5.0
(43)
225
riders
2
rides
Touring cycling around Marlboro, Vermont, is characterized by its location within the scenic Green Mountains, offering a landscape of rolling fields, valleys, and thick evergreen forests. The region features a network of country roads, both paved and unpaved, that traverse varied topography. Waterways such as the West River, Whetstone Brook, and Green River contribute to the area's natural beauty. This environment provides diverse routes for touring cyclists seeking a blend of natural scenery and rural charm.
Last updated: July 7, 2026
12
riders
53.0km
03:35
660m
660m
Embark on a dynamic touring cycling adventure combining the Hudson Valley Rail Trail and the River-to-Ridge Loop, a difficult 32.9-mile (53.0 km) route that promises varied terrain and spectacular scenery.…
1
riders
37.6km
02:18
320m
320m
The Dutchess Rail Trail and Pleasant Valley Loop offers a fantastic touring cycling experience in New York's Hudson Valley, blending the smooth, paved surface of the rail trail with the…

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46.3km
02:48
340m
340m
The Poughkeepsie to Mills Memorial State Park loop offers a delightful touring cycling experience through the scenic Hudson Valley. You'll pedal along mostly paved surfaces, enjoying expansive views of the…
123km
07:52
1,310m
1,310m
The Poughkeepsie to Ashokan Reservoir loop is a challenging touring cycling adventure that immerses you in the diverse beauty of the Hudson Valley. You'll pedal through shaded forests, open meadows,…
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
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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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Beautiful and peaceful. Very little shade so dress accordingly.
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The Rosendale Trestle Bridge is a famous bridge crossing along the Wallkill Valley Rail Trail between Joppenbergh Mountain Park and Hardenbergh Park. This wooden boards making the base of the bridge are a little weathered, so watch your footing as you cross.
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Scenic road that runs right next to the Ashokan Reservoir. Great views of the Reservoir and the Catskill Mountains.
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Although inaccessible due to being part of DEC land, here you'll find a view of this small Ashokan Gorge, a unique site in Ulster County.
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In this National Historic Landmark District, there are 7 historic stone-house museums, a reconstructed church from 1717, an old burying ground and a replica Esopus Munsee wigwam. This is a great outdoor museum to explore. Keep an eye out for the blue and yellow signs, which provide information on the different buildings.
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Touring cycling around Marlboro offers a diverse landscape. You'll encounter the scenic Green Mountains, with rolling fields, highlands, and valleys, as well as thick evergreen forests. The region features a network of country roads, both paved and unpaved, that traverse varied topography. Expect a mix of gentle slopes and more challenging climbs, providing a true taste of mountainous southern Vermont.
While some routes around Marlboro are more challenging, there are options for varying ability levels. For a moderate experience, consider the Dutchess Rail Trail and Pleasant Valley Loop, which combines rail trail sections with pleasant valley roads. This route is 23.3 miles (37.6 km) long and offers a less strenuous ride.
The touring cycling routes around Marlboro vary significantly in length. For instance, the Dutchess Rail Trail and Pleasant Valley Loop is 23.3 miles (37.6 km), while the Hudson Valley Rail Trail and River-to-Ridge Loop covers 32.9 miles (53.0 km). For a longer adventure, the Poughkeepsie to Ashokan Reservoir loop extends to 76.2 miles (122.6 km).
The Marlboro area is rich with scenic vistas. The Molly Stark Scenic Byway (Route 9), which passes through Marlboro, offers a 'compact taste of mountainous southern Vermont' with varied topography and scenic views. Additionally, Hogback Mountain Conservation Area, bisected by Route 9, provides the 'famous 100-mile view' of Vermont, Massachusetts, and New Hampshire on clear days. You can also find viewpoints like the View of the Mid-Hudson Bridge from Johnson Iorio Memorial Park and the View of Wappinger Creek along some routes.
Yes, there are several circular touring cycling routes. For example, the Poughkeepsie to Ashokan Reservoir loop is a substantial 76.2 miles (122.6 km) route. Another option is the Wallkill Valley Rail Trail Loop from Marlboro, which is 38.5 miles (62.0 km) long.
The Marlboro area is particularly stunning during the fall season, when 'brilliant Fall colors' transform the landscape, offering breathtaking scenery for touring cyclists. However, the region's quiet back roads and lovely scenery make it enjoyable throughout the warmer months, typically from late spring through early autumn.
The touring cycling routes around Marlboro are highly rated by the komoot community, with an average score of 5.0 stars from over 8 reviews. Cyclists often praise the varied terrain, scenic views, and the combination of rail trail sections with pleasant valley roads, offering a diverse and engaging experience.
Yes, rail trails are a prominent feature of touring cycling in the wider Marlboro area. You can explore routes like the Hudson Valley Rail Trail and River-to-Ridge Loop or the Dutchess Rail Trail and Pleasant Valley Loop. These routes often provide smoother, flatter sections, ideal for a relaxed touring experience, and are often connected to other scenic roads.
Beyond the natural beauty, touring cycling routes in the region offer access to various attractions. You might encounter landmarks like the Walkway Over the Hudson, which is a popular highlight. Many routes also incorporate sections of the Hudson Valley Rail Trail, offering a blend of natural scenery and historical infrastructure.
Yes, for experienced riders seeking a challenge, Marlboro offers difficult routes with significant elevation changes. The Hudson Valley Rail Trail and River-to-Ridge Loop is classified as difficult, covering 32.9 miles (53.0 km) with over 650 meters of elevation gain. Another challenging option is the Poughkeepsie to Ashokan Reservoir loop, a 76.2 miles (122.6 km) trail with over 1300 meters of ascent.
Yes, the Marlboro area is known for its mix of paved and unpaved country roads, making it suitable for gravel touring. Many roads in Vermont are considered enjoyable for cycling, whether paved or unpaved, allowing cyclists to explore the rural charm and natural beauty. Some routes, like the 'Halifax Village Center – Green River Covered Bridge loop from Marlboro,' are mostly paved but can incorporate gravel sections for a varied experience.
Touring cycling in Marlboro is defined by its immersion in the Green Mountain landscapes, rolling fields, and scenic country roads. It offers a blend of natural beauty, rural charm, and varied topography, from tranquil waterways like the West River and Whetstone Brook to expansive views from higher elevations. The region provides a peaceful and picturesque environment for exploring by bicycle.


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