4.7
(3)
41
riders
36
rides
Road cycling routes around Webster, New York, feature a diverse landscape along the shores of Lake Ontario and views of Irondequoit Bay. The terrain includes a mix of wooded areas, open fields, and gently rolling hills, providing varied scenery for cyclists. Routes often traverse rural roads, city streets, and paved paths, with some sections offering minimal traffic. The region's topography is generally flat to gently rolling, suitable for different cycling preferences.
Last updated: May 16, 2026
5.0
(1)
11
riders
41.8km
01:52
390m
390m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
11
riders
43.6km
02:32
400m
400m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.0
(1)
4
riders
38.6km
01:49
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
29.3km
01:26
250m
250m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
2
riders
60.7km
02:44
570m
570m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Webster
As you make your way across the bridge you will see Grosvenordale Mills located on the banks of the French River. It's a nice place for a stop!
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At Cargill Falls, you'll find a dam and cascades right in the heart of the city. From the Pomfret Bridge on US-44, you can see the wide dam and several flowing channels clearly. An island splits the Quinebaug River and the dam, creating a beautiful display of cascades below as the river rushes to reconnect.
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Harrisville Mill Pond is a small reservoir (22 acres) in the town of Harrisville. There is a dam here on the southern end along with some green space and sidewalks that get right up next to the edge of the water.
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Wallum Pond Hill is a 663-foot hill just off of Wallum Lake Road. This is a nice climb through a pretty area, ending at the Douglas State Forest-managed Wallum Lake. If you head north from here and are looking to add a little gravel to your road ride, you can link up with the Southern New England Trunkline Trail.
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As part of the Blackstone River watershed system, both Manchaug Pond and Whitin Reservoir form part of the Blackstone River system. They say that a pond becomes a great pond if it is over 10 acres. At 344 acres, Manchaug Pond is therefore a pretty substantial 'great pond.' The views out over the water here on Manchaug Pond are pretty special, and it is a good cycling road too.
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A pleasant river flows through the Mechanicsville Park area. This point provides a nice pull-off spot from the road, featuring several picnic benches and a great view of the water to enjoy.
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There isn't much to White Mill Park. There is a footbridge that crosses the Clear River running down from Wilson Reservoir. The views from the bridge are picturesque.
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There isn't much to White Mill Park. There is a footbridge that crosses the Clear River running down from Wilson Reservoir. The views from the bridge are picturesque.
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Webster's road cycling routes feature a diverse landscape, ranging from flat stretches along the picturesque shores of Lake Ontario to gently rolling terrain through wooded areas and open fields. You'll encounter a mix of rural roads, city streets, and paved paths, with some sections offering minimal traffic for a smoother ride.
Yes, Webster offers several road cycling routes suitable for beginners. Out of the 33 available routes, 5 are classified as easy. An example of an easy route is the Grosvenordale Mills – French River loop from Quinebaug, which covers about 18 miles (29.2 km) with moderate elevation changes.
While cycling in Webster, you can enjoy stunning waterfront views along Lake Ontario and vistas of Irondequoit Bay. The routes often pass through wooded areas and open fields. You might also encounter highlights such as Wallum Lake or the West Thompson Dam, which are points of interest in the wider region.
Yes, for those seeking longer rides, Webster serves as a starting point for more extensive cycling journeys. The region is part of the larger "Around Lake Ontario Epic Bike Tour." One of the longer routes available is the Manchaug Pond – Harrisville Mill Pond loop from Webster, which spans over 38 miles (61.1 km).
The road cycling routes in Webster are highly regarded by the komoot community, with an average score of 4.7 stars from 3 reviews. Cyclists often praise the varied terrain, which includes scenic Lake Ontario shoreline views, wooded sections, and open fields, providing a diverse and enjoyable experience.
Yes, many of the road cycling routes in Webster are designed as loops, offering convenient starting and ending points. Examples include the popular Wallum Pond Hill loop from Webster and the Brandy Hill – Wallum Pond Hill loop from Quaddick State Forest.
Webster offers numerous parks and trailheads that provide parking facilities. For specific parking information related to individual routes, it's advisable to check the details of your chosen route on komoot. Additionally, the Town of Webster maintains extensive parkland, and you can find more information about their facilities at websterny.gov.
While some multi-use trails are primarily for hiking or mountain biking, Webster does have paved sections suitable for road bikes. The Chiyoda Trail is a 1.27-mile paved loop. The town's extensive trail system, including the Irondequoit Creek Trail, also offers picturesque sections, though some parts of multi-use trails like the Hojack Trail may be unpaved and better suited for wider tires.
The best time for road cycling in Webster is generally during the warmer months, from spring through fall, when the weather is pleasant and the scenic landscapes are in full bloom. Summer offers long days for cycling along Lake Ontario, while fall provides beautiful foliage views. Winter cycling may be possible but requires appropriate gear and caution due to potential snow and ice.
There are over 30 road cycling routes available around Webster, New York, catering to various preferences and skill levels. These routes offer diverse scenery, from lakeside views to wooded areas and open fields.
While Webster's topography is generally flat to gently rolling, some routes do offer moderate elevation changes for a more engaging ride. For instance, the Bates Hill – Putnam Hill loop from Dudley includes climbs that add to the challenge, leading through a mix of rural and developed areas.


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