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06 May 2025
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San Juan Skyway Road Trip Itinerary

San Juan Skyway Road Trip Overview

Embark on an unforgettable journey along the San Juan Skyway, a spectacular 236-mile loop that meanders through the breathtaking landscapes of southwestern Colorado. This road trip offers travelers a unique blend of majestic mountains, historic towns, and outdoor adventures, making it a perfect itinerary for nature enthusiasts and history buffs alike.

Start your journey in the vibrant town of Durango, known for its historic narrow-gauge railway that takes you through picturesque valleys. Continue to Silverton, where echoes of the mining era resonate through its preserved 19th-century architecture. As you drive along the scenic Million Dollar Highway, arrive in Ouray, often called the 'Switzerland of America' for its stunning alpine vistas and rejuvenating hot springs.

Next, explore the charming town of Ridgway, a stepping stone to the Uncompahgre Wilderness where outdoor activities abound. Arrive in Telluride, a world-renowned ski resort with a lively arts and festival scene, set against the backdrop of the San Juan Mountains. Venture through Dolores, where history and recreation intersect with attractions like the Anasazi Heritage Center and McPhee Reservoir.

Finally, make your way to Mancos, the gateway to Mesa Verde National Park, home to ancient cliff dwellings and rich archaeological sites. Whether you are seeking adventure, relaxation, or a glimpse into the past, the San Juan Skyway promises an awe-inspiring road trip that captures the essence of Colorado's rugged beauty and cultural heritage.


Recommended Activities

  • Durango is a charming town known for its historic narrow-gauge railway, which offers scenic train rides through the stunning landscapes of the San Juan Mountains.
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  • Silverton provides a glimpse into Colorado's mining history, with its well-preserved 19th-century architecture and a variety of outdoor activities such as hiking and off-roading.
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  • Often called the 'Switzerland of America', Ouray is famous for its hot springs, beautiful alpine scenery, and opportunities for adventure sports like ice climbing and canyoning.
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  • Ridgway is known for its beautiful mountain views and serves as a gateway to the Uncompahgre Wilderness, offering hiking, wildlife viewing, and hot air ballooning adventures.
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  • Telluride is a renowned ski destination with a charming historic downtown. It hosts numerous festivals and offers breathtaking views of the San Juan Mountains all year round.
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  • Dolores is a perfect spot for history enthusiasts and nature lovers alike, with its close proximity to the Anasazi Heritage Center and McPhee Reservoir for boating and fishing.
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  • Mancos serves as the gateway to Mesa Verde National Park, famous for its well-preserved Ancestral Puebloan cliff dwellings, and offers a quaint small-town atmosphere with local art galleries and shops.
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Restaurants

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    Handlebars Food & Saloon

    7.2
    $$$$

    Handlebars Food & Saloon

    Located in Silverton, this quirky saloon offers a Wild West atmosphere with unique décor and hearty meals, perfect for a fun and unusual dining experience.
    7.2
    $$$$
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    The Bent Elbow

    4.5

    The Bent Elbow

    A Silverton staple, this restaurant features mining-themed décor and serves hearty American fare, making it a memorable stop.
    4.5
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    The Cavern Tavern

    The Cavern Tavern

    Tucked away in Ouray, this unique dining spot offers a cave-like ambiance with a menu featuring craft cocktails and diverse dishes.
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    Esperanza's Mexican Restaurant

    Esperanza's Mexican Restaurant

    Located in Mancos, this hidden gem serves authentic Mexican dishes with a cozy atmosphere and friendly service, worth the stop for Mexican cuisine lovers.
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    True Grit Café

    4.4
    $$$$

    True Grit Café

    Situated in Ridgway, this café is famed for its connection to the film 'True Grit' and offers hearty meals and a unique historical vibe.
    4.4
    $$$$
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Hotels

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    The Strater Hotel

    3.9

    The Strater Hotel

    Located in Durango, this historic hotel offers Victorian-era elegance with modern comforts, and is famed for its beautiful architecture and unique themed rooms.
    3.9
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    The Wiesbaden Hot Springs Spa & Lodgings in Ouray

    4.5

    The Wiesbaden Hot Springs Spa & Lodgings in Ouray

    In Ouray, enjoy the natural geothermal waters in this unique hotel that offers a relaxing spa experience with a historic ambiance.
    4.5
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    The New Sheridan Hotel

    8.2
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    The New Sheridan Hotel

    Situated in Telluride, this hotel exudes classic charm with its meticulously restored historic features and provides a luxurious stay in the heart of the mountains.
    8.2
    $$$$
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    The Bent Elbow

    4.5

    The Bent Elbow

    In Silverton, this hotel offers an unusual combination of accommodations and a dining saloon, providing a taste of Silverton's mining heritage.
    4.5
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    Chipeta Solar Springs Resort & Spa

    4.1

    Chipeta Solar Springs Resort & Spa

    Located in Ridgway, this eco-friendly resort offers a serene retreat with solar-heated pools and Southwestern-inspired architecture, ideal for relaxation and rejuvenation.
    4.1
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Local Events & Happenings

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    Telluride Bluegrass Festival: 4 Day Pass

    Telluride Bluegrass Festival: 4 Day Pass

    The event will take place at Telluride Town Park in Telluride.
    Map IconTelluride Town Park in Telluride (14.34 mi)
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    Telluride Jazz Festival

    Telluride Jazz Festival

    The event will take place at Telluride Town Park in Telluride.
    Map IconTelluride Town Park in Telluride (16.66 mi)
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    Telluride Blues & Brews Festival

    Telluride Blues & Brews Festival

    The event will take place at Telluride Town Park in Telluride.
    Map IconTelluride Town Park in Telluride (16.66 mi)
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    Durango Blues Train May 29, 30, 31

    Durango Blues Train May 29, 30, 31

    The event will take place at Durango & Silverton Narrow Gauge Railroad in Durango.
    Map IconDurango & Silverton Narrow Gauge Railroad in Durango (31.21 mi)
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    Durango Blues Train August 21, 22, 23

    Durango Blues Train August 21, 22, 23

    The event will take place at Durango & Silverton Narrow Gauge Railroad in Durango.
    Map IconDurango & Silverton Narrow Gauge Railroad in Durango (31.21 mi)
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    The String Cheese Incident

    The String Cheese Incident

    $1 per ticket purchased for this event will benefit the Sweet Relief Musicians Fund. The Sweet Relief Musicians Fund is a dedicated resource for music industry professionals, especially the teams that make your favorite shows come to life. This found...
    Map IconAmphitheater at Las Colonias Park in Grand Junction (98.24 mi)
    Calendar Icon11 Aug 2025
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    Darius Rucker

    Darius Rucker

    The event will take place at Amphitheater at Las Colonias Park in Grand Junction.
    Map IconAmphitheater at Las Colonias Park in Grand Junction (98.24 mi)
    Calendar Icon17 Aug 2025
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