4.3
(37)
1,343
riders
125
rides
Road cycling around Rock Ridge offers a diverse landscape characterized by rolling hills and scenic routes that often trace the perimeters of local reservoirs. The region provides varied terrain suitable for different cycling preferences, from gentle paths to more challenging ascents with significant elevation gain. Cyclists can expect routes that navigate through a mix of natural settings and quiet roads, providing both physical engagement and visual interest.
Last updated: July 24, 2026
17
riders
50.4km
02:27
600m
600m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
16
riders
59.4km
02:49
680m
680m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.6
(5)
40
riders
27.9km
01:11
130m
130m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
17
riders
91.2km
04:26
1,080m
1,080m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
66.2km
03:07
730m
730m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Rock Ridge
This is a beautiful reservoir on a road which is gravel for about 2 miles and asphalt otherwise. Along the reservoir there is a grassy very small park with two benches which is a nice place to stop.
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The Bedford Oak is one of those rare living landmarks that quietly connects the past to the present. Estimated to be over 500 years old, this massive white oak has stood through centuries of change in Bedford, from Native American times to the Revolutionary War and beyond. Locals have always held it in high regard, and when development threatened its space in the 1970s, the community stepped up to save it. Thanks to their efforts, the tree and the land around it are now protected and cared for.
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The park is situated in a small valley that offers a steady climb up the road no matter which direction you choose.
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A wide crushed stone path takes you along the coast of the park. A short jetty juts out from a grassy area with picnic tables and a view out across the water. You can see the New York City skyline clearly on a good day.
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You'll find a gap in the trees here, giving excellent wide views of the cove. It looks particularly good during the autumn, when the trees turn a golden, amber and crimson colour.
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Along the coast of Connecticut you'll a small portion of the 3,000 mile East Coast Greenway. The ECG runs through 15 states & Washington D.C. with a stated goal of connecting people to each other and to a healthy active lifestyle.
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This church was the last one designed by famed architect Gustave E. Steinback who made his name designing churches across New York City & Chicago.
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Rock Ridge offers a wide selection of road cycling routes, with over 115 different tours available. This includes a mix of easy, moderate, and challenging options to suit various skill levels.
Road cycling in Rock Ridge is characterized by rolling hills and scenic routes that often trace the perimeters of local reservoirs. You'll find varied terrain, from gentle paths to more challenging ascents, navigating through a mix of natural settings and quiet roads.
The routes in Rock Ridge are highly rated by the komoot community, with an average score of 4.3 stars from over 24 reviews. Cyclists often praise the diverse terrain, the quiet roads, and the scenic views, especially those along the reservoirs.
Yes, Rock Ridge has several routes perfect for beginners. There are 21 easy routes available, such as the Bruce Park – Bruce Park Drive - Quiet Road loop from Greenwich, which is 15.3 miles long and features quiet roads ideal for a relaxed ride.
For experienced road cyclists, Rock Ridge offers 17 difficult routes with significant elevation gain. A challenging option is the Rye Lake – Kensico Reservoir loop from Greenwich, a 56.6-mile trail with substantial climbs, often completed in about 4 hours 12 minutes.
Absolutely. Rock Ridge features several longer routes for endurance cyclists. The Rye Lake – Kensico Reservoir loop from Greenwich, for example, spans 56.6 miles (91.2 km), offering a substantial ride through areas around reservoirs.
Many road cycling routes in Rock Ridge are designed to take you past beautiful reservoirs and lakes. The region's landscape is characterized by these water bodies, offering scenic views. For instance, the Byram Lake Reservoir – View of Rockwood Lake loop from Greenwich is a moderate 41.2-mile route that includes views of these features.
While cycling in Rock Ridge, you can explore several natural attractions. Many routes pass by significant water bodies like Kensico Reservoir and Cranberry Lake. You might also encounter areas like Greenwich Point Beach or the Yellow Trail in Saxon Woods Park, offering diverse scenery.
Yes, loop routes are a popular option in Rock Ridge, allowing you to start and end your ride in the same location. Examples include the Bruce Park – Bruce Park Drive - Quiet Road loop from Greenwich and the St Mary's Church – Taconic Road loop from Greenwich, providing convenient circular journeys.
Given the description of rolling hills and quiet roads, spring through fall typically offers the best conditions for road cycling in Rock Ridge. These seasons provide pleasant temperatures and vibrant scenery, making for an enjoyable ride. Always check local weather conditions before heading out.
Many routes in Rock Ridge offer scenic views, especially those that traverse the perimeters of reservoirs. The Milbank Conservation Easement – Taconic Road loop from Greenwich, a moderate 48-mile route, provides beautiful vistas as it winds through the landscape, often showcasing the region's natural beauty.


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