4.8
(21)
160
riders
11
rides
If you've ever tried to plan touring cycling in Wonder Lake State Park, you know how overwhelming the options can be. It's tough to figure out which routes are genuinely worth your time and effort, separating the real highlights from the filler. We get it — nobody wants to waste precious saddle time on a mediocre ride.
That's where komoot comes in. Our community of local riders has mapped, ridden, and reviewed these routes, so we've done the legwork for…
Last updated: May 31, 2026
5.0
(7)
29
riders
48.1km
02:48
270m
270m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
riders
20.6km
01:12
120m
120m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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4.5
(8)
66
riders
106km
06:18
650m
650m
If you're up for a serious touring cycling challenge, the Whaley Lake – Walkway Over the Hudson loop from Patterson is a difficult 65.8-mile (105.9 km) route that promises diverse…
4.8
(4)
23
riders
42.7km
02:30
210m
210m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
101km
07:07
1,270m
1,270m
The Bulls Bridge – River Trail loop from Pawling offers a challenging and scenic touring cycling experience, winding through picturesque country vistas, rolling hills, and expansive natural features. You'll navigate…
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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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This well-maintained dirt road is great for biking, especially int he autumn when the fall leaves transform the trail. The road takes you right up to the water with excellent views of the Housatonic River.
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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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With its spring in Massachusetts the Housatonic River flows for 149 miles to southern Connecticut into Long Island Sound. The Appalachian Trail follows the river from the covered wooden Bulls Bridge to Falls Village. The river is also a popular whitewater paddling destination with mostly Class I to Class III rapids.
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No, bicycles are not permitted on the trails within Wonder Lake State Park. The park's internal trails are primarily for hiking and nature observation. However, the surrounding region offers extensive opportunities for touring cyclists on nearby trail systems.
The primary touring cycling opportunities are found on trail systems adjacent to Wonder Lake State Park, such as the Maybrook Trailway. This multi-use rail trail offers over 28 miles of cycling through woodlands and along picturesque lakes, providing a quiet experience away from traffic.
The touring cycling routes in the vicinity of Wonder Lake State Park primarily feature multi-use rail trails, which are generally flat and paved. You'll cycle through woodlands, open areas, and along lakes, with some routes incorporating moderate elevation changes. For example, the Whaley Lake – Whaley Lake loop from I-84 Exit 61 Park & Ride has an elevation gain of over 220 meters.
Yes, there are several easy routes suitable for beginners. The Maybrook Trailway – Maybrook Trailway loop from Holmes is an easy 12.8-mile (20.6 km) trail, and the Maybrook Trailway – Maybrook Trailway loop from Beacon Line MT1 is another easy option, covering nearly 20 kilometers with minimal elevation gain.
Absolutely. The Maybrook Trailway is a crucial link in the larger Empire State Trail system. This connectivity allows for extended cycling tours, linking to other rail trails like the William R. Steinhaus Dutchess Rail Trail and leading to attractions such as the Walkway Over the Hudson, as seen in the challenging Whaley Lake – Walkway Over the Hudson loop from Patterson.
Many of the routes, especially those on the paved Maybrook Trailway, are well-suited for families due to their generally flat terrain and separation from vehicle traffic. These multi-use trails offer a safe and enjoyable environment for cyclists of varying ages and skill levels.
While Wonder Lake State Park itself has specific rules regarding pets, the multi-use rail trails in the surrounding area, such as the Maybrook Trailway, generally permit leashed dogs. It's always a good idea to check specific trail regulations before heading out, but many cyclists enjoy these trails with their canine companions.
While cycling the routes near Wonder Lake State Park, you'll encounter picturesque landscapes including woodlands, open meadows, and serene bodies of water like Whaley Lake. The Maybrook Trailway, for instance, winds through forested areas and crosses iron truss bridges, offering attractive scenery and opportunities for birdwatching in wetland areas.
Yes, many of the touring cycling routes in the area are designed as loops, providing a convenient way to explore without retracing your steps. Examples include the Whaley Lake – Whaley Lake loop from Holmes, which is a moderate 29.8-mile (48.0 km) path, and the shorter Maybrook Trailway – Maybrook Trailway loop from Holmes.
The area is highly rated by the komoot community, with an average score of 4.9 stars from over 10 reviews. Cyclists often praise the well-maintained multi-use rail trails, the scenic beauty of the woodlands and lakes, and the quiet, traffic-free experience that allows for enjoyable touring.
Spring, summer, and fall generally offer the best conditions for touring cycling in the region. Spring brings blooming mountain laurel and fresh greenery, while fall showcases vibrant foliage. Summers are pleasant, though it's advisable to start earlier in the day to avoid peak heat. Winter cycling is possible but depends on snow and ice conditions on the trails.
Yes, access points and parking are available along the Maybrook Trailway, including near areas like Hopewell Junction and Brewster. For example, the Whaley Lake – Whaley Lake loop from I-84 Exit 61 Park & Ride starts directly from a convenient parking location.


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