5.0
(3)
169
riders
28
rides
Road cycling routes around Fairview are characterized by a diverse landscape featuring forests, lakes, and rolling hills. The region offers varied terrain, including wetlands, grasslands, and both pine and oak/hickory forests, providing a scenic backdrop for rides. Many routes incorporate features like the Natchez Trace Parkway Bridge, offering a mix of natural beauty and historical elements. The area's topography includes moderate elevation changes, making it suitable for a range of road cycling experiences.
Last updated: July 8, 2026
5.0
(3)
100
riders
39.1km
01:50
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
12
riders
48.3km
02:33
380m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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7
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
15.1km
00:43
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
6
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Fairview
Towering 155 feet above the valley, the Double Arch Bridge gives you a commanding view over the surrounding landscape. It was constructed in 1994 and received the Presidential Award for Design Excellence in 1995.
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You have to use your imagination a bit to see it now, but this area was the home a settlement of the Mississippian Culture from roughly 900-1450 AD. The most prominent remains are the two large earthen mounds that once dominated the landscape along the banks of the Harpeth River.
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Old Town is an archaeological site in Williamson County, Tennessee near Franklin. The site includes the remnants of a Native American village and a mound complex of the Mississippian culture and is listed on the National Register of Historic Places (NRHP) as Old Town Archaeological Site
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You have to use your imagination a bit to see it now, but this area was home to a settlement of the Mississippian Culture from roughly 900-1450 AD. The most prominent remains are the two large earthen mounds that once dominated the landscape along the banks of the Harpeth River.
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Old Town Bridge was built in 1801 and is in the National Register of Historic Places. The name Old Town is derived from the nearby remnants of a Mississippian Native American mound building site.
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A beloved local cafe and a popular stopping point on any ride out through Leiper's Fork. Beware of long wait times. There are only two workers, and they are the owners. So be nice!
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The bridge is a great place to overlook the surrounding landscape of the Natchez Trace. Locally on the trace, issues with safety requirements has resulted in the permanent placement of a gate alongside the bridge.
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Get some speed on this downhill descent, as you turn left past the Natchez Trace sign you have a wonderful opening with a good view of the surrounding land.
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Fairview offers a diverse landscape for road cycling, characterized by forests, lakes, and rolling hills. You'll find routes traversing wetlands, grasslands, and both pine and oak/hickory forests. The area's topography includes moderate elevation changes, making it suitable for a range of road cycling experiences, from easy to challenging.
Yes, Fairview has options for beginners. An excellent easy route is the Natchez Trace Parkway Bridge loop from Carroll Cemetery. This path is about 15.1 km long with around 150 meters of elevation gain, making it a great choice for those new to road cycling or looking for a relaxed ride.
There are over 30 road cycling routes available around Fairview, catering to various skill levels. The majority of these are moderate, with a few easy and difficult options to choose from.
Road cycling routes in Fairview feature varied elevation gains. For instance, the The RedByrd Coffee Shop – Natchez Trace Parkway Bridge loop from Wilkins Branch Mountain Bike Park includes over 530 meters of elevation gain, while longer routes like The RedByrd Coffee Shop – Jackson Falls loop from Wilkins Branch Mountain Bike Park can have over 860 meters of climbing, offering a good challenge for experienced riders.
Many of Fairview's road cycling routes are designed as loops, allowing you to start and finish at the same point. Examples include the popular The RedByrd Coffee Shop – Natchez Trace Parkway Bridge loop from Wilkins Branch Mountain Bike Park and the Natchez Trace Parkway Bridge loop from Natchez Hills Estate.
For those seeking a challenge, routes like The RedByrd Coffee Shop – Jackson Falls loop from Wilkins Branch Mountain Bike Park offer a significant test. This route spans over 87 km with more than 860 meters of elevation gain, leading through forested areas and rolling hills, and typically takes nearly 4 hours to complete.
The road cycling routes in Fairview are highly regarded by the komoot community, holding an average rating of 5.0 stars from 5 reviews. Over 300 road cyclists have explored the area using komoot, often praising the diverse terrain and scenic beauty.
Yes, several routes incorporate significant landmarks. The The RedByrd Coffee Shop – Natchez Trace Parkway Bridge loop from Wilkins Branch Mountain Bike Park and the Natchez Trace Parkway Bridge loop from Natchez Hills Estate both feature the iconic Natchez Trace Parkway Bridge, offering a mix of natural beauty and historical elements.
Absolutely. Fairview's road cycling routes are known for their scenic beauty, with paths winding through forests, past lakes, and over rolling hills. The region's diverse ecosystems, including wetlands and grasslands, provide a constantly changing and picturesque backdrop for your rides.
Yes, some routes are conveniently located near amenities. For example, The RedByrd Coffee Shop loop from Wilkins Branch Mountain Bike Park starts near a coffee shop, making it easy to grab a pre-ride caffeine boost or a post-ride refreshment.
While specific conditions vary, the diverse landscapes of Fairview, with its forests and rolling hills, generally offer pleasant riding conditions during spring and fall when temperatures are mild and foliage is vibrant. Summer can also be enjoyable, though it's wise to start earlier to avoid the midday heat. Winter conditions would depend on local weather, but many trails remain accessible.
While the guide focuses on road cycling, the presence of easy routes like the Natchez Trace Parkway Bridge loop from Carroll Cemetery suggests options for families with older children or those comfortable with moderate distances on paved roads. For younger children, it's always best to check the specific route details for traffic and terrain suitability.


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