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Gipsy Trail Road – White Pond loop from White Pond Unit
22.6km
01:25
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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By Fede from komoot
·
Updated May 29, 2026
If you've ever tried to plan touring cycling in Big Buck State Forest, you know how quickly the options can feel overwhelming. With so many paths to choose from, it's tough to tell which routes are genuinely worth your time and effort, and which are just filler. We get it – you want the highlights, not the guesswork.
That's where komoot comes in. Our community of local riders has mapped, ridden, and reviewed countless routes here, giving us the inside scoop on what truly delivers. We've sifted through the data to bring you a curated shortlist of the best touring cycling routes in Big Buck State Forest, saving you the planning pain and getting you straight to the good stuff.
Touring cycling in Big Buck State Forest is all about immersing yourself in a tranquil, natural environment. Expect rolling terrain with moderate elevation changes, winding through a beautiful mix of softwood plantations and native hardwoods. The routes primarily utilize seasonal dirt roads and old logging roads, offering a rugged, exploratory feel away from paved traffic. This is Chenango County, NY, at its most authentic, with historical remnants like old stone fences adding character to the landscape. Just remember that many of these routes are on seasonal dirt roads, so conditions can vary.
If you're looking for a solid introduction, we'd start with the Gipsy Trail Road – White Pond loop from White Pond Unit. This moderate 14.1 miles (22.6 km) route is a fantastic way to experience the forest's varied terrain and natural beauty. For something a bit longer and equally rewarding, the Whaley Lake – Whaley Lake loop from Holmes offers 29.8 miles (48.0 km) of scenic riding around the lake. With an average rating of 4.8 stars from our community, you can trust these routes are worth your legs. So, grab your bike and let komoot guide your next adventure!
Trail | Distance | Elevation | Difficulty |
|---|---|---|---|
| Gipsy Trail Road – White Pond loop from White Pond Unit | 22.6 km | 230 m | Moderate |
| Boyd Corners Outlet Unit loop from Nimham Mount | 23.1 km | 230 m | Moderate |
| Whaley Lake – Whaley Lake loop from Holmes | 48.1 km | 270 m | Moderate |
| Maybrook Trailway – Maybrook Trailway loop from Holmes | 20.6 km | 120 m | Easy |
| Whaley Lake – Whaley Lake loop from Green Haven Correctional Facility | 25.7 km | 160 m | Moderate |
| Maybrook Trailway – Maybrook Trailway loop from Carmel | 49.3 km | 430 m | Moderate |
| Whaley Lake – Walkway Over the Hudson loop from Patterson | 106 km | 650 m | Hard |
| Maybrook Trailway – Maybrook Trailway loop from Patterson | 42.7 km | 210 m | Moderate |
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22.6km
01:25
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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23.1km
01:26
230m
230m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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48.1km
02:48
270m
270m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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25.7km
01:31
160m
160m
If you're seeking a scenic touring bicycle ride in Dutchess County, the Whaley Lake – Whaley Lake loop from Green Haven Correctional Facility delivers a pleasant experience. This moderate 16.0-mile (25.7 km) route takes you around Whaley Lake, the largest lake in the county, offering picturesque views of woodlands, farm fields, and wetlands. You'll enjoy mostly paved surfaces, including sections of the smooth Maybrook Trailway, making it ideal for touring cyclists who appreciate a mix of natural beauty and well-maintained paths. Expect about 528 feet (161 metres) of elevation gain, which you can comfortably complete in roughly 1 hour and 30 minutes.
While specific parking information for the Green Haven Correctional Facility starting point isn't detailed, the Whaley Lake area is generally well-regarded for its cycling access. The region is popular, so consider starting your ride earlier in the day, especially on weekends, to enjoy the serene atmosphere fully. The route is primarily on paved surfaces, so a road bike or touring bike is suitable, and no special permits are typically required for general cycling.
This loop is a great way to explore the diverse cycling landscape of Dutchess County, offering a taste of the larger Empire State Trail via the Maybrook Trailway. The area is known for its varied terrain, from country vistas to wetlands, providing a dynamic backdrop for your ride. It's a solid choice if you're looking for a moderate challenge that showcases the natural beauty of New York's lake country without overly demanding climbs.
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49.3km
03:01
430m
430m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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 scenery and a rewarding workout. You'll pedal past the serene Whaley Lake, traverse wetlands on the Maybrook Trailway, and experience the grandeur of the Walkway Over the Hudson, which offers expansive views of the Hudson River. With 2145 feet (654 metres) of elevation gain and an estimated duration of 6 hours and 18 minutes, this loop is for cyclists who enjoy a mix of paved trails and country roads with significant climbs.
Planning for this extensive ride means setting aside a full day. While the Maybrook Trailway offers some gentle downhill sections, be ready for challenging hills on the country roads, especially on the return leg. The route is primarily paved, but you'll encounter short unpaved sections and even cobblestones, so a robust touring bike is recommended. Autumn is a fantastic time to tackle this loop, as the foliage around the Walkway Over the Hudson is particularly stunning.
This loop ingeniously combines two major cycling attractions: the Maybrook Trailway, part of the Empire State Trail, and the iconic Walkway Over the Hudson, the world's longest pedestrian bridge. It's a journey through varied landscapes, from tranquil lakefronts to rolling Dutchess County hills, offering a unique blend of natural beauty and historical significance, as both the trailway and walkway follow former railroad lines.
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42.7km
02:30
210m
210m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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 outlet between Boyd Corners Reservoir and the West Branch Reservoir makes for a really pretty backdrop on your road ride.
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Hopewell Junction is the location of the of the junction of the Newburgh, Dutchess and Connecticut railroad line with the New York and New England line. Now, it is the anchor of the Dutchess Rail Trail, a 13 mile long walking and cycling path.
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It's along the rail trail. No fishing and no swimming from the trail side.
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Whaley Lake is the largest lake in Dutchess County. So nice to ride here!
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Whaley Lake is the largest lake in Dutchess County. So nice to ride here!
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There are 6 touring cycling routes available in Big Buck State Forest. These routes offer a variety of experiences through natural forests, streams, and local road networks.
The terrain in Big Buck State Forest is characterized by varied landscapes, including natural forests, streams, and wetlands. You'll encounter rolling terrain with moderate elevation changes. While dedicated touring cycling trails are not extensively maintained, routes often utilize unpaved roads and established paths, offering a mix of surfaces.
The touring cycling routes in Big Buck State Forest range from easy to moderate. There is 1 easy route and 5 moderate routes, providing options for different ability levels.
Yes, several routes in Big Buck State Forest are circular. For example, you can explore the Gipsy Trail Road – White Pond loop from White Pond Unit or the Whaley Lake – Whaley Lake loop from Holmes, both of which are popular circular options.
Yes, parking is generally available. For the Big Buck Mountain Multiple Use Area, visitors can find parking areas within the unit on Ressique Street. Specific parking details for other areas may vary, but state forests typically offer designated parking for recreational access.
While Big Buck State Forest itself is a natural area, nearby communities such as Fishkill, Mahopac, Hopewell Junction, and Carmel offer amenities including dining, lodging, gas, and supplies. These towns are convenient stops before or after your ride.
Yes, with 1 easy route and several moderate options, Big Buck State Forest can be suitable for families. The Maybrook Trailway – Maybrook Trailway loop from Holmes is an easy 12.8-mile trail that might be a good starting point for families looking for a less challenging ride.
Generally, dogs are permitted in New York State Forests, including Big Buck State Forest, as long as they are kept under control. It's always a good idea to check specific regulations for the exact area you plan to visit, but typically, leashed dogs are welcome.
The routes in Big Buck State Forest traverse areas that include water features like Whaley Lake and White Pond. The Whaley Lake – Whaley Lake loop from Holmes, for instance, offers scenic views of Whaley Lake and its surrounding natural scenery.
The routes in Big Buck State Forest are highly rated by the komoot community, with an average score of 4.9 stars from over 10 reviews. Cyclists often praise the varied terrain and the natural beauty of the forests, streams, and wetlands.
While cycling is permitted, Big Buck State Forest does not have extensively designated or maintained trails specifically for touring cycling. Routes often utilize unpaved roads and established paths. For more structured touring cycling experiences with dedicated infrastructure, regions like the Adirondack Park in New York offer a wider array of options.
The longest touring cycling route available is the Whaley Lake – Whaley Lake loop from Holmes, which spans 29.8 miles (48.0 km) and offers extensive views of Whaley Lake and the surrounding natural landscape.


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