4.7
(8)
189
riders
10
rides
Touring cycling around Fairplay, Colorado, offers a high-altitude experience within the vast South Park basin, surrounded by towering peaks. The region features challenging mountain passes like Hoosier Pass and Kenosha Pass, providing significant elevation gains and scenic views. Cyclists can also explore routes through Pike National Forest and San Isabel National Forest, which include dense evergreen trees and meadows. The landscape is further shaped by the Middle Fork of the South Platte River and several reservoirs, such as Antero Reservoir,…
Last updated: June 1, 2026
5.0
(5)
101
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
23
riders
89.5km
06:39
630m
630m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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10
riders
16.2km
00:58
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
10
riders
58.8km
05:20
150m
150m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
23
riders
39.3km
03:37
110m
110m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Fairplay
One of my favorite rides! The trail is well maintained and smooth. So many spots to rest and take breathtaking pics
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28 Sept 2025: staircase closed as they rebuild it
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A paved elevated boardwalk stretches out along the water, giving you a fantastic view of the Potomac River. This spot can get pretty popular on summer weekends.
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The Antietam Aqueduct was built in 1834 to carry canal boats over Antietam Creek. It is over 140 feet long and is one of many such aqueducts along the C&O Canal.
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Big Pool is located near mile 113 along the C&O Canal Towpath. Unlike the man-made sections of the canal, Big Pool is a natural body of water that was incorporated into the canal’s design to serve as a water storage area for boat operations. Spanning about 1.5 miles in length and up to 200 feet wide, it provided an easier passage for canal boats compared to the narrower, hand-dug sections of the waterway. Today, Big Pool is a peaceful and picturesque landmark for those exploring the C&O Canal Towpath. It is also adjacent to Fort Frederick State Park, one of the most significant historical sites along the towpath. You can easily take a short detour to visit the 18th-century fort, which was built in 1756 during the French and Indian War and later played roles in both the Revolutionary War and the Civil War. The fort’s well-preserved stone walls and reconstructed barracks provide a glimpse into Maryland’s frontier history.
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The Antietam Aqueduct, located at mile 69.4 of the C&O Canal Towpath, is a three-arch stone aqueduct that once carried the canal over Antietam Creek. Built in 1834, it is constructed from limestone quarried nearby and remains one of the best-preserved aqueducts along the canal. During the Civil War, it was near the site of Confederate troop movements before and after the Battle of Antietam in 1862. Though it suffered some damage over the years, it has been fully restored and now serves as a scenic and historic stop along the towpath, offering great river views and picnic spots.
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Dam No. 4 is located around mile 84 of the C&O Canal Towpath. Built in 1856, this dam was crucial for maintaining water levels for canal operations and remains an impressive structure along the river. The area around the dam is known for its scenic views and wildlife, making it a nice spot to pause before continuing on your ride.
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Fairplay offers a diverse selection of touring cycling routes, with over 10 options available on komoot. These routes cater to various skill levels, including 5 easy, 4 moderate, and 3 difficult trails, ensuring there's something for every cyclist.
Yes, Fairplay has several easy touring cycling routes. For a relatively gentle ride, consider the Bike loop from Halfway, which covers about 10 miles (16 km) with minimal elevation gain. While the region is known for its challenging mountain passes, these easier routes offer a great way to experience the high-altitude scenery without extreme exertion.
Experienced touring cyclists looking for a challenge will find plenty in Fairplay. The Big Slackwater View – Big Slackwater loop from Antietam National Battlefield is a difficult route spanning over 68 miles (110 km) with significant elevation changes, often taking over 9 hours to complete. Another demanding option is the Huckleberry Hill Campsite – Antietam Aqueduct loop from Boonsboro, a 55-mile (89 km) trail that winds through diverse landscapes.
Touring cycling around Fairplay offers a mix of terrain. You'll encounter high-altitude mountain passes like Hoosier Pass and Kenosha Pass, providing significant elevation gains and breathtaking alpine scenery. The expansive South Park basin also features relatively flatter sections at high elevation, surrounded by towering peaks. Routes often traverse through Pike National Forest and San Isabel National Forest, offering rides through dense evergreen trees and lush meadows. Some routes also follow rivers and reservoirs, adding varied landscapes to your journey.
The touring cycling routes in Fairplay are highly rated by the komoot community, with an impressive average score of 4.75 stars from over 10 reviews. Cyclists often praise the unique high-altitude experience, the stunning mountain vistas, and the diverse terrain that caters to various skill levels. Over 220 touring cyclists have used komoot to explore the region's varied landscapes.
Yes, many of the touring cycling routes around Fairplay are designed as loops, allowing you to start and end at the same point. Examples include the challenging Big Slackwater View – Big Slackwater loop from Antietam National Battlefield and the moderate Big Slackwater View – Big Slackwater loop from Woodburn on the Potomac. These circular routes are convenient for day trips and exploring the diverse scenery.
While cycling around Fairplay, you can discover several interesting points. The Big Slackwater offers picturesque views, and you can also enjoy the View of the Potomac River from the Shepherdstown Bridge. For a historical interlude, the Antietam National Battlefield is a significant site. These attractions provide excellent opportunities to pause and take in the surroundings.
Absolutely. For a balanced challenge, consider the Big Slackwater View – Big Slackwater loop from Woodburn on the Potomac. This route is about 27.7 miles (44.6 km) long and offers varied terrain without the extreme difficulty of the more challenging mountain passes. Another moderate option is the Cumberland Valley campsite – Conococheague Aqueduct loop from Opequon Farms, which covers approximately 19 miles (30 km).
The best time for touring cycling in Fairplay is generally during the warmer months, typically late spring through early fall. Fairplay's high elevation means crisp mountain air and often cooler temperatures, even in summer, which can be appealing for strenuous activities. However, some high mountain passes like Cottonwood Pass are only open during warmer months. Always check local conditions and forecasts before heading out, especially for higher elevations.
Yes, Fairplay caters to both paved and gravel touring cyclists. While the region is renowned for its scenic paved roads over mountain passes, the proximity to Pike National Forest and San Isabel National Forest also provides numerous roads and trails that can be suitable for gravel touring. This variety allows cyclists to choose routes that best match their bike type and preferred riding surface.
Fairplay's unique appeal for touring cycling stems from its high-altitude setting within the vast South Park basin. Cyclists can experience majestic views, challenging mountain passes like Hoosier Pass (part of the TransAmerica Bike Trail), and serene rides through national forests. The town's quieter atmosphere provides a peaceful base for exploring the central Rockies, offering a less-congested experience compared to more resort-heavy areas, with a blend of both paved and gravel route options.


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