5.0
(17)
774
riders
48
rides
Road cycling in Putnam County, New York, offers varied terrain characterized by rolling hills and forested areas, providing a diverse experience for cyclists. The region features impressive views, including glimpses of the Hudson River, and integrates sections of well-maintained rail trails. These routes often include moderate elevation changes, making them suitable for different fitness levels while avoiding heavy traffic.
Last updated: August 17, 2026
5.0
(10)
144
riders
105km
04:23
650m
650m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
50
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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44
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
27
riders
33.5km
01:27
290m
290m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
26
riders
30.3km
01:16
230m
230m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Traffic-free bike rides in Putnam County
Traffic-free bike rides in Putnam County
Bear Mountain, located in the Hudson Highlands of southeastern New York, is one of the most notable landmarks on the Appalachian Trail in the state. The AT crosses directly over the summit, which stands at 1,305 feet, which is not especially high, but it is a historically and symbolically significant summit; it’s home to the oldest continuously maintained section of the Appalachian Trail, built in 1923, and features wide stone steps and paved walkways constructed by trail crews and the Civilian Conservation Corps. For many hikers, Bear Mountain is also the site of the lowest elevation point on the AT, near the Hudson River just before the climb. From the top, you get sweeping views of the Hudson Valley, and the surrounding Bear Mountain State Park includes a lake, picnic areas, the Trailside Museum and Zoo (which the AT technically passes through), and access to nearby Perkins Memorial Tower. It’s a popular day hike, so don’t be surprised to share the trail with weekend crowds, especially in fall.
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There are 14 dedicated no traffic road cycling routes in Putnam County featured in this guide. These routes offer a range of experiences for cyclists looking to avoid vehicular traffic.
The routes in Putnam County cater to various skill levels. You'll find 5 easy routes perfect for a relaxed ride, and 9 moderate routes for those seeking a bit more challenge. There are no difficult routes listed in this selection, ensuring a generally accessible experience.
Many routes offer stunning views of the Hudson River and surrounding highlands. You might encounter highlights such as the Cornish Estate Ruins (North Gate), offering a glimpse into the region's history, or enjoy panoramic vistas from viewpoints like the View of the Hudson River from Breakneck Ridge. The Maybrook Trailway itself is a scenic highlight, often integrated into these routes.
Yes, there are several easy routes ideal for beginners or those preferring a more relaxed pace. For example, the The Pine Bridge Monument – Quiet resting spot loop from Mahopac is an easy 35.6 km route, and the Maybrook Trailway – Maybrook Trailway loop from Brewster is an even shorter, easy 18.8 km option.
Spring and fall are generally considered the best seasons for road cycling in Putnam County. The weather is milder, and the natural scenery, whether blooming in spring or showcasing vibrant fall foliage, is particularly beautiful. Summer can also be pleasant, especially on shaded sections of trails, but be mindful of warmer temperatures.
Many of the easy and moderate routes are suitable for families, especially those utilizing dedicated rail trails like the Maybrook Trailway or Putnam Trailway. These paths are typically wide, well-maintained, and offer a safe environment away from vehicle traffic. Always check the route details for distance and elevation to ensure it matches your family's capabilities.
The komoot community highly rates the cycling experience in Putnam County, with an average score of 4.6 stars. Cyclists frequently praise the serene, car-free environments, the well-maintained surfaces of trails like the Maybrook Trailway, and the beautiful natural landscapes, including rolling hills and views of the Hudson River.
Yes, several routes are designed as loops, allowing you to start and end at the same point without retracing your path. An example is the Maybrook Trailway – Whaley Lake loop from Brewster, which offers a substantial 79.7 km ride.
Many of the popular trailheads for routes like the Maybrook Trailway and Putnam Trailway offer designated parking areas. For specific routes, it's advisable to check the individual route descriptions on komoot, as they often provide details on starting points and available parking facilities.
Putnam County is served by Metro-North Railroad, with stations in towns like Brewster and Cold Spring. Some cycling routes, particularly those incorporating the Maybrook Trailway or Putnam Trailway, may be accessible from these stations, allowing for car-free travel to your starting point. The Railway Station Cold Spring is a notable point of access for some routes.
Absolutely. For those looking for a longer ride, the Whaley Lake – Walkway Over the Hudson loop from Patterson covers over 103 km, providing a significant distance for endurance cyclists while minimizing traffic exposure.


Check out more Road cycling routes throughout Putnam County below and find the perfect route in your destination.
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