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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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Travel Gems from Reddit

  • Reddit Icon

    780 votes, 16 comments. 3.4M subscribers in the roadtrip community. /r/roadtrip is your source for everything road trip related. Whether you enjoy

    Weekend trip around the San Juan Skyway in southwest Colorado

    780 votes, 16 comments. 3.4M subscribers in the roadtrip community. /r/roadtrip is your source for everything road trip related. Whether you enjoy

    /r/roadtrip
  • Reddit Icon

    4.1M subscribers in the roadtrip community. /r/roadtrip is your source for everything road trip related. Whether you enjoy traveling by motorcycle

    San Juan Skyway Scenic Byway, CO

    4.1M subscribers in the roadtrip community. /r/roadtrip is your source for everything road trip related. Whether you enjoy traveling by motorcycle

    /r/roadtrip
  • Reddit Icon

    13M subscribers in the travel community. r/travel is a community about exploring the world. Your pictures, questions, stories, or any good content is

    Road trip through San Juan skyway of Colorado

    13M subscribers in the travel community. r/travel is a community about exploring the world. Your pictures, questions, stories, or any good content is

    /r/travel
  • Reddit Icon

    San Juan Skyway Scenic Byway, SW Coloradoi.redd.it/6le71p... ... /r/roadtrip is your source for everything road trip related.

    - San Juan Skyway Scenic Byway, SW Colorado

    San Juan Skyway Scenic Byway, SW Coloradoi.redd.it/6le71p... ... /r/roadtrip is your source for everything road trip related.

    /r/roadtrip
  • Reddit Icon

    Few spots I wanted to hit so the ... these San Juan scenic byway covering Ouray, Telluride, Durango; as well as Aspen/Maroon Bells/Independence pass and Cinnamon Pass. if time...

    Colorado- Denver to San Juan

    Few spots I wanted to hit so the ... these San Juan scenic byway covering Ouray, Telluride, Durango; as well as Aspen/Maroon Bells/Independence pass and Cinnamon Pass. if time...

    /r/roadtrip
  • Reddit Icon

    All of it is paved, but it's still ...nic-byway-san-juan-skyway I also recommend riding the Durango and Silverton Narrow Gauge Railroad - at least one way and bus back. I...

    - Is the Alpine Circle, San Juan Skyway, Million Dollor Highway the same thing?

    All of it is paved, but it's still ...nic-byway-san-juan-skyway I also recommend riding the Durango and Silverton Narrow Gauge Railroad - at least one way and bus back. I...

    /r/Durango
  • Reddit Icon

    Some of the places we are thinking ... Gods, Indian Paint Mines, Mesa Verde, San Juan Mtns (San Juan Skyway and the Silverton-Ouray areas), Ice Lake Basin, and Bishops Castle....

    - Roadtrip From OH to CO

    Some of the places we are thinking ... Gods, Indian Paint Mines, Mesa Verde, San Juan Mtns (San Juan Skyway and the Silverton-Ouray areas), Ice Lake Basin, and Bishops Castle....

    /r/roadtrip
  • Reddit Icon

    341K subscribers in the Colorado community. Colorado news and photography.

    Incredible views while driving the San Juan Skyway from Durango to Ouray

    341K subscribers in the Colorado community. Colorado news and photography.

    /r/Colorado

Music for Your Journey

  • Music Icon

    Eagles - Take It Easy - 2013 Remaster

    Eagles - Take It Easy - 2013 Remaster

    A classic road trip anthem that captures the spirit of adventure, perfect for cruising through open landscapes.
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    Led Zeppelin - Going to California - Remaster

    Led Zeppelin - Going to California - Remaster

    With its mellow acoustics, this song evokes feelings of wanderlust and a connection to the natural beauty of the landscape.
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    John Denver - Rocky Mountain High

    John Denver - Rocky Mountain High

    An ode to the stunning Rocky Mountains, this song celebrates the majestic beauty of Colorado's landscapes.
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    Allman Brothers Band - Ramblin' Man

    Allman Brothers Band - Ramblin' Man

    A southern rock classic about the lure of the open road and the joy of traveling from place to place.
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  • Music Icon

    Lynyrd Skynyrd - Sweet Home Alabama

    Lynyrd Skynyrd - Sweet Home Alabama

    Though it mentions Alabama, this energetic tune is perfect for any road trip, adding a touch of Southern rock flair.
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  • Music Icon

    Rascal Flatts - Life is a Highway

    Rascal Flatts - Life is a Highway

    An upbeat and catchy tune that embodies the excitement and freedom of a road trip adventure.
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  • Music Icon

    John Denver - Take Me Home, Country Roads - Original Version

    John Denver - Take Me Home, Country Roads - Original Version

    This nostalgic song captures the essence of traveling through scenic rural terrains and feeling at home on the road.
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  • Music Icon

    Chuck Berry - Route 66

    Chuck Berry - Route 66

    A classic homage to one of America's most famous highways, ideal for inspiring a sense of travel and exploration.
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  • Music Icon

    Tracy Chapman - Fast Car

    Tracy Chapman - Fast Car

    This contemplative song reflects on the transformative power of driving and the pursuit of a new life.
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  • Music Icon

    The Band - The Weight - Remastered 2000

    The Band - The Weight - Remastered 2000

    A soulful and relaxing track perfect for winding down after a long day of exploring the San Juan Skyway.
    Listen on Spotify
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