5.0
(2)
28
riders
9
rides
Touring cycling routes around Maybrook, New York, primarily utilize former railroad lines, offering a generally flat profile through diverse landscapes. The region is characterized by dense woods, open farm fields, and wetlands, with the Maybrook Trailway forming a key part of the expansive Empire State Trail network. Cyclists can explore river valleys and state forests, providing a mix of paved and gravel surfaces. The terrain is largely accessible, with minimal elevation changes.
Last updated: June 28, 2026
91.5km
05:41
580m
580m
Cycle the challenging 56.9-mile Wallkill Valley Rail Trail, featuring historic trestles, river views, and the Shawangunk Ridge.
5.0
(1)
3
riders
16.6km
01:00
110m
110m
This 10.3-mile (16.6 km) bike loop from the Village of Walden offers a delightful journey along a historic rail corridor, blending smooth paved sections with more rugged unpaved terrain. You'll…

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3
riders
22.5km
01:58
210m
210m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
4
riders
20.5km
01:49
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
17.1km
01:09
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Whether you are looking for wide and smooth roads or tight singletrack trails, Stewart State Forest probably has it. This section of Drakes Trail is one of the most southern singletrack trails in the trail system. The paths cross over each other and over the service roads in the forest, so you can create an almost endless number of loops.
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Stewart State Forest, nestled in Orange County, New York, this expansive forest seamlessly blends wetlands, fields, and forest. With 22 miles of gravel roads and 18 miles of hiking trails, it's a haven for outdoor enthusiasts. Engage in hiking, biking, horseback riding, hunting, cross country skiing, snowmobiling, bird watching, and fishing. Encounter a diverse wildlife population, from white-tailed deer and coyotes to bobcats, wild turkeys, great blue herons, and majestic hawks.
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Capture the beauty of the pond with its diverse backdrop of trees, reeds, and occasional wildflowers. Keep an eye out for diverse birdlife, turtles, and other wildlife while exploring the pond and surrounding trails.
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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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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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The Springtown Truss Bridge crosses the Wallkill River. It was once formed part of the Wallkill Valley Railroad, running between Ulster County and New York city. The bridge was originally built in 1870 and made of wood, but was rebuilt using iron in the early 1880s.
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The Stewart State Forest has several larger and smaller ponds that are popular for fishing. This is the largest in the pond and has eel, carp, crappie, and pickerel. The pristine waters next to the lush green trees make this a great spot to stop and enjoy the beauty.
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Stewart State Forest, nestled in Orange County, New York, this expansive forest seamlessly blends wetlands, fields, and forest. With 22 miles of gravel roads and 18 miles of hiking trails, it's a haven for outdoor enthusiasts. Engage in hiking, biking, horseback riding, hunting, cross country skiing, snowmobiling, bird watching, and fishing. Encounter a diverse wildlife population, from white-tailed deer and coyotes to bobcats, wild turkeys, great blue herons, and majestic hawks.
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There are over 10 touring cycling routes available around Maybrook, offering a variety of experiences from easy loops to more challenging long-distance rides. The komoot community has explored these routes over 27 times, giving them an average rating of 5.0 stars.
Yes, Maybrook offers several easy touring cycling routes. A great option for beginners or families is the Bike loop from Village of Walden, an 11.1-mile path that provides an accessible ride through local scenery. The Maybrook Trailway itself is also known for its relatively flat profile, making it suitable for all abilities.
The Maybrook Trailway offers scenic views through dense woods, farm fields, ponds, and wetlands, with seasonal waterfalls and rock cuts. You can also explore areas like the Stewart State Forest, which features a mix of wetlands and dense woods. The nearby Maybrook Reservoir is a picturesque spot for nature lovers and birdwatchers.
Yes, there are several circular routes. For example, the Stewart State Forest – Stewart State Forest loop from Washingtonville Soccer Club Inc is a 17.7-mile loop through dense woods and open fields. Another option is the Whalenburgh Pond – Pond in Stewart State Forest loop from Coldenham, which is a 22.4-mile moderate route.
Many trails in the Maybrook area, particularly the Maybrook Trailway and other sections of the Empire State Trail, are generally dog-friendly. However, it's always recommended to keep your dog on a leash and ensure you clean up after them. Check specific park or trail regulations before you go.
Maybrook has a rich railroad history. You can explore the Maybrook Railroad Yard Historical Site, which commemorates the village's legacy as an important rail hub. Many of the cycling trails themselves follow former railroad lines, offering a unique historical perspective.
Yes, you can access the Maybrook Trailway via public transport. Cyclists can take the Metro-North Railroad from New York City with their bikes to reach trailheads, especially during off-peak hours. The Maybrook Trailway connects to the Dutchess Rail Trail at Hopewell Junction, which is a convenient access point.
Access to the Maybrook Trailway is convenient, with trailheads in locations such as Pawling and Hopewell Junction, which typically offer public parking. The trailhead in Hopewell Junction also features a railroad depot museum and public restrooms.
The spring, summer, and fall months generally offer the best conditions for touring cycling in Maybrook, with pleasant temperatures and vibrant scenery. Fall, in particular, provides stunning foliage views along the trails. While winter cycling is possible, be prepared for colder temperatures and potential snow or ice on the trails.
For experienced cyclists looking for a longer challenge, the Wallkill Valley Rail Trail is a difficult 56.9-mile route that takes approximately 5 hours and 41 minutes to complete. This trail is part of the larger Empire State Trail, offering a continuous ride through the Wallkill River valley and connecting to other extensive trail networks.
Maybrook's touring cycling routes primarily utilize former railroad lines, resulting in a generally flat profile with minimal elevation changes, typically a maximum grade of about 1.5%. You can expect a mix of paved and gravel surfaces, winding through dense woods, open farm fields, and wetlands.
The area is highly rated by the komoot community, with an average score of 5.0 stars from over 27 visitors. Reviewers often praise the quiet, remote experience of the Maybrook Trailway, the sounds of birds and wildlife, and the scenic beauty of the diverse landscapes, including dense woods and wetlands.


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