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Whaley Lake – Walkway Over the Hudson loop from Patterson
105km
04:23
650m
650m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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By Fede from komoot
·
Updated June 1, 2026
If you've ever tried to plan road cycling around Putnam Lake, you know how overwhelming the options can be. Sifting through endless routes to find the ones genuinely worth your time and effort can feel like a full-time job. That's where we come in: our komoot community has ridden, mapped, and reviewed countless routes, allowing us to bring you a curated shortlist of the absolute best, saving you the guesswork.
Road cycling around Putnam Lake offers a fantastic mix of terrain, from relatively flat rail trails to challenging ascents through rolling hills. You'll find yourself pedaling past dense forests and numerous scenic lakes, making for varied and picturesque backdrops. This region truly caters to all abilities, whether you're seeking a relaxed spin or a serious climb.
If you're looking for a big day out with varied landscapes, we'd start with the Whaley Lake – Walkway Over the Hudson loop from Patterson, a substantial 64.1 miles (103.2 km) that’s a true highlight. For a more relaxed ride that still gives you a great feel for the area, the Maybrook Trailway loop from Patterson, at 11.8 miles (19.0 km), is an excellent choice. With more than 500 road cyclists already exploring Putnam Lake with komoot, you're in good company.
Trail | Distance | Elevation | Difficulty |
|---|---|---|---|
| Whaley Lake – Walkway Over the Hudson loop from Patterson | 105 km | 650 m | Moderate |
| Whaley Lake – Whaley Lake loop from Patterson | 46.0 km | 240 m | Easy |
| Maybrook Trailway – Maybrook Trailway loop from Cranberry Mountain Wildlife Management Area | 42.7 km | 360 m | Moderate |
| Maybrook Trailway loop from Patterson | 19.0 km | 90 m | Moderate |
| Whaley Lake – Whaley Lake loop from Patterson | 49.4 km | 570 m | Moderate |
| Wassiac Rail Station – Fantastic descent loop from Patterson | 107 km | 1,210 m | Hard |
| Squantz Pond – Squantz Pond loop from Patterson | 39.7 km | 630 m | Moderate |
| Christ Church on Quaker Hill – Fantastic descent loop from Cranberry Mountain Wildlife Management Area | 40.9 km | 570 m | Moderate |
| Lovers Landing Bridge – White Pond loop from Cranberry Mountain Wildlife Management Area | 47.2 km | 620 m | Moderate |
| Fantastic descent – Maybrook Trailway loop from Patterson | 48.7 km | 740 m | Moderate |
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Sign up for free105km
04:23
650m
650m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
View route
46.0km
01:53
240m
240m
Easy road ride. Mostly well-paved surfaces and easy to ride.
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42.7km
01:58
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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19.0km
00:49
90m
90m
Moderate road ride. Some segments of this route may be unpaved and difficult to ride.
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49.4km
02:17
570m
570m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
View route
107km
05:10
1,210m
1,210m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
View route
39.7km
02:09
630m
630m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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40.9km
02:09
570m
570m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
View route
47.2km
02:31
620m
620m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
View route
48.7km
02:34
740m
740m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
View route
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This paved rail trail traverses two counties in New York — you can bike more than 28 miles on it if you go from end to end. This particular section passes through a sort of wetland land — keep an eye out for birds!
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The Walkway Over the Hudson, also known as the Poughkeepsie Bridge, is a steel cantilever bridge spanning the Hudson River between Poughkeepsie and Highland. Originally it was built as a railroad bridge in 1889, then closed in 1974 due to fire damage and later reopened as a pedestrian walkway in 2009. It connects the Hudson Valley Rail Trail with the Dutchess Rail Trail and is part of the Empire State Trail. Stretching 6,768 feet, it was the world’s longest pedestrian footbridge until 2016. The bridge is free to access and welcomes cyclists as well as foot traffic.
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There are over 50 road cycling routes around Putnam Lake, offering a wide range of options for different skill levels and preferences. You can find routes from easy to difficult, with varying distances and elevation gains.
The region around Putnam Lake is characterized by rolling hills, extensive forest cover, and numerous scenic lakes. You'll encounter diverse terrain, from relatively flat sections on dedicated rail trails like the Maybrook Trailway to more challenging ascents with significant elevation gains through the hilly landscapes of Putnam County.
Yes, there are several easy road cycling routes. The area features dedicated rail trails that offer a more relaxed cycling experience. For example, the Maybrook Trailway – Maybrook Trailway loop from Putnam Lake is an easy 29.7 km route that utilizes a former rail line, making it suitable for those seeking a less strenuous ride.
For experienced riders seeking a challenge, routes like the Squantz Pond – Christ Church on Quaker Hill loop from New Fairfield offer significant elevation gains. This 88.0 km route leads through hilly terrain and can take over 4 hours to complete, providing a demanding workout.
The region offers pleasant cycling conditions through much of the year. Spring and fall typically provide comfortable temperatures and beautiful scenery with changing foliage. Summer is also popular, though some routes might be more exposed to sun. Always check local weather conditions before heading out.
Many routes offer picturesque views of the region's natural beauty. You can expect to see crystal lakes and reservoirs, including Lake Casse and Lake Gleneida, as well as dense forests. The Maybrook Trailway itself is a notable feature, and some routes pass near Squantz Pond State Park and Squantz Pond.
Yes, for those looking for longer rides, the area offers several options. The Whaley Lake – Walkway Over the Hudson loop from Patterson is a substantial 103.2 km route, offering a long-distance ride through varied landscapes that typically takes over 4 hours to complete.
The road cycling routes around Putnam Lake are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the varied terrain, from the relaxed rail trails to the challenging hilly sections, and the scenic beauty of the lakes and extensive forests that provide a picturesque backdrop for their rides.
Yes, many of the routes are designed as loops, allowing you to start and end at the same point. Examples include the Maybrook Trailway loop from Town of Patterson and the Whaley Lake – Whaley Lake loop from Patterson, which are popular choices for their convenience and scenic appeal.
While specific parking details for every trailhead are not provided, many popular cycling routes, especially those utilizing rail trails like the Maybrook Trailway, typically have designated parking areas at their access points in towns such as Patterson. It's advisable to check specific route details or local town resources for precise parking information before your ride.
Access to road cycling routes via public transport can vary. The Putnam County Trailway, which connects to the Maybrook Trailway, is part of a larger system that may have access points near public transportation hubs. However, direct public transport links to all trailheads might be limited, so planning your journey in advance is recommended.
While the routes themselves traverse natural landscapes, many pass through or near small towns and communities in Putnam County. These areas often provide opportunities to find cafes, restaurants, or other amenities for refreshments and supplies. Rail trails, in particular, tend to have more services available in nearby towns.


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