredible week and memorable experience. It was a chance to be active, to meet new friends, enjoy the natural world in a way that will provide a memorable lifetime experience for me.

Ready to hit the trail?

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