7
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5
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Road cycling around Fairplay, Colorado, offers routes through the high-altitude South Park basin, surrounded by the Rocky Mountains. The region features significant mountain passes and diverse landscapes, including alpine environments and valley roads. Cyclists encounter varied terrain, from challenging climbs over passes to more moderate loops around reservoirs, all set against a backdrop of peaks over 14,000 feet.
Last updated: July 7, 2026
7
riders
68.5km
03:25
1,100m
1,100m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
91.1km
04:34
540m
540m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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90.9km
04:34
550m
550m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
63.4km
03:14
650m
650m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
30.7km
01:39
430m
430m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Fairplay
At an elevation of 10,000 feet, Kenosha Pass offers stunning views of the surrounding mountains. It is also a trailhead for the Colorado Trail, therefore, you will find a trail register here. If you want to grab a bite or charge your devices, this is a good spot to hitch into the town of Jefferson, which is just 4.3 miles south of here.
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Hoosier Pass is a mice mountain climb to begin from Breckenridge. The road has a decent sized shoulder on the way up and you are rewarded with mountain views once you reach the switchbacks. In the winter they do a good job of clearing the roads, but there is quite a bit of sand.
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This trailhead along the Colorado Trail marks the beginning (or end) of Section 6. It is located right at the Kenosha Pass.
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Hoosier Pass sits on the Continental Divide at 11,542 feet in elevation and connects the towns of Alma & Breckenridge. It is also the highest point along the TransAmerica bike trail, a 4,200-mile route from Oregon to Virginia.
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Breckenridge sits at the base of Colorado's Tenmile Range and is a mining town turned ski resort town. The historic Main Street is still lined with Victorian houses and storefronts from the late 1800s.
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Kenosha Pass sits at 10,000 feet in elevation and is just southwest of Denver and northeast of Fairplay. It's mostly known for the Colorado Trail that runs on both sides of the pass. Because of that there are plenty of hiking & mountain biking trails, as well many camping options.
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Como is an historic railroad settlement and sits approximately 1/2 mile west of U.S 285. The town has a few weathered structures, but feels more like a ghost town.
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Road cycling in Fairplay primarily features moderate to difficult routes, reflecting the high-altitude and mountainous terrain. While there are no routes classified as 'easy' in this guide, you'll find options like the Como — Fairplay route which is moderate and shorter, offering a less strenuous experience compared to the more challenging mountain passes.
Given Fairplay's high-altitude environment and significant elevation changes, most road cycling routes here are geared towards riders with some experience. However, the Como — Fairplay route, at 19.1 miles with moderate difficulty, could be a more accessible option for those looking for a scenic ride without the extreme challenges of the major mountain passes. Always consider the high elevation and prepare accordingly.
For experienced road cyclists seeking a significant challenge, the Breckenridge via Hoosier Pass route is classified as difficult. This 42.6-mile ride features substantial elevation gain over Hoosier Pass, which reaches 11,542 feet, offering a true high-alpine climbing experience with panoramic views.
The road cycling routes around Fairplay vary in length and duration. You can find shorter, moderate rides like the Como — Fairplay route, which is about 19.1 miles and takes around 1 hour 39 minutes. Longer routes, such as the Loop from Fairplay to Antero Reservoir, can be over 56 miles and take approximately 4 hours 34 minutes to complete.
Yes, Fairplay offers scenic loop routes for road cyclists. A notable option is the Loop from Fairplay to Antero Reservoir, which provides a moderate 56.6-mile ride with beautiful views of the reservoir and the Collegiate Peaks. Another similar option is the Antero Reservoir loop.
The best time for road biking in Fairplay is typically from late spring through early autumn. During these months, the high mountain passes are generally clear of snow, and the weather is more favorable. Autumn is particularly stunning, especially around Kenosha Pass, due to the vibrant aspen foliage, as seen on the Kenosha Pass route.
Road cycling in Fairplay during winter can be challenging due to heavy snowfall and icy conditions, especially on high-altitude passes like Hoosier Pass and Kenosha Pass. Many roads may be closed or unsafe for cycling. It's generally recommended to avoid road cycling in the area during the winter months and opt for other winter sports or wait for warmer seasons.
Fairplay's road cycling routes offer breathtaking scenic viewpoints. You'll experience panoramic vistas of the Rocky Mountains, including several '14ers' (peaks over 14,000 feet) like Quandary Peak and Mount Lincoln. Routes over passes such as Hoosier Pass provide expansive views over the South Park basin and towards Alma, while the Kenosha Pass route is renowned for its stunning autumn aspen foliage.
While road cycling in the Fairplay area, you might encounter various wildlife native to the Rocky Mountains and the South Park basin. This can include deer, elk, and various bird species. Always maintain a safe distance and be aware of your surroundings, especially during dawn and dusk when wildlife is most active.
Yes, for a break from cycling, the South Park City Museum in Fairplay offers a unique historical experience. It's an outdoor museum showcasing 40 historic buildings from the late 1800s, providing insight into the region's rich mining heritage. This attraction is easily accessible from many of the local road cycling routes.
This guide features 5 carefully selected road cycling routes around Fairplay, offering a range of experiences from moderate loops to challenging mountain pass climbs. These routes showcase the diverse landscapes of the South Park basin and the surrounding Rocky Mountains.


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