28
riders
5
rides
Road cycling routes around Simpson offer diverse terrain, from paved paths to crushed stone rail-trails, providing options for various fitness levels. The region features tranquil natural settings, including serene waters and picturesque backdrops, alongside historical pathways. Cyclists can explore scenic forests, streams, rolling farmland, and open vistas. The landscape transitions from urban views to natural wetlands, with some routes running alongside rivers.
Last updated: July 5, 2026
10
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
72.4km
03:27
140m
140m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Sign up for free
5
riders
57.6km
02:31
80m
80m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
83.8km
03:41
130m
130m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
41.1km
01:55
60m
60m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around Simpson
This walkway takes you along the Tar River through Town Commons Park. You'll pass by the Greenville Toyota Amphitheater, where you might hear a concert while enjoying the river views.
0
0
Soak up the vibrant atmosphere of the park, watch children playing on the playground, or simply relax and appreciate the fresh air. Head beyond the grassy areas and explore the Esplanade along the Tar River for scenic views.
0
0
Soak up the vibrant atmosphere of the park, watch children playing on the playground, or simply relax and appreciate the fresh air. Head beyond the grassy areas and explore the Esplanade along the Tar River for scenic views.
0
0
Witness the magic of the Greenway throughout the year. Spring explodes with wildflowers, summer offers vibrant greenery and opportunities for picnicking, autumn paints the landscape in fiery hues.
0
0
The Simpson region offers a diverse range of road cycling experiences. In Simpsonville, South Carolina, you'll find well-paved cycleways and dedicated cycle lanes, including sections of the popular 40.6-mile Swamp Rabbit Trail. Simpson, Pennsylvania, features extensive rail-trail networks like the D&H Rail-Trail, which has a smooth, crushed stone surface suitable for road bikes, and connects to the 70-mile Lackawanna River Heritage Trail. Simpson, Illinois, also offers rail-trails such as the Tunnel Hill trail, known for its natural beauty and historical charm, though some sections might be better suited for wider tires due to their crushed gravel surface.
Yes, while many routes are moderate, there is an easy route available. The Roadbike loop from Ross is an easy 25.5-mile (41.1 km) path with a gentle elevation gain of 212 feet (65 m), making it a great option for beginners or those looking for a relaxed ride. The D&H Rail-Trail in Simpson, Pennsylvania, with its smooth crushed stone surface, also offers accessible sections for less experienced riders.
For those seeking longer rides, the The Hill loop from Greensprings Park is a substantial 52.1-mile (83.8 km) route. Another excellent option is the Town Common Park β The Hill loop from Cypress Glen Retirement Community, which covers 47.6 miles (76.5 km). In Simpsonville, South Carolina, the Swamp Rabbit Trail offers a 40.6-mile loop, and in Simpson, Pennsylvania, the D&H Rail-Trail extends for 38 miles, connecting to an even larger 70-mile greenway system.
Absolutely. Many routes offer beautiful scenery. In Simpsonville, South Carolina, rides can take you past tranquil natural features like Gibbs Pond and the Simpsonville Veterans Memorial. The D&H Rail-Trail in Simpson, Pennsylvania, provides scenic views of forests, streams, rolling farmland, and sections running alongside the Susquehanna River. You can also access the Panther Creek Nature Preserve from the O&W Trail, known for its waterfalls. Near Simpson, Illinois, the Tunnel Hill rail-trail offers unique natural beauty and a historic tunnel, while nearby Jackson Falls and Bell Smith Springs feature impressive rock formations.
Yes, loop routes are a popular option for road cyclists in the region. Examples include the Town Common Park β The Hill loop from Cypress Glen Retirement Community (47.6 miles), the Roadbike loop from Windsor (35.8 miles), and The Hill loop from Greensprings Park (52.1 miles). The Swamp Rabbit Trail in Simpsonville, South Carolina, also features a significant loop section.
Along and near the road cycling routes, you can explore several interesting spots. In the immediate vicinity, you might encounter the South Tar River Greenway and the Tar River itself. The Tupelo-Cypress Swamp offers a unique natural setting, and Town Common Park provides a pleasant stop. Further afield, depending on your location within the broader Simpson region, you could visit Gibbs Pond or the Simpsonville Veterans Memorial in South Carolina, or the Panther Creek Nature Preserve in Pennsylvania, known for its waterfalls.
While the routes listed in this guide are primarily moderate, with the highest elevation gain being 468 feet (143 m) on the Town Common Park β The Hill loop from Cypress Glen Retirement Community, the broader Simpsonville, South Carolina, area is known to offer routes with varying and more significant elevation gains for advanced cyclists. These routes often transition from urban views to natural wetlands, providing diverse terrain for a challenging ride.
The best time for road biking in the Simpson region generally depends on the specific location. In areas like Simpsonville, South Carolina, the climate allows for comfortable riding through much of the spring and fall, with milder winters. For the rail-trails in Pennsylvania and Illinois, spring, summer, and fall offer pleasant conditions. Winter riding might be possible in some areas, but conditions can vary greatly, especially on crushed stone or gravel trails which may be affected by snow or ice.
Yes, several areas offer family-friendly road biking. The D&H Rail-Trail in Simpson, Pennsylvania, with its smooth, crushed stone surface and relatively flat terrain, is excellent for families. Similarly, the Swamp Rabbit Trail in Simpsonville, South Carolina, is largely paved and suitable for riders of all ages. These trails provide a safe and enjoyable environment away from vehicle traffic, perfect for a family outing.
The surfaces vary significantly across the Simpson region. In Simpsonville, South Carolina, you'll primarily find well-paved cycleways and dedicated cycle lanes. In Simpson, Pennsylvania, and Simpson, Illinois, many routes are rail-trails with surfaces like smooth, crushed stone (e.g., D&H Rail-Trail) or hard-packed crushed gravel (e.g., Tunnel Hill trail). While suitable for road bikes, riders might prefer wider tires for the gravel sections to enhance comfort and grip.
For more comprehensive information on biking opportunities and the cycling community in the broader Greenville area, which includes Simpsonville, South Carolina, you can visit the official tourism website: visitgreenvillesc.com. This resource can provide additional details on local bike shops, events, and diverse cycling terrain.
Road cyclists using komoot often praise the varied terrain and scenic beauty of the Simpson region. They appreciate the options ranging from paved paths to well-maintained rail-trails, which cater to different preferences. The presence of tranquil natural settings, such as serene waters, picturesque backdrops, and routes alongside rivers, is frequently highlighted as a key enjoyment factor. The ability to explore forests, rolling farmland, and open vistas also contributes to a highly positive experience.


Browse the best Road cycling routes in other regions.