The best road cycling routes around Sullivan
116
riders
Road cycling routes around Sullivan traverse a landscape characterized by extensive forested areas, numerous rivers, and lakes. The region offers a mix of terrain, from flat, well-paved country roads to more challenging routes with significant elevation changes. Cyclists can expect varied scenery, including views of the Delaware River and several reservoirs. The natural features provide a diverse backdrop for road cycling, accommodating different fitness levels.
Best road cycling routes around Sullivan
- The most popular road cycling route is Glacial Drumlin…
Last updated: July 15, 2026
75
riders
48.5km
01:56
190m
190m
The Glacial Drumlin State Trail offers a delightful ride through Wisconsin's varied landscapes, showcasing the region's unique glacial history. As you cycle, you'll pass through tranquil farmlands, dense woodlands, and…
1
riders
51.2km
03:22
210m
210m
Cycle the 31.8-mile Kettle Moraine and Glacial Drumlin Loop, a moderate road cycling route through Wisconsin's glacial landscapes and forest
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8
riders
35.2km
01:31
200m
200m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
11
riders
24.9km
01:00
100m
100m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
6
riders
19.6km
00:47
70m
70m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Tips from the Community
As you ride the Glacial Drumlin State Trail past the UWM Waukesha Field Station, you’ll pass prairies, wetlands, and even an old kiln. It’s a fun spot to slow down, spot some wildlife, or take a quick detour on the Field Station trails before jumping back on the main route.
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Although a big part of the Drumlin Gracier Trail is paved, in this part of the trail, the path is made up of compacted dirt, which shouldn't be much trouble, just use extra caution during/after rain.
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Kettle Moraine State Forest isn’t the best for road cycling, but it's worth locking up your bike and exploring on foot. This vast area, covering over 22,000 acres, boasts glacial hills, kettle lakes, and prairies. It offers more than 100 miles of trails for hiking, mountain biking, horseback riding, and nature walks. Enjoy paddling, boating, swimming, fishing, and hunting, as well as winter activities.
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The Paradise Valley Wildlife Area, spans 1,800 acres across four parcels to offer public hunting and support habitat for various wildlife. The area features primarily emergent wetlands, surrounded by oak openings, savanna, grasslands, and former prairie agricultural land, catering to both game species and conservation efforts.
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The Cushing Park Road Recreational Trail, part of the Route of the Badger, stretches for 3 miles. Though short, it serves as a crucial link in the regional trail system, connecting the Lake Country Recreation Trail to the north and the Glacial Drumlin State Trail to the south. Cyclists can also access the Ice Age Trail from this pathway.
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The park is a tribute to veterans and a cherished community gathering area. This is a good spot to take a break and enjoy the serene surroundings in this urban park.
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The Five Points Historic District in Waukesha, at the intersection of Broadway, Main St., and Grand Ave, showcases the history of some of the city's most iconic buildings. Post-1857, the area transitioned from small wooden structures to grand Waukesha Lannon limestone buildings, creating a cohesive streetscape. Italianate and Queen Anne styles, with their distinctive turrets, are prominent, especially on corner sites. South Street, with its mix of styles and uses, remained residential into the 1880s.
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The Glacial Drumlin State Trail stretches 53 miles from Cottage Grove to Waukesha, offering a scenic journey through southeastern Wisconsin's glacial history. Formed during the last Ice Age, this area features wetlands, ponds, rivers, and numerous drumlins—low, cigar-shaped hills. The trail intersects with the 1,200-mile Ice Age Trail for approximately 2 miles near Wales, providing a unique blend of cycling and hiking opportunities through this geologically rich landscape.
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Frequently Asked Questions
How many road cycling routes are available in Sullivan County?
Sullivan County offers a variety of road cycling routes. Our guide features 5 highly-rated routes, but the region boasts many more options for cyclists of all levels, from easy loops to more challenging rides with significant elevation changes.
What kind of terrain can I expect on road cycling routes in Sullivan?
You'll find a diverse mix of terrain in Sullivan County. Routes range from mostly well-paved country roads and flat sections, ideal for a relaxed ride, to more challenging paths that include significant elevation changes and even some unpaved segments or switchback roads for experienced riders. The landscape features extensive forests, river valleys, and lake views.
Are there any easy road cycling routes suitable for beginners in Sullivan?
Yes, Sullivan County has several easy routes perfect for beginners. For instance, the Glacial Drumlin State Trail is an easy 30.1-mile route with minimal elevation gain. Another accessible option is the Nagawicka Lake loop from Dousman, which is 21.9 miles and leads through scenic areas.
Where can I find scenic viewpoints or natural attractions along road cycling routes?
Many routes in Sullivan County offer stunning scenery. You can enjoy views of the Delaware River on portions of routes like the Town of Lumberland Ride or the Town of Tusten / PA Ride, which also passes the historic Roebling suspension bridge. Other scenic loops include the Lake Greeley – Decker Pond loop, Morgan Mill Pond loop, and the Rondout Reservoir loop from Loch Sheldrake. The Monticello Loop travels along the Swinging Bridge Reservoir and past multiple ponds.
Are there any challenging road cycling routes for advanced riders?
Absolutely. For advanced riders seeking more challenging experiences, Sullivan County offers routes with significant elevation changes and switchback roads. The Kettle Moraine and Glacial Drumlin Loop is a moderate 31.8-mile path with more varied terrain and elevation. Pine Kill Road, part of the Mamakating / Forestburgh Ride, is also known as one of the best bike roads for its challenging nature.
What are some popular loop road cycling trails in Sullivan?
Sullivan County features several picturesque loop trails. Popular options include the Lake Greeley – Decker Pond loop, the Morgan Mill Pond loop, and routes starting from Livingston Manor. The Rondout Reservoir loop from Loch Sheldrake offers beautiful water views, and the Monticello Loop is an easy 12.9-mile ride around the Swinging Bridge Reservoir.
Can I find family-friendly road biking options in Sullivan County?
Yes, many of the easier, flatter routes are suitable for families. The Glacial Drumlin State Trail, with its minimal elevation gain, is a great choice. Additionally, while not strictly road cycling, multi-use trails like the O&W Rail Trail and the D&H Canal Towpath offer flat, historic, and family-friendly experiences.
What do other cyclists say about road biking in Sullivan?
Over 115 road cyclists have explored Sullivan County using komoot. Riders often praise the region's diverse scenery, including extensive forests, river valleys, and lake views. The variety of routes, from easy to challenging, is also frequently highlighted, catering to different fitness levels.
Are there any parks or recreational areas accessible by road bike in Sullivan County?
Yes, Sullivan County has numerous parks and recreational areas. Walnut Mountain Park, with 265 acres and 13 miles of trails, offers panoramic views. Lake Superior State Park provides a designated swimming area and boat rentals. Other parks like East Mongaup River Park, Lake Ida Park, and Minisink Battleground Park also offer recreational opportunities. For more information on local parks, you can visit the Sullivan County Parks and Recreation website.
What is the best time of year for road biking in Sullivan County?
While specific recommendations vary, the spring, summer, and fall months generally offer the most pleasant conditions for road biking in Sullivan County. During these seasons, you can enjoy the lush natural beauty, comfortable temperatures, and vibrant foliage, especially in autumn. Always check local weather forecasts before heading out.
Are there any routes that pass by significant bodies of water?
Many routes in Sullivan County feature beautiful waterways. You can cycle alongside the Delaware River, Lake Greeley, Decker Pond, Morgan Mill Pond, Rondout Reservoir, Swinging Bridge Reservoir, and Sackett Lake. The Nagawicka Lake loop from Dousman is a great example of a route showcasing scenic lake views.
Where can I find more information about cycling in the Catskills region, including Sullivan County?
For broader information about cycling opportunities in the Catskills region, which includes Sullivan County, you can visit the Visit Catskills website. They often provide details on various routes and cycling events in the area.
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