5.0
(31)
101
riders
6
rides
Touring cycling around Wappingers Falls offers routes that traverse the scenic Hudson Valley landscape. The area is characterized by its network of converted rail trails, such as the Wallkill Valley Rail Trail and Dutchess Rail Trail, providing relatively flat and accessible paths. River views, particularly along the Hudson, are a prominent feature, alongside routes that pass by lakes and through areas with rolling terrain. The region's geography supports a variety of cycling experiences, from leisurely rides to more challenging excursions.
…Last updated: May 5, 2026
62.0km
03:58
590m
590m
This difficult 38.5-mile touring cycling loop from Marlboro combines road cycling with the scenic Wallkill Valley Rail Trail, featuring 1937
5.0
(24)
40
riders
73.0km
04:15
400m
400m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(6)
44
riders
26.2km
01:35
190m
190m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
3
riders
34.5km
02:08
290m
290m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Wappingers Falls
If you're in New York and want to go hiking, this is the ideal place. Easily accessible by train, scenically beautiful, and interwoven with many trails of varying difficulty.
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Mount Beacon Park, part of the Hudson Highlands State Park Preserve, is beautiful, with fantastic hiking trails and spectacular panoramic views. The park's trails, which range from moderate to challenging, lead to the summit of South Beacon Mountain, with a restored 60-foot fire tower, offering breathtaking vistas that stretch from the Manhattan skyline to the Catskill Mountains, especially on a clear day. The park is also home to the remnants of the historic Mount Beacon Incline Railway, once the world's steepest, and the foundations of an old casino and hotel, adding a unique historical dimension to the natural beauty of this area.
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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 5 touring cycling routes detailed in this guide for the Wappingers Falls area, offering a variety of experiences from moderate to difficult.
The region is characterized by its scenic Hudson Valley landscape, featuring a network of converted rail trails like the Wallkill Valley Rail Trail and Dutchess Rail Trail. You'll find routes with prominent river views, paths around lakes, and journeys through areas with rolling terrain, catering to diverse cycling preferences.
While this guide primarily features moderate to difficult routes, the converted rail trails in the area, such as sections of the Dutchess Rail Trail, generally offer flatter and more accessible paths suitable for those seeking a less strenuous ride. One moderate option is the Walkway Over the Hudson – Dutchess Rail Trail loop from Red Oaks Mill, which is shorter at 26.2 km.
The routes around Wappingers Falls are highly rated by the komoot community, with an average score of 4.98 stars from over 50 reviews. Cyclists often praise the varied terrain, the well-maintained rail trails, and the stunning river views, particularly from elevated sections like the Walkway Over the Hudson.
Yes, several routes in the area are designed as loops. Examples include the challenging Wallkill Valley Rail Trail Loop from Marlboro, the moderate Walkway Over the Hudson – Walkway Over the Hudson loop from Hopewell Junction, and the extensive Whaley Lake – Maybrook Trailway loop from Hopewell Junction.
Many routes offer scenic viewpoints, especially along the Hudson River. A notable landmark is the Walkway Over the Hudson, which provides elevated views. Routes also pass by natural features like Whaley Lake and through areas near Mount Beacon Park, offering diverse landscapes.
The spring and fall seasons generally offer the most pleasant weather for touring cycling in the Hudson Valley, with comfortable temperatures and beautiful foliage. Summer can also be enjoyable, though it may be warmer. Winter cycling is possible but requires appropriate gear for colder conditions and potential snow or ice on trails.
For families, routes that utilize the converted rail trails are often the most suitable due to their generally flat and well-maintained surfaces, away from heavy traffic. While this guide features mostly moderate routes, sections of the Dutchess Rail Trail, as seen in the Walkway Over the Hudson – Dutchess Rail Trail loop from Red Oaks Mill, can be adapted for family outings.
Parking is typically available at various access points along the major rail trails, such as the Dutchess Rail Trail and Wallkill Valley Rail Trail. For routes like the Walkway Over the Hudson loop from Hopewell Junction, designated parking areas are usually provided near the trailheads or access points to the Walkway itself.
Many of the rail trails and routes in the Wappingers Falls area pass through or near towns and villages where you can find cafes, restaurants, and shops. Planning your route with komoot allows you to identify points of interest, including refreshment stops, along your chosen path.
Beyond your touring bicycle, essential items include a helmet, water bottles, snacks, a repair kit (spare tube, pump, tire levers), and appropriate clothing for the weather. Given the varied terrain and potential for longer rides, a first-aid kit and navigation tools are also recommended.
Yes, the Whaley Lake – Maybrook Trailway loop from Hopewell Junction specifically leads through varied terrain that includes views of Whaley Lake, offering a different scenic element compared to the river-focused routes.


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