4.8
(36)
277
riders
86
rides
Road cycling around Rhinecliff, New York, offers diverse routes through picturesque landscapes. The region is characterized by the majestic Hudson River, providing views of the Catskill Mountains and the Kingston-Rhinecliff Bridge. Cyclists can explore varied terrain, including riverfront paths, former rail trails, open meadows, and wooded areas with gentle hills. Many roads are known for being quiet and tree-lined, passing through country estates.
Last updated: June 29, 2026
5.0
(2)
17
riders
43.6km
01:55
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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5.0
(1)
9
riders
38.5km
01:56
490m
490m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
8
riders
30.3km
01:25
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5
riders
43.5km
02:06
330m
330m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Rhinecliff
The Rosendale Trestle Bridge, situated along the Wallkill Valley Rail Trail, is famous for providing a breathtaking view of the Rosendale area and the Roundout Creek. It's recommended to ride slowly across the bridge due to some boards needing maintenance.
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This road gently undulates whilst running through the trees, giving you a fantastic opportunity to get your speed up and watch the nature go by.
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This gently undulating road is lined with trees on both sides and remains quiet for much of the day. It makes a perfect stretch to cycle on, and immerse yourself in nature.
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Glen Pond is a small water runoff pond on the corner of Glen Pond Drive. The small area of trees right behind it makes it a popular area for small wildlife.
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Fifth Lake is a small yet tranquil lake just outside Rosendale in Ulster County.
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This red bridge is a great place to take in the views of the Rondout Creek. Rondout Creek is a tributary of the Hudson River and flows through Rondout Reservoir. The reservoir is an important water source for New York City.
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Lighthouse Park is located right on the Hudson River. It covers approximately 0.7 acres and has some picnic tables for you to sit and admire the riverside views. From here you can see across to the Esopus Lighthouse, which was built in 1871 and warned ships of areas of shallow water. The neighboring Esopus Meadows Preserve can be accessed via a connecting trail.
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Louisa Pond is set within the Shaupeneak Ridge. The pond is quite small, but a lovely peaceful place to come and take in the surroundings. It is quite picturesque here, with lily pads on the edge of the lake.
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The Rhinecliff area offers a diverse landscape for road cycling, including riverfront paths, former rail trails, open meadows, and wooded areas with gentle hills. Many roads are known for being quiet, tree-lined, and passing through scenic country estates, providing varied and engaging experiences.
Yes, Rhinecliff offers options for various ability levels. For an easier ride, consider the River Road – Quiet backroads and almost no traffic loop from Town of Rhinebeck, which is rated as easy and features quiet backroads. The region also incorporates sections of paved rail trails, like those found on the Kingston City Dock – Rosendale Trestle Bridge loop from City of Kingston, which provide smooth, car-free riding experiences that can be suitable for families.
There are over 80 road cycling routes available around Rhinecliff, catering to different preferences and fitness levels. This includes 18 easy routes, 61 moderate routes, and a few more challenging options.
Many routes in the area are designed as loops. A popular moderate option is the Quiet backroads and almost no traffic – River Road loop from Rhinecliff, which covers 27 miles (43.5 km) and features scenic country estates. Another favorite is the Louisa Pond – Kingston City Dock loop from Lake Katrine, offering varied terrain and Hudson River views over 32.7 miles (52.7 km).
Road cycling routes in Rhinecliff frequently offer spectacular views of the majestic Hudson River, including vistas of the Catskill Mountains and the Kingston-Rhinecliff Bridge. Many routes also pass through open meadows and wooded areas, providing a picturesque backdrop for your ride.
Yes, the region is rich in natural beauty and historical sites. You might encounter the George Clinton Kingston–Rhinecliff Bridge, offering impressive river crossings. Other nearby attractions include the Wallkill Valley Rail Trail, which provides car-free sections, and the Hudson River Overlook for scenic stops. The Empire State Trail also passes through the area, connecting various towns and attractions.
The road cycling experience in Rhinecliff is highly rated by the komoot community, with an average score of 4.8 stars from over 40 reviews. Cyclists often praise the quiet, tree-lined backroads, the varied terrain, and the stunning views of the Hudson River and Catskill Mountains.
While many routes are moderate, there are a few more difficult options for experienced riders seeking a challenge. The region's diverse terrain, including gentle hills and varied landscapes, can provide engaging rides. For example, the Louisa Pond – Kingston City Dock loop from Lake Katrine features over 640 meters of elevation gain, offering a more strenuous ride.
The region is generally pleasant for cycling from spring through fall. The tree-lined roads and river views are particularly beautiful during these seasons. While winter cycling is possible, conditions can vary, and some paths may be less accessible due to weather.
The Rhinebeck Town Landing in Rhinecliff offers public access to the Hudson River, serving as a popular boat launch and viewing area. For more detailed information on local waterfront access and planning, you can consult resources like the Rhinebeck Local Waterfront Revitalization Program.
Yes, several routes in the Rhinecliff area incorporate sections of paved rail trails, offering smooth and often car-free riding experiences. The Kingston City Dock – Rosendale Trestle Bridge loop from City of Kingston is a moderate route that utilizes such trails, providing a unique cycling environment.


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