4.6
(20)
508
riders
95
rides
Road cycling routes around Hudson offer diverse landscapes, from the scenic Hudson River to the backdrop of the Catskill Mountains. The region features rolling countryside, farmlands, and extensive rail trail networks. Cyclists can explore quiet country roads and dedicated multi-use paths, providing varied terrain for different skill levels.
Last updated: May 27, 2026
9
riders
33.5km
01:33
230m
240m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
13
riders
48.9km
02:14
210m
210m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5
riders
88.8km
04:03
830m
830m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
58.9km
02:26
350m
350m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
1
riders
77.3km
03:33
870m
870m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Classic New England covered bridge, restored and still in use. Small park on the east side, multiple good routes from the bridge west through Massachusetts and New Hampshire.
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You want to ride this trail on a weekday as it is too crowded with pedestrians during weekends. Nice trail!
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There are only a handful of covered bridges in the state. This is the furthest east one
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Peak of South Uncanoonuc Mountain. There are many trails leading up to the peak, but there is also a paved road that takes you to the top. It is a challenging climb, but definitely worth it for the view!
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The Windham Depot was constructed in 1849 by the Manchester & Lawrence Railroad. The last train passed through the depot in August 1980. Today, the old depot buildings are still in place, as well as an old blue caboose. There are some placards with information explaining what used to be in the area during the time of the railroad.
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The Windham Rail Trail is a 4 mile long paved trail. It is a great traffic-free path, so you can get into a good rhythm. It is a shared-use path with pedestrians, so make sure that you are aware of other path users.
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The Stowell Road Covered Bridge is a newer covered bridge, as it was constructed in 1990. It spans the Baboosic Brook and is open to traffic. There is no parking next to the bridge, but you can pull off the road and go onto the grass nearby if you want to stop and get a closer look of the bridge.
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Tucker Brook Falls is a great small waterfall tucked in the woods. It is not visible from the road, but if you walk your bike a couple of feet down a path, you will be able to get a view of the falls.
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Road cycling routes around Hudson offer a mix of terrain. You'll find extensive rail trail networks, which are generally flat or have gentle rolling hills, perfect for a relaxed ride. Additionally, there are quiet country roads winding through rolling countryside, farmlands, and forests, providing varied elevation and scenic views. The majestic Catskill Mountains often serve as a dramatic backdrop, enhancing the cycling experience.
Yes, Hudson offers several routes ideal for beginners and families. Many of the rail trails, such as sections of the Empire State Trail and Hudson River Valley Greenway, provide safe, car-free, and mostly flat paths. An easy option is the Silver Lake Beach loop, which is 20.8 miles (33.5 km) and offers a pleasant ride through local scenery.
The Hudson River is a central natural feature, offering breathtaking views from many routes. You can also enjoy panoramic vistas of the Catskill Mountains, especially from elevated points. The area is rich with rolling countryside, farmlands, orchards, and forests. For specific natural highlights, consider routes that pass by Mill Pond, Oxbow Lake, or Naticook Lake.
The komoot community highly rates road cycling in Hudson, with an average score of 4.6 stars from over 17 reviews. Cyclists frequently praise the diverse landscapes, from scenic river views to the backdrop of the Catskill Mountains, and the extensive network of rail trails and quiet country roads that cater to various skill levels.
Yes, cycling routes often pass through or near charming villages and historic towns. While not directly on the provided routes, the wider Hudson Valley features sites like Olana State Historic Site and Clermont State Historic Site, which offer spectacular views and historical insights. You can also find highlights like the Nashua River Trailhead, which serves as a starting point for exploring the region's rail trails.
For those seeking a moderate challenge, the Nashua River Rail Trail Loop is a popular choice, following a repurposed railway bed for a generally accessible experience. Another option is the Nashua to Wilton loop, which covers 55.2 miles (88.8 km) through varied terrain. The Hudson to Derry loop via Windham Rail Trail also offers a moderate ride.
The best time for road cycling in Hudson is typically from spring through autumn. Spring offers fresh greenery, while autumn provides vibrant foliage, especially in wooded areas. The weather during these seasons is generally pleasant for cycling. While winter cycling is possible, be prepared for colder temperatures and potential snow or ice on trails.
Yes, several loop routes are available. For instance, the Nashua River Rail Trail Loop and the Nashua to Wilton loop are excellent options for circular rides, allowing you to start and end at the same point without retracing your path.
Absolutely. Hudson is a key point along the 750-mile Empire State Trail, which includes the Hudson River Valley Greenway. This extensive network offers hundreds of miles of multi-use trails. Many local routes, particularly rail trails like the Albany-Hudson Electric Trail, are integrated into or easily connect to these larger regional networks, providing vast opportunities for extended rides.
While many routes feature gentle rolling hills, there are options for more experienced cyclists seeking greater elevation gain. The Nashua to South Uncanoonuc loop, for example, is a moderate route that includes significant elevation changes, providing a more demanding ride through the region's varied terrain.
You'll encounter a variety of surfaces. Dedicated rail trails often feature asphalt or stone dust, providing smooth and consistent riding conditions. Quiet country roads are typically paved, but their condition can vary. The diverse surfaces cater to different cycling preferences and ensure a varied experience.


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