110
riders
5
rides
Road cycling around Naples, New York, features routes that traverse the Finger Lakes region, offering varied terrain around Canandaigua Lake. The landscape is characterized by rolling hills, lake views, and rural roads. Cyclists can expect moderate climbs and descents, with routes often passing through wooded areas and open countryside. The area provides a mix of challenging and scenic rides suitable for road cyclists.
Last updated: May 17, 2026
55
riders
81.7km
04:04
890m
890m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
46
riders
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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5
riders
82.6km
04:09
790m
790m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
55.8km
02:44
590m
590m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
50.9km
02:52
700m
700m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Naples
Skenoh Island is one of New York State's smallest protected areas. It is often described as New York's smallest state parks despite but rather it is a "unique area" managed by the New York State Department of Environmental Conservation as it is not formally designated as a state park. The name Squaw Island (as the island was previously known) was changed into Skenoh Island in October 2021 to avoid the ethnic slur squaw.
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This road offers a beautiful view of the surrounding hilly countryside.
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This wooden footbridge stretching out over the water offers a spectacular view of the vast Canandaigua Lake.
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The historic boathouses on the west side of the Canaindagua City Pier were built between 1850 and 1888. They were mainly used to store boats, but were also used for storing farm products arriving on steamboats by companies shipping produce by rail from the pier. In 1990, the boathouses became part of the Canandaigua Historic District to preserve their heritage.
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There are 5 road cycling routes detailed in this guide for the Naples, New York area, all offering a moderate challenge. These routes are popular among local cyclists, with over 100 komoot users having explored the region.
Road cycling around Naples, NY, is characterized by rolling hills, scenic lake views, and rural roads. Routes often pass through wooded areas and open countryside, providing a mix of moderate climbs and descents suitable for road cyclists.
While all routes in this guide are rated as moderate, they do feature consistent climbs and significant elevation gain. For example, the CMAC loop from FLCC Lakeshore Campus includes nearly 900 meters of ascent over its 77.4 km, offering a rewarding challenge for road cyclists.
Many routes provide stunning vistas of Canandaigua Lake. The Canandaigua Lake View – Skenoh Island View loop from Town of Naples is particularly known for its expansive lake views. Another great option is the Canandaigua Lake loop from Town of Naples.
The road cycling routes around Naples, NY, generally range from approximately 50 km to 82 km in length. Most routes can be completed in about 3 to 4 hours, depending on your pace and stops. For instance, the Roadbike loop from Town of Naples is 82.6 km and typically takes around 4 hours and 9 minutes.
Yes, all the road cycling routes featured in this guide are circular loops, allowing you to start and end at the same point. This includes popular options like the Canandaigua Lake View – Skenoh Island View loop from Town of Naples and the Lake View Point loop from Town of South Bristol.
Cyclists frequently praise the diverse landscapes, including rolling hills and beautiful lake views, that define the Finger Lakes region. The routes offer a good balance of challenge and scenic beauty, making for a rewarding experience.
All routes in this guide are classified as 'moderate' difficulty, meaning they involve some climbs and longer distances. While there are no 'easy' rated routes in this selection, cyclists with some experience will find them enjoyable and manageable.
The routes are designed to showcase the natural beauty of the Finger Lakes. You'll find numerous opportunities for scenic viewpoints, especially along Canandaigua Lake. The Canandaigua Lake View – Skenoh Island View loop is specifically named for its excellent views.
Many of the routes start from towns like Naples or South Bristol, where public parking is generally available. For example, routes like the Canandaigua Lake View – Skenoh Island View loop begin from the Town of Naples, offering convenient access.
The Finger Lakes region generally offers pleasant cycling conditions from late spring through early autumn. During these months, the weather is typically mild, and the scenery is at its most vibrant, making it ideal for road biking.


Browse the best Road cycling routes in other regions.